Winter Park Real Estate | Winter Park Homes and Condos for Sale

3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights Unit 2 SubDv. ⋅ 32792 Zip Code

This beautifully remodeled home is move-in ready and packed with upgrades. Step inside to discover brand new flooring throughout, giving the home a fresh and modern feel. The kitchen has been completely updated with new countertops, cabinets and stainless steel appliances, making it a chef's dream. Fresh paint inside and out brings a bright and inviting atmosphere to every room. Both bathrooms have also been remodeled, featuring modern fixtures and stylish finishes. Additionally, you'll have peace of mind knowing the roof was put on in 2022 and most major mechanical elements have been updated. Located in the heart of Winter Park, this home is just minutes from top-rated schools, parks, shopping, and dining. Enjoy the convenience of being near major roadways, while still being tucked away in a peaceful neighborhood. Don't miss this opportunity to own a stunning, remodeled home in beautiful Winter Park!

5210 Poinsetta Avenue, Winter Park

$750,000

4 Beds ⋅ 3.5 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Discover this stunning POOL home, located in the exclusive gated community of Enclave at Aloma, in the heart of Winter Park. This meticulously maintained property is equipped with 4 bedrooms, 3 full bathrooms, a half bathroom, flex room, and a loft. With over 3,200 sq. ft of living space, this home seamlessly blends modern luxury with natural serenity, offering breathtaking conservation views that will always captivate. As you enter the home through the covered front porch, you're greeted by an inviting open floor plan bathed in natural light. The heart of the home is the spacious and modern kitchen, fitted with granite countertops, 42" cabinetry, and a large breakfast bar, ideal for casual dining or entertaining. Stainless steel appliances, including a built-in oven and microwave, offer both style and functionality for any home chef. The kitchen flows seamlessly into the expansive living and dining areas, ensuring effortless interaction and easy hosting for gatherings. The downstairs office, perfectly situated for those working from home, can also double as a study or flex space. Adjacent to the office is the elegant guest bathroom, providing convenience and privacy for visitors. Upstairs, a spacious loft area offers additional living space, perfect for use as a media room, play area, or secondary office. The generously sized primary suite provides breathtaking views of the surrounding conservation area, creating a peaceful retreat. The luxurious en-suite bathroom features dual vanities, a deep soaking tub, and a stand-up shower, delivering a spa-like experience in the comfort of your home. The additional three guest bedrooms are thoughtfully designed, with two sharing a stylish and convenient Jack and Jill bathroom, offering comfort and privacy for family or guests. Step outside into your private backyard oasis, where a sparkling saltwater pool and hot tub await—perfect for cooling off during warm Florida days or relaxing in the soothing jets of the hot tub after a long day. Whether enjoying a refreshing swim or unwinding in the warmth of the spa-like hot tub, this outdoor space caters to your every need. The covered patio offers a shaded retreat, ideal for outdoor dining or entertaining while taking in the tranquility of the serene conservation. Enjoy proximity to Trinity Prep, Oviedo on the Park, Red Bug Lake Park, Rollins College, downtown Winter Park, and UCF. Residents also benefit from easy access to SR 417, making commutes to downtown Orlando, two International Airports, and Theme Parks much more convenient. Don’t miss the opportunity to make this stunning Winter Park home yours today!

8057 Pleasant Pine Circle, Winter Park

$1,475,000

3 Beds ⋅ 3.5 Baths ⋅ Palmer Ave Lakeside Prop SubDv. ⋅ 32789 Zip Code

Historically elegant SINGLE-STORY home home with 3 OVERSIZED bedrooms, 3 Full bathrooms, and 2 half bathrooms, located on one of the most SOUGHT AFTER streets in the Heart of Winter Park. Located on a expansive fully FENCED CORNER LOT (0.39 acres) featuring lush landscaping. Conveniently located near PARK AVENUE, the Interlachen GOLF & COUNTRY CLUB, and A-RATE SCHOOLS. Well preserved HARDWOOD floors grace the living spaces (original under carpet in bedrooms too) and create flow through the BRIGHT and AIRY layout. Relax by the glow of the WOOD BURNING FIREPLACE and stock your favorite books in the ELEGANT BUILT-IN'S. Not only is the primary bedroom spacious (with double sinks, jetted tub, walk-in shower ensuite bathroom), but all bedrooms are oversized and offer plenty of CLOSET SPACE. Bonus 1/2 bath connected to one of the bedrooms for an in-law or GUEST ENSUITE. Additional features that will also catch your eye are the sliding FRENCH DOORS, large windows for lots of natural light, charming brick patio, GARDEN area, circular driveway for easy in and out access, full 2 CAR GARAGE with workshop, storage built-ins, and half bath, as well as architectural details indicative of the time period it was built. There are plenty of modern UPDATES too, with a NEW ROOF in 2021, NEW AC in 2020, New fence in 2021, and updated unground utilities. Live the quintessential Winter Park lifestyle and request a tour of your future home.

1166 Palmer Avenue, Winter Park

$319,900

3 Beds ⋅ 2.5 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code

Welcome to this charming three-bedroom home, perfectly designed for both comfort and entertaining. As you enter through the large private courtyard, envision cozy lounge chairs, a settee, and a grill, perfect for outdoor gatherings. Inside, the inviting family room to the right features a cozy fireplace, ideal for relaxing evenings. The updated galley kitchen, complete with stainless steel appliances, flows seamlessly into the formal dining room, making dinner parties a breeze. A convenient half bath and utility room are located nearby for added functionality. Downstairs, you’ll find a versatile bonus room that can be used as a den, office, game room, or even a movie room. Upstairs, both bedrooms feature sliding doors that open to private balconies. The spacious master suite boasts a walk-in closet and a well-sized ensuite bath, while the second bedroom offers a comfortable space with a full bath just outside the door. This home is in excellent condition and ready for new owners to move in and enjoy!

1510 Winter Green Boulevard, Winter Park

$350,000

4 Beds ⋅ 2 Baths ⋅ Howell Branch Woods SubDv. ⋅ 32792 Zip Code

Charming East Winter Park Gem with Major Updates and Room to Personalize! Nestled in the sought-after East Winter Park neighborhood "Howell Branch Woods", directly across the street from Eastbrooke Elementary School, this inviting home offers a blend of convenience and potential. With major upgrades already completed, including a brand-new roof, updated electrical panel, refreshed A/C system, and modern plumbing, this property is ready for you to move in and make it your dream home! The spacious back-yard is a standout feature, highlighted by a majestic oak tree that provides both shade and a touch of natural beauty. While the home could benefit from a complete cosmetic upgrade, it boasts a solid foundation and the essential updates you won’t have to worry about. Whether you’re a first-time buyer ready to put your personal stamp on a home, or an investor looking for a property with potential, this East Winter Park residence is an excellent opportunity. Don't miss out on the chance to own a home in this desirable area with all the big-ticket items already taken care of!

5618 Tangerine Avenue, Winter Park

$300,000

2 Beds ⋅ 1 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

Welcome to 1901 Magnolia Ave, a charming 2-bedroom, 1-bathroom, single-family home nestled on a double lot in the heart of Winter Park. Built in 1954, this home has been lovingly maintained and features modern updates including a newer roof (2023), new electric panels (2024), tile floors, and stainless-steel appliances, which create a cozy and inviting atmosphere ready for your personal touches. The spacious double lot provides ample room to create your outdoor oasis, or you can rent the additional space as the current owner does to generate extra income. Located in Temple Terrace, this home is just a short drive from Winter Park’s vibrant downtown area, known for its boutique shops, fine dining, and cultural attractions. With easy access to major highways, visiting Downtown Orlando or any of the amazing activities across Central Florida is a breeze.

1901 Magnolia Avenue, Winter Park

$399,000

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code

Come see this beautifully maintained 3-bedroom, 2-bathroom home located on an oversized lot, over 1/4 acre! The home features a split floor plan, providing both privacy and plenty of space for everyone. The living room includes a large wood-burning fireplace and opens up to a spacious, screened-in porch and huge, fenced-in yard. In addition to the living room, there is a breakfast nook and formal dining room located near the kitchen. Key updates include a new roof in 2022, an AC system installed in 2018, and fresh interior paint in 2018, ensuring a move-in ready experience. This home has been lovingly cared for and is ready for its next owners. Don’t miss your chance to own this centrally located home in a fantastic school district!

1290 Gladiolas Drive, Winter Park

$1,500,000

4 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

Featured on the American Dream Network! Discover unparalleled luxury and modern living, a completely renovated custom home situated in the heart of Winter Park. This exquisite 4-bedroom, 4-bathroom residence sits on a generous 10,769 square foot lot, offering the perfect blend of comfort, style, and high-end finishes throughout. As you enter through the welcoming front porch, you’re greeted by porcelain floors and a spacious, open-concept design. The light-filled living and dining areas provide breathtaking views of the resort-style pool and oversized lanai, creating the ideal setting for entertaining or relaxation. The chef’s kitchen is the heart of the home, boasting an oversized island with quartz countertops, custom cabinetry, and Bosch appliances, making it a culinary dream come true. Beyond the main living spaces, this home offers a dedicated office and a generously-sized playroom with a pool table, perfect for families or hosting. The luxurious primary suite, with direct access to the pool and backyard, features a spa-like ensuite bathroom, complete with floating vanities, luxury Delta fixtures, and an oversized shower. Step outside and find yourself in a private outdoor oasis, designed for year-round enjoyment. The fully equipped outdoor kitchen features a 36’ gas grill, wet bar, mini refrigerator and seating in the outdoor dining area, all overlooking the 14’x28’ pool. With smart lighting, a prewired outdoor sound system, and garden lights, this backyard is ready for evening entertaining or peaceful poolside afternoons. This home is loaded with modern upgrades, including LED lights with dimmers, a Nest smart thermostat, a 5-ton A/C unit, a smart water heater, and 24”x48” porcelain tiles throughout. Your peace of mind is ensured with a smart home security system featuring three alarm keypads and pre-installed outdoor cameras. Located just minutes from the vibrant Downtown Baldwin Park, Rollins College, and a wealth of shopping and dining options, this home is perfectly situated to for convenience and luxury. Whether you’re looking to settle in a serene neighborhood or seeking a high-end investment opportunity, this nationally recognized home offers it all. Don’t miss your chance to own a piece of the American Dream—schedule your private tour today.

2015 Summerfield Road, Winter Park

$950,000

3 Beds ⋅ 2.5 Baths ⋅ Canton Ave Cottages 1 SubDv. ⋅ 32789 Zip Code

This stunning David Weekly home, built in 2017, perfectly captures the luxurious Winter Park lifestyle, just four blocks from the sophistication of Park Avenue and one block from the vibrant Winter Park Village. Stroll to renowned restaurants, boutique shops, and entertainment venues, all steps from your front door. Designed for the ultimate in hosting and entertaining, the open-concept living space is adorned with elegant finishes and designer touches, offering a seamless blend of style and comfort. The first floor boasts three generously sized bedrooms and two full baths, including a primary suite with a spa-like bathroom and spacious walk-in closet. Upstairs, the expansive living and dining areas invite effortless gatherings, with a gourmet kitchen featuring high-end stainless steel appliances, granite countertops, an island, and a natural gas cooktop—perfect for preparing gourmet meals while entertaining guests. Sliding glass doors open to a large balcony with new trek decking, ideal for alfresco dining or evening cocktails under the stars. The HOA provides the convenience of weekly professional lawn care and includes water for the irrigation system, ensuring your outdoor spaces are always pristine without the hassle. Built for both beauty and energy efficiency, the home includes double-pane low-E windows, R-38 insulation, and a tankless water heater..This move-in-ready masterpiece offers not just a home but an elevated lifestyle in one of Winter Park’s most sought-after locations. Schedule your private tour today!

439 N Capen Avenue, Winter Park

$825,000

4 Beds ⋅ 2.5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code

Welcome home to Winter Park, with its tree-lined streets and where the mailman still delivers to your door! This spacious home is located in the Brookshire Heights neighborhood and is mere steps away from the highly rated Brookshire Elementary School and Winter Park High School. As you step inside, you'll be greeted by 12' ceilings and an abundance of natural light pouring in through the many large windows, creating a bright and airy atmosphere. The spacious split floor plan offers a seamless flow between the sizable formal living room, dining room, and family rooms—perfect for both relaxation and entertaining. The kitchen is open to the great room and features newer appliances, a breakfast bar with seating for 4 and a built-in pantry. Storage is plentiful throughout the home, with multiple spacious closets for all your organizational needs. Your generously sized 18' x 13' primary bedroom is a true retreat, complete with dual closets, a french door leading to the rear lanai and an ensuite bathroom with dual vanities. The primary bath also features a luxurious soaking tub, separate shower and private water closet. Step outside to enjoy the tranquil 20' x 12' screened-in rear lanai, perfect for sipping your morning coffee or unwinding in the evenings. The yard is beautifully landscaped with mature oak trees and well-maintained hedges, offering both shade and privacy. This highly sought after community has so much to offer, with fantastic amenities, including an olympic sized swimming pool, public golf course, tennis and pickleball courts and scenic biking trails. You are also conveniently close to Full Sail, UCF and Valencia colleges, shopping, dining, OIA, the Crosby Wellness Center, and AdventHealth Winter Park. ROOF - 2024, HVAC - 2021, PLUMBING - 2003, ELECTRIC - 2003. The home offers easy access to everything you need, making it an ideal blend of comfort, convenience, and lifestyle! This home is easy to show so arrange for your private showing now!

2235 Coldstream Drive, Winter Park

$1,798,000

4 Beds ⋅ 3.5 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

**Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

501 Country Club Drive, Winter Park

$575,000

4 Beds ⋅ Slovak Village SubDv. ⋅ 32792 Zip Code

Opportunity awaits, this duplex is located in the desirable Winter Park area, each unit features 2 bedroom and 2 full bathrooms, a covered carport, and off street parking, a dedicated laundry closet with washer and dryer included, a large living room, a dining room, and a large kitchen with patio. This property was fully renovated from the ground up in 2022! All work permitted. The renovations consisted of all-new plumbing including all plumbing fixtures, new ducts, AC and Air handlers, a new roof, all new roof, all new windows, sliders and doors, insulated walls and ceilings, frameless glass shower doors, brand new cabinets with quartz countertops, all brand new appliances and a brand new septic tank. Duplex occupied by original tenants since 2022***DO NOT DISTURB TENANTS** Call Listing Agent for Rental Info and Showing instructions.***

2605 Holly Road, Winter Park

$1,650,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$165,000

32789 Zip Code

LOCATION - LOCATION - LOCATION!!! The most coveted area of town has an EXCEPTIONAL BUSINESS OPPORTUNITY!!! An upscale - highly successful salon, known for its extraordinary customer service and top-notch beauty treatments is waiting for you. Ratings on Google and Yelp are solid 4.9 stars This turnkey operation has an established clientele. From Day One - you will be making money without having to invest in startup or development fees. Phenomenal walk-in traffic, especially going into the Winter season in the most coveted high end part of town - providing a village-like atmosphere, wonderful restaurants and a beautiful park in the center. The sale includes not only the good will, but also furniture, fixtures and equipment. The cost to build-out, furniture, fixtures and inventory was in excess of $50,000. The current owner is willing to remain and work part-time. The salon also has 5 stylists. Please call the listing agent to view this property. Additional services such as eyebrow threading, facials and make up can be added. It is fully operational which guarantees you income. This salon has a reputation of high volume clientele. Schedule your visit now. Do not miss this opportunity. Come and bring your offer right away. DOES NOT INCLUDE THE REAL ESTATE ***PLEASE do NOT approach any of the Employees or Clients of this Business. This Sale is Strictly Confidential.***

Winter Park

$949,000

3 Beds ⋅ 3.5 Baths ⋅ Lake Spier Crossing SubDv. ⋅ 32792 Zip Code

2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence situated amidst the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community centrally located in Winter Park. Consisting of 10 impeccably designed two-story townhomes, this enclave of contemporary living is brought to you by Meridian Homes, Winter Park's premier builder. Anticipate modern architectural brilliance and carefully planned floor layouts that prioritize stylish, hassle-free living. Meticulous attention to detail is evident both indoors and outdoors. Your kitchen boasts state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is key, with in-unit laundry facilities and a two-car garage ensuring seamless daily routines. Residents of Lake Spier Crossing relish exclusive access to three private docks, ideal for launching paddleboards, kayaks, or enjoying a spot of fishing. This exceptional locale offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, catering to an active outdoor lifestyle. Enjoy the convenience of strolling to Downtown Baldwin Park for dining, shopping, and lively entertainment, or embark on a leisurely 10-minute bike ride to the iconic Park Avenue. Benefit from access to Winter Park's esteemed school district, enhancing the allure of this exceptional community.

1919 S Lakemont Avenue, Winter Park

$235,000

2 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Welcome home to this 2 bedroom 2 bath single story townhouse within close to shopping, restaurants. banks, etc. Priced to sell quickly. Floor plan offers a Living-Dining combo, tile floors with a pass-through to kitchen. Sliding glass doors lead to your own privacy fenced back yard with a large concrete patio. This must-see home has the following updates: Roof replaced, A/C replaced in 2016, re-piped in 2018 , exterior painted all within the last 2-8 years for worry free living. Investors are welcome. Could be updated or lived in as is. Enjoy the sparkling community pool year round, play tennis within this wonderful community with LOW HOA dues. This must see home won't last long so schedule your private showing today.

2403 Dominica Run, Winter Park

$4,250,000

5 Beds ⋅ 5.5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

PROUDLY PRESENTING THE WINTER PARK VIA's NEWEST ADDITION TO THE LUXURY HOME MARKET ...BUILT BY M. LAHR HOMES! Prominently sited on a fantastic lot, this custom home has come together perfectly as a unique, awe-inspiring estate offering an unparalleled combination of function, elegance, and aesthetics. The home boasts a very well thought out design with finishes and features that showcase professional design planning at a very high level. There is even more detail, function, and quality than what is typically available in the Winter Park New Construction market. Offering a great combination of an expansive living area, large bedrooms, and unique spaces accented by three (3) feature fireplaces, the house feels nothing less than a resort. Expansive glass from the oversized doors and windows flood the home with natural light and create a dramatic exterior evening presentation. The entire main floor living area opens perfectly out to the large covered patio, back yard, and the pool/spa area making this entire area a beautiful four (4) season extension of the interior living space. The floor plan features a private ground floor primary suite, four (4) additional large bedrooms (all with private baths and walk-in closets), and numerous sitting areas/loft/dining spaces that can be utilized to suit multiple needs! Please see floor plans attached and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH . You will not find a better opportunity to secure a highly detailed, unique, luxury home in the WP area that offers the feel, presentation, and function of 1229 Via Del Mar. Located in the desirable Winter Park Via's location in top rated Dommerich/Winter Park School District and minutes to WP Raquet Club, Park Ave. Shopping, Winter Park Village, DT Orlando, Advent Health, ORMC and more. An exquisite Luxury Estate in one of Central Florida's most dynamic areas!

1229 Via Del Mar, Winter Park

$130,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code

Welcome to 227 Scottsdale Square #227, a cozy and well-maintained 1-bedroom, 1-bath condo located in the desirable Winter Park Woods community. This second-floor unit offers a spacious living area with an open floor plan, perfect for relaxing or entertaining guests. The updated kitchen features modern appliances and plenty of cabinet space. The master bedroom is generously sized with ample closet space, while the second bedroom is perfect for guests or a home office. Enjoy the convenience of in-unit laundry, private balcony, and assigned parking. The community offers fantastic amenities, including a pool, tennis courts, and playground. With easy access to shopping, dining, and major highways, you’re just minutes from downtown Orlando, UCF, Full Sail University, and Winter Park’s best attractions. Perfect for first-time homebuyers, or investors looking for a great rental property! Don’t miss out on this incredible opportunity—schedule your showing today!

227 Scottsdale Square Unit 227, Winter Park

$1,995,000

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

Hard to find frontage on Fairbanks Avenue in desirable Winter Park. This lot and business offer a prime location being on a corner lot just one mile from Park Avenue and Rollins College. 34,000 plus vehicles pass by this location daily! Building features concrete block construction and stucco exteiror. It has 2 service bays with energy efficient doors and automatic openers. The roof was replaced in 2017 with energy efficient 6-inch roof laminate. Interior is fully air conditioned by 2 units. There is a large storage room in the rear, separate from the office. Property has a top of the line video surveillance system inside and out. Property is fenced with a 4 foot metal fence and 2 rolling gates.

1931 W Fairbanks Avenue, Winter Park

$320,000

3 Beds ⋅ 2.5 Baths ⋅ Winter Park Pines Condo SubDv. ⋅ 32792 Zip Code

Welcome to your dream home! This elegant two-story villa-style condominium combines sophistication and comfort. The convenient downstairs primary bedroom ensures privacy, while the single-car garage and guest parking cater to your needs. Enjoy the serene courtyard, cozy brick corner fireplace, and spacious kitchen with stainless steel appliances. The open great room features high ceilings and tile floors, with natural light flowing through large windows. A bonus room and storage closet overlook the fenced-in rear patio, perfect for displaying potted plants. Impeccably maintained and move-in ready, this unit must be owner-occupied as rentals are not allowed. Located near Full-Sail University, Rollins College, the University of Central Florida, and Downtown Winter Park’s Park Avenue, you’ll have easy access to top-notch educational institutions and vibrant shopping and dining options. Don’t miss out—schedule your viewing today and experience the blend of modern features and inviting ambiance this home offers!

543 Warrenton Road Unit 543, Winter Park

$1,150,000

4 Beds ⋅ 2.5 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury and functionality, located in the desirable Sylvan Lake Shores neighborhood of Winter Park. The property boasts a thoughtfully designed open floor plan with dark oak wood floors and recessed lighting throughout, creating a bright and inviting atmosphere. The gourmet kitchen is a standout feature, equipped with a gas stainless steel range, pot filler, stainless steel hood, quartz countertops, a farmhouse-style sink, and a large island with seating—perfect for casual dining or entertaining guests. French doors open from the kitchen and living areas to a covered, paver lanai, where you’ll find an outdoor summer kitchen complete with a fridge, gas cooktop, grill with rotisserie feature, and vented hood. The outdoor living space also includes a TV, offering the ideal setup for year-round entertaining. Step into your private backyard oasis, fully fenced and surrounded by lush vegetation, a waterfall, and a water feature. The paver, heated pool provides a relaxing escape, while the expansive lanai runs the width of the home and features seating, dining, and lounge areas. Whether hosting a poolside gathering or enjoying a quiet evening, this backyard offers unparalleled privacy and tranquility. The home’s split floor plan ensures privacy for all, with the primary bedroom and two secondary bedrooms featuring French doors that open to their own private retreats. The primary suite has been fully remodeled and includes a spacious walk-in closet with built-ins and a safe, as well as private access to the pool deck. The luxurious en-suite bathroom boasts a dual-sink vanity, a throne room, and a large shower with a wand feature, creating a spa-like experience. Additional features include a Nest thermostat, Ring security system, a laundry room with a utility sink, and a 2-car garage. The office, which can be used as a fourth bedroom, offers built-in cabinets, shelves, and a closet, providing ample storage. The home also comes with a gas hot water heater and a new metal roof, ensuring energy efficiency and durability. Located just minutes from Winter Park's vibrant shopping, dining, and top-rated schools, this home offers a rare opportunity to enjoy modern living in one of Central Florida’s most sought-after areas. Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living!

345 Sylvan Boulevard, Winter Park

$979,000

3 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Timeless Elegance in the Heart of Winter Park! Discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an office overlooks the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with upgrades, including designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system with a 22 SEER variable speed unit and humidity control (installed in 2023). The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. Owned solar panels and Roof (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a full-home re-pipe and rewire have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$580,000

4 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code

Nestled within the desirable family community of Lake Waunatta Woods, this home is beautifully updated and meticulously maintained. The fenced back yard is spacious with a patio and gazebo that is perfect for relaxing, BBQ's and entertaining. Enjoy the benefits of top rated Winter Park schools and the convenience of nearby amenities. State Road 417, the University of Central Florida, Full Sail University, downtown Winter Park, and Downtown Orlando! NEW ROOF! NEW AC! NEW KITCHEN APPLIANCES! NEW WASHER AND DRYER! NEW FENCE! NEW GAZEBO AND LANDSCAPING! Preferred lender offering appraisal credit! Bring all offers as homes in this neighborhood rarely go on the market and don't last long! All rooms sizes should be confirmed by buyer.

4025 Quenita Drive, Winter Park

$695,000

Winter Park SubDv. ⋅ 32789 Zip Code

Build your dream home a few steps away from beautiful Park Ave in Winter Park.

443 Carolina Avenue, Winter Park

$879,000

3 Beds ⋅ 3.5 Baths ⋅ Lake Spier Crossing SubDv. ⋅ 32792 Zip Code

Special financing or closing cost credits available to qualified buyers. 2024 PARADE OF HOMES ORLANDO WINNER - BEST IN CLASS! Don't miss your opportunity to win this extraordinary move-in ready new residence located between the tranquil shores of Lake Spier and Lake Compton, within the exclusive Lake Spier Crossing community in Winter Park. Featuring 10 impeccably designed two-story townhomes, this enclave of contemporary living is crafted by Meridian Homes, Winter Park's premier builder. Expect modern architectural brilliance and thoughtfully planned floor layouts for stylish, hassle-free living. Meticulous attention to detail is evident indoors and outdoors. The kitchen includes state-of-the-art stainless steel appliances and elegant stone countertops, complemented by luxurious hardwood flooring throughout. Convenience is prioritized with in-unit laundry facilities and a two-car garage. Residents of Lake Spier Crossing enjoy exclusive access to three private docks, perfect for paddleboarding, kayaking, or fishing. This exceptional location offers proximity to Lake Baldwin Dog Park and the picturesque Cady Way Trail, ideal for an active outdoor lifestyle. Enjoy the convenience of walking to Downtown Baldwin Park for dining, shopping, and entertainment, or taking a leisurely 10-minute bike ride to the iconic Park Avenue. Access to Winter Park's esteemed school district enhances the allure of this exceptional community.

1915 S Lakemont Avenue, Winter Park

$4,595,000

5 Beds ⋅ 5.5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$1,650,000

4 Beds ⋅ 3.5 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn, beautiful lighting, and nature-inspired tile up against a darker pallet of appliances and cabinetry. The kitchen is complete with Z Line gas range/oven and hood along with an oversized sink and Z Line dishwasher and refrigerator. The Kitchen also features ample built-in pantry cabinets. This home offers a comfy dining area where additional dining is incorporated in the kitchen island design. The great room opens up to a spacious outdoor patio area and luxurious pool encased in a tunnel of bamboo. An outdoor shower and pool bath are also featured in this area. Back inside as you roll upstairs you will have a close up view of the beautiful foyer chandelier and be invited by double entry doors into the master bedroom, bathroom and walk-in closet. Upstairs there are also 3 more bedrooms and 2 full bathrooms located down a brightly lit hallway. 840 W Comstock is nestled in the popular downtown Winter Park area where shopping and restaurants are just a short stroll down the street and is zoned for the top-notch public schools, Audubon Park K-8 and Winter Park High School. Schedule your visit today and fall in love with this dreamy home!

840 W. Comstock Ave., Winter Park

$329,900

2 Beds ⋅ 1 Baths ⋅ Village Condo SubDv. ⋅ 32789 Zip Code

Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a "new" private deck just right outside the unit back door to just relax and enjoy a quiet evening. No Condominium Assessments and All Major Building Components/Projects (Roof, Fencing, Driveway, Landscaping, Lighting, Painting) have been completed Within the Last 7 Years! This home is "wireless" from the doorbell to the electrical switches and ceiling lights which can be dimmed for a relaxing mood. It is set up on a Google Home Platform and can be controlled remotely. A nest thermostat, doorbell and a state of the art wireless Blue ADT alarm system that is self-monitored with backup capabilities to ensure notifications of events. There is a new all-in-one washer/dryer for a one-time load and done. The unlimited hot water system maintains constant temperature based on your convenient and easy dial setting and comfort. The kitchen has modern track lighting and granite counters. Custom white plantation shutters and crown molding throughout the home. There is one assigned parking space with ample parking for another vehicle and guest parking. The location in Winter Park is ideal and is located near the police and fire station. This home has everything you need to enjoy the Winter Park lifestyle and cultural events.

500 N Pennsylvania Avenue Unit E, Winter Park

$300,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

700 Melrose Ave, H 1 Unit H 1, Winter Park

$400,000

3 Beds ⋅ 1 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Charming Remodeled Winter Park Home! Welcome to 2720 Ambergate Road, a super cute and recently remodeled 3-bedroom, 1-bathroom home located in the heart of Winter Park! This gem features all-new flooring, a beautifully updated kitchen, and lush, manicured landscaping. Situated on a large lot, the fully fenced backyard offers the perfect space for family fun or your furry friend's outdoor adventures. You'll love the new windows installed throughout, providing both energy efficiency and natural light, while the mini-split AC units work alongside the Central HVAC to keep you extra cool during those hot Florida summers. No HOA means more flexibility, and the location is unbeatable! Just minutes from the iconic Park Avenue, you'll have easy access to top-rated schools, Publix, Starbucks, YMCA, and Winter Park Hospital. Don't miss this opportunity to own a piece of one of Central Florida's most desirable neighborhoods! Schedule your tour today!

2720 Ambergate Road, Winter Park

$224,900

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Second floor,corner unit with updated hardwood floors in Olde Winter Park! Situated in a well-landscaped community of five two-story condominium buildings with amenities including a pool,clubhouse,gazebo,and playground. Located back enough from the road for peace and quiet,yet still in walking distance to restaurants,gym,Whole Foods and shopping. Jumbo living room is 20'6" x 14' with lighted ceiling fan,hardwood floors,and sliding glass door that opens to a covered balcony kept private by the shade of a large maple tree. Kitchen with ceramic tile,pantry,and bar top opens to living room and a view of the balcony. Dining room is 12' x 12' with a lighted ceiling fan and hardwood floors. Separate laundry room within unit is 5'6" x 5'6" with a full size washer and dryer included. Two full baths both have ceramic tile,tub and shower. Carpeted primary bedroom is 13'7" x 12' plus en suite measuring 5' x 8' plus walk-in closet measuring 7'6" x 4'1" with light,rods and shelving. Bedroom #2 is 12' x 11',bright with neutral carpet,two windows,and large 5'4" x 2'2" closet. Bedroom #3 is 13'3" x 10'3" with large window,carpet and large 5'2" x 2'2" closet. Condo fee includes internet,cable TV,pest control,valet trash. One reserved parking spot and ample add'l parking including spaces for RV,boat or trailer. Pets are welcomed and property includes a fenced pet walk. Unit is on top floor so no neighbors walking overhead! Located under 1 mile from Winter Park Village and movie theater,2 miles from Park Avenue shopping and restaurants,2 1/2 miles from Rollins College,and 6 miles to Downtown Orlando. All appliances convey including washer,dryer and built-in microwave. Property is vacant,clean,and turnkey. Community allows rentals,and unit has successful rental history.

1695 Lee Road Unit D215, Winter Park

$395,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Winter Park Gardens community. This unit boasts numerous upgrades, including brand-new plumbing, a tankless water heater, resealed windows, recessed lighting, and ceiling fans. The entire condo features stylish wood-look TILE flooring, and the open, modern kitchen showcases solid wood cabinets with pull-out shelving, glass display cabinets, and granite countertops. Both bathrooms have been tastefully updated, and ample storage is provided by spacious closets with built-in organizers. The secondary bedroom includes a built-in queen-size Murphy bed for optimal space and functionality. Winter Park Gardens is a vibrant 55+ community that welcomes younger owners and is within walking distance of Winter Park's top attractions like Mead Gardens, Rollins College, and Park Avenue. The serene, park-like grounds feature a pool and pond, making this property a must-see to truly appreciate its charm and amenities.

700 Melrose Ave J 1 Avenue Unit J1, Winter Park

$749,000

Cherokee Park SubDv. ⋅ 32789 Zip Code

Investors and developers, here's your next opportunity! The VALUE is truly IN THE LAND with this prime 50’ x 141’ lot already surrounded by luxury townhomes, lakefront mansions, and located on a tree lined, brick street close to Winter Park's famed Park Ave. Build a spacious single-family home or maximize your ROI by constructing 2 townhouse/duplex style abodes; each side could boast over 2,000+ sq ft of interior living space plus each having a one-car garage. With Fee Simple ownership, you could generate significant returns by capitalizing on this highly desirable lot with a two-unit building. Situated just a short 5 minute walk to beautiful Lk Virginia, and a 10 minute walk to Rollins College, Park Avenue, and downtown Winter Park, this area is known for its wonderful restaurants, boutique shopping, charming train station, and Central Park, which hosts concerts, art festivals, and movies. The property currently features a rental duplex (both units are 2 bed, 1 bath), with one unit leased through May 2025 and the other through September 2024. Please do not disturb the tenants. Contact us today to explore the full potential of this buildable site! VALUE is in the LAND.

1101 S Pennsylvania Avenue, Winter Park

$1,099,000

4 Beds ⋅ 2.5 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

1718 Demetree Drive, Winter Park

$569,999

3 Beds ⋅ 1 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

Wonderful Winter Park location with NO HOA. This beautiful 3 bedroom/1 bath home is an amazing find that will not last long. This property sits on a large lot with 2 patio areas outside for enjoying Florida's weather. The backyard is fully fenced in with mature landscaping that provides plenty of shade. This property has fresh paint inside and was replumbed in August of 2024. Stroll through the neighborhood and land at East End Market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. Some photos have been virtually staged. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood. This home will not last long.

2821 Eastern Parkway, Winter Park

$405,000

3 Beds ⋅ 2 Baths ⋅ Howell Estates 2nd Add SubDv. ⋅ 32792 Zip Code

Explore your ideal Florida Forever Home! Prepare to be captivated by this beautifully renovated one-story, three-bedroom, two-bath single-family home, situated in the tranquil and well-established HOWELL ESTATES community. Tucked away in a cul-de-sac, this home features a split floor plan, and freshly painted interiors and exteriors. Every aspect has been thoughtfully updated to ensure it's ready for the new owners to move in. Elegant and durable vinyl flooring throughout the home provides a fresh, modern look. Brand new kitchen cabinets paired with stunning quartz countertops create a perfect space for culinary adventures. Both bathrooms have been completely remodeled with contemporary fixtures and finishes. Brand-new stainless-steel appliances add both style and efficiency to the kitchen. Stylish new light fixtures and recessed lighting throughout the home enhance its bright and airy feel. Enjoy peace of mind with recently updated plumbing throughout the home. The living area flows seamlessly into a screened-in patio, perfect for outdoor relaxation without the hassle of bugs. Enjoy the convenience of a 2-car garage, complete with washer and dryer hookups, providing ample storage and laundry space. Reduce your carbon footprint and utility bills with energy-efficient solar panels. Updated windows and sliding doors provide enhanced energy efficiency and curb appeal. The roof was replaced in 2018, offering long-lasting protection for years to come. Seize the chance to make this beautifully updated home yours. It's VACANT and READY FOR IMMEDIATE MOVE-IN. WELCOME HOME.

1035 Lundy Court, Winter Park

$399,999

3 Beds ⋅ 2.5 Baths ⋅ Aloma Trails SubDv. ⋅ 32792 Zip Code

***Welcome to 7632 Aloma Pines Ct!***Located in the Gated Community of Aloma Pines in Winter Park. This Town Home features 3 bedrooms and 2.5 baths. Upon entering you will be greeted with a bright open concept, Beautiful Tile Floors throughout, Crown Molding and motorized shades over the OVERSIZED SLIDING GLASS DOOR! The beautiful kitchen features 42" cabinets, Granite Countertops, backsplash, an over-sized pantry, STAINLESS STEEL APPLIANCES and a large ISLAND with bar seating! On the second floor you will find the bedrooms along with the the laundry room. All of your fixtures and fans have been upgraded! Call for your private showing today!!

7632 Aloma Pines Court, Winter Park

$579,000

2 Beds ⋅ 1 Baths ⋅ Selwyn Heights SubDv. ⋅ 32789 Zip Code

Discover the potential of 1411 Ridgewood Avenue, a charming 1949 bungalow located in the heart of Winter Park, walking distance to Park Avenue. This 2-bed, 1-bath home is set on a massive lot, offering a unique opportunity to either enjoy the vintage charm or create your dream home from the ground up. With plenty of space for expansion or a complete rebuild, this property is perfect for those looking to invest in one of Winter Park’s most desirable neighborhoods. Just minutes from top schools, shopping, and dining, this location offers both convenience and the chance to design your perfect oasis.

1411 Ridgewood Avenue, Winter Park

$3,450,000

3 Beds ⋅ 3.5 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Luxury, location, and lifestyle beautifully come together at The Residences, one of downtown Winter Park’s premier condominium communities. The building offers 24-hour concierge service, a rooftop pool & spa, and an ideal location just one block from Park Avenue. This spacious 3,355 square-foot lock & leave home boasts stunning views of Winter Park and includes multiple balconies for enjoying the scenery. The single-story condo is equipped with a private elevator and secure access. A grand entry hall leads to an open-concept great room with sliding doors to the primary balcony and the dining room. The adjacent kitchen has Viking and Sub-Zero stainless appliances, along with a large eating area. The floorplan is well laid out with a 3-way split plan. The primary suite is spacious and refined with a private balcony, oversized custom closet, and bathroom with jacuzzi tub, separate shower, dual vanities, and 2 lavatories. The other wing has a powder room, two additional en-suite bedrooms, a dedicated office/flex space, and a laundry room. Classic interior design with hardwood floors throughout the home, tall ceilings, crown molding, chair rail, and French doors. Underground secured parking includes 2 reserved spots, and this unit comes with a separate storage space. The Residences includes 24-7 concierge services, a rooftop pool & spa with a grill and kitchenette that can be reserved for private events, maintenance services, and various sitting and meeting spaces. Conveniently located next to The Alfond Inn, with its newest addition of The Spa at The Alfond Inn, Winter Park’s newest sought-after spa destination. The Residences provides all the conveniences of a private luxury resort... without ever having to leave your home.

300 S Interlachen Avenue Unit 403, Winter Park

$485,000

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to this exquisitely renovated home perfectly located in the heart of Winter Park! The new owners will enjoy peace of mind with a new kitchen that boasts granite countertops, exclusive backsplash, stainless steel appliances, spacious pantry, new AC, new luxury waterproof flooring throughout the home, large rooms, lots of natural light, wood burning fire place and more. This expansive home offers a truly exceptional living experience! Enjoy your comfortable backyard with plenty of space for entertaining! Centrally located near Winter Park Village, Park Ave Shopping District, Farmers Market, Whole Foods and more. Don’t miss this opportunity! Schedule your showing appointment today!

1209 Park Green Place, Winter Park

$1,395,000

3 Beds ⋅ 2.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$1,795,000

4 Beds ⋅ 3.5 Baths ⋅ Villa View Park SubDv. ⋅ 32789 Zip Code

Welcome to this stunning four-bedroom, three-and-a-half-bath contemporary home, meticulously crafted by Rex-Tibbs in 2015, located on a quintessential Winter Park brick street. Unique opportunity as home has been barely lived in since built and literally still shows like a brand-new home that's been extremely well maintained by Total Care Management & Signature Landscaping Contractors over the years. With walls of glass and a spacious, open modern floor plan, this home is perfect for both entertaining and everyday living. The spacious living and dining area is filled with natural light streaming through large windows, creating a warm and inviting atmosphere. The open kitchen, overlooking the family room with a cozy fireplace, is a chef's dream, featuring a large island with an under-counter wine fridge, a Thermador six-burner gas range, and a Thermador refrigerator. Glass sliders in the family room provide a seamless view of the expansive backyard and the sparkling pool. The private primary suite offers a tranquil retreat with glass sliders that open to the covered lanai and pool area. The ensuite bath is luxurious, and the suite includes two separate walk-in closets. Upstairs, the second floor offers a spacious bonus room, ideal for a game room or additional family space, alongside three generously sized bedrooms with large closets and two full baths. Enjoy the expansive, fenced backyard featuring a modern pool surrounded by a travertine pool deck, offering a clean and sophisticated aesthetic. The covered lanai provides a perfect space for relaxation and entertainment, offering shade from the sun and shelter from the rain, all while allowing you to enjoy the serene view of the outdoor oasis. Nestled among newer homes, this property is within walking distance to downtown Winter Park, Park Avenue's boutique shops, restaurants, Central Park, the Winter Park Farmer's Market, and more. Situated in a top-rated school district and with easy access to major roadways, this home offers an effortless commute to downtown Orlando. Enjoy the perfect blend of elegance, comfort, and convenience in this beautiful Winter Park home.

643 Pansy Avenue, Winter Park

$539,000

Aloma SubDv. ⋅ 32792 Zip Code

Great opportunity to own property in Winter Park, 32792 for under $600,000! Opportunities like this don't come around often so snag this one quick! Here is your chance to build your dream home on an oversized lot. Gorgeous tree lined property and street. Prime location in Winter Park, across the street from Ward Park, ball field, park and just minutes from dining, shops & Advent Health center. Existing home has no value, buyer is responsible for tear down costs and permits. Land will not be sold subject to lot split. Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc.

2313 Loch Lomond Drive, Winter Park

$2,199,999

6 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of sophisticated living. Boasting 6 total bedrooms, 4 bathrooms, including a detached 2-bedroom guest house, this property seamlessly blends modern amenities with timeless charm. As you step through the grand entrance, you are immediately greeted by a stunning foyer adorned with pristine travertine flooring, setting the tone for the elegance that lies ahead. The open floor plan, accentuated by soaring high ceilings, creates an inviting atmosphere perfect for both lavish entertaining and tranquil family living. The heart of the home, the gourmet kitchen, is a chef's dream come true. Featuring breathtaking quartz countertops, top-of-the-line appliances, custom cabinetry, and an in-home wine cellar, this space is as functional as it is beautiful. Whether you're preparing a casual meal or hosting a grand dinner party, the adjacent dining room provides the ideal setting for every occasion. The master suite, located on the main floor, is a sanctuary of luxury and comfort. It boasts a walk-in closet and an opulent en-suite bathroom complete with a soaking tub, separate shower, and double vanities. The remaining bedrooms are located on the second floor, offering privacy and space for family or guests. Adding to the property's appeal is a completely separate 2-bedroom guest house, accessible via a private entrance. This guest suite includes a full kitchen, cozy living room, and its own laundry room, making it perfect for extended family, visitors, or even as a private home office. The flexibility and privacy this space offers are truly unmatched. Step outside to your own private paradise, where a sparkling pool awaits. The expansive screened-in lanai and ample outdoor space make this the ultimate setting for enjoying Florida's year-round sunshine. Whether you're hosting a summer barbecue or simply unwinding after a long day, this outdoor oasis provides the perfect backdrop. Located just minutes from the renowned Park Ave, this home is nestled in one of Winter Park's most coveted neighborhoods. Enjoy the convenience of being close to award-winning restaurants, boutique shopping, and upscale entertainment options. Living here isn't just about owning a home—it's about embracing a lifestyle of luxury and convenience. This stunning property offers the perfect blend of luxury, comfort, and location. Schedule your private showing today and discover what makes this Winter Park home truly exceptional.

1451 Lyndale Boulevard, Winter Park

$238,000

2 Beds ⋅ 2.5 Baths ⋅ Hidden Oaks Condo Ph 07 SubDv. ⋅ 32792 Zip Code

A wonderful 2 bedroom 2.5 bath condo in Orlando. This condo is ready to move in. Great for family or even as an investment property. As you enter through the front door you are greeted with a large family room, plenty of room to put your dinning table. On the ground floor you have the half bath. The kitchen has granite counter tops and stainless steel appliances. At the back you have a small storage and a little patio area to sit and relax on a nice sunny day. All three bedrooms are upstairs, master bedroom is facing the front window. The whole condo has been looked after and maintained very well. Vinyl flooring through out the condo, making it so much easy to clean. THE PROPERTY HAS RECENTLY BE UPDATED WITH NEW PAINT. ROOF WAS REPLACED RECENTLY. CLOSE TO MAJOR HIGHWAYS AND 10-15 MINUTES TO UCF MAIN CAMPUS AND FULL SAIL. This condo will sell fast. Call and make your appointment to view fast.

3251 Forest Oaks Court Unit 115, Winter Park

$1,350,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue or take your boat on a sunset cruise through the canals! Experience upscale living in this fabulous condo with a DEEDED boat slip on the famous Winter Park Chain of Lakes. Located on the fifth floor, you will enjoy breathtaking tree-top lake views from this beautifully updated, one story unit covering almost 2100 square feet. The open layout features expansive living and dining areas that seamlessly transition to an outdoor screened-in porch. The stylish kitchen is well equipped with custom wood cabinets, granite countertops, stainless steel appliances and a center island with breakfast bar. The condo features a spacious guest suite with double closets, and a dramatic guest bath, complete with a custom designer vanity and a large walk-in shower. The generous owners suite offers a lounging area with radiant natural lighting. The spa-like bathroom includes custom vanities, soaking tub and a large walk in closet with built-ins. Additionally, features include automated blinds in the living room and an indoor laundry closet. The well maintained complex located on the shores of Lake Osceola offers underground parking, storage closet, and amenities such as pool and community laundry room. The property includes a deeded boat slip. Situated just steps away from vibrant Park Ave, residents will enjoy many fantastic restaurants, cafes, Museums, and Boat Tours, in addition to the convenience of the Sunrail/Amtrak station. The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more.

311 E Morse Boulevard Unit 6-18, Winter Park

$215,000

2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

Stop The Car!!! Here it is!!! A fantastic ground floor 2/2 condominium; in sought after Winter Park, Florida. This lovely home is conveniently located near fine dining, shopping, Baldwin Park, and prestigious schools: Full Sail University, UCF, and Rollins College. Your future home offers an open floor plan with a kitchen looking out to the family room. Your fantastic kitchen is set up with stainless appliances, glazed counters and with ample solid wood cabinets for storage, plus a breakfast bar. It gives you plenty of natural light in the kitchen from the double windows surrounded within, it also has a very pretty backsplash over the sink. Great area beside the kitchen for your dining table with overhead ceiling fan and cute chair rail. The master bedroom has an en-suite full bath with shower and walk-in closet. Both Bathrooms have been remodeled with ceramic tile In shower and tub/shower and glazed vanity tops. The home has its own indoor laundry room with a washer and dryer. Lovely outdoor area off of Living room with screened in porch; so you and your family may enjoy Florida's beautiful evenings and pretty landscaping the community offers. Amenities include a sparkling blue swimming pool and large luxurious spa, that are just within steps of your home. It is only waiting for its new owner; call today!

3043 Antique Oaks Circle Unit 171, Winter Park

$579,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$525,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Remodeled 3/2 pool home in Winter Park on a quiet street with a detached ADU for a home office/gym/studio adds to the appeal. An open bright custom kitchen is perfect for entertaining. The satisfactory 4pt inspection will help in lowering insurance costs. Being nestled between College Park and Downtown Winter Park with easy access to I4 and excellent schools, makes this a standout turnkey home a fantastic location. No HOA and priced below appraisal!

2877 Euston Road, Winter Park

$379,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Welcome to this charming home in the desirable Eastbrook Neighborhood of Winter Park! This residence offers 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. With two large living areas, there’s plenty of room for relaxation and entertaining. The eat-in kitchen is perfect for casual dining and meal preparation, featuring a functional layout and modern amenities. Step outside to the spacious, fully fenced backyard—an ideal spot for outdoor gatherings, play, and gardening. The two-car garage adds convenience and additional storage. With 1,516 square feet of well-designed living space, this home combines practicality with cozy charm. Situated in a fantastic location in Winter Park, you'll enjoy easy access to local amenities, parks, and schools. Don’t miss this opportunity to own a home in one of Winter Park’s sought-after neighborhoods. Schedule your showing today and discover all the opportunity this wonderful property has!

3425 Balsam Drive, Winter Park

$835,000

3 Beds ⋅ 2 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Discover the perfect canvas for your dream home at 674 Randy Lane in Timberlane, where your aspirations meet reality. This prime 0.41-acre lot, zoned for the coveted Audubon K-8 School, offers an ideal location at the corner of Randy Lane and Fosgate Drive. With 200 feet across the back and 35 feet on General Rees, there’s ample space to build your multi-car garage or workshop. The lot is ready to go with underground utilities and sewer connected. The existing 1950's home and oversized garage/workshop have been part of Timberlane's charm for decades. This property is in the heartbeat of everything.... Across from Blue Jacket Park, near downtown Baldwin Park. Stroll through the neighborhood and land at East End market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools!

674 Randy Lane, Winter Park

$659,900

4 Beds ⋅ 3 Baths ⋅ Quail Run SubDv. ⋅ 32792 Zip Code

Welcome to this spectacular 4-bedroom, 3-full-bath executive home in the highly sought-after Quail Run neighborhood. Walking into this home you will immediately take note of the beautiful French pattern travertine floors, the abundance of natural light, and a split floor plan!! Filled with upgrades the home offers newer double-pane high-efficiency windows, Water Heater 2023, Roof 2022, and HVAC System 2016 just to name a few!!! Let's not forget the chef’s dream kitchen featuring top-of-the-line Stainless-Steel appliances and exquisite granite countertops making it perfect for culinary enthusiasts and entertainers alike! Headed out to the back of the property you will exit through Top-of-the-line Pella sliding glass doors into a covered screened patio that leads out to a 200 sq ft paver patio area perfect for grilling and all completely enclosed with Vinyl fencing on this oversized lot!! Nestled at the end of a quiet cul-de-sac, this home offers peace and privacy while being just minutes away from UCF, 417, shopping, and top-notch dining. This exquisite home is a rare find and won’t last long, schedule your private showing today!

4598 Whimbrel Place, Winter Park

$485,000

3 Beds ⋅ 2.5 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated single-family home in Winter Park, FL. This charming property offers three bedrooms, each thoughtfully designed for comfort and style. Additionally, there is a versatile flex space that can easily function as a fourth bedroom, home office, or playroom. The primary bedroom is conveniently located on the main floor, providing ease of access. The home boasts two full bathrooms and a convenient half bath, ensuring ample facilities for family and guests. Throughout the property, you will find tasteful updates and attention to detail, along with plenty of storage space. Situated on a generously sized corner lot, this home is zoned for the highly-rated Lake Howell High School and is centrally located to enjoy all that Winter Park has to offer.

1663 Meadowgold Court, Winter Park

$4,150,000

3 Beds ⋅ 5.5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite three-bedroom, 5.5-bath plus office pool home in the heart of Winter Park. This stunning residence exudes elegance and sophistication, beginning with the stately double-front doors that open into a grand foyer, offering direct views of the beautiful pool and meticulously landscaped backyard. Step inside to discover a magnificent custom concrete and iron staircase that sets the tone for the remarkable craftsmanship throughout the home. A thoughtful floor plan is ideal for entertaining and comfortable living. The spacious open kitchen overlooks the family room and breakfast area, providing seamless access to the covered lanai. Outfitted with sleek European custom cabinetry by NEFF and double islands, the kitchen boasts an abundance of storage. The inviting family room features a stunning gas fireplace, coffered ceilings and a large custom bar complete with a wine refrigerator. The formal living and dining areas are enhanced by large picture windows that bathe the rooms in natural light, offering picturesque views of the lush grounds. The outdoor living space is nothing short of extraordinary, featuring a cozy outdoor living room with a gorgeous gas fireplace, a dining area and a built-in grill. Motorized screens open to reveal the pool and manicured backyard, creating an idyllic setting for relaxation and entertainment. The primary suite on the first floor is a sanctuary of luxury, offering two separate baths, each with its walk-in closet and access to the pool area. An elegant office or optional fourth bedroom and a secondary bedroom with an en-suite bath are also on the first floor. The second floor boasts a secondary primary suite with a spacious en-suite bath, featuring dual vanities, a spa-like tub and a glass shower. A brick paver-gated driveway leads to a motor court and a three-car attached garage, ensuring ample parking and privacy. This top-notch location is just a short distance from vibrant shopping and restaurants on Park Avenue and the iconic Winter Park Golf Course. Experience the epitome of luxury living in this remarkable Winter Park home, where every detail has been meticulously crafted for an unparalleled lifestyle.

850 Georgia Avenue, Winter Park

$649,000

2 Beds ⋅ 2 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Prime Winter Park lot and/or home for sale - 2 bedrooms / 2 bathrooms 1,162 heated Sq. Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B

1848 Mizell Avenue, Winter Park

$439,900

3 Beds ⋅ 1.5 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Location! Location! Location! Here is your perfect chance to buy a ready move-in home in Winter Park! As well as being in Winter Park, this home backs up to a city easement which further backs up to the wooded area of the private Interlachen Country Club Golf course. NO REAR NEIGHBORS and NO HOA! This beautiful 3 bedroom, 1.5 bath approximately 1350 sq ft home sitting on a generous 0.2-acre lot with mature landscaping, is just the retreat you've been looking for! Winter Park offers serene parks, picturesque walking trails, and lush greenery at your doorstep. You'll feel a world away while still being just moments away from all the amenities and attractions the area offers. Downtown Park Ave is just minutes away, as well as access to the highways. Whether you're enjoying a stroll through the neighborhood or unwinding in your private backyard oasis, you'll love coming home to this peaceful paradise.

633 Balfour Drive, Winter Park

$650,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code

Welcome to your fully renovated home located in the highly sought-after Winter Park Pines Golf Course Community. This beautiful open floor plan residence offers a fresh and modern living experience, perfect for both relaxation and entertaining. Inside you'll find brand-new flooring throughout, along with fully upgraded bathrooms that include stylish new vanities and custom tile work. The kitchen has been completely transformed with new appliances, sleek cabinetry featuring gold brushed finishes, and updated countertops, creating a space that is both stylish and functional. Everything in this home has been refreshed, including a new roof, AC, water heater, and windows providing peace of mind for years to come. Outside you'll find your own private retreat, featuring a screened-in pool, expansive deck, and covered patio. The fully fenced backyard offers ample space for outdoor activities, providing privacy for family gatherings and quiet relaxation. This stunning home is located less than 1 mile from the Cady Way community pool and park which features softball courts, pickleball courts, a playground, tennis courts, and picnic tables. It's also just a mile ride to the Winter Pines Golf Course. Slightly further up the road you'll find bustling restaurants and shops located at the infamous Park Ave stretch. With so many activities close by, you'll never fall short of options to keep you and your family busy. Don’t miss the chance to make this your new home – schedule a tour today!

274 N Ranger Boulevard, Winter Park

$829,000

3 Beds ⋅ 2.5 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code

Welcome to this stunning, completely renovated 3-bedroom, 2.5-bathroom home in the coveted Winter Park area. Perfect for families and entertaining, the spacious open floor plan seamlessly combines the state-of-the-art kitchen with brand new appliances, large island, and quartz countertops that will surely impress your guests. The family room and kitchen combination area features large windows and French doors overlooking a beautiful private backyard, a newly tiled, screened-in covered patio and lanai, lush landscaping, and a built-in buffet cabinet for extra storage. The entire house has been meticulously updated with modern finishes, including lighting and laminate flooring, adding to the contemporary appeal of this exquisite home. The master bedroom ensuite is truly grand, boasting a magnificent master bath with Italian Porcelain 24" x 48" sheets and a glassed-in shower with gorgeous tile accents, in addition to a spacious walk-in closet. A Jack and Jill full bath is located between the other two bedrooms, along with a new half bath. Not to forget the convenience of an indoor laundry area with brand new stackable washer and dryer. This prime location offers easy access to schools, shopping, and more. With a new roof, new HVAC 4-ton heat pump, updated electrical, replumbed home, all new doors and windows, and newly painted inside and out, this is the epitome of modern luxury living. Transferable Sentracon system.Easy show and a must see! PRICED below appraised value!

648 Brechin Drive, Winter Park

$3,295,000

5 Beds ⋅ 5.5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Under Construction. Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas. The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special. The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace. Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs. The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 Winchester Drive, Winter Park

$349,900

3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32792 Zip Code

Step into a piece of Winter Park history with this delightful residence at 7102 Easter St. Built in 1956, this home exudes timeless vintage charm, seamlessly blending classic character with modern potential. Boasting 3 spacious bedrooms, the property offers a cozy and inviting atmosphere that immediately feels like home. One of the standout features of this property is its impressive lot size. The generous outdoor space provides a rare opportunity in Winter Park, ideal for a myriad of activities and personal retreats. Imagine spending weekends hosting vibrant gatherings with family and friends in your expansive backyard, or enjoying serene moments of relaxation in your private outdoor oasis. There’s ample room for a flourishing garden, a play area, or even a peaceful sanctuary where you can unwind and reconnect with nature. The home itself showcases unique vintage details that add to its charm, offering a nostalgic touch while providing a solid foundation for contemporary updates. Whether you’re drawn to its historical appeal or the potential for creating your dream space, this property caters to both. Location is another key highlight of this property. Situated less than a mile from Full Sail University, it’s a perfect choice for those who value proximity to the campus. Additionally, the home is just 3 miles from the renowned Park Avenue in Winter Park, known for its vibrant dining, shopping, and cultural experiences. For those commuting to the University of Central Florida (UCF), the property is conveniently located just 5 miles away, making daily travel a breeze. With Winter Park’s renowned amenities, parks, and dining all within easy reach, this home offers the perfect blend of nostalgic appeal, modern convenience, and exceptional location. Don’t miss this unique opportunity to own a home that combines classic elegance with spacious living in one of Central Florida’s most desirable neighborhoods. Embrace the charm of yesteryear while enjoying the lifestyle of today at 7102 Easter St.

7102 Easter Street, Winter Park

$589,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 07 SubDv. ⋅ 32792 Zip Code

***LOCATION, LOCATION, LOCATION!! Welcome to your newly updated 3 bed, 2 bath home in the heart of Winter Park! This charming home offers modern upgrades and classic Florida living. The home features a spacious floor plan with fresh updates, including a new kitchen with new countertops and stainless steel appliances, stylishly renovated bathrooms, and new flooring throughout! Located in the highly desirable Winter Park area, this home is just minutes from top-rated schools, beautiful parks, and a variety of dining and shopping options. You'll love being close to the scenic Winter Park Chain of Lakes, perfect for outdoor activities, and just a short drive to the renowned Park Avenue, known for its upscale shops and restaurants. The convenient access to major highways like I-4 and 417 makes travel to downtown Orlando, the airport, and other central Florida attractions a breeze. This is a fantastic opportunity to own a beautifully updated home in one of Winter Park's most sought-after neighborhoods. Don't miss out—schedule your showing today!

1941 Summerfield Road, Winter Park

$1,039,000

3 Beds ⋅ 2 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Enjoy Lake front living with all the fabulous Baldwin Park amenities! This charming 3 bedroom 2 bath home features an Open Plan with a Large Living & Dining Room along with with stunning views of Lake Spier. This move-in ready remodeled home boasts new flooring, fixtures and paint throughout. A 500sqft screened-in, tiled patio also makes this home for entertaining guests while enjoying water skiing, great bass fishing and other freshwater sports on this scenic, private, spring fed lake in the highly desired Winter Park School Zone. Roof will be replaced prior to closing, with buyer choosing color of shingles!

1875 Lake Spier Drive, Winter Park

$550,000

3 Beds ⋅ 3 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

NO HOA! Welcome to this charming home with huge garden located in Winter Park. This beautiful 2 story 3 bed 3 baths house is in the heart of the Orlando, Whole Food and Trade Joe market are 5 minutes away, Orlando downtown in 8 minutes by I4 at 87 & 88 exit. surround by the old historical town, private library with excellent book collection. Farmer's marker every weekend. House was fully remodeled in 2019, New windows, New Roof, New A/C, New porch, New kitchen, New electric wires, New pipes, New driveway and fully fenced yard with entry gate. All the permits can be found on orange county property permit website. Open kitchen concept, big living room family room space, Upstairs also has big covered porch with nice view. The property is a single family house. It can also be used as a duplex for 1 bedroom 1 bathroom with living room at downstairs and 2 bed 2 bath with family room at upstairs and kitchen at outside porch.

423 Ololu Drive, Winter Park

$599,000

Aloma SubDv. ⋅ 32792 Zip Code

PRIME MEDICAL OFFICE LOCATION, OFFERING OWNER FINANCING! Redevelopement opportunity! Single family residential or convert to office, located in a prime Winter Park locatioin. Desirable midcentury modern 3-bedroom open plan with dining area and Florida room, located in the medical arts district of Winter Park. 1st position Owner Financing, subject to acceptable terms. Property has been historically residential use, Zoning is O-2 allowing for continued residential, medical office or your small business use, possible other uses, land is highly desirable in this Winter Park location. The immediate area has a brand-new state of the art wellness center and updated Advent Health Hospital Winter Park, both only around the corner. Would be exceptional for your medical specialty practice with similar uses nearby. Property features hardwood floors a full kitchen with all appliances including washer dryer. Property covered by tranferable termite bond. Buyer will need to confirm requirements with the city of Witner Park for their intended use, if other than residential. Don’t miss your opportunity to see it today. Buyer will be responsible for confirming room measurements.

1955 Dundee Drive, Winter Park

$319,000

32792 Zip Code

Prime Free-Standing Restaurant – 5,398 sq. ft. at WinterPark An incredible opportunity awaits with this recently renovated 5,398 sq. ft. free-standing restaurant business, now available for sale. This property has been meticulously updated inside and out, making it a turnkey operation ready for your vision. Key Features: Spacious 5,398 sq. ft. layout offering ample room for dining, kitchen, and storage. Fully renovated from top to bottom, featuring modern finishes and fixtures. Versatile design easily adaptable to any restaurant concept or business model. All equipment included – start operations immediately with high-quality, well-maintained appliances and furnishings. Cost-effective acquisition – acquire it for less than the buildout. Rare opportunity in a high-demand location with excellent visibility and foot traffic. This is more than just a restaurant – it’s a rare investment opportunity. Whether you're an established restaurateur or an entrepreneur with a fresh concept, this space provides the flexibility and readiness you need to bring your vision to life. Don’t miss out! Opportunities like this are few and far between. Contact us today to schedule a tour and explore the potential of this exceptional one.(real estate not included in the sale)

3096 Aloma Avenue, Winter Park

$554,900

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$749,900

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern amenities. Natural light pours through stylish windows of the main house, illuminating a spacious living area that includes three bedrooms and two full baths. A large, open kitchen features white, soft-close cabinetry, granite countertops, and stainless-steel appliances. A wonderful breakfast bar opens to the spacious great room, perfect for entertaining, with the bright and airy dining room located off the kitchen. The spacious primary bedroom suite features a stunning, newly renovated bathroom with large shower, stand-alone soaking tub, dual sinks, a walk-in closet,and French doors that fill the room with natural light.The home is complete with two additional bedrooms and an updated secondary bathroom showcasing classic subway tile. A detached guest suite with a full bath and large walk-in closet offers a blank canvas for customization. The home features new landscaping and two open patios, making it perfect for outdoor gatherings. Whether you enjoy hosting guests or simply relaxing in your own oasis, this home provides you with a comfortable and stylish lifestyle in one of Winter Park's most desirable neighborhoods.

1321 Magnolia Avenue, Winter Park

$489,000

2 Beds ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code

ATTENTION INVESTORS!! THIS IS THE MOST FANTASTIC OPORTUNITY TO BUY A DIAMOND LOCATION DUPLEX TWO FLOORS WITH 1 BED 1 BATH EACH ONE IN THE HEART OF WINTER PARK JUST FEW MINUTES FROM PARK AVENUE, ROLLING COLLEGE AND TONE OF RESTAURANTS!! THE DUPLEX HAS TWO APARMENTS. ONE IS ON TOP OF THE OTHER. EACH ONE APARMENT HAS DINING ROOM, KITCHEN, 1 BEDROOM AND 1 BATH. THE DISTRIBUTION IS SO COMFORTABLE. YOU WILL FEEL LIKE YOUR HOME. THE FRONT YARD HAS ONE CAR SPACE FOR EACH ONE UNIT. THE BACK YARD IS HUGE!! PERFECT FOR INVESTORS WHO WANTS TO REBUILD AND OR DOING AN ADDITION. INCREDIBLE INCOME POTENTIAL. NO HOA. THE HIGHLIGHT HERE IS THE LOCATION AND THE POTENTIAL INCOME!! ALL WANTS TO LIVE IN THIS DISERABLE AND CONVINIENT AREA!! YOU CAN WALK AND ENJOY WITH A LOT PLACES FOR GATHERING!! BEAUTIFUL AREA FOR RENT LIVING!!! GOOD DEALS FOR THOSE WHO WANTS TO BUY IN GOOD PRICE AND GET A HIGH INCOME!! CALL NOW!! IT WILL FLY!!

441 Clay Street, Winter Park

$324,900

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 2 SubDv. ⋅ 32792 Zip Code

Seller to credit $4000 towards buyers closing cost and prepaid items at closing. Which could include a rate buy down, on any full price offer. Come check out this amazing 3 bedroom, 2 bath home, located in Winter Park, FL. Home has an open floor plan, with beautiful natural light. The kitchen is a dream, with tons of counter space, cabinet storage and completely open to the dining room and living room. Owner spared no expense when it came to maintaining this home. New roof in 2021, new ac in 2018 and plumbing/re-pipe in 2021. Both bathrooms have been updated. The community offers, 2 large pools, playground, covered picnic areas, shuffle board, and tennis courts. Home is centrally located, to major highways, colleges, restaurants/entertainment and attractions. This home is ideal for just about anyone, especially a first time home owner, retiree, a 2nd vacation home, college student, or an investor. Don't wait, come see what this amazing home and community has to offer.

2643 Exuma Way, Winter Park

$700,000

3 Beds ⋅ 2 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

Walk to Park Ave or bring your clubs to play the Winter Park 9. Almost new with furniture available for sale for instant move in or rental. This townhouse is well equipped kitchen with granite and stainless. There is a dinning and living room combo and a first floor master suite. .Laundry room is behind the kitchen, a backdoor takes you outside into the backyard pavered patio. Upstairs is additional seating area, 2 bedrooms and a full bathroom, and 2 closets. Close Quickly and move in.

726 N Pennsylvania Avenue, Winter Park

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Elizabeth Heights Sub SubDv. ⋅ 32789 Zip Code

Welcome to an architectural gem in the heart of Winter Park—a newly built masterpiece that epitomizes modern luxury and state of the art design. Perfectly situated just a mile from the upscale Park Avenue and only 2.5 miles from the vibrant downtown Orlando, this home offers the ideal combination of tranquility and city convenience, free from the hassles of I-4 traffic. From the moment you arrive, you’ll be captivated by the clean lines and minimalist exterior framed by lush landscaping and a pristine lawn. Step inside to an expansive open floor plan where sleek design meets luxurious finishes. The living, dining, and kitchen areas seamlessly blend together, creating a bright and inviting atmosphere enhanced by natural light pouring in through large windows. The gourmet kitchen is a chef's dream, featuring high-end stainless steel appliances, custom cabinetry, a grand island with a stunning waterfall-edge quartz countertop and seating, elegant pendant lighting, and a stylish backsplash that adds a touch of sophistication to the contemporary design. This home offers four beautifully appointed bedrooms and four luxurious bathrooms. The versatile guest bedroom suite on the first floor provides convenience and privacy, while the second floor features three additional bedroom suites, including a spacious primary suite. The primary bath is a personal retreat, complete with double vanities, a separate soaking tub, and a walk-in shower, offering a spa-like experience. Enjoy the Florida lifestyle to the fullest in the private, fenced backyard, ideal for entertaining or relaxing, and take advantage of the covered lanai with a summer kitchen. Additional highlights include a spacious two-car garage, ample storage throughout including a large walk-in closet in the primary suite - equipped with a luxurious closet system, and designer LED lighting throughout. With top-rated schools nearby and a location in one of Central Florida’s most desirable neighborhoods, this home is perfect for families or anyone seeking a modern, luxurious living experience. Don’t miss this rare opportunity to own a one-of-a-kind residence in Winter Park!

1320 Orchid Avenue, Winter Park

$1,050,000

2 Beds ⋅ 1.5 Baths ⋅ Aloma SubDv. ⋅ 32792 Zip Code

This Winter Park investment opportunity is prime for Developers, Builders, & Investors for redevelopment. The Hawick Lane property currently has a single family house that is Tenant-Occupied and income producing. It is believed that the highest and best use of this property would be to tear down the current house and redevelop the property into four (4) detached single family homes in a courtyard style development or a lot split into three (3) fee simple single family lots (50’ wide). The total land area is approximately 19,698sf. (150ft street frontage by 140ft lot depth).

2260 Hawick Lane, Winter Park

$1,575,000

7 Beds ⋅ 5 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

One or more photo(s) has been virtually staged. PRICE REDUCED! This stunning lakefront estate features 7 bedrooms and 5 full baths, all within a spacious 5,000+ square foot "Del Rio" open floor plan. As a certified 100% Energy Star home, it boasts top-of-the-line appliances in the kitchen, wet bar, and butler's pantry, complemented by granite countertops. The home offers two master suites—one on each level—each featuring plush carpeting, porcelain tile, soaking tubs, glass showers, and ample his-and-hers vanity space. The main living areas are adorned with wall-to-wall tile flooring, and the bedrooms feature new carpet through most. Additional highlights include plantation shutters, freshly painted, fully insulated attic for energy efficiency, a gorgeous wooden staircase, 7-inch baseboards, Brand new dual HVAC units, internal pest control ports, a home theater room with raised flooring, and updated lighting throughout. Accordion doors lead to a vast brick paver patio with a covered lanai, where you can enjoy fruit trees in abundance and breathtaking sunsets over Garden Lake. Only you, as a lucky homeowner will be able to enjoy a little rest and relaxation on your boat! The 1 ACRE water front oversized lot offers plenty of room to add a basketball court and pool. The property includes a three-car garage (with one tandem space) extra storage racks included and a large extended driveway, providing ample parking for family and guests. This home exudes luxury, style, and comfort, all conveniently located near Winter Park, Oviedo, UCF, and top-rated schools like Trinity Prep, with shopping and dining just a short distance away.

1460 Via Sangro Place, Winter Park

$484,990

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 SubDv. ⋅ 32792 Zip Code

Back on the market and the owner says Beautiful large 3/2-bedroom home. Recently renovated and ready for you to move right in! New Roof 2022, Large Island kitchen with Stainless Steel Appliances. Granite Counters and Shaker style, Soft Close Cabinets, New LVF throughout! New Paint, Newly Upgraded Bathrooms, New Hot Water Tank 2023, Large family room and game room as a bonus! Plenty of extra space for storage, large enclosed patio, Great for Entertaining! Lots more extras!

3431 Australian Circle, Winter Park

$284,900

2 Beds ⋅ 2.5 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

LOOKING FOR A NEW, SPACIOUS & SERENE OASIS with A MATURE FRUIT TREE and easy maintenance TO CALL HOME? This unit is COMPLETELY RENOVATED!!! This BEAUTIFUL condo in Winter Park is close to 1600 hsf. with 2 HUGE BEDROOMS and 2 FULL BATHROOMS on the Top floor w/Vinyl floors, a Living room w/Fireplace, a Kitchen, a Laundry room, and a Half bath on 1st floor w/Ceramic tile floors throughout. The master bedroom features a SCREENED-IN PORCH which overlooks a beautiful luscious green lawn that backs up to the property and a mature Avocado tree towering over the rear patio you can retreat to either early am or at the end of your day. The second hall bathroom features a WALK-IN JACUZZI TUB worth $20K that will be conveyed with the sale. The SPACIOUS BRICK-PAVED PATIO is DIVIDED IN TWO SPACES and FULLY FENCED IN. Interior features include ALL NEW ELECTRICAL WIRING, BRAND NEW KITCHEN AND MASTER BATHROOM 2013, ALL NEW TILE AND LUXURY VINYL FLOORS, NEW ROOF & EXTERIOR PAINT & GUTTER 2021, WATER HEATER 2020, HVAC 2019. MAPLE KITCHEN CABINETS W/CROWN MOULDING, GRANITE COUNTERTOPS, TOP-OF-THE-LINE FRIGIDAIRE GALLERY STAINLESS STEEL REFRIGERATOR, RANGE, DISHWASHER & MICROWAVE. WASHER/DRYER INCLUDED. Townhome-like living with a Sun porch, and an Oversized Carport with exterior Storage room plus 200 sq. ft SECRET STORAGE SPACE ABOVE STAIRS. One-only HOA includes a Community pool and Clubhouse, all exterior lawn maintenance, and pest control. WHISPERWOOD is a quiet, centrally located location near restaurants and shopping centers and a 20-minute drive to MCO airport. *** Zoned for TOP-RATED WINTER PARK SCHOOLS *** Just 15 15-minute drive to the charming Downtown Winter Park, minutes from Valencia East, Full Sail, or UCF campuses, and Downtown Orlando. ***

7468 Swallow Run Unit 38, Winter Park

$379,000

3 Beds ⋅ 2 Baths ⋅ Springview SubDv. ⋅ 32792 Zip Code

Updated and well maintained Winter Park home! This 3 bedroom 2 bathroom 2 car garage home is move-in ready and has NO HOA. As you walk up you will be greeted by the new solid wood front door with a breathtaking decorative glass insert. Step inside onto the new wood-like, modern ceramic tile floors that expand throughout the entire home. The well appointed kitchen boasts gorgeous cherry wood cabinets, stainless steel appliances, granite countertops and a picturesque window with clear views of your serene backyard. This split plan model offers privacy for your primary suite and features a walk-in closet and an exquisitely updated ensuite. Enjoy the spa-like primary bathroom with granite countertops, cherrywood vanity and stone-like decorative floor to ceiling tile shower. The screened porch is perfect for relaxing, grilling and entertaining. The large backyard offers plenty of space to build your dream pool and/or store your boat/RV/quad/golf cart. Additional highlights include: New roof 2021, A/C 2019, re-plumbed 2021, fully painted interior (except the kitchen and primary suite) 2024, fully painted exterior 2023, Ceramic tiles 2024, kitchen and primary bathroom 2016, guest bathroom 2017, double pane windows 2016, water heater 2014 and screened porch 2021. Located in sought after Seminole County Winter Park just blocks from Lake Howell High School and minutes to shopping, entertainment, UCF and 417. Don't pass up on this one, schedule a showing today.

3031 Moss Valley Place, Winter Park

$825,000

5 Beds ⋅ 2.5 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Discover the charm and convenience of this beautiful one-story home in the desirable Winter Park Hills. It offers four bedrooms with 2.5 baths, and the fifth room can be used as an office or an additional bedroom, and 2,441 square feet. This residence offers a spacious and comfortable living environment for families and guests. The heart of the home is the inviting family room, featuring a cozy wood burning fireplace with built-in shelving that adds warmth and character. The open floor plan ensures easy flow between the living areas, making it ideal for everyday living and entertaining. The kitchen offers wood cabinets and stainless appliances. The living room area is wonderfully renovated with built-in cabinetry, wood floors and French doors out to the pool area. The beautiful renovated primary suite has travertine floors, French doors, an en-suite bath with dual sinks, oversized double shower head shower, Jacuzzi tub and custom walk-in closet with custom shelving, along with a separate makeup area. Step outside to your private haven on a generous .28-acre lot. The covered lanai provides a spot for alfresco dining or relaxing, while the paver pool area is ideal for enjoying sunny Florida days and hosting gatherings. The home boasts several recent updates for added peace of mind including a new roof in 2022, air conditioner compressor replaced in 2018, re-plumbed, tankless water heater, propane tank and more. These modern upgrades complement the home’s classic appeal. In a neighborhood known for its top-rated schools such as Dommerich, Maitland Middle and Winter Park High School! Don’t miss your chance to own this exceptional Winter Park Hills home where comfort, style and practicality come together in harmony.

2632 Mandan Trail, Winter Park

$359,900

3 Beds ⋅ 1 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Updated home in West Winter Park neighborhood is minutes to the downtowns of Winter Park and Orlando, College Park, Advent Health campus and I-4. Good-size kitchen offers stainless steel appliances, granite counters, and breakfast bar and is open to dining and family room areas. It has a large deck and fenced backyard with shed that conveys with sale. Septic system and plumbing: 7 years old. HVAC: 4 years. Roof: 5 years. This home is a great value!

2886 Roxbury Road, Winter Park

$1,495,000

5 Beds ⋅ 3.5 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

From the boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gourmet corridor. On Saturday's mornings, have your breakfast at the Winter Park farmers market and by sunset, enjoy Park Avenue or Winter Park Village. Back home, feel comfortable, extremely comfortable in this casual-chic custom designed home. After a welcoming foyer, a kitchen-bar opens to a large and bright great room fitting dining and living areas. It continues to the back covered veranda and back yard. Still on the first floor, you have a guest suite and an office, conveniently located by the entry door. Up the stairs, a large family room, capable of gathering all the family. In the large master suite balcony, you may have your first coffee in the morning, listening to the early birds. The two other rooms also have balconies to the front of the house. All rooms have closets with shelves, to accommodate your needs. Enjoy finishes like wood floors, large mirrors in bathrooms, quartz counters, crown molding, wide windows and more. This beautiful and modern home is ready for its new residents. It is absolutely gorgeous! Come and visit us. Welcome Home!

433 Carolina Avenue, Winter Park

$875,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of waterfront luxury at Lake Killarney Townhomes. Welcome to Lake Killarney Townhomes, an exclusive enclave of luxury living nestled in the heart of Winter Park, just north of downtown Orlando. Immerse yourself in the beauty of urban contemporary design, where each spacious townhome features private terraces that invite you to unwind in style. These brand-new residences are a testament to sophistication, meticulously crafted with exquisite designer finishes and thoughtful upgrades. Step inside to discover bright, open interiors illuminated by expansive storefront-style windows and soaring 10'6" ceilings, creating an atmosphere of elegance and comfort. The exterior sets a stunning precedent with two-story concrete block construction, complemented by woodgrain composite siding and striking balconies adorned with distinctive glass railings. Each home is equipped with steel insulated flush garage doors and comes with a 10-year structural warranty for peace of mind. Designed with family living in mind, this remarkable layout offers three spacious bedrooms and three-and-a-half luxurious baths. The heart of the home—the kitchen—exudes modern culinary luxury, featuring sleek white cabinetry paired with a bold black-and-white center island. A premium Samsung appliance package, including a natural gas cooktop and built-in wall oven, elevates your cooking experience, while expansive quartz countertops and a solid backsplash create a seamless and sophisticated aesthetic. A generous walk-in pantry adds a touch of convenience for all your culinary endeavors. Ascend to the second level, where a tranquil haven awaits with three well-appointed bedrooms and three full bathrooms, each showcasing unique porcelain tile, modern backlit mirrors, frameless glass shower enclosures, undermount sinks, and custom-built closet systems. Step outside to your expansive outdoor patio, designed with glass railings and pre-plumbed for a future summer or cocktail kitchen, perfect for hosting gatherings or simply enjoying the outdoors. Every detail has been thoughtfully curated to ensure ultimate comfort and style. Embrace the rich history and cultural charm of Winter Park, where boutique shopping, sidewalk cafés, museums, and dog-friendly destinations are just a stone's throw away. Delight in the serene beauty of Lake Killarney right from your side patio or relax at the inviting lakefront pavilion. With your private boat slip, accessing nearby amenities like Trader Joe’s and Shake Shack is effortless. Plus, enjoy community kayak, canoe, and paddleboard racks for a leisurely day on the water. Live the lakefront lifestyle you’ve always dreamed of, where Winter Park's vibrant shopping, dining, and entertainment options are merely moments away. Discover the perfect blend of luxury and convenience at Lake Killarney Townhomes—your new home awaits.

1776 Mondrian Circle, Winter Park

$230,000

2 Beds ⋅ 1.5 Baths ⋅ Hidden Oaks Condo Ph 10 SubDv. ⋅ 32792 Zip Code

As you enter, you'll find a spacious living and dining area with tile flooring extending throughout the downstairs, providing easy maintenance and a sleek appearance. The recently updated kitchen features custom cabinets for ample storage, a built-in microwave, and a stylish backsplash. All kitchen appliances are included, making it move-in ready. The laundry closet, located off the kitchen, includes a stacked washer and dryer along with additional custom storage. Sliding doors from the dinette area open to a private, landscaped patio, perfect for outdoor relaxation and including a handy storage closet. The unit also boasts a recently updated A/C unit, well-maintained by the owner, and a community-installed new roof from 2020 for long-term reliability. Two designated parking spaces are conveniently located directly in front of the unit. Upstairs, both generously sized bedrooms feature laminate flooring, creating a warm and inviting atmosphere. These bedrooms share a well-appointed full bathroom, while a convenient half bathroom is located downstairs. The master bathroom includes updated fixtures and tile for a modern touch. Hidden Oaks offers valuable amenities such as pool maintenance, common grounds upkeep, trash removal, and exterior pest control. Residents can enjoy the community pool. Additionally, a bus station is conveniently located in front of the community, and school buses provide daily pick-up and drop-off for local elementary schoolers. The prime location provides easy access to Full Sail University, UCF, Valencia College, Rollins College, as well as shopping, dining, Winter Park schools, medical facilities, Downtown Orlando, Downtown Winter Park, and major roads FL-408 and FL-417. The airport is also just a short drive away. Don’t miss your chance to own this beautifully updated home in a sought-after and quiet community. Contact us today to schedule your private viewing!

7417 Wynnewood Square Unit 174, Winter Park

$795,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Discover the pinnacle of luxury lakeside living in Winter Park at our exclusive townhome community. Nestled in a prime location, our collection of 30 modern townhomes offers an unparalleled blend of sophistication and leisure, with the stunning backdrop of Lake Killarney. This state-of-the-art three-bedroom residence redefines contemporary elegance, featuring a grand foyer and a convenient half bath that sets the stage for seamless entertaining. The open-concept kitchen flows effortlessly into the elegant dining area and inviting great room, creating a perfect space for gatherings with family and friends. Experience culinary excellence with sleek white cabinetry, exotic stone countertops, and a premium KitchenAid appliance package, including a natural gas range. The striking contrast of bright cabinetry against rich dark wood flooring adds a touch of warmth and sophistication. Expansive floor-to-ceiling storefront glass bathe the space in natural light and offers stunning views of your surroundings. Step outside to stroll along the community's scenic sidewalks or unwind in the serene shade of your private bamboo oasis. Upstairs, you'll find three lavish bedrooms, each with its own en suite bath for ultimate privacy. The primary suite features a spacious walk-in closet equipped with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Enjoy your morning coffee or evening relaxation on the expansive balcony, and benefit from the practicality of a second-floor laundry room. The spacious two-car garage, designed for durability with a stylish painted floor, includes an EV charging plug for eco-friendly convenience. Welcome to a new era of refined, convenient living—welcome to your dream lifestyle.

1806 Mondrian Circle, Winter Park

$895,000

3 Beds ⋅ 3.5 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Welcome to The Mondrian Winter Park, an exquisite waterfront community of 30 contemporary townhomes gracefully perched along the shores of picturesque Lake Killarney. This stunning residence is a true gem, featuring exceptional finishes that stand out in both quality and value. Step inside to discover fresh interior paint and updated flooring that enhance the home’s modern allure. Enjoy the convenience of solar shade window coverings, chic light fixtures, and ceiling fans that elevate the ambiance. The chef-inspired kitchen boasts a natural gas cooktop and designer tile, while the luxurious master suite features a walk-in glass shower, a separate water closet, and ample closet space. The oversized rooftop terrace is your personal oasis, complete with a hot tub spa, summer kitchen, and generous lounge area perfect for entertaining or unwinding under the stars. Expansive storefront-style windows and soaring 10’6" ceilings fill the space with natural light, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own en suite bath, ensuring privacy and comfort for you and your family or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Enjoy breathtaking views of Lake Killarney from the newly completed dock or relax in the lakeside Pavilion as the sun sets. If purchased separately, from your private boat slip, you can easily cruise across the lake to visit Trader Joe’s or savor a meal at Shake Shack. For those who love the outdoors, kayaks and paddleboards can be conveniently stored in the community racks, providing perfect opportunities for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village presents an array of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer local culture and entertainment. Experience the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail has been crafted for your enjoyment and every moment offers the potential for adventure. Welcome home.

1820 Mondrian Circle, Winter Park

$950,000

2 Beds ⋅ 1 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is being developed across the street on Fairbanks Ave. Close proximity to Rollins baseball field, and less than a mile from Park Avenue, Rollins College, restaurants, shopping, and so much more. Don’t miss this diamond in the rough – call today for your showing!!!

731 Midget Drive, Winter Park

$299,000

3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 1 SubDv. ⋅ 32792 Zip Code

Great Schools, Great Location! Great investment property. Low HOA's. This unit offers 3 bedrooms, 2 bathrooms in a Split Plan layout with a Screened rear porch and an Open front porch. Interior Laundry closet with Washer & Dryer. The Community offers a community pool with Playground, Shuffleboard and Clubhouse surrounded by beautiful green landscapes. Centrally located within walking distance to the Lynx bus stop, Publix Supermarket, shopping centers and local restaurants. Windward Square is located just 30 minutes to the local Airport, and about 10-15 mins drive to SR I-4 and SR 417

2434 Barbados Drive, Winter Park

$329,000

2 Beds ⋅ 2 Baths ⋅ Cedarwood Village 1 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully upgraded 2-bedroom, 2-bathroom home in the sought-after Cedarwood Village community. With modern touches throughout, this turn-key home is a perfect blend of style and comfort. Recent upgrades include a new roof in 2020 and a new AC system installed in 2023. The spacious kitchen features stunning modern cabinets, stainless steel appliances, and a large bar space perfect for entertaining. The open living areas include a dining room, a cozy family room, and a screened-in porch off the family room that floods the space with natural light. The primary bedroom offers luxury and convenience with dual vanities, a shower with a tub, and a built-in bench.The upstairs loft adds even more living possibilities, whether you envision it as a home office, a playroom, a guest space, or a cozy reading nook. Cedarwood Village residents enjoy access to a recently resurfaced pool, tennis courts, and a clubhouse, making it easy to stay active and social. Conveniently located near major highways and Park Avenue, you'll be close to some of the best dining, shopping, and entertainment options in the area. Don’t miss the opportunity to make this beautifully upgraded home yours!

2360 Sun Valley Circle Unit 2360, Winter Park

$429,900

1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

Welcome to this adorable condo cottage that has been completely renovated and is move-in ready! As you approach the property, a fenced courtyard greets you, showcasing new landscaping and a state-of-the-art irrigation system. Step inside to the living room where you’ll find soaring ceilings and amazing natural light. The space creates an inviting atmosphere for relaxation and entertainment. Your new gourmet kitchen is a showstopper, featuring a sleek and modern design. You'll love cooking with stylish Forno appliances, including an induction oven. The kitchen also boasts striking quartz countertops, shaker cabinets with brushed brass hardware, and a new sink with a matching brushed brass faucet. A beautiful tile backsplash adds a touch of elegance, while pendant lights cast a warm glow over the breakfast bar. Adjacent to the kitchen is a versatile flex space, perfect for a home office. French doors open to a serene patio, offering a quiet spot to unwind. A spa-like bathroom features a farmhouse door, an LED lighted medicine cabinet, and a frameless glass-enclosed shower. Stunning new tile floors add a touch of glamour and sophistication. Throughout the home, you'll find charming shiplap ceilings, wood beam accents, luxury vinyl floors, and new light fixtures. Freshly painted both inside and out, the home also boasts a brand-new metal roof, ensuring durability and style. Located in the heart of Winter Park, this home provides easy access to Orange Avenue, Park Avenue, Winter Park Village, Mead Gardens, and Rollins College. Whether you're catching a movie at Winter Park Village or exploring new cuisines at the many restaurants on Park Avenue, the options are endless! Don't miss out on this exceptional opportunity to own a beautifully renovated home in a prime location!

1312 S Pennsylvania Avenue Unit 1, Winter Park

$1,795,000

4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park

$499,000

3 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

***SELLER IS WILLING TO ASSIST BUYER WITH CLOSING COSTS OR INTEREST RATE BUY-DOWN!*** Masterful design and modern luxury are uniquely embodied in this beautiful Winter Park home. As you drive up the expansive driveway you're met with mature landscaping and a 2-car carport (2021). All of the big expenses have been completed (NEW ROOF 2024), (NEW AC 2024), and (NEW DISHWASHER AND RANGE 2024)! The grand entryway draws you into a layout that was built for entertaining. The home boasts a highly practical floor plan with wall-to-wall French doors showcasing views of the backyard oasis where you will experience undisturbed privacy. The gourmet kitchen is updated with premium finishes and fixtures including custom cabinets, granite counter-tops, dry bar, island, and stainless steel appliances. The kitchen features beautiful exposed beams and vaulted ceilings, making it feel very open and elegant. The formal dining room and living room are just off the kitchen and feature a wood burning fireplace and views of the lovely landscaped backyard. No need to worry about carpet in this home, as high-end travertine and wood-look tile have been installed throughout. The beautiful windows in each of the spacious rooms provide plenty of natural light. Every detail was meticulously selected and quality crafted in the primary bedroom. As you open your new modern barn door entrance (2021), the primary bathroom presents a walk-in shower, spacious vanity and walk-in closet. Attention to detail was not spared in this home. The screened in patio (2017) and completely fenced-in backyard features a great entertaining area with ample room for many guests. As the sun sets, enjoy walks around the neighborhood and take in the great views of Lake Killarney. Ideally located in one of the most convenient locations in Winter Park, it’s just a short commute to world-class beaches, Downtown Orlando, and less than 30 minutes to all of the theme parks and the Orlando Int’l Airport. The area has exclusive shopping and dining. It's also an easy bike ride to Winter Park Village, Rollins College, Park Ave Shopping District, Farmers Market, Whole Foods and much more. Bring your boats and other toys because there is plenty of room on this ¼ acre lot with no HOA fees. View the virtual walk-through tour and call to schedule your showing today. This is it!

2530 Franklin Avenue, Winter Park

$224,900

2 Beds ⋅ 2 Baths ⋅ Winter Park Villas Bldg 3 SubDv. ⋅ 32792 Zip Code

Discover Your Dream Condo in The Desirable Winter Park Villas Community with a Prime Location! This Fantastic 2 Bedrooms & 2 Bathrooms Condo Features a Spacious Master Bedroom that Comes with An En Suite Bath and Walk-In Closet. There’s Also a Welcoming Guest Bedroom with A Full Guest Bath on the First Floor. Updated Unit Features a Soaring Vaulted Ceilings, Cozy Brick-Front, and a Wood-Burning Fireplace in The Living Room. The Kitchen is a Highlight with its Large Pantry and Ample Cabinet Space. Relax and Entertain on Your Private Patio, Perfect for Unwinding After a Long Day & to Enjoy Florida's Weather. The Community Offers Fantastic Amenities, Including a Pool with A Clubhouse, Fitness Center, Tennis Court and an Outdoor Grilling Area. Conveniently Located Near Full Sail University, UCF, And Local Shopping and Dining Options, And Just a Short Drive to Park Avenue and Downtown Orlando. This Condo Is an Ideal Starter Home or Investment Property. Schedule Your Tour Today and Make This Beautiful Space Your New Home!

663 Trinidad Court Unit S, Winter Park

$215,000

2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code

Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and style. The expansive family room provides a generous space for family gatherings and entertaining, with abundant natural light flowing through large windows and a screened-in porch. This condo features two generously sized bedrooms and two full bathrooms, offering ample space and privacy. The master bedroom includes an en-suite bathroom for added convenience and comfort. The well-appointed kitchen is a chef’s delight, boasting granite countertops and stainless steel appliances, including a full-sized refrigerator, stove, oven, and microwave. Additional cabinet space ensures you have room for all your culinary essentials. For added convenience, the condo includes a washer and dryer. Enjoy relaxing evenings on the screened-in porch or take a short walk to the clubhouse, where you can refresh in the pool or unwind in the warm hot tub. This home is designed to provide comfort and ease, making it the perfect place to settle in and enjoy.

2936 Antique Oaks Circle Unit 71, Winter Park

$579,000

4 Beds ⋅ 3 Baths ⋅ Tanglewood Sec 3 Rep SubDv. ⋅ 32792 Zip Code

Welcome to this mid-century gem in Winter Park, perfectly located just a five-minute drive from Park Ave and within reach of top shopping, restaurants, and excellent schools. This 4-bedroom, 3-bath pool home sits on just over 0.3 acres and boasts over 2,200 square feet of living space. Enjoy suburban living with a huge backyard, a front yard with a fenced-in garden area, and charming architectural details throughout the home. Inside, you'll find tiled flooring and gorgeous hardwood floors in three of the bedrooms, exposed beams, and modern updates that include a newer roof and newer A/C The kitchen and bathrooms have been tastefully updated, blending classic charm with contemporary conveniences like remote lighting. The master suite features a private entrance leading out to a newly replaced wood deck (2023), offering tranquil views of the backyard. Your home should be your oasis, and the previous owners had this in mind when designing the outdoor space. The vast backyard features a newly surfaced and tiled pool (2024) with a brand-new resort-style deck and patio (2024), perfect for relaxation or entertaining. The pool pump was also replaced in 2022. NOT TO BE MISSED is the oversized detached garage, which includes a versatile air-conditioned space below for storage, a home gym, or other needs. Above, you'll find an additional 600 sqft flex space with its own full bath, ideal for a man-cave, teen hangout, homeschooling, mother-in-law suite, rental property, art or music studio, home office, or whatever you can imagine. This home has been lovingly updated and maintained with the highest quality and care, making it a rare find in this sought-after area. Close to top-rated schools, parks, shopping, dining options, and major highways, making it an ideal location for families and professionals alike. Don’t miss out on this incredible opportunity – schedule your private showing today, as this home won’t be on the market for long!

5111 Lake Howell Road, Winter Park

$750,000

4 Beds ⋅ 3.5 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

This fabulous Winter Park home has 4 bedrooms and 3.5 bathrooms, plus a fenced backyard for extra privacy. The open-concept living and dining area is filled with natural light and features hardwood floors and crown molding. The kitchen is perfect for entertaining with its large island, stainless steel appliances, and quartz countertops. Upstairs, there's a spacious loft and a luxurious master suite with a spa-like bathroom and walk-in closet. Step outside to the covered patio that offers peaceful conservation views, creating a relaxing oasis. Roof from 2013, as well as the water heater and AC system. Located in a gated community with top amenities, this home combines style, comfort, and convenience. In a prime Winter Park location near the Winter Park Chain of Lakes, Park Avenue, and Rollins College, you'll have access to upscale shopping, dining, and cultural events. Don't miss out on this Winter Park gem!

8077 Pleasant Pine Circle, Winter Park

$929,000

5 Beds ⋅ 2 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Just hitting the market, property for sale at 1981 Blue Ridge Road, Winter Park, FL, USA. This home is a perfect location in the city of Winter Park's sought after Timberlane Shores neighborhood. It is a short distance to Park Ave, Baldwin Park, and the Audubon Park Garden District in Orlando. The public schools are the best in Orange County: Audubon Park K-8th and Winter Park High School. The home is move in ready or waiting for any updates you may want to make this your own special dream home. The home boasts 5 bedrooms with 2 large bathrooms, a living room dining room combination, a kitchen with a breakfast nook, a large family room with fireplace, a Florida room or office, and an oversized 2 car garage. The footprint can be expanded if you need more square footage, since it sits on a large third of an acre corner lot. Green space views abound for your enjoyment and exercise as there is an open space park in front of the property, and the home is just a short stroll to Blue Jacket Park

1981 Blue Ridge Road, Winter Park

$5,950,000

7 Beds ⋅ 6.5 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined luxury in the heart of Winter Park. This exceptional canal front estate home was completely redesigned and transformed by E2 Homes and finished in 2023 including a brand new boathouse just completed in 2024 with access to the Winter Park Chain of Lakes. Elegant features and impeccable craftsmanship throughout, boasting 6 bedrooms and 5.5 baths in the main home within its expansive almost 5000 square feet of thoughtfully laid out living space. Upon stepping inside, one immediately notices the meticulous attention to detail from the stunning white oak hardwood floors throughout to the impressive winding staircase. The open and spacious living room with its gorgeous wine wall that holds over 175 bottles of wine plus a separate wine refrigerator makes this the perfect place to host and entertain. The downstairs front office has tons of windows that allow natural light to flood in. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets with plenty of storage, beautiful quartz countertops, a large island, and top-of-the-line Thermador SS appliances including a 6-burner natural gas stove, double ovens and even a warming drawer plus a Sub Zero refrigerator — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the cozy family room as well as easy access to the dining area, all with a view of the impressive private backyard and pool area. This outdoor oasis includes a spacious covered lanai overlooking the Salt-water pool- the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry and exquisite tile work, along with a large walk-in shower with 2 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also features an expansive custom walk-in closet. Two guest suites are also on the first floor just off of the family room with a full bathroom with shower that they share as well as the impressive laundry room with storage cabinets and a utility sink. Upstairs, you'll find 3 more well-appointed ensuite bedrooms that are all generous in size with custom walk-in closets and meticulously appointed bathrooms. Detached guesthouse truly offers unparalleled comfort and privacy with 2 full bedrooms, a full bathroom with dual sinks and an accessible shower and a separate living room with full kitchen featuring a 5 burner gas range. Additional amenities include solid-core doors, wide base moldings, transferable Termite Bond, and 3 tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Plenty of parking for you and your guests with the front circular driveway and the gated porte cochere area with side entry into the home. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY with LAKE ACCESS and experience Florida living at its finest! Truly nothing like this on the market today! Welcome Home! **please note the guest house was originally a 3 car gargae that could easily be converted back. Owners have a sketch plan.**

1246 Alabama Drive, Winter Park

$785,000

4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code

PRICE IMPROVMENT!! **GATED COMMUNITY** **DEAD END** **LOW HOA** **RESORT STYLE AMMENITIES** **ATTIC IS TEMPERTURE CONTROLED** **SURROUND SOUND SYSTEM IN LIVING ROOM** Nestled in the prestigious, highly desirable gated community of Hawk's Crest in Winter Park, this beautiful home defines luxury living. Boasting more than 2,100 square feet of meticulously designed, energy-efficient space, this home embodies the pinnacle of contemporary elegance. When entering, you’re welcomed by soaring ceilings and a breathtaking entryway that sets the tone for the refined spaces within. The heart of the home is the expansive kitchen, a true chef's dream. It features upgraded 42-inch cabinetry, stainless steel appliances and quartz countertops. The owner's suite is a private sanctuary, boasting a massive CUSTOM walk-in closet and a spa-like en-suite bath. This tranquil retreat features double vanities with quartz countertops. Three additional large bedrooms and two full baths provide ample space for family and guests, while the generously sized laundry room offers added convenience with extra cabinetry. The backyard backs up to a beautiful conservation area, creating a peaceful place to relax after a long day. As a resident of Hawk's Crest, you’ll enjoy access to an array of luxurious amenities, including a resort-style swimming pool, a virtual guard gate, a clubhouse, a fitness center, splash pads, playgrounds, a dog park, and private access to Lake Howell. Convenience is key in this exclusive neighborhood, with Park Maitland Preschool, Kelly's Ice Cream, and Foxtail Coffee shop just steps away. This residence offers the epitome of refined living, combining tranquility and convenience. CALL TODAY to schedule your private showing.

2070 Laurelwood Way, Winter Park

$1,299,900

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Meticulously renovated condo walking distance from Park Avenue. This condo is located just blocks from restaurants and shopping in the heart of Winter Park's downtown. Renovations were done in December of 2023 and include all new French Oak hardwood flooring throughout, including in the three bedrooms. Also, paint, brand new LED adjustable hue can lights, stunning light fixtures, a brand new 81 gallon tank water heater, Google home smoke/carbon monoxide detectors throughout, Google Nest thermostat, and brand new LG washer and dryer. High end finishes were selected, including Pella windows, with Subzero, Wolf and Bosch kitchen appliances. This corner unit features it's own private entryway directly from a gated garage, and has two reserved indoor parking spaces. The 3 bedroom, 3 bathroom condo has an oversized master bedroom with two large walk-in closets, as well as another junior suite. All three bedrooms are spacious with very large walk-in closets.

100 S Virginia Avenue Unit 201, Winter Park

$695,999

6 Beds ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code

Welcome to your ideal investment opportunity - This impeccably remodeled duplex is a savvy investor's dream or a homeowner's delight. Every detail has been thoughtfully considered, with a comprehensive renovation that extends from the electrical and plumbing systems to the finest aesthetic touches. The 3-bedrooms, 1-bathroom features separate dining room and utility room. The second unit is 3-bedroom, 1-bathroom. Inside, both units boast renovated bathrooms and kitchens, floors, new fence. The entire property has been tastefully repainted, creating a fresh and inviting atmosphere. Practical upgrades include a relatively new roof installed just 5 years ago, ensuring durability and peace of mind as well as new septic tank. For your comfort, each unit has been rewired and replumbed, guaranteeing modern functionality and safety. The air conditioning systems are well-maintained just 5 years. Hot water heaters on each side are also relatively recent, providing efficient and reliable service. The fenced yard provides privacy and security, making it an ideal space for relaxation or outdoor activities. Located in the desired area of Winter Park - close drive to Fl 417 state, parks and all the attractions in the Orlando area. Don't miss the chance to own this income producing investment property! Act now to secure your future in this beautifully renovated duplex!

5101 Orange Avenue, Winter Park

$1,950,000

4 Beds ⋅ 3.5 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

EXPERIENCE THE ART OF LIVING IN THE HEART OF WINTER PARK! This stunning home, built in 2015 by LunDev Custom Homes, is located on a quiet, tree-lined, cul-de-sac street in Fontainebleau, a desirable area of Winter Park. The 2-story residence is situated on an oversized, manicured lot with mature landscaping and features 4 bedrooms, 3 1/2 baths, formal living room, office, gourmet kitchen, great room, bonus room, and playroom. The wide-plank wood flooring, plantation shutters, Restoration Hardware light fixtures, crown molding, wainscoting, and neutral paint colors are just some of the numerous exquisite aspects of this home. The primary bedroom suite is on the first floor and has patio doors leading to the covered lanai and pool area. The primary bathroom has 2 separate vanities with quartzite countertops, frameless glass-enclosed shower, and soaking tub. The gourmet kitchen has wide-plank wood flooring, 42-inch upper cabinets and quartzite countertops, under cabinet lighting, large center island with stainless-steel undermount sink, decorative pendant lighting, vented range hood, gas grill, and Bosch stainless-steel appliances. Additional features include mudroom, laundry room with washer and dryer, walk-in pantry, and butler's pantry with quartzite countertops and wine cooler. Kitchen opens to great room and dining area, overlooking pool and impeccably landscaped backyard. The great room has a gas fireplace and wide-plank wood flooring, with patio doors leading outdoors. The fenced backyard has extensive landscaping transforming it into a secluded and tranquil private retreat with a large inground pool and spa! The paver area surrounding the pool can accommodate ample furniture. The expansive covered lanai has motorized, retractable screens, an outdoor kitchen with gas grill, refrigerator, sink, polywood cabinets with quartzite counters, and a wood-plank ceiling with fans, recessed lighting, and sound speakers. **Irrigation well** **Outdoor shower** **Ring doorbell and cameras** **Extensive outdoor lighting** **New roof in 2022**. Conveniently located near Park Ave with shops, restaurants, Central Park and SunRail station. Close proximity to Rollins College, University of Central Florida, downtown Orlando, hospitals and employment centers, museums, art galleries, entertainment venues, lakes, parks, and tourist attractions. The meticulous workmanship and obvious pride of ownership make this a must see home!

2415 Versailles Avenue, Winter Park

$785,000

3 Beds ⋅ 2.5 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover a unique chance to own a home in the delightful Winter Park Hills neighborhood, zoned for top-rated Winter Park Schools (Dommerich, Maitland, and WPHS). This move-in ready, 3-bedroom, 2.5-bath house has been fully renovated with numerous updates, including a 3-car garage, a swimming pool, and a spacious, fully fenced yard. Situated on a corner lot, this home is filled with natural light and features an open, bright floor plan that seamlessly connects the kitchen, living room, and formal dining room. The stunning kitchen boasts 42” white soft-close cabinets, granite countertops, crown molding, and stainless steel appliances. French doors lead out to the oversized patio and backyard, highlighted by a sparkling Pebbletec-finished swimming pool with a sun shelf. The ample outdoor space is perfect for entertaining and relaxing with family and friends year-round. The spacious master bedroom includes French doors that open directly onto the pool deck, a second closet, and a walk-in master closet with custom shelving. The second full bath was updated with a new shower tub in 2022. The laundry room offers generous cabinet and counter space and also doubles as a mudroom. Additional updates include a new roof in 2021 and a new A/C unit in 2023. Don't miss this exceptional opportunity to own a beautifully updated home in Winter Park Hills!

1612 Neola Trail, Winter Park

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