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526 Westcliffe Drive, Winter Garden
$450,000
4 Beds ⋅ 2 Baths ⋅ Fullers Lndg B SubDv. ⋅ 34787 Zip Code
Welcome to 526 Westcliffe Drive, where location, opportunity, and a little imagination come together! Tired of touring homes that look like they were designed by the same person using the same three shades of gray? Well, here’s your chance to make something your own! And did we mention it’s located in an approved golf cart district? That’s right, your next neighborhood adventure might just be a golf cart ride away! Located in the highly desirable Winter Garden area, this home offers a fantastic opportunity for buyers who appreciate a great location, an established neighborhood, and the freedom to add their personal touch. The home has been well loved over the years and offers a wonderful opportunity to bring your own style and vision to life. A few cosmetic updates could go a long way in making this space truly yours, without paying a premium for renovations you might have wanted to change anyway! Now, let’s talk about some of the big ticket items! The roof was replaced in 2018, solar panels were installed in 2020, and a hybrid water heater was added in 2020. And the air conditioner? Well, it’s the original, but it’s still running like a champ! They just don’t make them like they used to! Apparently, nobody told this one it’s supposed to retire. Whether you’re a first time buyer, looking to put down roots, or someone who enjoys turning a house into a home, this property deserves a look. And let’s talk about Winter Garden! You should be aware already but if not! There’s great shopping, the best farmers market around, dining, entertainment, and all the charm that makes this area one of Central Florida’s most sought after places to call home. The best part? This home offers the opportunity to get into a desirable Winter Garden neighborhood at a price that leaves room to make it your own. The location is already taken care of. The rest is where your creativity comes in! Homes with this kind of potential and location deserve a closer look. Come see what 526 Westcliffe Drive has to offer, and who knows? You might just find your next home and your next favorite project all in one showing. Schedule your private tour today!

526 Westcliffe Drive, Winter Garden

524 S Highland Avenue, Winter Garden
$518,000
3 Beds ⋅ 2 Baths ⋅ Rep Pt Pleasant Park Sub SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. **DOWNTOWN WINTER GARDEN UPDATED GEM -- GOLF CART OR WALK TO PLANT STREET** **THREE BEDROOMS + LARGE FLEX SPACE** **UPDATED KITCHEN & FLOORING** **LARGE FULLY FENCED LOT - NEARLY 1/4 ACRE** **NO HOA - LIVE WITHOUT RULES & RESTRICTIONS** Located just blocks from Plant Street, this updated home welcomes you with a charming front porch, beautiful mature trees and an oversized lot...nearly 1/4 acre & fully fenced. Fantastic & flexible floor plan with three bedrooms PLUS additional large flex space…office, den, gym, play room…endless options. Spacious foyer entry with storage and large living room with solid wood floors. Lots of natural light throughout. FULLY UPDATED KITCHEN in 2022...including cabinets, countertop & appliances. UPDATED TILE & HARDWOOD throughout. Large primary suite with vaulted ceiling, hardwood flooring & spacious ensuite bath with walk-in shower. Live the FLORIDA lifestyle outdoors in the large & private backyard with multiple patio areas, both covered & uncovered. Large storage shed. Long driveway for ample parking space. Zoned R-2. FULLY FENCED. NO HOA...live without rules & restrictions! Enjoy the lifestyle of Central Florida's most desirable and growing historic downtown...welcome to the GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. DO NOT MISS your opportunity to own this one-of-a-kind dream home & LOCATION! WELCOME HOME!

524 S Highland Avenue, Winter Garden

10097 Beach Port Drive, Winter Garden
$579,900
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. ONE OF THE LARGEST LOTS IN WATERLEIGH WITH WATER VIEWS AND A FULLY PAID-OFF $50,000 SOLAR SYSTEM! This home is ideal for those who value space, privacy, and room to breathe, offering a RARE, premium oversized corner lot, with more separation from neighboring properties than you'll find in many communities. This exceptional home offers the perfect combination of space, energy efficiency, and thoughtful upgrades. Waterleigh offers true resort-style living, complete with multiple pools, fitness centers, walking trails, playgrounds, dog parks and endless opportunities to enjoy the Florida lifestyle Featuring 3 bedrooms, 3 full bathrooms, and a versatile flex room with the potential to become a 4th bedroom, this home offers a desirable open-floor plan designed for comfort and privacy. Freshly painted and professionally cleaned, this home is truly move-in ready! Enjoy tile flooring throughout with absolutely no carpet, beautiful granite countertops, custom built-in closets, and a functional layout that makes everyday living effortless. A standout feature of this property is the fully paid-off Industry-leading Tesla solar system, valued at approximately $50,000. Paired with a Tesla Powerwall backup battery, the system not only helps offset monthly utility costs but also provides reliable backup power when needed. Since its installation, the home's energy production has been so efficient that monthly electric costs have typically been limited to the utility monthly connection fee, with excess power generated being returned to the grid for credit. The Tesla solar solution was installed in 2025, and the 25-year warranty is transferable - this valuable upgrade offers the perfect combination of sustainability, energy independence, and long-term financial benefits – saving hundreds a month. Step outside and experience what truly sets this property apart. Positioned on a quarter-acre corner lot, one of the largest in Waterleigh, the property offers beautiful water views and exceptional outdoor living space. Front-facing garage with a spacious brick-paver driveway, while the screened lanai and extended brick-paver patio provide the perfect setting for entertaining, relaxing, or simply enjoying Florida's year-round sunshine. Additional features include a dedicated laundry room with washer and dryer included, built-in garage storage racks, thoughtfully designed storage throughout the home, and whole home water filter system. Just minutes from Walt Disney World®, with neighborhood views of Disney fireworks. Book your showing today!

10097 Beach Port Drive, Winter Garden

13618 Larsen Lane, Winter Garden
$888,000
4 Beds ⋅ 4 Baths ⋅ Glynwood Ii SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. A true pride-of-ownership home showcasing architectural elegance, extensive upgrades, and the ultimate Florida lifestyle! Welcome to this stunning Winter Garden residence featuring a freshly painted exterior, tropical landscaping, paver driveway, and spacious three-car garage. Inside, soaring 13.5-foot ceilings, architectural arches, double-tiered tray ceilings, and a custom coffered family room ceiling create an impressive atmosphere. The gourmet kitchen features a sprawling granite island with prep sink, 42-inch solid wood cabinetry custom-painted in November 2025, premium GE Profile stainless steel appliances, a cooktop, double ovens, and a separate butler’s pantry ideal for entertaining or a coffee station. Enjoy seamless indoor-outdoor living through 16-foot, four-panel sliding pocket doors opening to a spacious brick-paver, screened lanai. Relax beneath the covered patio with flush-mounted speakers or beside the oversized saltwater pool with a new variable-speed pump installed in October 2025. The private quarter-acre backyard features mature privacy hedging and a convenient pool-access bathroom with a glass-enclosed walk-in shower. The main-level primary suite offers an elegant tray ceiling, a custom walk-in closet system installed in February 2026, and luxury linen and blackout window treatments. More than $100,000 in reported premium upgrades enhance comfort, efficiency, and peace of mind. Improvements include a 2-ton Daikin 15.6 SEER2 HVAC system (September 2025), upgraded R-38 attic insulation (September 2025), zoned 5-ton variable-speed Trane HVAC. Whole house hot water hybrid system: Tankless water heater fed by propane tank as a main source (electric tank can be used as a back-up). Aquasure Harmony whole-house water softener (August 2024), and a roof replaced in August 2016. Smart-home features include pre-wired 7.1 family room surround sound, multi-zone audio, window-tint film, security cameras with hybrid DVR, motion-activated lighting, smart front-door and garage locks, smart thermostats, and a Rachio irrigation controller. The gated subdivision adds another layer of appeal. Located in desirable Glynwood II at StoneCrest, residents enjoy a clubhouse, resort-style pool, playground, tennis courts, and scenic walking trails with pond views, a fountain, and green spaces. Conveniently close to Winter Garden Village, shopping, dining, parks, and the West Orange Trail, the community also offers access to major roadways, Orlando’s employment and entertainment centers, world-famous theme parks, Orlando International Airport, and Florida’s beautiful beaches. Experience exceptional architecture, modern technology, privacy, and effortless entertaining in this remarkable Winter Garden home! Note: The last four photos have been virtually staged.

13618 Larsen Lane, Winter Garden

8 Lakeview Reserve Boulevard, Winter Garden
$535,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Reserve 46/149 SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome to this beautifully updated 3 bedroom, 2 bathroom home nestled in the desirable gated community of Lakeview Reserve in Winter Garden! From the moment you arrive, you'll appreciate the widened driveway, offering comfortable side-by-side parking for two vehicles, and the beautiful paver walkway leading to the front entrance. Inside, the spacious kitchen features newer appliances and opens seamlessly to the family room, creating the perfect space for everyday living and entertaining. The split floor plan offers privacy, with a generously sized primary suite featuring his-and-hers closets and a beautifully updated en-suite bathroom. Two additional bedrooms and a guest bathroom with a tub provide plenty of space for family or guests. Additional conveniences include an indoor laundry room and a spacious 2-car garage, perfect for parking, extra storage, or keeping your golf cart! Enjoy the enclosed, air-conditioned sunroom, perfect for year-round use, which opens to a paver patio with a pergola overlooking the oversized backyard, ideal for entertaining or relaxing outdoors. Thoughtful updates throughout include the removal of all popcorn ceilings, a new roof (2019), HVAC (2023), sunroom mini-split AC (2024), windows (2025), widened driveway (2025), kitchen appliances (2025), and water heater (2026). Located just steps from the West Orange Trail and minutes from the charm of Downtown Winter Garden, with its shops, restaurants, and popular farmers market, this home offers the perfect combination of comfort, updates, and location!

8 Lakeview Reserve Boulevard, Winter Garden

1069 Glenharbor Circle, Winter Garden
$565,000
3 Beds ⋅ 2 Baths ⋅ Glenview Estates 1st Add SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome to 1069 Glenharbor Circle — a turn-key, 3 bedroom, 2 bathroom Winter Garden sanctuary offering complete freedom with NO HOA and located within the highly sought-after Winter Garden Golf Cart District! Situated on an expansive, shade-draped lot just under half an acre featuring a magnificent mature oak tree, this home features major recent upgrades for complete peace of mind. Inside, enjoy fully renovated bathrooms — including a luxury primary bath (renovated Aug 2024) and a beautifully appointed second bath (renovated May 2026). Other major updates include a recent full roof replacement (Dec 2025), complete replacement of all AC ductwork (Nov 2025), and energy-efficient windows installed across 2021 and 2025. The backyard showcases a private, resort-style paradise featuring a custom, screen-enclosed pool and an oversized sun shelf perfect for lounge chairs. With no HOA restrictions, you have total freedom to park boats, RVs, or trailers on your sprawling half-acre lot. Located just minutes from the West Orange Trail, Winter Garden Downtown Historic District, top-rated schools, and major highways, this home delivers the ultimate Winter Garden lifestyle.

1069 Glenharbor Circle, Winter Garden

14795 Field Daisy Drive, Winter Garden
$609,481
3 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Popular Plan | Flat Lot. New Construction - December Completion! Welcome to the Ashwood at 14795 Field Daisy Drive in Harvest at Ovation! This beautifully designed two-story home offers a bright, open-concept layout perfect for everyday living and entertaining. The first floor features a spacious great room that flows into the kitchen and dining area, along with a private study and convenient half bathroom. The second floor includes the primary suite with a generous walk-in closet and bathroom, two secondary bedrooms, full bathroom, and a laundry room. Enjoy outdoor living on the lanai and the convenience of a detached two-car garage with a large game room above with a full bathroom providing flexible space for relaxing or hosting guests. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: wet bar at game room, pre-plumbed for future laundry sink, gas appliance package, quartz countertops, and refrigerator. Photos are for representative purposes only. MLS#O6449311

14795 Field Daisy Drive, Winter Garden

14775 Field Daisy Drive, Winter Garden
$635,572
4 Beds ⋅ 5 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Game Room | Balcony | Close to Amenities | Gas Range. New Construction - November Completion! Welcome to the Newberry at 14775 Field Daisy Drive in Harvest at Ovation! This inviting two-story home offers an open-concept design with a spacious great room that flows seamlessly into the casual dining area and kitchen, creating the perfect space for gathering and entertaining. A secondary bedroom with a nearby bathroom is conveniently located on the first floor, while upstairs features the private primary suite, two additional bedrooms, full bathroom, a game room, and laundry room. Relax outdoors on the lanai and enjoy the convenience of a detached two-car garage. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Wet bar at game room, whole house 8' interior doors, 42" upper kitchen cabinets, quartz counter tops and crown molding package at kitchen. Photos are for representative purposes only. MLS# O6449282

14775 Field Daisy Drive, Winter Garden

14017 Title Way, Winter Garden
$429,900
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 2 SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Rare CORNER-UNIT townhome with DISNEY FIREWORK VIEWS in the heart of Horizon West! Offering 3 bedrooms and 2.5 bathrooms, this home benefits from additional natural light, added privacy, and SCENIC VIEWS of the nearby pond. Inside, you’ll find an inviting layout featuring modern tile flooring throughout the first level and a thoughtfully designed kitchen with premium stainless steel appliances. Upstairs, the spacious primary suite features an updated bathroom with a beautifully REMODELED SHOWER. Two additional bedrooms allows flexibility for guests, family, or a home office. One of the property’s most appealing features is its large private courtyard, providing plenty of space for outdoor dining, entertaining, or simply relaxing. From home, you can also enjoy views of Disney’s nightly FIREWORKS! The corner-unit location creates a more open setting that is difficult to find among traditional interior townhomes. Just a short walk away, residents can enjoy community amenities including a swimming pool, playground, and splash pad. Located in one of Central Florida’s most desirable and growing communities, Horizon West offers an excellent combination of neighborhood amenities and everyday convenience. Nearby shopping, restaurants, entertainment, and major roadways make getting around the Orlando area easy. Whether you’re spending an evening in the courtyard or enjoying the surrounding community, this home offers a comfortable and convenient Central Florida lifestyle. *Some of these photos have been digitally modified*

14017 Title Way, Winter Garden

6270 Sunny Time Avenue, Winter Garden
$435,890
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a rear-facing 2-car garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Tilden White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6270 Sunny Time Avenue, Winter Garden

3335 Hanging Tide Street, Winter Garden
$715,000
4 Beds ⋅ 5 Baths ⋅ Lakeview Preserve Phase 2 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded home in the desirable gated community of Lakeview Preserve, where thoughtful design, quality finishes, and generous living spaces come together to create an exceptional Central Florida home. Step inside to an inviting, open-concept floor plan featuring tile flooring throughout the home. There are four spacious bedrooms, each with an ensuite bath! In addition there is an over-sized den/flex space, that provides the versatility, today's buyers are looking for—whether for a home office, study, media room, or additional gathering space. At the heart of the home is the impressive gourmet kitchen, beautifully appointed with quartz countertops, upgraded appliances, upgraded soft-close cabinetry, and a convenient pot-filler faucet over the stove. Designed for both everyday living and entertaining, the kitchen opens seamlessly to the dining and main living areas, creating a spacious and welcoming setting for family and guests. The attention to detail continues throughout the home with quartz countertops and upgraded cabinetry in the bathrooms, adding a polished, cohesive look. Even the laundry room has been thoughtfully upgraded with full cabinetry and a utility sink, providing excellent storage and functionality. Enjoy Florida living year-round from the screened lanai, perfect for morning coffee, relaxing evenings, or entertaining outdoors. A three-car garage provides additional space for vehicles, storage, recreational equipment, or hobbies. Located within Lakeview Preserve, residents enjoy a gated community with resort-style amenities including a community pool, clubhouse, fitness center, splash pad, and playground, along with convenient access to the best of Winter Garden and Clermont. To top it off, you have a boardwalk and Kayak Launch, giving you access to beautiful John's Lake! With its extensive upgrades, flexible floor plan, gourmet kitchen, four bedroom layout, a half bath, screened lanai, and three-car garage, this home offers an outstanding combination of style, space, and functionality.

3335 Hanging Tide Street, Winter Garden

14501 Grove Resort Avenue Unit 3636, Winter Garden
$175,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Welcome to effortless resort living and an incredible SHORT-TERM RENTAL OPPORTUNITY at The Grove Resort & Water Park! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2-bath condo-hotel is TURNKEY READY and already part of the resort’s rental pool with onsite management, making ownership especially convenient. Owners are permitted PERSONAL USE for up to 179 days per year, offering the flexibility to enjoy the property yourself while also taking advantage of its VACATION-RENTAL POTENTIAL. Set within the GATED RESORT COMMUNITY, this condo is located in a high-rise building with ELEVATOR ACCESS and puts an incredible array of amenities right outside your door. Step inside to find a bright, inviting interior with LUXURY VINYL PLANK FLOORING throughout the main living areas. The open Kitchen features QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES and a convenient breakfast bar, all overlooking the spacious Living Room with plenty of room for a Dining Area. Sliding glass doors extend the living space outdoors to a SCREENED, COVERED BALCONY, creating a relaxing spot to enjoy your morning coffee or unwind after a day at the parks. The AC WAS UPDATED in 2017, adding to the home's appeal as a well-maintained vacation property.The SPLIT-BEDROOM FLOOR PLAN provides privacy for owners and guests alike. The generous PRIMARY SUITE features a walk-in closet, an en suite Bath, and a COMFORTABLE SITTING AREA with its own PRIVATE ACCESS to the balcony. The en suite Bath offers dual sinks with QUARTZ COUNTERTOPS, a garden tub, step-in shower and private water closet. On the opposite side of the condo, the spacious SECOND BEDROOM offers a walk-in closet and its own EN SUITE BATH. A dedicated Laundry Room with washer and dryer adds everyday convenience.The Grove Resort & Water Park is a 106-acre destination with an IMPRESSIVE COLLECTION OF AMENITIES, including SURFARI WATER PARK, featuring a 695-foot lazy river, dual water slides, a FlowRider surf simulator, kids' activity pool and ZERO-ENTRY POOL. The resort also offers MULTIPLE POOLS including the lakefront Springs Pools with three full-size pools, hot tub and children's splash area, along with a 24-hour FITNESS CENTER, restaurants, family activities, LAKE AUSTIN ACCESS and more. CABLE AND INTERNET are also included, while resort transportation provides SHUTTLE SERVICE to Walt Disney World, Universal Orlando and SeaWorld. Lake Austin provides another way to enjoy the outdoors, with a LAKESIDE PIER offering beautiful nature views, catch-and-release fishing and resort watersports. When it is time to venture out, the resort is just SIX MILES FROM WALT DISNEY WORLD, putting Orlando's WORLD-FAMOUS ATTRACTIONS within easy reach. Beyond the resort, enjoy the growing Horizon West area with FLAMINGO CROSSINGS TOWN CENTER, Historic Downtown Winter Garden, the West Orange Trail and Plant Street offering opportunities for dining, shopping, entertainment and enjoying the FLORIDA LIFESTYLE. Families will appreciate the access to A-RATED SCHOOLS, including WATER SPRING ELEMENTARY, WATER SPRING MIDDLE and HORIZON HIGH SCHOOL.Whether you're looking for a vacation home, a personal getaway or a TURNKEY SHORT-TERM RENTAL INVESTMENT, this furnished Grove Resort condo provides an EXCEPTIONAL OPPORTUNITY to own a piece of the Orlando vacation lifestyle—with onsite management, RESORT AMENITIES, and the flexibility to enjoy it yourself. Come discover the possibilities at The Grove!

14501 Grove Resort Avenue Unit 3636, Winter Garden

15302 Honeybell Drive, Winter Garden
$575,000
3 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome a beautifully maintained home in the highly sought-after Hamlin Reserve community of Horizon West! From the moment you step inside, you’ll notice the thoughtful design, spacious layout, and beautiful finishes throughout.One of the standout features is the gorgeous front flex space, complete with custom built-ins, offering the perfect opportunity for a home office, study, reading room, playroom, or additional living space. The open-concept main living area provides an inviting space for everyday living and entertaining, with a seamless flow between the living, dining, and kitchen areas.The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a dedicated workspace. Step outside to enjoy your private backyard and Florida outdoor living.Located in the heart of Horizon West, Hamlin Reserve offers an exceptional lifestyle with community amenities, parks, playgrounds, nature trails, and convenient access to Hamlin Town Center, where shopping, dining, and entertainment are just minutes away. Enjoy everything Winter Garden has to offer, including top-rated schools, beautiful neighborhoods, and easy access to major roadways including SR-429.Beautiful, flexible, and ideally located, this home is a wonderful opportunity to experience the best of Hamlin and Horizon West living!

15302 Honeybell Drive, Winter Garden

16387 Taliesin Street, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car garage, thoughtfully designed for comfortable everyday living and effortless entertaining. A welcoming foyer leads into the bright, open-concept main living area, where the dining room, gathering room, and kitchen come together to create a warm and connected space for family and guests. The kitchen features upgraded white cabinetry, contrasting countertops, upgraded flooring, along with a huge walk-in pantry offering exceptional storage. Tray ceilings and double crown molding reflect the upgraded finishes you will see throughout the home. The spacious owner’s suite provides a private retreat, complete with a generous walk-in closet and a versatile sitting room. Whether used as a home office, workout area, reading nook, or nursery, this flexible space adds a level of functionality that is hard to find in many one-story homes. Two generously sized secondary bedrooms are located at the front of the home and share a dedicated full bathroom, while a separate powder room provides added convenience for guests without requiring access to the private bedroom areas. A large laundry room and convenient owner’s entry from the garage with a practical stop and drop zone make daily routines even easier. At the rear of the home, beautiful sliding glass doors open to a spacious lanai, seamlessly extending the living space and POOL outdoors and creating an inviting setting for morning coffee, relaxing evenings, or entertaining friends and family. Beyond the home itself, Hawksmoor offers an exceptional community lifestyle. Residents can enjoy a large playground, expansive green spaces, a community park, walking trails, a resort-style pool, fitness center, and clubhouse—providing plenty of opportunities to stay active, unwind, and connect with neighbors. Thoughtfully designed from front to back, this home brings together stylish upgrades, exceptional functionality, flexible living spaces, and an inviting community atmosphere in the heart of Winter Garden. WELCOME HOME!

16387 Taliesin Street, Winter Garden

15223 Evergreen Oak Loop, Winter Garden
$500,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes Ph 3b-4 3b-5 & 3 SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome to the highly sought-after Independence community in Winter Garden! This spacious 4-bedroom, 3.5-bath home offers 2,502 square feet with a versatile layout that includes two primary suites—one conveniently located downstairs and a second upstairs. The open main living area features tile flooring and brings together the living room, dining area, and kitchen, creating plenty of space for everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, a center island, and pantry for additional storage. The downstairs primary suite offers the convenience of first-floor living, with an en suite bath featuring a double vanity, walk-in shower, and soaking tub. A separate half bath is also located downstairs for guests. Upstairs, you'll find a versatile loft, the second primary suite plus two additional bedrooms connected by a Jack-and-Jill bathroom. A 2-car rear-entry garage completes the home. Independence offers an impressive lineup of community amenities, including two clubhouses, two community pools, fitness centers, parks, and miles of walking and biking trails. Enjoy a prime Winter Garden location near A-rated schools, shopping, dining, entertainment, medical facilities, and major roadways. Don’t miss your chance to make this spacious Winter Garden home your own! *Aerial photo property lines are an estimate and to be verified by buyer.

15223 Evergreen Oak Loop, Winter Garden

5983 Flowering Cherry Bend, Winter Garden
$850,000
5 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. Opportunity in Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for families, guests, or multi-generational living. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for everyday life and entertaining. A wet bar in one of the rooms adds style and convenience for hosting guests. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort, and a door connecting the laundry room directly to the owner’s suite closet adds an extra layer of convenience. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

5983 Flowering Cherry Bend, Winter Garden

15515 Campden Street, Winter Garden
$359,900
3 Beds ⋅ 3 Baths ⋅ Stoneybrook West I SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to this Gorgeous Home, where CONVENIENCE, and LOW-MAINTENANCE LIVING come together in a fantastic Winter Garden location making it easy to enjoy the vibrant Winter Garden lifestyle!! Step inside this to FRESHLY PAINTED 3 bedroom, 2.5 bath home. Featuring highly desirable WOOD-LOOK CERAMIC TILE throughout the main living areas, including the spacious living room, dining area, and kitchen.The kitchen features a NEW REFRIGERATOR and NEW STOVE while a convenient downstairs half bath and large storage closet add to the home’s functionality. Upstairs, the VERSATILE LOFT adds valuable additional living space and is perfect for a home office, media room, playroom, fitness area, or cozy second family room. Plus the convenience of an UPSTAIRS LAUNDRY ROOM. The SPACIOUS Primary suite has 2 WALK-INCLOSETS and an ensuite bathroom with DUAL SINKS. The secondary bedrooms are also spacious and the 2nd bedroom also has a WALK-IN CLOSET as well. Enjoy added peace of mind with a NEW A/C installed in 2022, ROOF approximately 3 years NEW, gutters, and fresh exterior paint completed in 2025. Enjoy Florida living with access to the COMMUNITY POOL, perfect for cooling off, relaxing, and enjoying sunny Central Florida days without the maintenance of a private pool. The HOA provides exceptional value and low-maintenance living, including pest control, lawn, exterior maintenance, roof replacement approximately every 10 years, exterior painting, community pool, and tot lot. And then there's the LOCATION! Enjoy convenient access to the charm and energy of HISTORIC DOWNTOWN Winter Garden, where brick-lined streets are filled with locally loved restaurants, cafés, boutique shops, entertainment, and the popular Farmers Market. Grab a coffee, meet friends for dinner, spend an afternoon browsing the shops, or simply enjoy the welcoming small-town atmosphere. Outdoor enthusiasts will love the 22-mile West Orange Trail, which travels directly through the heart of Downtown Winter Garden. Whether you enjoy biking, running, walking, or simply getting outside, the trail offers miles of recreation and is one of the area's signature lifestyle amenities. This is more than just a home, it’s a lifestyle!

15515 Campden Street, Winter Garden

923 Allenhurst Street, Winter Garden
$789,000
3 Beds ⋅ 2 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to front-porch living in Oakland Park, a sought-after and timeless Winter Garden community surrounded by nature, green spaces, and an inviting neighborhood atmosphere. This beautifully maintained single-story gem offers an open-concept, split-bedroom floor plan filled with natural light and engineered hardwood flooring throughout the living spaces. The chef’s kitchen features granite countertops, abundant cabinetry, a large walk-in pantry, and a separate storage closet, complimented by a full suite of Kenmore appliances including a gas cooktop, hood, wall oven/microwave, dishwasher, and refrigerator. The spacious primary suite offers a walk-in closet, soaking tub, large walk-in shower, and generous linen storage. Extend your living space outdoors to the fully screened-in back porch, complete with outdoor, breezy sheered curtains, a ceiling fan and gas hookup for grilling or an outdoor kitchen. Mature trees and beautiful crape myrtles create a peaceful setting, while a large green space across the street adds an extra sense of privacy. Enjoy access to resort-style and neighborhood pools, nearby trails and lakes, and more than 22 miles of the West Orange Trail. Bike, walk, or golf cart into charming downtown Winter Garden for dining, shopping, entertainment, and the infamous Saturday farmers market. Additional highlights include a two-car garage, laundry room including washer and dryer. There is a separate mudroom area which includes the cabinet, abundant attic storage and custom blinds throughout. All the wall hanging televisions are included as well.

923 Allenhurst Street, Winter Garden

15375 Avenue Of The Arbors, Winter Garden
$449,900
3 Beds ⋅ 3 Baths ⋅ Signature Lakes, Independence SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. Fresh finishes, room to spread out, and a private outdoor retreat make this 3-bedroom, 2.5-bath end-unit townhome a standout in Winter Garden’s Independence community. With only one adjoining neighbor, the end-unit setting offers added privacy and a more open feel. Freshly painted interiors, stylish accent walls, and a two-car garage bring together personality, comfort, and everyday convenience. Laminate flooring flows throughout the main level, where a dedicated living room and a separate, extended family room give you the flexibility to entertain, unwind, or create distinct spaces for your daily routine. A dedicated dining area provides room for shared meals, while the fully equipped kitchen features matching stainless steel appliances, a beautiful backsplash, and an island with breakfast-bar seating for casual dining and conversation. The freshly painted bedrooms feature brand-new carpeting, giving these personal spaces a crisp, barely-touched feel. Thoughtful wall accents add character, while the primary suite includes a bathroom with a glass-enclosed shower. An included washer and dryer make settling into your new home even easier. Outside, a spacious screened-in lanai invites you to enjoy morning coffee, relaxed evenings, and gatherings in your own private setting. Vinyl fencing surrounds the outdoor retreat, and direct access from the garage adds a convenient connection between parking and your backyard escape. Life in Independence extends well beyond your front door. This welcoming, activity-filled community offers two resort-style pools, two residents clubs with fitness centers, tennis and basketball courts, an arcade and game room, playgrounds, parks, walking and biking trails, and boat ramps serving Lake Hancock and Lake Speer. Seasonal festivals, food truck events, and organized neighborhood activities create plenty of opportunities to connect and enjoy the community. Enjoy access to shopping and dining at Winter Garden Village, the charm of downtown Winter Garden, recreation along the West Orange Trail, and the attractions of Walt Disney World—all within a drive of home. With fresh updates, versatile gathering spaces, and an inviting outdoor retreat, this townhome offers a compelling opportunity to make Independence your next address. Schedule your private showing today.

15375 Avenue Of The Arbors, Winter Garden

402 E Maple Street, Winter Garden
$825,000
6 Beds ⋅ 6 Baths ⋅ East Garden Manor Add 03 Rep SubDv. ⋅ 34787 Zip Code
Rare dual-income opportunity with no HOA, located minutes from historic Downtown Winter Garden. Built in 2021 on an oversized corner lot, this high return opportunity, turn-key property offers two complete, self-contained residences designed for optimal rental income, multi-generational living, or an effortless house hack where the neighboring tenant covers your mortgage. Each residence features its own street frontage, private entrance, separate driveway, and dedicated two-car attached garage for complete tenant privacy and independence—four garage bays total. Across both mirrored units, the home encompasses 2,876 heated square feet, totaling six bedrooms, four full bathrooms, and two powder baths, offering three bedrooms and two and a half bathrooms on each side. The main levels highlight spacious open-concept living and dining areas, well-appointed kitchens, and convenient half baths for guests. Upstairs, each unit features a private primary suite with a walk-in closet and en suite bath, alongside two generous guest bedrooms, a second full bathroom, and dedicated laundry space. Durable hard-surface flooring throughout ensures low turnover costs and easy maintenance. Tenants and owners alike will love being within walking and golf cart distance of Plant Street dining, boutique shopping, local breweries, the West Orange Trail, and the Saturday Farmers Market, while enjoying quick commuter access to SR-429, SR-50, and the Florida Turnpike. Modern, high-cash-flow multi-door assets in this prime Winter Garden corridor are exceptionally rare. Schedule your private showing today.

402 E Maple Street, Winter Garden

2308 Axel Street, Winter Garden
$577,063
4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code
Virtually Staged. Under Construction. Welcome to 6117 Flowering Cherry Bend, a beautifully designed new construction home located in the desirable Avalon Woods community of Winter Garden. The Anna Maria floor plan offers 2,235 square feet of thoughtfully designed single-story living with 4 bedrooms and 3 full bathrooms. Step inside to an inviting open-concept layout featuring a spacious great room that flows seamlessly into the kitchen and dining areas—perfect for both everyday living and entertaining. The private primary suite provides a relaxing retreat with a well-appointed ensuite bath and generous closet space, while three additional bedrooms provide flexibility for family, guests, or a home office. Located in Avalon Woods, residents can enjoy community amenities including a park, playground, and walking trails.

2308 Axel Street, Winter Garden

745 Cascading Creek Lane, Winter Garden
$700,000
3 Beds ⋅ 3 Baths ⋅ Black Lake Park Ph 02 SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Some homes just have a way of making everyday life feel a little easier—and this is one of them. Located in a gated Winter Garden community, this 3-bedroom, 2.5-bath pool home offers the kind of space and flexibility that works for real life. From the moment you step inside, the home feels open, bright, and remarkably spacious, with plenty of room to gather, unwind, work from home, or simply spread out. A DEDICATED OFFICE adds even more flexibility without sacrificing any of the three bedrooms. Out back, the SCREENED-IN POOL creates your own private Florida retreat. Start the morning with coffee by the water, spend an afternoon cooling off in the pool, or settle in for an evening outside without ever leaving home. The pool pump and heater have both been replaced recently, adding to a list of important updates that includes a BRAND NEW ROOF in 2022 and an A/C system that's just four years old. And the lifestyle extends well beyond the backyard. The GATED COMMUNITY features its own pool, basketball courts, tennis courts, and a dock with access to the lake—giving you plenty of ways to enjoy the outdoors close to home. Then there's the location. You're less than 10 minutes from Downtown Winter Garden, where weekends can mean grabbing breakfast, exploring the shops, visiting the farmers market, or meeting friends for dinner. Shopping, everyday conveniences, and highway access are also nearby, making it easy to get around Central Florida while still coming home to a neighborhood that feels tucked away from it all. If you've been searching for a Winter Garden pool home with a dedicated office, gated-community amenities, lake access, major recent updates, and a location close to Downtown Winter Garden, 745 Cascading Creek brings all of it together—with the space to make it your own.

745 Cascading Creek Lane, Winter Garden

1012 Glensprings Ave, Winter Garden
$425,000
3 Beds ⋅ 2 Baths ⋅ Glenview Estates 1st Add SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome home to this exceptional 3-bedroom, 2-bath ranch-style home in sought-after east Winter Garden. This bright and spacious great room features vaulted ceilings, tile flooring, and a signature brick wood-burning fireplace. Large windows fill the room with natural light, creating an open and inviting environment. The functional floor plan offers ample living and entertaining space, complemented by neutral finishes and a ceiling fan for added comfort. The heart of the home is a bright and functional kitchen offering abundant cabinet and countertop space in a classic U-shaped layout designed for everyday convenience, plus an adjacent family dining room. Crisp white cabinetry is complemented by stainless steel appliances and durable tile flooring, while a large window above the sink fills the space with light and provides a pleasant backyard view. Retreat to the spacious primary suite, designed for comfort and relaxation. This inviting bedroom features warm wood-look flooring, a large window, and generous wall space for flexible furniture arrangements. A private ensuite bath with an extended vanity offers convenience and functionality. Two adjacent bedrooms are on the opposite side of the residence. No HOA, 2 blocks from the West Orange Trail's Chapin Station stop, short drive to SR 429, essential shopping and all the dining venues in downtown Winter Garden. Roof replaced in 2015.

1012 Glensprings Ave, Winter Garden

12074 Shine View Lane, Winter Garden
$459,500
3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

12074 Shine View Lane, Winter Garden

15066 Canopy Cover Drive, Winter Garden
$967,500
3 Beds ⋅ 4 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Luxury single-level living awaits at 15066 Canopy Cover Drive in Del Webb Oasis, a premier gated Active 55+ community near Orlando's world-class attractions. Built in 2023, this highly upgraded Renown floor plan - the community's largest single-story design - offers 2,955 square feet, 3 bedrooms, 3.5 baths, tons of closet space, office with custom built-ins, an extended gathering room and an extended 3-car garage. Set on a premium conservation lot with approximately 70 feet of frontage, a fenced backyard and no rear neighbor, the home offers exceptional privacy, space and tranquility. Inside, 8-foot doors and Italian porcelain tile flooring create an elegant, open feel. The gourmet kitchen features quartz countertops, ceiling-height upgraded cabinetry, select glass-front display cabinets with accent lighting, two ovens, a cooktop, microwave, refrigerator and wine/beverage refrigerator. Custom built-ins with accent lighting enhance the office/study, while custom closet systems organize both primary-suite closets and the pantry. Upgraded lighting, ceiling fans, window treatments and UV- and glare-reducing window film add comfort and style throughout. Electric Car charging port in garage. Designed for year-round Florida living, oversized screened lanai 14'.5" x 54'/2" features custom Limestone Galala Tumbled Pavers, a screened enclosure, ceiling fans, a mounted outdoor TV and an Aqua Living Spa hot tub. The fenced backyard includes two access gates. Additional features include an EcoWater whole-home water softener, roof gutters, a whole-home surge protector and an ADT alarm system. All appliances convey, including the washer and dryer, as well as the mounted lanai and garage TVs. Enjoy convenient access: minutes to Walt Disney World, Flamingo Crossings Town Center, groceries, shopping, dining and Orlando-area attractions. Orlando International Airport is approximately 30 minutes away, with hospitals and medical facilities nearby. Port Canaveral is approximately one hour away, and Florida's east- and west-coast beaches are within about 90 minutes.

15066 Canopy Cover Drive, Winter Garden

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