Beautiful and secluded lakefront lot on quiet cove on Lake Osceola. Opportunity to design and Build with Z Properties.

Fractional Ownership. WINTER PARK, FLORIDA! Gorgeous ONE STORY lakefront home in Winter Park. 2227 Howard Drive | Offered at $825,000 Beautiful inside and out, this mid...

Located in desirable Winter Park, this beautiful single-story home is situated on an oversized lot of 0.28 acres surrounded by mature oaks, magnolia and an array of lush ...

Be advised: multiple offer situation. Welcome to the most enchanting historic neighborhood in the most special little town in all of Florida. Bordering Lake Virginia and ...

This meticulous Winter Park townhouse is the epitome of thoughtful design and impeccable quality. Designed by Award-Winning modern architect Phil Kean, this unique 3-bedr...

Experience luxury living at its finest in this beautiful two-story pool home located in the highly desirable and historic Winter Park, FL. This stunning property boasts 5...

Waterbridge of Winter Park! Rare opportunity to own in this fabulous Winter Park community being offered by the original owner. This one is ready for your special touch...

Unbelievable opportunity to own this 4 bedroom, 3 bath PLUS Mother-in-law suite home, nestled within a charming and highly sought-after Winter Park neighborhood. This old...

Under Construction. WINTER PARK NEW CONSTRUCTION!! Welcome to an amazing opportunity to own a brand new 3 bedroom 2.5 bath townhome in an incredible location! This Stunni...

Stunning 3 bedroom (plus Office), 3.5 bathroom townhome designed by Phil Kean. Turn-key living at its finest. Light-Filled and Spacious, this beautiful home showcases the...

Welcome home! This move in ready 3 bedroom 3½ bath luxury townhome boasts beautiful hardwood floors, 9 ft ceilings on BOTH floors, crown molding, 2 car detached garage, a...

One or more photo(s) has been virtually staged. Under Construction. Introducing contemporary design and luxury living in Winter Park! This stunning new construction home,...

Welcome to 220 Blossom Lane, an exquisite NEWLY RENOVATED single-family residence nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom hom...

Under Construction. Breathtaking modern home just weeks away from completion. This sleek five-bedroom, six-and-a-half-bath residence abounds with high-end details through...

One or more photo(s) has been virtually staged. Welcome to Vimaro Homes newest completed Project! This listing showcases a stunning new construction project with an impre...

Discover the essence of luxury living in this exceptional end unit townhome, located just steps away from Park Avenue. Rarely available, this exquisite residence showcase...

This is an excellent opportunity to renovate or build your dream home in the beautiful City of Winter Park. It is rare to find a lot in one of the most popular areas of C...

New Construction Custom Built Masterpiece located in one of Winter Park’s most desirable neighborhoods, zoned for top-rated schools in the county and only minutes away fr...

West Side Winter Park Investment Property

Proudly presenting a unique opportunity to acquire one of the most significant lakefront estates in Winter Park, on beloved Via Tuscany, moments from downtown Park Avenue...

Pre-Construction. To be built. Experience the perfect fusion of indoor-outdoor living, clean lines, and minimalist design in the heart of Winter Park. This California Mo...

The commercial shell space located at 2443-2445 Lee Rd, Winter Park, FL 32789 offers an excellent opportunity for building a business or office within its approximately 2...

Welcome to historic downtown Winter Park and one of Central Florida's most distinctive, established in-town living experiences, the Douglas Grand. <br><br> The two-sto...

Welcome to 2500 Lee Rd. #111. This gem of a condo community is truly is a hidden luxury. 10min from downtown Orlando, 6min from Park Avenue. 2min from I-4. Just prime loc...

This stunningly renovated ranch-style home is situated on a tranquil street in the charming Winter Park neighborhood, offering easy access to shopping and top-rated schoo...

Under Construction. Under construction. Beautiful New Construction home in the heart of Winter Park. This upscale Magnolia Home features upscale design features throughou...

This lovingly cared for transitional pool home with oversized lot is situated on a quiet tree-lined street. This spacious home is perfect for family living or entertainin...

Charming Winter Park Gardens condo on the third floor. Open Living and Dining with cozy & bright Sun room that makes an ideal reading room or home office. . Breathtaking ...

This exquisite French Country estate is a true masterpiece, boasting a grand total of 4900 square feet of luxurious living space. Located in the highly coveted Penn Place...

Welcome home to this completely updated home located in the Via’s, one of the most sought-after neighborhoods in the heart of Winter Park. This home truly has it all and ...

New Price!! Beautifully renovated four-bedroom, three-full-bath Winter Park home. The incredible curb appeal begins with new landscaping, exterior lighting, paver drive,...

Located in Winter Park this home was devised by architectural firm, Green Apple & built by E2 Homes. Contemporary living adheres to a few principles that define its simpl...

RARE FIND - *** LAKE FRONTAGE on Private Lake Spier with DOCK, POOL,& CABANA which could never be built today!!!*** This home is in the perfect location only 0.7 miles or...

Welcome to 2015 N. Park Avenue - your brand new modern construction home! This stunning property is designed with contemporary features and high-end finishes throughout....

PRICE REDUCTION!!! Rare opportunity to own a 3 bedroom unit in beautiful Winter Park Gardens. Corner unit on the ground floor right next to laundry room. Enjoy expansi...

BACK ON THE MARKET!!! This beautiful, lovingly cared for move-in ready, one story 4-bedroom 2.5 bath home offers you a unique opportunity to own in Winter park for under...

Luxurious and inviting, this custom one-owner home has it all and is on a quiet brick street in the desirable Via’s of Winter Park, elevated on a generous sized lot with ...

GREAT LOCATION! LESS THAN 2 MILES FROM WINTER PARK VILLAGE! Property can be utilized as an office/retail space. Includes two bathrooms and several parking spaces availabl...

Turnkey 1/1 unit in a immaculately maintained, lake-front community! Renovated kitchen, new paint and carpet throughout! The community has luxurious landscaping, lake acc...

This beautiful 4-bedroom home (with a pool) sits close by between Lake Sue and Lake Virginia in one of the most sought-after neighborhoods of Winter Park. And in an area ...

Fabulous single story home in the heart of Winter Park! This 4 bed, 3 bath home is situated on a large CORNER lot with a highly desirable 3 car garage! Step inside the fo...

Serene and private estate on a half acre lot in the Heart of Olde Winter Park. A custom built estate with amazing detail throughout boasts 6 bedrooms (downstairs master p...

In the heart of Winter Park, next to 1-4 between Par and Fairbanks exits. This cute 2/1 house is ready for renovations which will make it a great home or rental. It is on...

Welcome to Windsong! One of the most sought-after communities in the heart of Winter Park with access to the historic Winter Park Chain of Lakes and near Park Avenue. Win...

This exquisite top-level, corner unit condominium boasts 2 bedrooms and 2 bathrooms, located in downtown Winter Park. The unit's open floor plan provides a seamless flow ...

Under Construction. New construction in Winter Park, Florida. Nestled amongst million-dollar properties, with Lake Killarney just down the street, this single-story conte...

! Attention Buyers! Live Your best life in the desirable Windsong Subdivision in Winter Park. This beautiful custom built home, with attention paid to every detail, wel...

This custom four bedroom, three and one half bathroom, 4,610 square foot pool home is located in the heart of Olde Winter Park. From the paver covered circular drive you...

Welcome to this stunning condo at The Douglas Grand, a true gem in the heart of downtown Winter Park. Located just one block from Park Avenue, this luxury condominium wil...

Pre-Construction. To be built. Modern Farmhouse with Pool is located in Winter Park and offers over 4500 sq. ft. of air-conditioned living space, with another 1,000 sq. ...

Deep lot one block from Dubsdread golf Course. You can use as your primary home or great for investor. Great location, minutes from Park Avenue, College Park and Downtown...

ATTENTION developers/investors!!!! Winter Park investment property on a double lot. The lot is 100 X 140 and was originally platted as two 50 foot lots and zoned R2. Just...

Elegant Charleston style residence secluded on a "private lane" in the heart of Olde Winter Park, just one property removed from Lake Osceola. Resting on over a ½ acre ma...

Magnificent 3-bedroom, 2-bathroom, single-family home located in Winter Park. This home boasts a plethora of impressive period features including exquisite 10-inch basebo...

Renovate or build the home of your dreams on this prime corner lot. Enjoy mature, tree-lined streets and the best that Winter Park has to offer in this elevated home with...

One or more photo(s) has been virtually staged. Beautifully renovated, this downtown Winter Park three-bedroom, two-bath condominium on Lake Osceola embodies the art of t...

Downtown Winter Park – Park West Condo – Top Floor Unit! Welcome home to this quintessential downtown residence located within the gated community of Park West. This two ...

Price Improvement on the Lowest Priced Pool Home in 32789!! Welcome to this stunning bungalow featuring 3 bedroom, 2 bathrooms with a Pool situated in the historic and ch...

Welcome to Orwin Manor, a timeless Orlando-Winter Park neighborhood established in 1924, offering lifestyle and prime location. Come see this designer dream! Solidly buil...

Magnificent lakeview estate in Windsong – 526 Genius Drive, Winter Park. For the first time, this stately residence is on the market and available for purchase. Custom bu...

GREAT BUSINESS OPPORTUNITY! - Excellent location, in the heart of Winter Park. Beautiful cafeteria, with highly qualified personnel to offer the public an experience of i...

Just Listed!! Impeccable location a half block off Park Avenue with incredible views of the golf course. Listed $130,000.00 below appraised value as of Oct 2022. This won...

WINTER PARK LAKEFRONT – 1745 Lake Berry Drive. Stunning lakefront estate with 80’ of waterfront on Winter Park’s private Lake Berry. Recently remodeled by award-winning E...

Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… This spectacular residence is located on the Isle of Sic...

Your new home in the heart of Winter Park is just two blocks from Park Avenue. This one-bedroom, one-bathroom ground-floor condo at Whisperings Waters allows easy access ...

Fabulous home in the Heart and Soul of Winter Park's Osceola Shores neighborhood. Walk to Polasek Museum, Rollins College, Dinky Dock Park and Park Avenue shops and resta...

*NOW READY TO SHOW*SCHEDULE TODAY*Welcome home to this Amazing Lake House situated just minutes away from the Charming and Historic Winter Park Avenue. This Wonderful Est...

Pre-Construction. To be built. Located on a rare “Vias” lot this new construction home was designed and developed by Scout + Company. In Pueblo Revival style, the home w...

Perfect high and dry lot with a large tree to shade your backyard that is perfect for the TINY Home Revolution. What a Winter Park sweet spot. Lots in this area are hard ...

Here is your opportunity to live on Park Avenue in beautiful Winter Park! Walk to your favorite shops and restaurants. This classically styled luxurious Park Hill townho...

Let yourself feel captivated by this Single-Family home recently remodeled, offering 3 bedrooms 2 bathrooms in the great neighborhood of Lake Killarney. Enjoy the opportu...

****NEW PRICE!******HERE IS YOUR OPPORTUNITY! Welcome to South Interlachen Place, a luxury townhome located in downtown Winter Park. If you are looking for the perfect co...

One of a kind very rare piece of land for a commercial building on N Park Ave in Winter Park leading to the Shoppes of Winter Park. See attached proposed preliminary dra...

This is YOUR NEW HOME located right in Winter Park. This THREE BEDROOM, ONE BATH home has over 1300 SQUARE FEET and is ready for YOU, its next owner! This home sits on a...

Lowest priced Waterfront in Winter Park! It’s rare to find. Plus, Seller to pay $20,000 toward buyers closing costs and/or interest rate buy down. This property is on L...

"THE TRIANGLE HOUSE" PROFESSIONALLY DECORATED! Has 2 fireplaces, one in the master bedroom and another in the living area. High ceilings throughout and a spectacular lot ...

Stunning Custom Designed POOL Home - 5 Bedroom, 4.5 Bath located in Osceola Shores. Which is a neighborhood of luxury homes in Winter Park, Florida. WALKABLE TO PARK AVEN...

A VERY DELIGHTFUL WINTER PARK CONDO awaits your purchase in desirable 32789. Stylish and updated, this two bedroom with 2.5 baths is a rare find, and is perfect for the b...

One or more photo(s) has been virtually staged. Lakefront luxury on the beautiful shores of Lake Killarney! Custom built with attention paid to every detail, this Mediter...

Seller financing available on this incredible Winter Park home. An elegant custom home, designed & built by FG Shaub, is tucked away on a large corner lot on a pristine o...

***Location Location**Virginia Heights within Winter Park luxury living! Easy walk to Park Ave. and Rollins College. Lake Virginia is one block away with storage for you...

Under Construction. Brand new construction!! Ready to move in! A stunning modern transitional home located in the heart of Winter park minutes from Park Ave. As you enter...

Pre-Construction. To be built. Pre-Construction. To be built. This Cape Cod inspired home provides a rare pre-construction opportunity in highly coveted Winter Park. Make...

One or more photo(s) has been virtually staged. Under Construction. “UNDER CONSTRUCTION” Completion end of August. This custom built Winter Park home is the epitome of l...

LOOK NO FUTHER THAN THIS STUNNING MODERN TWO STORY HOME !! This NORTH FACING HOUSE is conveniently located just minutes from Downtown Winter Park, with the best ...

Listing price is at appraised value as of 10/24/22 Appraisal. A++ Location (75% FAR) Buyer can bring their own builder. Only 3 Lots left! If you want true walkability...

***NEW PRICE***3 BEDROOMS & 3 BATH split floor plan located in the highly sought-after Lake Virginia Condos nestled in the heart of Winter Park. As soon as you enter this...

Under Construction. UNDER CONSTRUCTION; Elegance, comfort, and a welcoming environment blend cohesively at this modern West Indies new construction home in one of the mos...

Priced below market value! Welcome to your dream custom Winter Park estate located in the highly desirable and sought-after subdivision of Dixie Terrace. Situated on a pr...

Under Construction. Brand New Contemporary Luxury Masterpiece Home with Exclusive Architectural Design, strong structure with two-story concrete-filled walls, steel joist...

Residential Land Opportunity in Downtown Winter Park. Zoned R1-A this premium lot is ready for something new and exciting to be built on it. Featuring 107' road frontage ...

Pre-Construction. To be built. RE-DESIGNED and BACK ON MARKET APRIL 21, 2023. Ready to break ground! INQUIRE NOW for more details about this gorgeous MODERN COUNTY pool ...

One or more photo(s) has been virtually staged. This magnificent estate was originally built in 1938 with a major addition in 1999. The estate is nestled on nearly 2 acre...

NEW AND IMPROVED PRICE: Located in the heart of Winter Park this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely hidden behind a wall of po...

NEW AND IMPROVED PRICE: Located in the heart of “The Golden Triangle” of Winter Park, this 0.43 acre property is approximately 125 feet wide by 150 feet deep. Discretely ...

Seller says "RANCH STYLE, ONE FLOOR 3/2 TOTAL AREA 2,382 SQ FEET, LIVING AREA 1,584 SQ FEET CONVENTIONAL AND CASH-ONLY SALE What I love about this home. Th...

Pre-Construction. To be built. Homes don’t come along like this very often! Here’s your opportunity to own a Magnificent Estate "Elanza on Lake Killarney." Enter through ...

WINDSONG - WINTER PARK. Designed to perfection, this exquisite Spanish-Mediterranean home sits on an oversized lot overlooking the tranquil pond and fountain. Grand curb...

Pre-Construction. To be built. Customizable Pre-Construction Home in Prime Location: Design Your Dream Residence with Valdara Custom Homes or Your Preferred Builder Se...

Pre-Construction. To be built. This Incredible Modern Transitional Home will be Breaking Ground Soon! It will be built on an Oversized Lot and is just Minutes to Park Ave...