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Discover the refined charm of Winter Park, FL, a picturesque city just north of Orlando where oak-lined streets, scenic lakes, and elegant architecture create an atmosphere of timeless beauty. Stroll across Park Avenue — Winter Park’s cultural and culinary heart — filled with boutique shops, sidewalk cafés, and lush Central Park hosting seasonal festivals. Immerse yourself in the arts at gems like the Charles Hosmer Morse Museum of American Art or the Rollins Museum of Art, tour historic Casa Feliz, or unwind in the green tranquility of Mead Botanical Garden or Kraft Azalea Park. Whether you love lakeside walks, weekend farmers’ markets, or exploring unique museums, there’s always something delightful here — and plenty of opportunity when you explore homes for sale Winter Park FL to call this sophisticated oasis home.
Homes for Sale in Winter Park
Under Construction. Situated on a prominent corner lot in one of Winter Park's most desirable neighborhoods, this exceptional new construction residence makes an unforget...
- 5 Beds
- 6 Baths
- O6429147 MLS
Experience a rare expression of design-forward lakefront living on Lake Sylvan in the heart of Old Winter Park. Fully remodeled through a comprehensive, down-to-the-studs...
- 3 Beds
- 4 Baths
- O6430343 MLS
Rare Winter Park redevelopment opportunity on a nearly half-acre corner parcel just minutes from Park Avenue. Zoned R-3 (Medium-Density Residential), this parcel offers o...
- O6431538 MLS
Welcome to modern luxury in the heart of Winter Park! This custom 2014-built estate rests on an expansive double lot in the highly sought-after Lakeview Terrace community...
- 4 Beds
- 4 Baths
- O6431360 MLS
Move-In Ready Pool Home! This beautifully maintained 4-bedroom, 2-bath home features a split-bedroom floor plan with bright, open living spaces. The kitchen features soft...
- 4 Beds
- 2 Baths
- O6424621 MLS
Virtually Staged. Comfort, style, and convenience come together in this beautifully maintained 3-bedroom, 2-bath home in the desirable Villas of Casselberry community. So...
- 3 Beds
- 2 Baths
- O6429777 MLS
Don't miss out the great opportunity to own a unit in the heart of Winter Park Area. A perfect primary or secondary residence or investment home. Waterfall Cove is a gre...
- 1 Beds
- 1 Baths
- O6425124 MLS
- Building D Bldg.
Welcome to a premier opportunity in the the coveted Winter Park. This beautifully maintained 4-bedroom, 2.5-bathroom home is located in The Meadows – an alcove in the gat...
- 4 Beds
- 3 Baths
- O6429492 MLS
Opportunity awaits in this 3-bedroom, 2-bath concrete block home located in the established Fairview Heights area of Winter Park. Offering 1,344 square feet of living spa...
- 3 Beds
- 2 Baths
- TB8536242 MLS
Virtually Staged. Nestled on an OVERSIZED HOMESITE of well over half an acre in the sought-after Lake Ann Estates of Winter Park, this BEAUTIFULLY UPDATED 4-bedroom, 3-ba...
- 4 Beds
- 3 Baths
- O6430168 MLS
Welcome To This Beautifully 3 Bedroom, 2.5 Bathroom Condominium Located in the Desirable Hidden Oaks Community. Offering Updated Living Space, This Home Combines Comfort,...
- 3 Beds
- 3 Baths
- O6430667 MLS
- 7413 Bldg.
Brand new roof. Conveniently located between downtown Winter Park and College Park with easy access to shopping, restaurants and highways. Zoned for Audubon Park K-8 for ...
- 2 Beds
- 3 Baths
- O6429215 MLS
- Na Bldg.
Charming and Sophisticated, this single-story home combines the old with the new in such a seamless manner, you will walk through the etched glass front door and immediat...
- 4 Beds
- 5 Baths
- O6430202 MLS
MOVE IN READY! New roof, new bathrooms, new kitchen, new floors, new electrical panels and more. Located in the beautiful lake community of Lake Waunatta Woods. Large ...
- 3 Beds
- 2 Baths
- O6430278 MLS
Welcome to 5316 Halyard Court, a beautifully updated pool home nestled in the heart of Winter Park. This move-in-ready residence offers the perfect blend of modern finish...
- 3 Beds
- 2 Baths
- O6430626 MLS
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