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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. Designed to capture the timeless character of Olde Winter Park while delivering an extraordinary level of modern luxury, this is a truly one-of-a-kind...
- 5 Beds
- 6 Baths
- O6432219 MLS
Virtually Staged. MOVE IN READY in Winter Park with nearly $30,000 in recent upgrades and improvements! This beautifully updated 2 bedroom, 2.5 bathroom condo in Sandlewo...
- 2 Beds
- 3 Baths
- O6431475 MLS
- 2 Bldg.
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
MAJOR PRICE IMPROVEMENT—NOW OFFERED BELOW $4 MILLION! Rare Winter Park redevelopment opportunity on a nearly half-acre corner parcel just minutes from Park Avenue. Newly ...
- 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
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
MOTIVATED SELLER...Welcome To This Beautifully 3 Bedroom, 2.5 Bathroom Condominium Located in the Desirable Hidden Oaks Community. Offering Updated Living Space, This Hom...
- 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.
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
Virtually Staged. DISCOVER THE SERENE BEAUTY OF THIS WINTER PARK TWO-STORY TOWNHOME! Located in the SOUGHT-AFTER Lazy Oaks community. Blending contemporary style with eve...
- 2 Beds
- 3 Baths
- O6430356 MLS
- 5210 Bldg.
BUYER INCENTIVE! Nearly-New 2023 Pulte Townhome • 3BD/2.5BA + Garage • Quartz Counters • Rate Buydown Available Imagine owning a beautifully maintained, nearly-new Pulte...
- 3 Beds
- 3 Baths
- O6430136 MLS
- 37 Bldg.
A rare piece of land in the heart of Winter Park. Short distance to Park Ave. Approved permits for 2000 sqft under AC housing project.
- TB8535201 MLS
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