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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
VIRTUALLY STAGED! EXCEPTIONAL POOL HOME IN EASTBROOK! Welcome to Conifer Avenue, where pride of ownership, and an unbeatable Winter Park-area location come together beaut...
- 4 Beds
- 2 Baths
- O6440609 MLS
913 Moss Lane is in the Vias of Winter Park, on a tree-lined street in Maitland Shores. Neighborhood access to the Winter Park chain of lakes is a block away. Winter Park...
- 3 Beds
- 2 Baths
- O6441449 MLS
HIGH & DRY | PRIME WINTER PARK LOCATION | BUILD YOUR DREAM HOME Rarely does an opportunity like this become available in the heart of Winter Park! This high-and-dry homes...
- O6441522 MLS
Location, location, location! Discover this beautiful, meticulously maintained home in a highly desirable Winter Park neighborhood, conveniently located near excellent sc...
- 3 Beds
- 2 Baths
- O6441887 MLS
Rare Winter Park redevelopment opportunity on a NEARLY HALF-ACRE CORNER PARCEL JUST MINUTES FROM PARK AVENUE. Newly priced at $3,950,000, this R-3 ZONED (Medium-Density R...
- 4 Beds
- 2 Baths
- O6436046 MLS
Don't miss your opportunity on this super clean 2 bed 2 bath Winter Park condo! Updated kitchen with White shaker cabinets, granite counters complete with all the applian...
- 2 Beds
- 2 Baths
- O6440965 MLS
- 15 Bldg.
Welcome to this beautiful lot located in one of Winter Park’s most desirable neighborhoods. This exceptional location presents the perfect opportunity to build your dream...
- O6441550 MLS
Welcome to 2410 Sherbrooke Rd in Winter Park! This spacious single-story home offers 2,141 sq ft of living space with 4 bedrooms, 2.5 bathrooms, and an attached two-car g...
- 4 Beds
- 3 Baths
- O6439553 MLS
Quintessential Winter Park Lakefront Living with your own covered boatslip! You must see this Stunning Lakefront Penthouse Residence overlooking Lake Osceola and just two...
- 3 Beds
- 3 Baths
- O6441437 MLS
- Bldg. Number 1 Bldg.
Virtually Staged. Under Construction. Introducing THE READING RESIDENCE, an extraordinary NEW-CONSTRUCTION ESTATE by renowned luxury builder VIMARO HOMES, ideally situate...
- 5 Beds
- 5 Baths
- O6441165 MLS
Terrific townhome in the Hidden Oaks community featuring an updated interior and its own private, fenced patio! Step inside to a bright and spacious living/dining area wi...
- 2 Beds
- 3 Baths
- O6434437 MLS
- 38 Bldg.
Welcome to Windward Square, a desirable Winter Park community conveniently located near shopping, dining, entertainment and major roadways. This spacious end-unit home of...
- 2 Beds
- 2 Baths
- O6440892 MLS
- 1 Bldg.
Build in the heart of Winter Park. This cleared quarter-acre lot (approx. 10,807 sq ft, 50' x 216') sits on Symonds Avenue on the city's west side. It's just blocks from ...
- O6441180 MLS
Pre-Construction. To be built. Pre-Construction. To be built. Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can s...
- 5 Beds
- 4 Baths
- O6441026 MLS
Pre-Construction. To be built. A rare convergence of timeless French Country architecture, brand-new custom construction, and coveted access to the Winter Park Chain of L...
- 5 Beds
- 7 Baths
- O6435679 MLS
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