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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. 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.
Welcome home to this beautifully maintained, nearly new Pulte Townhome in the heart of Winter Park! Built in 2023, in the gated community of Grayson Square, this stylish...
- 3 Beds
- 3 Baths
- O6430136 MLS
- 37 Bldg.
***ASSUMABLE VA LOAN 3.75%*** Welcome home to this charming 3-bedroom, 2-bathroom residence offering comfort, functionality, and the freedom of NO HOA! This inviting home...
- 3 Beds
- 2 Baths
- O6430132 MLS
Welcom Home to your second/top floor 2-bedroom, 2 bathroom condo with brand new beautiful luxury vinyl floors throughout. This property has been a rental the last few ye...
- 2 Beds
- 2 Baths
- O6429997 MLS
- 7340 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
A MUST SEE BEAUTIFUL WELL MAINTAINED POOL HOME by ORIGINAL OWNERS in SOUGHT AFTER WINTER PARK ZIPCODE & SCHOOLS. PICTURES PROVIDE a GREAT PORTRAYAL of the FLOORPLAN b...
- 4 Beds
- 3 Baths
- O6429844 MLS
Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully updated bungalow offers the perfect blend of character, modern updates, and fle...
- 3 Beds
- 2 Baths
- O6428423 MLS
Under Construction. Perfectly positioned along one of Winter Park's most picturesque tree-lined cobblestone streets, this exceptional new construction residence offers a ...
- 4 Beds
- 5 Baths
- O6421810 MLS
Luxury Meets Timeless Design in the Heart of Winter Park. Welcome to this beautifully renovated 2-bedroom, 2-bath residence where thoughtful design and exceptional crafts...
- 2 Beds
- 2 Baths
- O6430119 MLS
Welcome to your ideal single-story retreat in the heart of Winter Park's highly desirable Flamingo Shores neighborhood in zip 32789. This classic ranch-style home offers ...
- 3 Beds
- 2 Baths
- O6429698 MLS
Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center,
- 3 Beds
- 2 Baths
- O6429942 MLS
- A Bldg.
Custom-built Santa Barbara-style estate set on one of Winter Park's most coveted brick-paved streets, just moments from Park Avenue's boutiques, galleries and celebrated ...
- 4 Beds
- 5 Baths
- O6428967 MLS
There are luxury homes, and then there are homes that redefine luxury altogether. Crafted by renowned luxury builder Vimaro Homes, this extraordinary residence is the pro...
- 5 Beds
- 6 Baths
- O6422951 MLS
Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury livi...
- 4 Beds
- 4 Baths
- O6428654 MLS
Virtually Staged. ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom condominium ideally located in Winter Park! Lovingly cared for by its longtime ow...
- 1 Beds
- 1 Baths
- O6428713 MLS
- 302 Bldg.
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