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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
Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within wal...
- 5 Beds
- 6 Baths
- O6403490 MLS
Back on market. Previous contract was canceled due to buyer circumstances. Seller is motivated and ready to move forward. Fully renovated and carefully reimagined, this ...
- 3 Beds
- 3 Baths
- S5148431 MLS
Prime Freestanding Commercial Opportunity in the heart of Winter Park! This versatile property is zoned 1210 – Store/Office/Residential II, offering flexible use for inve...
- O6403459 MLS
A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence h...
- 4 Beds
- 2 Baths
- O6402113 MLS
Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College,...
- 6 Beds
- 4 Baths
- O6402984 MLS
Exceptional Single-Family Home in Winter Park, FL This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminat...
- 3 Beds
- 3 Baths
- O6401731 MLS
Tremendous value in the land. Well cared for vintage Winter Park home that has 3 BEDROOM and two bath rooms. Potential to remodel, improve and expand or simply tear down...
- 3 Beds
- 2 Baths
- O6400395 MLS
Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-fil...
- 2 Beds
- 1 Baths
- O6400009 MLS
In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedr...
- 3 Beds
- 2 Baths
- O6399014 MLS
Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath to...
- 3 Beds
- 3 Baths
- O6386578 MLS
- 7454 Bldg.
Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Winter Park. Designed with a modern, timeless style,...
- 4 Beds
- 6 Baths
- O6399395 MLS
Virtually Staged. Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcome to the peaceful, well-established community of Lazy Oaks in highly so...
- 2 Beds
- 2 Baths
- O6398856 MLS
- 5143 Bldg.
Step into elevated Florida living with this stunning brand-new residence, where modern design meets lasting quality. Constructed with solid block and steel framing for su...
- 4 Beds
- 4 Baths
- O6398118 MLS
Townhouse opportunity—ideal for either personal residence or investment—featuring 2 bedrooms and 2.5 bathrooms. Conveniently located near supermarkets, shops, universitie...
- 2 Beds
- 3 Baths
- S5147382 MLS
- L Bldg.
Welcome home to your peaceful retreat tucked away near the end of a quiet street with views of Lake Wilderness. Completely updated in 2017, move-in ready so you can lock ...
- 3 Beds
- 2 Baths
- O6398273 MLS
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