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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
LOCATION, LOCATION, LOCATION! Just Steps from Winter Park’s Famed Park Avenue! Enjoy the best of Winter Park living in this delightful two-bedroom, two-bath condominium,...
- 2 Beds
- 2 Baths
- O6452921 MLS
- Andalucia Bldg.
Awesome 5 bedroom 3.5 bathroom custom built home on gorgeous 1.2 acre WATERFRONT cul-de-sac lot in lovely Pelican Bay of Winter Park. A True Gem on the Lake on a priva...
- 5 Beds
- 4 Baths
- O6456240 MLS
Renovated in 2022, this 3-bedroom, 2.5-bath home offers 2,069 square feet of bright, modern living space. The open main level connects the living area, dining space, and ...
- 3 Beds
- 3 Baths
- O6456091 MLS
- 1140 Bldg.
This home is move-in ready! One year old new roof installed which comes with a four (4) year warranty which covers all repairs. The interior was recently painted down t...
- 3 Beds
- 2 Baths
- O6455299 MLS
Virtually Staged. Perfectly positioned on the 13th tee box and 16th fairway of the Winter Park Pines Golf Course, this home sits on an corner lot and offers a rare opport...
- 3 Beds
- 2 Baths
- S5160711 MLS
Welcome to Dubstread Heights. This in-town community is perfect for the busy professional that needs access to downtown, college park or Winter Park. Located just 1 block...
- 2 Beds
- 1 Baths
- O6455726 MLS
Virtually Staged. More photos coming soon! YOUR FLORIDA DREAM LIFESTYLE STARTS HERE! Welcome to 1735 Meadowgold Lane in the desirable Autumn Glen community! This beau...
- 3 Beds
- 2 Baths
- O6454832 MLS
An exceptional expression of contemporary luxury on Winter Park’s historic Park Avenue! This newly constructed residence presents a luxurious design and elevated craftsma...
- 4 Beds
- 5 Baths
- O6453687 MLS
Set within Waterbridge, a tight knit, tree lined enclave, this fully renovated four-bedroom residence on the cul-de-sac pairs quiet residential living with exceptional co...
- 4 Beds
- 3 Baths
- O6452920 MLS
Welcome to 5415 N Lake Burkett Lane, a beautiful home located in the desirable Trinity Bay community of Winter Park, with a neighborhood boat slip, dock, and lake access!...
- 3 Beds
- 3 Baths
- O6455412 MLS
Enjoy beautiful pond and garden views from this tastefully updated two-bedroom, two-bath upstairs condominium in Winter Park Gardens. The kitchen features solid-surface c...
- 2 Beds
- 2 Baths
- O6455185 MLS
- B Bldg.
Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficienc...
- 4 Beds
- 4 Baths
- O6455230 MLS
Beautifully renovated first-floor 1-bedroom, 1-bath condominium in the highly desirable Parkview Village community, conveniently located directly across from Full Sail Un...
- 1 Beds
- 1 Baths
- O6455101 MLS
- 3019 Bldg.
Welcome to 1118 Washington Ave, a spacious 3-bedroom, 2.5-bath townhome in one of Winter Park's most walkable and sought-after locations. 2,100 square feet of light-fille...
- 3 Beds
- 3 Baths
- O6455084 MLS
- 1118 Bldg.
Improved! Positioned on a charming brick-lined street in historic Winter Park adjacent to Windsong, this custom-built residence pairs solid architectural craftsmanship wi...
- 4 Beds
- 4 Baths
- O6454512 MLS
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