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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. Welcome to one of the most uniquely positioned homes in the highly sought-after gated community of Hawk’s Crest. This former Meritage model home sits on...
- 4 Beds
- 3 Baths
- O6426548 MLS
Under Construction. Located in the Kenilworth Shores neighborhood, this stunning new residence brings an elevated level of new construction to an increasingly desirable p...
- 5 Beds
- 5 Baths
- O6430279 MLS
Nestled in Winter Park's Lake Bell Terrace neighborhood, this 3 bedroom, 2 bathroom home is located close to everything that makes Winter Park special, Park Avenue's shop...
- 3 Beds
- 2 Baths
- O6433345 MLS
Welcome home to this beautifully presented 4-bedroom, 3-bath home located in Winter Park Estates. Offering a comfortable single-story layout and solid block construction...
- 4 Beds
- 3 Baths
- O6433352 MLS
Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled in a quiet and desirable Winter Park neighborhood. From the moment you arrive, you’ll appreciate th...
- 3 Beds
- 2 Baths
- O6433455 MLS
Welcome to this beautifully maintained 1960s home nestled in one of Winter Park’s desirable neighborhoods, where classic charm meets thoughtful modern updates. Set along ...
- 2 Beds
- 2 Baths
- O6433195 MLS
Located just minutes from Winter Park's famed Park Avenue, this charming 2 bed, 2 bathroom corner condominium features a light and bright open floor plan, updated finishe...
- 2 Beds
- 2 Baths
- O6430611 MLS
- Mead Gardens Condominiums Bldg.
This modern and sleek Winter Park residence, with over $130K of improvements, is tucked along a quiet dead-end street, offering a functional, open floorplan in an excepti...
- 4 Beds
- 4 Baths
- O6432029 MLS
Charming 1950 block bungalow in sought-after Orwin Manor! This inviting 3-bedroom, 2-bath home sits on a generous corner lot with a side-load driveway and garage, offerin...
- 3 Beds
- 2 Baths
- O6432617 MLS
Under Construction. Beautifully composed from every angle, this extraordinary residence captures something increasingly rare in new construction: a genuine sense of chara...
- 6 Beds
- 5 Baths
- O6432790 MLS
A wonderful opportunity to build your dream home on one of Winter Park’s most idyllic streets. Situated on a quaint, one-way brick street with a charming park at its cent...
- O6430223 MLS
Virtually Staged. LIVE THE WINTER PARK LIFESTYLE! STYLE, SPACE & LOCATION—THIS ONE HAS IT ALL! Welcome to Cedarwood Village, where easy living meets one of Winter Park...
- 2 Beds
- 2 Baths
- O6432904 MLS
- 2477 Bldg.
Completely renovated 3bed/2bath, split floorplan, single family home in the heart of Winter Park. With brand new roof, updated kitchen and bath, brand new stainless steel...
- 3 Beds
- 2 Baths
- O6432936 MLS
Under Construction. In a coveted Winter Park enclave, this masterful LUIH residence balances contemporary grandeur with effortless livability. Spanning 2,500 square feet ...
- 4 Beds
- 4 Baths
- O6432803 MLS
Discover this exceptional custom-designed modern pool home, ideally situated in one of Winter Park's most sought-after neighborhoods. Located on a quiet street, this spac...
- 5 Beds
- 5 Baths
- O6431314 MLS
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