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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
Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneat...
- 5 Beds
- 5 Baths
- O6406803 MLS
Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneat...
- 5 Beds
- 5 Baths
- O6403032 MLS
Virtually Staged. This move-in-ready classic ranch-style pool home offers a relaxed 60’s retro vibe with vaulted ceilings, 4 bedrooms, 2 full bathrooms, and light-filled ...
- 4 Beds
- 2 Baths
- O6407540 MLS
Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned architect Gary Hancock is a masterclass in crafts...
- 4 Beds
- 4 Baths
- O6401352 MLS
Under Construction. Welcome to 2228 Howard, a designer home that complements the irreplaceable natural beauty surrounding it with a one-of-a-kind façade. This curved stre...
- 4 Beds
- 4 Baths
- O6407733 MLS
Pre-Construction. To be built. NEW CONSTRUCTION! Introducing an exquisite new construction home in Winter Park Grove, Winter Park's newest community! This residence is ca...
- 4 Beds
- 4 Baths
- O6406381 MLS
Prime office space just steps from Park Avenue in the heart of Winter Park. This 940-square-foot suite offers a rare and highly functional layout with two separate entran...
- O6401783 MLS
Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit ...
- 2 Beds
- 2 Baths
- O6406448 MLS
- Hidden Oaks Bldg.
Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located o...
- 2 Beds
- 2 Baths
- O6406368 MLS
- 1 Bldg.
Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand ...
- 2 Beds
- 3 Baths
- O6405857 MLS
Walk into this freshly painted, pool view unit. Updates include new vinyl plank flooring throughout, new lighting, window coverings and a new tub/shower fixtures in the b...
- 1 Beds
- 1 Baths
- C7525448 MLS
- Na Bldg.
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly paymen...
- 2 Beds
- 1 Baths
- O6403694 MLS
LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partia...
- 1 Beds
- 1 Baths
- O6404916 MLS
- Lakeside Manor Bldg.
Welcome to this well-maintained 2-bedroom, 2-bathroom duplex with a 1-car garage, located in the desirable Seminole County side of Winter Park. This home offers a functio...
- 2 Beds
- 2 Baths
- O6399228 MLS
Looking for the perfect starter home or great little rental. This townhhouse-style condo with 2 master suites. With granite countertop on kitchen. Open floor plan, inside...
- 2 Beds
- 3 Baths
- O6403841 MLS
- 7327 Bldg.
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