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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
Welcome to this beautifully maintained 4-bedroom, 2.5-bath home located in highly desirable Seminole County! From the moment you arrive, you'll appreciate the inviting fr...
- 4 Beds
- 2 Baths
- O6409544 MLS
Pre-Construction. To be built. A striking blend of timeless architecture and refined modern living, this 5-bedroom, 4.5-bath custom residence at Lot 18, 926 Enclave Place...
- 5 Beds
- 5 Baths
- O6408030 MLS
Pre-Construction. To be built. Thoughtfully designed with a refined coastal-modern farmhouse aesthetic, this exceptional custom residence at 938 Enclave Place pairs timel...
- 5 Beds
- 5 Baths
- O6408090 MLS
A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled in the highly sought-after and peaceful neighborho...
- 3 Beds
- 2 Baths
- O6409180 MLS
Virtually Staged. Under Construction. Under construction. Experience approachable luxury combined with wellness-focused living in this newly crafted masterpiece by Urban ...
- 5 Beds
- 6 Baths
- O6406300 MLS
- Urban Perch-A Boutique Homes Bldg.
Welcome to Grayson Square at Winter Park by Pulte Homes. This Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powd...
- 3 Beds
- 3 Baths
- G5112476 MLS
- 7 Bldg.
Remodeled pool home located in the highly sought after desirable Winter Park school district. This property has a.27 acre corner lot with room to expand and a pool/spa pe...
- 3 Beds
- 2 Baths
- O6407251 MLS
Pre-Construction. To be built. Lot 19 at 930 Enclave Place presents a rare opportunity to own a newly constructed custom home in one of Winter Park’s most desirable locat...
- 5 Beds
- 5 Baths
- O6403032 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
Welcome to this charming 3 bedroom, 2 bath home located in the highly desirable area of Winter Park. Situated on an oversized lot, this property offers both comfort and s...
- 3 Beds
- 2 Baths
- NS1088189 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.
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
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.
Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern in...
- 5 Beds
- 4 Baths
- O6403822 MLS
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