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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 warm and inviting home in the desirable Brookshire Heights neighborhood, ideally positioned on a corner lot along a beautiful street in a sought-after com...
- 4 Beds
- 3 Baths
- O6442325 MLS
Timeless elegance meets effortless modern living in this exceptional five-bedroom, 5.5-bath residence in Park Grove, one of Winter Park's most coveted neighborhoods. Desi...
- 5 Beds
- 6 Baths
- O6442030 MLS
Pre-Construction. To be built. PRE-CONSTRUCTION: Introducing an exceptional new construction residence by Nautilus Homes, ideally positioned in the heart of Winter Park n...
- 5 Beds
- 7 Baths
- O6442798 MLS
Nestled on a tranquil, tree-lined street in the vibrant heart of Winter Park, this reimagined 1960s mid-century modern pool residence beautifully harmonizes timeless arch...
- 4 Beds
- 2 Baths
- O6442348 MLS
Duplex on Two Separate Lots with No HOA! Excellent opportunity for an investor or owner-occupant! This 2-bedroom, 2-bathroom duplex offers flexibility with each unit s...
- 4 Beds
- 4 Baths
- S5157831 MLS
LOCATION! LOCATION! Winter Park property located in Seminole County. Proximity to Rollins, Full Sail, UCF, and Valencia colleges. Great income producer, with "Flex Space"...
- 4 Beds
- 3 Baths
- O6442768 MLS
Welcome to this beautiful Winter Park home where a flagstone, ivy-lined entry sets the tone for the inviting spaces found within. Tucked away on a private .21-acre lot, t...
- 3 Beds
- 3 Baths
- O6439369 MLS
Completely refreshed and ready to enjoy. This home features an updated kitchen with new appliances, stylish tile flooring throughout the main living areas, and an open fl...
- 4 Beds
- 2 Baths
- O6442556 MLS
Welcome to 7302 Swallow Run! This beautiful, move-in ready 2-bedroom, 2-bathroom condo offers the highly sought-after first-floor location and a prime setting directly ac...
- 2 Beds
- 2 Baths
- O6442345 MLS
- 5 Bldg.
Under Construction. UNDER CONSTRUCTION | LUXURY NEW BUILD | Presented by LUIH Luxury Homes Welcome to 2417 Chantilly Avenue, an exceptional luxury new construction resid...
- 4 Beds
- 4 Baths
- O6442539 MLS
Set on a generous corner lot, this stunning single-story pool home in Winter Park has been beautifully remodeled and offers the kind of effortless, one-level living that'...
- 4 Beds
- 5 Baths
- O6441038 MLS
Enjoy luxury living and premium sought-after location at Vilasa Homes, the newest construction in Winter Park, FL 32789. Walk to Park Avenue lifestyle, arts and culture- ...
- 3 Beds
- 3 Baths
- O6440582 MLS
- 504 Bldg.
Virtually Staged. Fully renovated from top to bottom, this 4-bedroom, 3-bathroom pool home sits on a 9,915-square-foot lot in Winter Park's Brookshire Heights, one of the...
- 4 Beds
- 3 Baths
- O6439298 MLS
An outstanding opportunity to acquire a generously sized homesite in the highly desirable Winter Park area. Measuring approximately 75' x 154', this 11,555-square-foot lo...
- O6441430 MLS
An outstanding opportunity to acquire a generously sized homesite in the highly desirable City of Winter Park area. Measuring approximately 75' x 154', this 11,555-square...
- 2 Beds
- 1 Baths
- O6441415 MLS
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