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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
Truly a rare Winter Park offering. Perfectly positioned along the dogleg of the fourth fairway of the historic Winter Park 9-Hole Golf Course, this beautifully renovated ...
- 4 Beds
- 4 Baths
- O6424685 MLS
Nestled within the gated community of Hawks Crest, this meticulously maintained two-story residence showcases over $70,000 in luxurious builder upgrades, blending timeles...
- 4 Beds
- 3 Baths
- O6417341 MLS
In the heart of Winter Park's vibrant Hannibal Square, this exceptional one-story residence, completed in 2022, offers the ideal blend of contemporary design, refined fin...
- 3 Beds
- 3 Baths
- O6423842 MLS
Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!
- 2 Beds
- 2 Baths
- O6424619 MLS
- K Bldg.
Envisioned by acclaimed architect Phil Kean and originally commissioned as the International Showcase Home for the National Association of Home Builders, this award-winni...
- 4 Beds
- 6 Baths
- O6412911 MLS
Beautifully updated 4-bedroom, 2-bath pool home in Winter Park offering modern upgrades and flexible living space. The home features new tile flooring throughout, a fully...
- 4 Beds
- 2 Baths
- S5153456 MLS
Virtually Staged. Welcome to this virtually staged contemporary townhome in the desirable 400 West community, home to just nine residences and steps away from lively Park...
- 4 Beds
- 4 Baths
- O6423105 MLS
- Swoope Townhomes Bldg.
Exceptional opportunity to build on beautiful Lake Sylvan with this 0.37-acre (approximately 16,603-square-foot) lakefront homesite. Offering a picturesque waterfront set...
- O6424300 MLS
Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!...
- 2 Beds
- 2 Baths
- O6424296 MLS
- L Bldg.
Exceptional opportunity to build your dream home in one of Winter Park’s most sought-after neighborhoods! This cleared, vacant homesite is ready for construction and offe...
- O6423553 MLS
Virtually Staged. Built in 2021 by David Weekley Homes, this thoughtfully designed 5-bedroom, 4.5-bath residence delivers 3,109 square feet of refined, light-filled livin...
- 5 Beds
- 5 Baths
- O6422901 MLS
Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle comes together with an inviting open floor plan, ...
- 3 Beds
- 3 Baths
- O6423829 MLS
Rare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tucked away in the well-maintained, established community of Cedarwood Village in Wi...
- 3 Beds
- 2 Baths
- O6418973 MLS
- 2450 Bldg.
Prime Winter Park office opportunity with exceptional visibility and accessibility. This well-maintained two-story masonry office building offers approximately 6,049 squa...
- O6422964 MLS
**This property qualifies for $5,000 Buyer Credit** Updated 4/2 with New Roof, New AC (x2), and New Dual-pane Windows | No HOA | Top-Rated Winter Park School Zone ... We...
- 4 Beds
- 2 Baths
- O6423739 MLS
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