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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
A MUST SEE BEAUTIFUL WELL MAINTAINED POOL HOME by ORIGINAL OWNERS in SOUGHT AFTER WINTER PARK ZIPCODE & SCHOOLS. PICTURES PROVIDE a GREAT PORTRAYAL of the FLOORPLAN b...
- 4 Beds
- 3 Baths
- O6429844 MLS
Tucked away on a quiet street just minutes from the heart of Winter Park, this beautifully updated bungalow offers the perfect blend of character, modern updates, and fle...
- 3 Beds
- 2 Baths
- O6428423 MLS
Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center,
- 3 Beds
- 2 Baths
- O6429942 MLS
- A Bldg.
Thoughtfully designed with an uncompromising commitment to quality, craftsmanship, and detail, this exceptional new construction residence is an expression of luxury livi...
- 4 Beds
- 4 Baths
- O6428654 MLS
Opportunity meets location at 1871 Bryan Avenue, a well-positioned Winter Park property offering an approachable entry point into the highly sought-after 32789 area. Set ...
- 3 Beds
- 2 Baths
- O6424945 MLS
Virtually Staged. 2018 AC, ROOF REPLACED BY HOA WITHIN THE LAST 3 YEARS ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom condominium ideally located...
- 1 Beds
- 1 Baths
- O6428713 MLS
- 302 Bldg.
Excellent Winter Park location! This 3 bedroom 2.5 bath quad-condo LIVES LIKE A PRIVATE 2-STORY HOME, with attached oversized 2 car garage, private patio and back fenced ...
- 3 Beds
- 3 Baths
- S5152353 MLS
- 1061 Bldg.
From the moment you enter this custom residence you feel welcomed home by the understated elegance and gracious living spaces. SE corner location affording abundant natur...
- 3 Beds
- 5 Baths
- O6428952 MLS
- Residence #1 Bldg.
Under Construction. Experience modern luxury in this exceptional new construction residence by LUIH Luxury Homes, scheduled for completion in December 2026.Offering 5 bed...
- 5 Beds
- 5 Baths
- O6428841 MLS
Under Construction. Currently under construction by LUIH Luxury Homes, this exceptional new construction residence is anticipated for completion in November 2026 and brin...
- 4 Beds
- 4 Baths
- O6428823 MLS
This is an Excellent split plan pool home. Tile floors in the Family room, Living Room, and Dining room keep with the Florida syle. The bedrooms feature wood floors in al...
- 3 Beds
- 2 Baths
- O6428202 MLS
Turnkey Living in the Heart of Winter Park! Welcome to this beautifully maintained 2-bedroom, 2-bath townhome offering the perfect blend of comfort, convenience, and low...
- 2 Beds
- 2 Baths
- O6428082 MLS
- Na Bldg.
Very nice duplex property. No HOA. Located on a cul-de-sac. This property has a 3 bedroom 2 bath with a 2 car garage on one side and a 2 bedroom 1 bath with a 1 car garag...
- 5 Beds
- 4 Baths
- A4701047 MLS
Discover the epitome of comfortable living in this fantastic single-family home situated on a generous and spacious corner lot. This meticulously renovated property featu...
- 3 Beds
- 2 Baths
- O6428045 MLS
Freshly Updated 1-Bedroom Condo – Perfect for Homeowners or Investors! Whether you're looking for your first home, downsizing, or adding to your investment portfolio, ...
- 1 Beds
- 1 Baths
- O6428044 MLS
- 1000 Bldg.
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