Real Estate

with Deck Real Estate and Homes for Sale in Winter Park, FL

(1 - 15 of 725)
  1. Welcome to this WINTER PARK CHARMER, your golden opportunity to reside in one of the most coveted neighborhoods, known as the VIA's. From the moment you step through the front door, the elegance and style of this FULLY RENOVATED home will capture ...
    Heather Frazee ·3 hours ago on RealtyWW
  2. Under contract-accepting backup offers. This home is looking for new loving owners! Nestled on a charming corner lot in the serene community of Live Oak Reserve, just steps away from the community pool and gym, This is the perfect one! As you step...
    Shirley Botansky ·11 minutes ago on ListedBuy
  3. Beautifully updated Winter Park custom pool home located in the sought after Tree Streets neighborhood. Boasting almost 3, 000 SF, this 4-bedroom, 4-bathroom home includes 2 main level suites and 2 2nd level suites. The current owners worked to en...
    Padgett Mccormick ·16 hours ago on RealtyWW
  4. Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes luxury and sophistication. Built by Charles Cl...
    Rachel Peters ·1 day ago on RealtyWW
  5. Spacious 1/1 unit corner condo on second floor. Porcelain tiles floors throughout, including the balcony. The bedroom has separate closets and another closet for the washer and dryer. Theres a separate dinning area next to the kitchen. The screene...
    Steven Koleno ·1 day ago on RealtyWW
  6. Welcome to this inviting first-floor unit in the desirable Aragon Condo community, located in the heart of Winter Park. This charming 2-bedroom, 1-bathroom condominium features a newly remodeled bathroom, fresh paint, and all-new luxury vinyl plan...
    Drew Henner ·1 day ago on RealtyWW
  7. Welcome to 2028 Albert Lee Parkway, located in the heart of Winter Park, FL. This home provides many updates including a newer roof and septic system installed in 2020, and also updated electrical panel installed in 2024. This large, open, one-sto...
    Mike Spicer ·1 day ago on RealtyWW
  8. Welcome Home to your OASIS! This 5 Bedroom, 4 Bath, Pool Home with 2-Car Garage and a Magnificent Pool, Lanai with Fireplace, Full Wet-Bar, Pond with fountain, White Vinyl Fence, Mature Landscaping. Long pavered driveway with plenty of room for al...
    Eileen Winfrey ·2 days ago on RealtyWW
  9. Where can you find an almost 2000 sq ft, home in WINTER PARK with a PRIVATE LAKE and BOAT RAMP, that also has a huge backyard that backs onto a tranquil CONSERVATION AREA, a community pool, playground and a newer roof for $499, 900? Welcome to 552...
    Joseph Dolac ·1 day ago on RealtyWW
  10. Photos coming first of week. Move-In ready house with many upgrades in desired Howell Estates. New roof in 2018, replumbed in 2016, new HVAC in 2021,. All rooms except kitchen and baths have beautiful wood pattern porcelain tile floors. Living roo...
    Mark Squires ·2 days ago on RealtyWW
  11. Nestled in a cozy neighborhood, discover the lifestyle you've always dreamed of in this stunning Winter Park home with NO HOA! This 4-bedroom, 2-bathroom residence has been lovingly maintained and is move-in ready. From the moment you drive up, th...
    Hilda Hernandez ·2 days ago on RealtyWW
  12. Welcome to this brand-new custom masterpiece, an epitome of luxury and sophistication. This exquisite property boasts 5 or 6 en-suite bedrooms in addition to a private office/den, bonus/media rooms, and a detached pool cabana/guest suite, designed...
    Mick Night ·2 days ago on RealtyWW
  13. Rare 3 bedroom 2 bathroom second floor unit at Waterfall Cove in the heart of Winter Park, close to shopping, restaurants, schools and major roadways. The end unit features a nice open floorplan with lots of natural light. The kitchen is spacious ...
    Martha Grasty ·4 days ago on RealtyWW
  14. Located in the desirable Winter Park community and built in 2015, this stunning 3, 762 square foot pool home boasts 5 bedrooms and 4 1/2 bathrooms, including two main-level bedroom suites for ultimate convenience and flexibility. A paver drive and...
    Padgett Mccormick ·4 days ago on RealtyWW
  15. Welcome to 1801 Legion Drive, a stunning Southern traditional with a huge front porch and white picket fence in one of the best neighborhoods in Winter Park. The main house has 4 bedrooms and 3.5 baths and a separate office. There is an additional...
    John Mcdade ·5 days ago on RealtyWW

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