Real Estate

Real Estate and Homes for Sale in Winter Park, FL

(1 - 15 of 846)
  1. Seize this one-of-a-kind development opportunity in Altamonte Springs, FL! Comprising approximately 10 acres (from 6 total parcels) and strategically located just off Hillview Drive, these six parcels offer direct access to the 414 Expressway/Mait...
    Over 4 weeks ago on ListedBuy
  2. Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany and Alabama Drive in the distinguished Vias of Olde Winter Park is one of th...
    Over 4 weeks ago on ListedBuy
  3. Under Construction. Welcome to your custom-designed oasis of contemporary living in the esteemed Vias neighborhood of Winter Park, crafted by Z Properties. Scheduled for completion in late 2024, this home is offered at a price reflective of its fi...
    Megan Byers ·Over 4 weeks ago on RealtyWW
  4. Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is tru...
    La Rosa Realty Horizons Llc ·Over 4 weeks ago on ListedBuy
  5. This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with ele...
    Mick Night ·1 week ago on RealtyWW
  6. Known as the Webster-Wagner House this extraordinary residence exudes vintage character and timeless charm, located on one half acre in downtown Winter Park. This historic homes original construction dates back to 1920. This property has been beau...
    Corcoran Premier Realty ·Over 4 weeks ago on TourFactory
  7. Discover an unparalleled chance to own a truly unique property on spring-fed Lake Killarney! Privacy is key for this sprawling, double-size lot down a quiet street on the south side of the lake. This private peninsula is a sizable 432 feet situate...
    Over 4 weeks ago on ListedBuy
  8. COVETED FRONT CORNER PENTHOUSE RESIDENCE NOW AVAILABLE! THE LANDMARK IS AN AWARD WINNING LUXURY CONDO BUILDING IN DOWNTOWN WINTER PARK. AN AMAZING LARGE PRIVATE BALCONY, UNIQUE ONLY TO THE PENTHOUSE UNITS PROVIDES AN ABUNDANCE OF LIGHT AS WELL AS ...
    Over 4 weeks ago on ListedBuy
  9. This Timeless Modern Mediterranean elevation offers a grand entrance, oversized windows, and a 2 car garage. The interior boasts 4, 287SF, including a chef's kitchen, an office, five bedrooms, five full bathrooms and two half bathrooms. The Transi...
    Over 4 weeks ago on ListedBuy
  10. PRICE IMPROVEMENT FOR THE NEW YEAR! COVETED FRONT CORNER PENTHOUSE RESIDENCE NOW AVAILABLE! THE LANDMARK IS AN AWARD WINNING LUXURY CONDO BUILDING IN DOWNTOWN WINTER PARK. AN AMAZING LARGE PRIVATE BALCONY, UNIQUE ONLY TO THE PENTHOUSE UNITS PROVID...
    Over 4 weeks ago on ListedBuy
  11. One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; it's a lifestyle upgrade. The open, sunlit spaces effortlessly blend modern de...
    Over 4 weeks ago on Americanlisted
  12. One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; it’s a lifestyle upgrade. The open, sunlit spaces effortlessly blend modern de...
    Cristina Jimenez Rivera ·Over 4 weeks ago on ListedBuy
  13. Gorgeous 6 bedroom 5/1 bathrooms, pool home located in the heart of Winter Park. Totally renovated with 2 Master Suits, 2 Laundry Rooms one on each floor, extensive Custom Moldings, Millworks and Built-Ins throughout, Downstairs offers Wood Burnin...
    Jason Nagassar ·Over 4 weeks ago on RealtyWW
  14. Elegant Windsong Mediterranean on premium-oversized corner lot with views of Lake Berry & park... This residence was custom built by award-winning "Cahill Homes founded in 1977" and an MCBC member... There is also community Chain-of-Lakes access v...
    Over 4 weeks ago on Americanlisted
  15. Stunning boat/ski lakefront home w 5,697sf on 1.5+- upland acres. 5 bed 4.5 bath w detached 1,100sf guest house over 3 car garage. Minutes from downtown Winter Park/Park Ave upscale shopping & dining. 10-minute drive to downtown Orlando. Features:...
    Over 4 weeks ago on ListedBuy
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