Real Estate

Single-Family Homes for Sale in Winter Park, FL

(1 - 15 of 1,280)
  1. 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 ·15 hours ago on ListedBuy
  2. 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 ·19 hours ago on RealtyWW
  3. One or more photo(s) has been virtually staged. Phenomenal opportunity to score a move-in ready home in a tranquil, well-kept, non-HOA community in Winter Park! Finding peace and quiet can be a tough task when shopping for homes. Luckily 2072 Houn...
    Dave Zembala ·7 hours ago on RealtyWW
  4. 3 bed, 2 bath home! The kitchen is complete with Stainless Steel appliances such as Dishwasher, Range oven and Refrigerator along with Storage Space. The primary bathroom offers Countertops, Sink and Bathtub. The backyard has large area, with a la...
    15 hours ago on ListedBuy
  5. Luxurious custom pool home in highly desired Winter Park neighborhood! The luxurious 5-bedroom, 4.5-bathroom residence with 3, 880 square feet of impeccable living space. Updated appliances, Natural wood, along with a solar roof are just a few of ...
    Jordan Suglio ·18 hours ago on RealtyWW
  6. 1/1 Downstairs Unit Available for Sale $900.00 a month, Great Location - This unit is located on the 1st floor of the building. Stop by the onsite office to take a look M-F from 9am to 4pm or call the office to schedule a visit.. Still available a...
    15 hours ago on ListedBuy
  7. 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 ·1 day ago on RealtyWW
  8. 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
  9. 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
  10. 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
  11. 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 ·2 days ago on RealtyWW
  12. 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
  13. 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
  14. 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 ·3 days ago on RealtyWW
  15. Ready for renovation to make it your own this bungalow is across the street from Dubsdread Golf Course. Midiron Drive is transitioning to million dollar homes so with a 150 FT X 60 FT Lot this is a good opportunity. The roof was installed in 2022 ...
    Cheryl Brandi ·2 days ago on RealtyWW

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