Five Bedroom Single-Family Homes for Sale in Winter Park, FL

(1 - 15 of 80)
  1. This property is in initial default, also known as Pre-Foreclosure. The homeowner of this property has missed at least one payment and is now considered delinquent. In order to avoid a full foreclosure, the homeowner may be willing to sell this ho...
    1 day ago on ListedBuy
  2. Winter Park, Renovated, Single story, New Construction, Mother-In-Law Suite, Racquet Club, Rollins College, Interlachen Country Club, Park Avenue, New Roof, New plumbing, New Electrical, New HVAC Welcome to this meticulously reconstructed Winter P...
    Tiffany Pantozzi ·1 day ago on RealtyWW
  3. Welcome to 2537 Double Tree Pl, a stunning single-family home located in the desirable Live Oak Reserve community and top school district. This two-story home offers a spacious and comfortable living space for you and your family to enjoy. The ope...
    You Have Realty Llc ·2 days ago on ListedBuy
  4. Price Improvement! Nestled within the picturesque landscape of Oviedo, FL, this expansive 3,688 sq ft residence on 2150 Stone Street is the epitome of country charm combined with modern amenities. Boasting 5 generously sized bedrooms and 3 well-ap...
    Keller Williams Winter Park ·1 week ago on ListedBuy
  5. Luxurious custom built 5-bedroom, 4.5 bathroom home with oversized 3-car garage on large corner lot in the highly desirable Stonehill subdivision. The home and pool have been renovated by the current owners with high-end finishes throughout, inclu...
    Melodi Wood ·1 week ago on ListedBuy
  6. Welcome to this renovated traditional home, ideally situated on a corner lot in one of the most desirable neighborhoods in all of Central Florida. This charming, white-washed brick exterior Winter Park home offers everything a family could need. T...
    Tiffany Pantozzi ·1 week ago on RealtyWW
  7. Stunning SINGLE STORY, four-way split plan masterpiece. Inspired by California's award-winning House of Windsor (architect Windsor Smith) design and purchased by Gwyneth Paltrow. Home is located in one of Winter Park's most cherished neighborhoods...
    Jennifer S. Sloan ·1 week ago on RealtyWW
  8. Under Construction. The Glenwood is one of M/I Homes' signature plans. This large 2-story, 3932 square foot home features 5 bedrooms, 4 baths and a 3-car tandem garage. This beautiful home offers a formal dining room, open-concept kitchen, family ...
    Keller Williams Advantage Realty ·1 week ago on ListedBuy
  9. Come see this huge, multilevel Longwood pool home, measuring over 5,000 heated square feet on a 1.18 acre lot. The 5 bedroom/3.5 bathroom floor plan is arranged as follows: The main floor holds the primary bedroom/bathroom, 1 secondary bedroom, fu...
    Redfin Corporation ·1 week ago on ListedBuy
  10. PRICE IMPROVEMENT! Experience the epitome of tranquil country estate living on this sprawling 5 acre property located in the heart of Chuluota. This distinguished home offers 4400 sq. feet of exceptional living space plus a MASSIVE 3100+ sq. ft de...
    Compass Florida Llc ·2 weeks ago on ListedBuy
  11. Welcome to your dream home in the prestigious Windsong community of Winter Park. Situated on a premium oversized lot on a scenic pond with Winter Park chain of lakes access directly across street. This stunning two-story luxury modern Mediterranea...
    Nicole L. Rader ·2 weeks ago on RealtyWW
  12. 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 ·2 weeks ago on RealtyWW
  13. 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 ·3 weeks 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 weeks ago on RealtyWW
  15. Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impe...
    The Hope Group ·3 weeks ago on ListedBuy
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