Windermere, FL Homes for Sale

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  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft

  7264 Backwoods Trail, Windermere, FL 34786

  Backwoods Trail, a beautifully designed 4-bedroom, 3-bathroom home that perfectly blends modern style with everyday comfort. The bright open-concept floor plan creates an inviting space ideal for both relaxing and entertaining. At the center of the home is a stunning chef’s kitchen featuring crisp white cabinetry, stainless steel appliances, designer backsplash, and an oversized quartz island

  Lafa Britto NOVA REAL ESTATE SERVICES INC

  7264 Backwoods Trail, Windermere, FL 34786
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  $7,250,000

  • 5 Beds
  • 7 Baths
  • 7,607 Sq Ft

  6013 Greatwater Dr, Windermere, FL 34786

  One of a kind extraordinary lakefront estate, perfectly positioned along the shores of Lake Tibet Butler on the renowned Butler Chain of Lakes, offers over 7,600 square feet of refined living in the beautiful guard-gated community of Keene’s Pointe. Tucked at the end of a quiet cul-de-sac on coveted Greatwater Drive, the residence enjoys one of the most picturesque settings in the community,

  Jay Martin CORCORAN PREMIER REALTY

  6013 Greatwater Dr, Windermere, FL 34786
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  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,521 Sq Ft

  414 E 5th Ave, Windermere, FL 34786

  CHARMING LAKEVIEW HOME IN THE HEART OF WINDERMERE! Enjoy unobstructed views of Lake Down from this beautifully located 3-bedroom, 2-bath home in the Town of Windermere. A stunning 44-foot-wide front porch provides the perfect place to relax and take in the peaceful lake scenery, morning sunrises, and evening breezes. Inside, the home offers comfortable living spaces designed for everyday living

  Kathie Glass BHHS FLORIDA REALTY

  414 E 5th Ave, Windermere, FL 34786
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  $900,000

  • 4 Beds
  • 4.5 Baths
  • 3,119 Sq Ft

  11835 Gold Creek Trail, Windermere, FL 34786

  Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just

  Flavio Melo BB GROUP REALTY CORP

  11835 Gold Creek Trail, Windermere, FL 34786
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  $4,995,000

  • 6 Beds
  • 6.5 Baths
  • 7,349 Sq Ft

  5070 Down Point Ln, Windermere, FL 34786

  Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment

  Isis Sarcos EXP REALTY LLC

  5070 Down Point Ln, Windermere, FL 34786
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  $1,099,989 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,404 Sq Ft

  Baldwin Plan at Palms at Windermere, Windermere, FL 34786

  The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a walk-in closet and private bath, offers a comfortable

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36486304, Windermere, FL 34786
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  $730,000

  • 4 Beds
  • 3.5 Baths
  • 2,745 Sq Ft

  13320 Fernow St, Windermere, FL 34786

  Welcome to this 4-bedroom, 3.5-bath pool home in Windermere, zoned for top-rated schools including Windermere High School and Horizon West Middle School. With a roof replaced in 2024 and an AC approximately 5 years old, this home offers a great combination of comfort, location, and lifestyle. The open-concept design creates a bright and inviting atmosphere where the kitchen and main living areas

  Erica Diaz HOMEVEST REALTY

  13320 Fernow St, Windermere, FL 34786
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  $925,000

  • 4 Beds
  • 4 Baths
  • 2,636 Sq Ft

  3328 Wax Berry Ct, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ** Price improvement of $25,000! Lowest priced pool home in downtown Windermere! ** A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an in ground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entry garage and

  Ferris Kassar PREFERRED REAL ESTATE BROKERS

  3328 Wax Berry Ct, Windermere, FL 34786
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  $680,000

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft

  13339 Roskin Ln, Windermere, FL 34786

  Welcome to an exceptional opportunity in one of Central Florida’s most sought-after areas. This ginormous 4 bedroom, 2.5 bath, two story home offers 2,947 square feet of versatile living space designed for comfort, entertaining, and everyday luxury. The layout is ideal, featuring a private den/office, a massive upstairs loft, and generously sized bedrooms throughout. The primary suite is a true

  Karla Price COLDWELL BANKER REALTY

  13339 Roskin Ln, Windermere, FL 34786
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  $850,000

  • 4 Beds
  • 4 Baths
  • 3,435 Sq Ft

  9669 Westover Club Cir, Windermere, FL 34786

  Behind the gates of Westover Club, 9669 Westover Club Circle presents a timeless expression of Windermere living — where privacy, established beauty, and effortless indoor-outdoor flow come together on nearly half an acre of lush, mature grounds. Thoughtfully designed for gracious entertaining and everyday comfort, this residence balances understated sophistication with the warmth of a true

  Regina Ferdinand FIRST WORLD REALTY GROUP

  9669 Westover Club Cir, Windermere, FL 34786
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  $850,000

  • Land
  • 1.55 Acres
  • $548,387 per Acre

  6331 Little Lake Sawyer Dr, Windermere, FL 34786

  LAST & ONLY remaining homesite in the neighborhood — a rare Windermere waterfront opportunity! Build your custom residence on this 1.55-acre cul-de-sac lot featuring waterfront living on Little Lake Sawyer, plus water access for the ultimate lake lifestyle. Tucked at the end of the street for maximum privacy, this property offers a true estate setting with room for an exceptional home design and

  Daniel Pavel WRA BUSINESS & REAL ESTATE

  6331 Little Lake Sawyer Dr, Windermere, FL 34786
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  $3,495,000

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  5538 W Lake Butler Rd, Windermere, FL 34786

  Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated

  Julie Bettosini STOCKWORTH REALTY GROUP

  5538 W Lake Butler Rd, Windermere, FL 34786
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  $899,990

  • 5 Beds
  • 4.5 Baths
  • 3,619 Sq Ft

  9257 Outlook Rock Trail, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails Community This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and

  Macarena Jimenez PRIMUS CRE GROUP

  9257 Outlook Rock Trail, Windermere, FL 34786

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