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Homes for Sale with a Pool in Windermere, FL

166 homes
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11410 Rapallo Ln, Windermere, FL 34786

This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. From its impressive turret-style exterior and winding staircase to its versatile layout, it’s designed to i...
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12906 Water Point Blvd, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to the crown jewel of Waterford Pointe, a prestigious guard-gated community in Windermere, Florida. This custom-built, fully renovated estate s...
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12540 Park Ave, Windermere, FL 34786

Welcome to this distinguished Park Avenue estate, an epitome of sophistication located in the tranquil enclave of Lake Butler within the esteemed gated community of Chaine du Lac. Upon entering, you ...
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11740 Water Run Aly, Windermere, FL 34786

Don’t miss this beautifully updated townhome with LOW HOAs right off the walking/biking path in the highly sought after Ashlin Park zoned for the top schools in the area! The kitchen features gorgeou...
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8961 Lookout Pointe Dr, Windermere, FL 34786

By Appointment Only, No Lockbox.
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12507 Overstreet Rd, Windermere, FL 34786

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. HUGE PRICE REDUCED MOTIVATED SELLER. Beautiful home in Lakes of Windermere Exceptional Opportunity! Act...
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9111 Outlook Rock Trl, Windermere, FL 34786

Welcome to Your Dream Home in Windermere Trails! Discover unparalleled luxury and convenience. Nestled in the highly sought-after Windermere Trails community, this stunning 5-bedroom, 4-bathroom p...
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1295 Estancia Woods Loop, Windermere, FL 34786

Step into luxury with this stunning 4-bedroom, 5-bathroom home on a spacious 1/3-acre lot offering nearly 4,100 sq ft of meticulously designed living space, blending elegance, comfort, and modern con...
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109 E 12th Ave, Windermere, FL 34786

Welcome to this fully renovated four-bedroom, three-and-a-half-bath home in the heart of Windermere, just steps from Lake Bessie and surrounded by lush, mature landscaping on a spacious corner lot wi...
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9343 Tibet Pointe Cir, Windermere, FL 34786

Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and...
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11313 Via Andiamo, Windermere, FL 34786

This beautiful Mediterranean-style home in a sought-after gated Windermere community is ready for you. Meticulously maintained, it features a kitchen with new stainless-steel appliances, 42" upgraded...
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9301 Tibet Pointe Cir, Windermere, FL 34786

Elegant and timeless, this custom Lakefront Estate built by Stonebridge Homes presents like a model as it has been a vacation retreat for the current original owners and it looks as new as the day t...
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6326 Swanson St, Windermere, FL 34786

Rare Opportunity to buy the Former Model Home! Tons of designer upgrades throughout. Lots of extra recessed lights in rooms, 24" Ceramic Tile floors, 8' interior doors on both floors. Kitchen feature...
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1913 Westover Reserve Blvd, Windermere, FL 34786

Light, bright and move-in ready, this charming custom-built Windermere pool home is a must-see! Located in the highly desirable gated Windermere neighborhood of Westover Reserve, this coveted floor p...
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12109 Silverlake Park Dr, Windermere, FL 34786

LOCATION, LOCATION! Nestled in the highly sought-after Windermere Trails community, this stunning home has been meticulously cared for by its original owner, who purchased it new. It has exclusively ...
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7282 Backwoods Trl, Windermere, FL 34786

Live in the heart of Windermere! This 4-bedroom, 4-bathroom home in Ashlin Park by Ashton Woods offers unmatched convenience and comfort. Prime Location: Walking distance to the middle school and clo...
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12285 Joshua Tree Trl, Windermere, FL 34786

Welcome to this charming 3-Bedroom, 2.5-Bathroom Home with bonus room in Windermere Trails. This single-family home, built in 2015, is situated on a quiet corner lot! This spacious 2,149 sq. ft. ho...
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2045 Woody Dr, Windermere, FL 34786

Welcome to this stunning 5-bedroom, 3-bathroom home offering 2,831 square feet of beautifully updated living space, located in the very sought-after community of Windermere Downs. As you walk in you...