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Homes for Sale with a Pool in Windermere, FL

160 homes
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5001 Butler Ridge Dr, Windermere, FL 34786

Priced to sell,Great family pool home situated on landscaped 1.01 acre lot with spacious open floor plan, lots of room for everyone. Enjoy outside activities, open grass area to play, exercise, and e...
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4261 Isabella Cir, Windermere, FL 34786

Location! Location! Location! This luxurious estate home in the sought-after Casabella gated community in Windermere offers a piece of paradise, with a private resort-style saltwater heated pool and ...
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8336 Boyla Ct, Windermere, FL 34786

Get ready to enjoy the lake lifestyle in your custom estate poised on a cul-de-sac lot with 110 feet of pristine shoreline on Lake Burden. Recently underwent a $1 million remodel. This masterpiece of...
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13510 Darchance Rd, Windermere, FL 34786

Gorgeous 1-story POOL HOME in Windermere finally available! Highly desired floor plan in the heart of Windermere offers 1,835 sqft. of living space, with multiple updates throughout. Upon entering, y...
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11542 Ashlin Park Blvd, Windermere, FL 34786

Location ,location location Welcome to 11542 Ashlin Park Blvd, a beautifully maintained residence located in the heart of Windermere stands as a true gem. Upon entry, an open floorplan greets you wit...
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4926 Indian Deer Rd, Windermere, FL 34786

This spectacular multi-generational home offers expansive living spaces designed to accommodate families of all sizes. You will enter through the gate into a private courtyard with brick pavers. As y...
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11824 Vinci Dr, Windermere, FL 34786

Welcome to a truly exceptional home nestled in the sought after country club golf community of Keene's Pointe. MODERN and ELEGANT this house features 5 bedrooms, 5.5 baths, 3 car garage and paver dr...
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12749 Lake Sawyer Dr, Windermere, FL 34786

Welcome to your Dream Home in the Heart of Windermere! Located in the highly sought-after Lakes of Windermere Community nestled between the Quaint Downtown of Windermere and the Disney World Complex....
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8562 Greenbank Blvd, Windermere, FL 34786

BRAND NEW ROOF! $100,000 SPENT IN UPGRADES! Seller has meticulously maintained and remodeled almost everything - getting this house ready to sell. 100% Tile floors, 2 New A/C Units, New Kitchen - Sha...
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3061 Seigneury Dr, Windermere, FL 34786

Unique custom-designed architectural marvel located in a Gated Community. Each room surrounds a central core. This stunning home features 5 bedrooms and 4.5 bathrooms, including one on the ground flo...
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12264 Montalcino Cir, Windermere, FL 34786

Welcome to this stunning ultra-modern home located in the prestigious gated community of Windermere, FL. This architectural masterpiece boasts 4 spacious bedrooms and 5 luxurious bathrooms. Upon ...
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5668 Somersby Rd, Windermere, FL 34786

Welcome to this spacious 3-bedroom, 2.5-bath townhome located in the desirable Summerport community. This home boasts numerous updates and modern features that you’ll love. Step inside to find new in...
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9679 Westover Roberts Rd, Windermere, FL 34786

Exquisite lakefront compound surrounding a spectacular custom-built 6-bedroom Mediterranean masterpiece with attached mother-in-law suite, sprawling 1.75 acres behind secured iron gates and privacy w...
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8280 Tibet Butler Dr, Windermere, FL 34786

Welcome to the private 24 hr guard gated Keenes Pointe community, and to the former ‘Street of Dreams’ model home situated on one of the most unique lots in the community with panoramic views of priv...
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7408 Leighside Dr, Windermere, FL 34786

Discover the epitome of updated, move-in-ready living in this desirable townhome located in Lake Burden South in the coveted town of Windermere. Nestled just minutes from Disney, with FIREWORKS viewe...
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12533 Cragside Ln, Windermere, FL 34786

This well-maintained home is located in the highly sought-after Lakes of Windermere community. As you enter, you are greeted by an open formal living and dining room with custom crown molding. Pro...
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11222 Rapallo Ln, Windermere, FL 34786

Welcome to the desirable gated Belmere Community in Windermere! This lovely home features 4 bedrooms, 2 full baths, a covered patio, and a lush backyard. The home sits on a quiet cul-de-sac in a neig...
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7431 Lake Albert Dr, Windermere, FL 34786

LAKEFRONT setting on the lovely Lake Burden, this exquisite residence sprawls across 1.1 acres. A picturesque pool accompanied by a Jacuzzi Spa and a fenced yard sets the stage for unparalleled enter...