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Homes for Sale with a Pool in Windermere, FL

181 homes
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9905 Lanai View Ct, Windermere, FL 34786

Owner motivated! Must see in person! You will fall in love with this stunning home nestled in the serene and sought-after Keene's Pointe. This amazing home offers a luxurious lifestyle with unparall...
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12245 Park Ave, Windermere, FL 34786

Beautiful private estate pool home nestled in a quiet gated community in desirable Chaine Du Lac in Windermere, FL. 5116 sq. ft of living space on 1.12 acres. 5 bedrooms and 5 1/2 bathrooms . Large k...
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11446 Jasper Kay Ter Unit 1012, Windermere, FL 34786

**Dreamy Condo Living in Windermere – Close to Disney and More!**Imagine waking up in your sunlit condo, sipping your morning coffee with a view that whispers tranquility combined with the perfect da...
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7 1st Ct, Windermere, FL 34786

Just like brand new, fully renovated by Davila Homes, this gorgeous home on Wauseon Bay in the Lake Butler Chain is taking shape. Featuring 4 bedrooms and 3 bathrooms, this home offers an amazing lak...
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5138 Fairway Oaks Dr, Windermere, FL 34786

SPECTACULAR LAKE AND GOLF COURSE VIEW. 5 BEDROOM 4 ½ BATH LUXURY HOME (5TH BR CAN BE MEDIA/BONUS ROOM) LOCATED IN THE PRESTIGIOUS WINDERMERE GATED GOLF COMMUNITY OF ISLEWORTH. The beautiful oak tree ...
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2937 Butler Bay Dr N, Windermere, FL 34786

Video tour and 3D floorplan experience available. Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your boat dock, and marveling at r...
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4279 Isabella Cir, Windermere, FL 34786

Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted...
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8156 Boat Hook Loop Unit 305, Windermere, FL 34786

Welcome Home to this stunning 3rd floor condo at Lakeside at Lakes of Windermere! Boasting 3 bedrooms and 2 bathrooms, this condo offers a spacious open layout that seamlessly blends the kitchen, din...
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5000 Down Point Ln, Windermere, FL 34786

Welcome to 5000 Down Point Lane in Windermere, a luxurious retreat situated on 2 acres of pristine lakefront property. This entirely renovated home offers breathtaking sunsets over Sunset Bay, provid...
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5112 Butler Ridge Dr, Windermere, FL 34786

Nestled in the highly sought after community of Butler Ridge in Windermere. Homes don't come up for sale very often in this popular neighborhood but when they do, they sell quickly so don't miss your...
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14466 Bridgewater Crossings Blvd, Windermere, FL 34786

**Video Tour Available** Welcome to Summerport where location is everything as great schools are nearby and you’re just minutes away from the community pool, tennis courts, basketball court, fitness...
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8277 Maritime Flag St Unit 303, Windermere, FL 34786

A spacious third-floor condo with elevator access, located at Lakeside at Lakes of Windermere. The condo features three bedrooms and two bathrooms, a beautiful kitchen with 42" cabinets, granite coun...
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1295 Estancia Woods Loop, Windermere, FL 34786

Located in the charming Town of Windermere, this Taylor Morrison home was built in 2018 and resides in the Estancia neighborhood. Estancia offers an intimate feel in a prime location, with convenient...
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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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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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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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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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7408 Leighside Dr, Windermere, FL 34786

Seller very motivated PRICE REDUCED to $449,000 in WINDERMERE. Come discover the epitome of updated, move-in-ready living in this desirable townhome located in Lake Burden South in the coveted town o...