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Homes for Sale with a Pool in Windermere, FL

163 homes
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12812 Jacob Grace Ct, Windermere, FL 34786

Discover unparalleled luxury and tranquility in this stunning custom-built home, perfectly situated on a spacious lot within an exclusive guard-gated community. Boasting direct access to a pristine s...
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11560 Ashlin Park Blvd, Windermere, FL 34786

This meticulously maintained 3-bedroom, 2.5-bathroom home is perfectly situated in the highly desirable Ashlin Park community of Windermere. Thoughtfully designed for both style and functionality, th...
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11359 Willow Gardens Dr, Windermere, FL 34786

You've been scouring all of the websites for months now, waiting for just that right home, with the perfect amount of space, updates; and an exceptionally well established neighborhood.....and you'll...
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8276 Maritime Flag St Unit 201, Windermere, FL 34786

This spacious 1440+ sq. ft. 2nd-floor condo at Lakeside at Lakes of Windermere features three bedrooms, two baths, a split floor plan, and a corner screened patio. The open layout of the kitchen, din...
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13715 Bressler Aly, Windermere, FL 34786

Welcome Home! Discover an exceptional opportunity to own a charming end-unit townhome nestled in the coveted Vineyards of Horizons community. Boasting 3 spacious bedrooms, 2.5 baths, and one of the l...
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11618 Vinci Dr, Windermere, FL 34786

Welcome to an exquisite blend of luxury and sophistication in this fully furnished lakefront estate, nestled within the sought-after, guard-gated golf community of Keene’s Pointe in Windermere. Situa...
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13805 Bressler Aly, Windermere, FL 34786

Welcome to your dream home in Windermere! Nestled in the highly sought-after Vineyards of Horizon West, this stunning townhome combines contemporary style with resort-inspired living. The bright, ope...
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6874 Valhalla Way, Windermere, FL 34786

This turn-key, custom-built golf course home is perfectly located in the sought after guard gated golf community of Keene's Pointe. This stunning 5 bedroom, 5.5 bath, oversized 3 car garage home on ...
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5310 Tildens Grove Blvd, Windermere, FL 34786

Welcome to this modern, custom-built executive home in the sought-after, guard-gated community of Tildens Grove in Windermere, Florida. This meticulously updated, single-level residence boasts 4 bedr...
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8277 Maritime Flag St Unit 204, Windermere, FL 34786

Discover modern living... This beautifully maintained 3 bedrooms, 2 baths condo offers 1,332 sqft of comfort, featuring new paint throughout the home and a prime second floor location with elevator a...
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11626 Vicolo Loop, Windermere, FL 34786

Oversized pool home in gated Belmere Community. Updated pool cage with solar water heater. Updated kitchen with newer cabinetry & appliances. Entire home upgraded with crown molding & wainscoating. T...
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8757 Via Tavoleria Way, Windermere, FL 34786

One or more photo(s) has been virtually staged. This Carrington townhome offers 1,974 square feet of living space with 3 bedrooms and 2.5 bathrooms, right behind Disney World! The main floor features...
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6228 Lecco Way, Windermere, FL 34786

Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of livi...
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3413 Lilas Ct, Windermere, FL 34786

Welcome to 3413 Lilas Court, a stunning residence located in the well renowned community of Chaine Du Lac. This exceptional home blends modern luxury with timeless elegance, offering a perfect combin...
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8324 Vivaro Isle Way, Windermere, FL 34786

Stunning upgraded house in Windermere Isle in Gas community, NO Carpet in the house. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Energy efficient home with Low Utility ...
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11748 Waterstone Loop Dr, Windermere, FL 34786

Welcome to this stunning custom home, crafted by Silliman Homes, located within the 24HR GUARD-GATED community of Waterstone in Windermere, FL. Surrounded by multimillion-dollar homes, this 5-bedroom...
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6220 Cartmel Ln, Windermere, FL 34786

Exquisite renovated home in the 24-hour guard gated community of Reserve at Lake Butler Sound. This beautiful Windermere home has been remodeled from the imported porcelain tile and hand scraped hard...
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11036 Schooner Way, Windermere, FL 34786

A jewel on the Butler Chain of Lakes, this newly renovated home sits on over an acre within the golf cart zone of the sought-after Town of Windermere. In the mature community of Marina Bay Estates, t...