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See all homes in Windermere

Homes for Sale with a Pool in Windermere, FL

159 homes
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8745 Lookout Pointe Dr, Windermere, FL 34786

Welcome to Windermere Trails a waterfront community conveniently located to Disney, Universal Studios, popular attractions, shopping, and interstate travel. As a homeowner you’ll enjoy the waterfront...
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11617 Waterstone Loop Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Incredible turn-key Silliman Custom Home in the guard gated community of Waterstone on a private one acre homesite with mature cypress trees going all ...
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6008 Golden Dewdrop Trl, Windermere, FL 34786

Realtors, bring all your buyers!
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4200 Down Point Ln, Windermere, FL 34786

Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre penins...
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14372 CREST PALM AVENUE, WINDERMERE, FL 34786

One or more photo(s) has been virtually staged. Pre-Construction. To be built. *Images shown are for illustrative purposes only* SWEETWATER I - Our beautiful huge 2 story home with 6 Bedrooms and 4.5...
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9844 Laurel Valley Dr, Windermere, FL 34786

This classic luxury estate is situated along the picturesque Butler Chain of lakes on Lake Butler, within the gates of the renowned Isleworth community. Spanning over 5,000 square feet, the tradition...
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5190 Latrobe Dr, Windermere, FL 34786

Located within the gates of the Isleworth Golf and Country Club community, this luxurious modern masterpiece is a superb build by Rial Jones with Jones Clayton Construction. The open floor plan with ...
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5379 Isleworth Country Club Dr, Windermere, FL 34786

Welcome to luxury living at its finest! Nestled within the exclusive and world-renowned Isleworth Golf and Country Club community, this remarkable residence on over half an acre offers 4-bedrooms, 3....
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9149 Outlook Rock Trl, Windermere, FL 34786

A beautiful house fully furnished located in Windermere Florida like this is a place that feels like home, where you can relax and enjoy yourself. It has a spacious and cozy living room, where you ca...
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9139 Tibet Pointe Cir, Windermere, FL 34786

Rarely do you find VALUE and LUXURY in one place! At $527 a sq ft, this extraordinary custom-built estate provides both VALUE and LUXURY in this lakefront mansion located in the guard gated golf co...
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6109 Orta Ct, Windermere, FL 34786

Within the gates of the beautiful Waterstone community sits this expansive lakefront estate, spanning 5,895 square feet, boasting a fusion of modern elegance and sophistication. As you arrive, you’ll...
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1815 Windermere Rd, Windermere, FL 34786

Pre-Construction. To be built. Welcome to 1815 Windermere Road! This remarkable design by Hanson Custom Homes presents a rare opportunity in a tranquil and secluded setting. Located on a generous 3.4...
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800 W 2nd Ave, Windermere, FL 34786

Detached Guest Suite overlooking Pool with Fireplace has Private Entrance in Courtyard - Courtyard Pool with Waterfall from the Heated Spa has the feel of an Olde World European Resort - Formal Livin...
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12001 Lake Butler Blvd, Windermere, FL 34786

Beautiful one acre homesite on Lake Butler Blvd in the Town of Windermere with Location! Location! Location! This light, bright open plan offers high ceilings, 2 master suites, flex room, screened po...
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11301 Bridge House Rd, Windermere, FL 34786

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling waters of Lake Butler with unprec...