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Homes for Sale with a Pool in Windermere, FL

181 homes
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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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6336 Cartmel Ln, Windermere, FL 34786

LOCATION LOCATION LOCATION! This 5 bedroom, 4 full bathrooms, and 1 half bath pool home is located on a peaceful street and overlooks the conservation area in guard gated, gorgeous Reserve at Lake Bu...
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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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5001 Latrobe Dr, Windermere, FL 34786

Short Sale. VACANT NOW! HOME HAS NO POWER!!! POOL IS BLACK NOW! Welcome to One of a kind community of ISLEWORTH IN WINDERMERE. Must see and must live golf and country club in the heart of Orlando....
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5092 Isleworth Country Club Dr, Windermere, FL 34786

This exquisite estate, built by Pelligrini Homes, sits along the front nine of Isleworth championship golf course and provides breathtaking views of Hole 6. Boasting 6,115 square feet of beautifully ...
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9149 Outlook Rock Trl, Windermere, FL 34786

Fully Furnished. Stunning property located in the city of Windermere Florida and a few minutes from the main Dream destination. Wald Disney World. This location can take you just a few minutes drive ...
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8706 Crescendo Ave, Windermere, FL 34786

Welcome to one of the most popular community in Windermere. This home with many upgrades with the gorgeous open floor plan boasts a spacious great Room with gourmet kitchen, granite counters with la...
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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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1712 Lake Roberts Ct, Windermere, FL 34786

Enjoy Gorgeous Sunsets and Tranquility on this Lake View beauty located in gated Windermere Club on Lake Roberts Court. Lushly landscaped, very private .55-acre lot, at end of a cul-de-sac of only 22...
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5879 Soter Ln, Windermere, FL 34786

Finally the property is VACANT. Beautiful townhome located in the spectacular Vineyards of Horizon West, located in desirable Windermere. A community of both traditional homes and townhomes featuri...
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12540 Park Ave, Windermere, FL 34786

Experience the epitome of sophistication at this exquisite Park Avenue estate, cradled in a peaceful cove of Lake Butler. As you step inside, harmonious blends of transitional finesse and timeless gr...
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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...