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Luxury Homes for Sale in Windermere, FL

95 homes
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6030 Greatwater Dr, Windermere, FL 34786

Welcome to the epitome of luxury living in the prestigious Keene's Pointe Community. This exclusive pool home combines elegance, sophistication, and tranquility in one captivating package. Step into ...
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9621 Windy Ridge Rd, Windermere, FL 34786

Under Construction. One or more photo(s) has been virtually staged. Welcome to your opulent retreat nestled in the heart of elegance! Building by Supreme International Construction one of the most r...
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9514 Lavill Ct, Windermere, FL 34786

Presenting 9514 Lavill Ct. in the exclusive enclave of Lake Down Village, Windermere—a manifestation of luxury and comfort blended with sophisticated living. This $3,999,000 single-family residence s...
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10821 Bayshore Dr, Windermere, FL 34786

Don't miss this rare opportunity to own the only new construction home currently available on the Butler Chain of Lakes. Just completed, this stunning transitional modern masterpiece is sure to take ...
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12102 Montalcino Cir, Windermere, FL 34786

Welcome to your dream home nestled in a quiet, gated Windermere neighborhood. This stunning residence boasts luxury living at its finest, offering unparalleled privacy and serene surroundings. Situat...
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6443 Cartmel Ln, Windermere, FL 34786

Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting...
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5507 Worsham Ct, Windermere, FL 34786

Presenting one of Isleworth’s most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of ...
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5410 Monterrey Club Ct, Windermere, FL 34786

PRICE REDUCTION!!! Step into the world of luxury living with this magnificent $5.1 million dollar home, now at an even more enticing price! Your family simply must see this heavenly retreat! Nestled ...
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6130 Blakeford Dr, Windermere, FL 34786

If you are searching for the perfect golf front home, inside the country club community of Keene’s Pointe, then look no further. This immaculate custom home is laid out in the extremely desirable flo...
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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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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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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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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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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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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...