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Luxury Homes for Sale in Windermere, FL

95 homes
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1927 Watermere Ln, Windermere, FL 34786

Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. This 5 bedroom, 3.5 bath single-family home offers .85 acres of land and a sprawling 3,053 square feet of...
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1404 Kelso Blvd, Windermere, FL 34786

Welcome to Kelso on Lake Butler! Situated on over an acre with approximately 100ft of lake front, this stunning lakefront property offers the perfect blend of luxury and uniqueness with DISNEY FIREWO...
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11801 Camden Park Dr, Windermere, FL 34786

Welcome to luxury living in the heart of Windermere. This stunning home is nestled in the prestigious GUARD-gated Keene’s Pointe Community, known for multi-million dollar estate homes, golf course an...
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12734 Windermere Isles Pl, Windermere, FL 34786

Welcome to the Isles of Windermere, one of Central Florida's most sought-after neighborhoods. This spacious family residence is just a short stroll from the Lake Butler Chain-of-Lakes and convenient...
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1703 Roberts Landing Rd, Windermere, FL 34786

Lakefront home on Lake Olivia in highly desired Windermere Florida. Picture yourself entertaining friends on your patio overlooking the lake or step down to your dock and take the entertainment out o...
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6238 Lake Burden View Dr, Windermere, FL 34786

Exquisite, fully renovated residence nestled in the 24-hour guard gated community of Keene’s Pointe. This luxurious 4-bedroom, 4-bathroom home sprawls over 3,512 square feet of single level living sp...
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904 Main St, Windermere, FL 34786

This property includes an Incredibly Rare Air Conditioned Boathouse that is completely renovated with Apartment, Kitchen and Bathroom. A Custom Platform Boat Lift with overhead garage door lends secu...
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17550 Black Rail St, Windermere, FL 34786

Seller may consider buyer concessions if made in an offer ~ There has never been a more perfect blend of modern luxury and the comforts of home! Welcome to the Enclave, a premier Windermere community...
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11313 Shandon Park Way, Windermere, FL 34786

Absolutely Fabulous Luxury Home Nestled on a picturesque tree-lined street within the prestigious RESERVE AT BELMERE, a Guard Gated Community. This exceptional residence epitomizes elegance and sophi...
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6719 Valhalla Way, Windermere, FL 34786

Keene's Pointe - 24-hour gated/attended community in highly desired Windermere, Florida. This completely renovated home features formal living and dining rooms, great room, spacious and well-equippe...
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5056 Isleworth Country Club Dr, Windermere, FL 34786

Experience luxury living in this stunning, modern estate situated on the renowned Isleworth Country Club Golf Course, overlooking the scenic hole 6. This exquisite home offers the finest in contempor...
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1140 Kelso Blvd, Windermere, FL 34786

Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water view...
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11947 Lake Butler Blvd, Windermere, FL 34786

Located in the prestigious Town of Windermere, this spectacular 1.2-acre property on the renowned Lake Butler Blvd. offers the rare chance to build a truly custom estate home that defines luxury. Thi...
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11555 Willow Gardens Dr, Windermere, FL 34786

Welcome to your .58 acre dream home in the serene Willows at Lake Rhea community in Windermere! With a brand new 50+ year tile roof (8/2024) complete with gutters and downspouts, plus a completely pa...
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1457 Belfiore Way, Windermere, FL 34786

One or more photo(s) has been virtually staged. This over-sized lot oasis is located in the gated Tuscany Ridge neighborhood of Windermere, Florida. Welcome to 1457 Belfiore Way, a grand 5 bedroom, 4...
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6533 Cartmel Ln, Windermere, FL 34786

Step into timeless elegance with this stunning Neoclassical executive home on a half-acre+ cul-de-sac lot in the 24-hour guard gated premier neighborhood of the Reserve at Lake Butler Sound. Featurin...
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11085 Ledgement Ln, Windermere, FL 34786

Experience the ultimate in luxury living with this extraordinary 4-bedroom, 3.5-bath, 3-way split plan home, set on over half an acre of land backing onto serene conservation in the exclusive gated ...
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325 Magnolia St, Windermere, FL 34786

Boasting a prime location in the Town of Windermere on Lake Down with access to the Butler Chain of Lakes, enjoy the perks of town and lake living being in the heart of Windermere. Less than half a m...