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Luxury Homes for Sale in Windermere, FL

98 homes
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14268 Crest Palm Ave, Windermere, FL 34786

Under Construction. This luxurious home offers a seamless blend of elegance, functionality, and modern design, thoughtfully crafted to cater to discerning tastes. From private consultations with a pr...
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14279 Crest Palm Ave, Windermere, FL 34786

Under Construction. Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully des...
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12906 Water Point Blvd, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to the crown jewel of Waterford Pointe, a prestigious guard-gated community in Windermere, Florida. This custom-built, fully renovated estate s...
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14285 Crest Palm Ave, Windermere, FL 34786

Under Construction. Welcome to the Arlington Bonus, a home that masterfully blends elegance, comfort, and functionality. Designed with modern living in mind, this residence combines timeless sophisti...
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12540 Park Ave, Windermere, FL 34786

Welcome to this distinguished Park Avenue estate, an epitome of sophistication located in the tranquil enclave of Lake Butler within the esteemed gated community of Chaine du Lac. Upon entering, you ...
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647 Ridgewood Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to 647 Ridgewood Drive, Windermere, an exquisitely remodeled three-bedroom, three-bath lakefront estate with a dedicated home office on the pre...
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9111 Outlook Rock Trl, Windermere, FL 34786

Welcome to Your Dream Home in Windermere Trails! Discover unparalleled luxury and convenience. Nestled in the highly sought-after Windermere Trails community, this stunning 5-bedroom, 4-bathroom p...
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1295 Estancia Woods Loop, Windermere, FL 34786

Step into luxury with this stunning 4-bedroom, 5-bathroom home on a spacious 1/3-acre lot offering nearly 4,100 sq ft of meticulously designed living space, blending elegance, comfort, and modern con...
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109 E 12th Ave, Windermere, FL 34786

Welcome to this fully renovated four-bedroom, three-and-a-half-bath home in the heart of Windermere, just steps from Lake Bessie and surrounded by lush, mature landscaping on a spacious corner lot wi...
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9301 Tibet Pointe Cir, Windermere, FL 34786

Elegant and timeless, this custom Lakefront Estate built by Stonebridge Homes presents like a model as it has been a vacation retreat for the current original owners and it looks as new as the day t...
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6326 Swanson St, Windermere, FL 34786

Rare Opportunity to buy the Former Model Home! Tons of designer upgrades throughout. Lots of extra recessed lights in rooms, 24" Ceramic Tile floors, 8' interior doors on both floors. Kitchen feature...
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9664 Weatherstone Ct, Windermere, FL 34786

Your private paradise awaits! In a gated community of 13-estate homes, built by Kelsey Custom Homes, with stunning views of Lake Olivia, this corner-lot residence on a cul-de-sac offers the epitome o...
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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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2812 Marquesas Ct, Windermere, FL 34786

Exquisite architecture and design come together in this modern traditional luxury home in Downtown Windermere that seamlessly blends form, function and efficiency. With an abundance of decadent ameni...
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12023 Gold Creek Trl, Windermere, FL 34786

This fabulous home with 7 bedroom and 4 full bath located on a corner lot across from a sparkling pond can be the next home of your dreams. With a completely upgraded interior with marble floors, gra...
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1003 Oakdale St, Windermere, FL 34786

Professional Pics Coming Soon - Completely Remodeled and Expanded - Total of 6 Bedrooms - 5 Full Baths - 1 Pool or Guest Bath - Primary Suite & Guest Suite on 1st Floor - 4 More Bedrooms & 3 Bathroom...
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729 Main St, Windermere, FL 34786

This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small-town Windermere living. The attention to detail in every feature—from the stunning architectural design to the ...
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6245 Little Lake Sawyer Dr, Windermere, FL 34786

Welcome to Lorenc Lakeside Retreat, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over the dancing waters of the lake. Nestled alon...