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Vacation Homes for Sale in Windermere, FL

20 homes
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6874 Valhalla Way, Windermere, FL 34786

This turn-key, custom-built golf course home is perfectly located in the sought after guard gated golf community of Keene's Pointe. This stunning 5 bedroom, 5.5 bath, oversized 3 car garage home on ...
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6220 Cartmel Ln, Windermere, FL 34786

Exquisite renovated home in the 24-hour guard gated community of Reserve at Lake Butler Sound. This beautiful Windermere home has been remodeled from the imported porcelain tile and hand scraped hard...
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11036 Schooner Way, Windermere, FL 34786

A jewel on the Butler Chain of Lakes, this newly renovated home sits on over an acre within the golf cart zone of the sought-after Town of Windermere. In the mature community of Marina Bay Estates, t...
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12557 Langstaff Dr, Windermere, FL 34786

Expect to be impressed with this charming townhome in the desirable Lake Reams Townhomes community. Seller is offering $1,000 towards buyer's closing costs. Immaculate and ready for you to move right...
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8358 Lookout Pointe Dr, Windermere, FL 34786

Nestled in the highly sought-after Windermere Trails community, this exquisite home offers a blend of modern upgrades, functional spaces, and picturesque views of Lake Reams. Boasting 6 bedrooms, 4.5...
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5014 Wise Bird Dr, Windermere, FL 34786

Fabulous Summerport Home with cute front porch perfect for morning coffee!! This home has been used as a vacation home with little wear or tear. Formal Living and Dining room with upgraded lighting. ...
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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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1003 Oakdale St, Windermere, FL 34786

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 Bathrooms on 2nd Floor - Huge Bonus Room...
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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...
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7508 Lake Albert Dr, Windermere, FL 34786

Don't miss this custom-built 4-bedroom, 3.5-bath Windermere Pool Home – beautifully updated and move-in ready! Conveniently located near theme parks, shopping, and top-rated schools, this stunning p...
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9792 Wild Oak Dr, Windermere, FL 34786

Seller says SELL! Listed $20,000 BELOW APPRAISED value!!! Discover this exquisite 3-bedroom, 3.5-bathroom pool home nestled on a lush 1/3-acre lot in the prestigious Windermere Downs community. Spann...
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12777 Bosworth Ave, Windermere, FL 34786

SELLER IS OFFERING $5K TOWARDS BUYER'S CLOSING COSTS! Expect to be impressed with this 3BR water view home located in Windermere’s desirable Wickham Park neighborhood. Professionally cleaned and mov...
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830 Oakdale St, Windermere, FL 34786

RARE FIND IN DOWNTOWN WINDERMERE!! This immaculate home defines where luxury meets contemporary, nestled in the heart of downtown Windermere. Pull up into your drive of Italian laced pavers and enter...
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11562 Amidship Ln Unit 106, Windermere, FL 34786

Turnkey Fully Furnished 3-Bedroom Condo Near Theme Parks – Owned for 14 Years! Discover your dream getaway in this stunning, fully furnished 3-bedroom, 2-bath corner unit condo, lovingly maintaine...
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6143 Cartmel Ln, Windermere, FL 34786

Welcome to this breathtaking Mediterranean-inspired custom home in the prestigious Lake Butler Sound community. From the moment you arrive at the circular driveway, you'll be captivated by its exquis...
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12428 Summerport Ln, Windermere, FL 34786

Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BUTLER, THE CHAIN OF LAKES! Enj...
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6149 Grosvenor Shore Dr, Windermere, FL 34786

Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and ...

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