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Vacation Homes for Sale in Windermere, FL
19 homes
New
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...
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...
12109 Silverlake Park Dr, Windermere, FL 34786
LOCATION, LOCATION! Nestled in the highly sought-after Windermere Trails community, this stunning home has been meticulously cared for by its original owner, who purchased it new. It has exclusively ...
2045 Woody Dr, Windermere, FL 34786
Welcome to this stunning 5-bedroom, 3-bathroom home offering 2,831 square feet of beautifully updated living space, located in the very sought-after community of Windermere Downs. As you walk in you...
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...
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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5002 Autumn Ridge Ct, Windermere, FL 34786
Welcome to your new home at 5002 Autumn Ridge Court in the town of Windermere, FL! This fully renovated gem offers a perfect blend of comfort and style, making it an ideal retreat for anyone seeking ...
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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...
9792 Wild Oak Dr, Windermere, FL 34786
Discover this exquisite 3-bedroom, 3.5-bathroom pool home nestled on a lush 1/3-acre lot in the prestigious Windermere Downs community. Spanning 3,100 square feet, this property combines sophisticate...
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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 mo...
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...
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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11823 Otterbrooke Trl, Windermere, FL 34786
"Just Appraised" This home shows better than a model with lots of upgrades, this is a Meritage energy efficient home, the Thoreau features a tile roof, spacious Kitchen with huge island, granite cou...
Price drop
13212 Orange Isle Dr, Windermere, FL 34786
Welcome to the beautiful community of The Sanctuary At Lakes Of Windermere! Built by Ryan Homes “Rochelle Model” in 2022, this stunning home features 4 bedrooms and a 12' x 10'4" versatile flex space...
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9679 Westover Roberts Rd, Windermere, FL 34786
Exquisite lakefront compound surrounding a spectacular custom-built 6-bedroom Mediterranean masterpiece with attached mother-in-law suite, sprawling 1.75 acres behind secured iron gates and privacy w...
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