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Vacation Homes for Sale in Windermere, FL

13 homes
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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

Expect to be impressed with this 3BR water view home located in Windermere’s desirable Wickham Park neighborhood. Professionally cleaned and move-in ready! Seller is offering $5K towards buyer’s clo...
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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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11018 Lake Butler Blvd, Windermere, FL 34786

Discover luxury living in this stunning estate located on renowned Lake Butler Blvd, overlooking Wauseon Bay of the Butler Chain of Lakes. Set on close to one acre of beautifully landscaped grounds, ...
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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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8612 Brookvale Dr, Windermere, FL 34786

Great opportunity to own this wonderful townhouse in the beautiful Lake Reams Townhomes community near Disney World! This townhouse features 3 bedrooms, 2.5 bathrooms, a 2-car garage and a spacious...
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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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5926 Blakeford Dr, Windermere, FL 34786

Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. Location! Location! Location! This well maintained home is located on the 11th fairway of The Golden Bear Club a private gol...
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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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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...
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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...