Luxury Living in Windermere

Nestled in the midst of the celadon-colored waters of Central Florida’s lake district, Windermere naturally earns its slogan “Town Among the Lakes.” The town meanders along the pristine sand-bottom Butler Chain of Lakes.

There’s just enough history to give substance and a small-town feeling to this luxurious neighborhood. The ancient oaks draped with Spanish moss adds an antebellum flavor to the landscape surrounding multi-million-dollar homes and estates.

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For your private tour of residences and estates available in Windermere, please contact Louis Wery.

Windermere Homes and Esates For Sale

All Listings $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
1 – 6 of 282 Listings
Price, High to Low

9 Bed • 17 Bath • 20,240 Sf • 5 Acres

$18,950,000

N/A, Windermere

Presenting Central Florida’s Most Exquisite Lake Butler Estate Tucked Behind The Secured Manned Gates Of Lake Butler Sound. Offering 20,240 Sq Ft U...

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7 Bed • 10 Bath • 13,519 Sf • 2 Acres

$15,000,000

5536 Isleworth Country Club Dr, Windermere

Poised On A Private Cul-de-sac Overlooking Isleworth’s 14th Fairway And The Beautiful Lake Butler, This Island-inspired Estate Spans Three Home Sit...

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Reduced 19%

7 Bed • 11 Bath • 15,063 Sf • 4 Acres

$10,999,000

5115 Fairway Oaks Dr, Windermere

A Sprawling Floor Plan And A Prime Setting On 3.76 Acres Along The Shores Of Lake Bessie Define This Exquisite Seven-bedroom Residence. Through A P...

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6 Bed • 9 Bath • 11,182 Sf • 2 Acres

$8,500,000

5318 Isleworth Country Club Dr, Windermere

Characterized By A Lovely English Garden Designed To Maximize Its Prime Golf-front Location, This Estate Is Unparalleled In Isleworth. Beyond The C...

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6 Bed • 9 Bath • 10,452 Sf • 2 Acres

$7,499,000

11055 Bridge House Rd, Windermere

An Elevated Living Experience Awaits In One Of Florida's Most Prominent Locations. Featuring Over 10,000 Sq. Ft. Of Exquisitely Appointed Living Sp...

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Reduced 10%

7 Bed • 10 Bath • 12,353 Sf • 1 Acres

$6,195,000

5018 Latrobe Dr, Windermere

Gracious Living At Its Finest, This Exquisite French Chateau Offers A Prime Location Overlooking The Beautiful Lake Bessie Within The Renowned Isle...

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS.

Listing information last updated on November 20th, 2017 at 9:33pm EST.

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