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 254 Listings
Price, High to Low

7 Bed • 14 Bath • 51,000 Sf • 18 Acres

$28,500,000

9508 Windy Ridge Rd, Windermere

Private Windermere Lakefront Compound With 18 Acres On The Butler Chain Of Lakes Offering An Unparalleled Presence And Prestige In Central Florida'...

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11 Bed • 14 Bath • 25,466 Sf • 3 Acres

$23,000,000

9912 Lake Louise Dr, Windermere

An Exquisite Waterfront Estate Within One Of Orlando's Most Sought After Golf Community Of Isleworth Country Club. This Impressive Mansion Offers C...

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12 Bed • 15 Bath • 31,000 Sf • 4 Acres

$21,990,000

9927 Giffin Ct, Windermere

Positioned On 3-sprawling Acres In The Posh, Gated Golf Community Of Isleworth, With 700ft. Of Prime Lake Frontage With Panoramic Views Along The S...

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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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Reduced 7%

8 Bed • 9 Bath • 13,230 Sf • 1 Acres

$8,600,000

5372 Isleworth Country Club Dr, Windermere

This Exquisite One Of A Kind Isleworth Masterpiece Features Unparalleled Details And Craftsmanship Throughout. From The Hand Carved Millwork To The...

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6 Bed • 10 Bath • 12,128 Sf • 2 Acres

$7,200,000

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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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 January 23rd, 2019 at 3:16pm EST.

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