Windermere Florida Homes for Sale

Nestled on an isthmus among the spring-fed Butler Chain of Lakes, the cozy town of Windermere, population about 2,300, has emerged as a magnet for the wealthiest Central Floridians. 

Isleworth and other exclusive enclaves carry Windermere mailing addresses, but they are actually located outside the town limits.  Windermere proper encompasses only about one square mile and consists largely of a laid-back retail district with a few boutique stores and a  scattering of older homes lining sandy streets.  These streets remain unpaved to discourage traffic and prevent runoff from damaging the Butler Chain, which consists of ten pristine lakes connected by a canal system.   

The purchase of a home is a huge undertaking and something to be taken very seriously, because it will affect your future in such profound ways. But you already know this, so you'll be pleased to hear that a future in this community is just plain more likely to turn out well, owing to the providential qualities that are relatively universal to both properties and homes here. Ask any resident!

The city of Windermere is widely known for its commitment to residents and visitors alike - we're proud of our past and we look forward to a bright future. This region affords a scenic backdrop for the homes and properties that comprise the local real estate market, as well as a huge variety of amenities. These amenities are designed to ease the lifestyle of residents while providing those quality services at reasonable rates.

 

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$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
259 Properties Found. Showing Page 1 of 33
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Reduced By $10 Million For Quick Sale. Versailles Is...

$65,000,000
Windermere, FL
13 br, 23 ba, 66,800 ft² Residential
Price:
$65,000,000
City:
Windermere
Beds:
13
Baths:
23
Type:
Residential
MLS® #:
O5071436
Provider:
Florida Ranch Lands Ii Inc

Reduced By $10 Million For Quick Sale. Versailles Is The Largest Modern Day Palace Under Construction...

Photo of Listing #O5071436

This Magnificent Home, Is Located On Approaching 2...

$9,900,000
Windermere, FL
6 br, 8 ba, 14,180 ft² Residential
Price:
$9,900,000
City:
Windermere
Beds:
6
Baths:
8
Type:
Residential
MLS® #:
O5081395
Provider:
Ballinger's Properties

This Magnificent Home, Is Located On Approaching 2 Acres Of Lake Butler In Isleworth Windermere, Florida....

Photo of Listing #O5081395

Known As "overjoy" For Its Location On The Sparkling...

$8,400,000
Windermere, FL
5 br, 9 ba, 10,155 ft² Residential
Price:
$8,400,000
City:
Windermere
Beds:
5
Baths:
9
Type:
Residential
MLS® #:
O5049180
Provider:
Stockworth Realty Group

Known As "overjoy" For Its Location On The Sparkling Waters Of Lake Butler, This Aurora Award Winning...

Photo of Listing #O5049180

Imagine An Estate With More Than 300 Feet Of Premium...

$6,500,000
Windermere, FL
5 br, 7 ba, 6,030 ft² Residential
Price:
$6,500,000
City:
Windermere
Beds:
5
Baths:
7
Type:
Residential
MLS® #:
O5093254
Provider:
Isleworth Realty Inc

Imagine An Estate With More Than 300 Feet Of Premium Lakefront On Lake Butler, With A View Of The Famous...

Photo of Listing #O5093254

The Best Of Isleworth! Incredible Better-than-new Estate...

$5,995,000
Windermere, FL
6 br, 10 ba, 11,100 ft² Residential
Price:
$5,995,000
City:
Windermere
Beds:
6
Baths:
10
Type:
Residential
MLS® #:
O5061384
Provider:
Keller Williams Classic Realty

The Best Of Isleworth! Incredible Better-than-new Estate Directly On Lake Butler And Isleworth's Hole...

Photo of Listing #O5061384

Capturing Majestic Sunset Views Of Lake Butler And...

$5,900,000
Windermere, FL
5 br, 8 ba, 9,048 ft² Residential
Price:
$5,900,000
City:
Windermere
Beds:
5
Baths:
8
Type:
Residential
MLS® #:
O5012049
Provider:
Isleworth Realty Inc

Capturing Majestic Sunset Views Of Lake Butler And Isleworth's Hole 15 From Nearly Every Room, This Mizner-inspired...

Photo of Listing #O5012049

Golf Course And Lake Views Fill Nearly Every Room Of...

$4,950,000
Windermere, FL
5 br, 7 ba, 7,463 ft² Residential
Price:
$4,950,000
City:
Windermere
Beds:
5
Baths:
7
Type:
Residential
MLS® #:
O5040568
Provider:
Isleworth Realty Inc

Golf Course And Lake Views Fill Nearly Every Room Of This Magnificent Tropical Retreat Overlooking Isleworth's...

Photo of Listing #O5040568

An Inspiring Display Of Architecture And Design, This...

$4,900,000
Windermere, FL
4 br, 7 ba, 7,221 ft² Residential
Price:
$4,900,000
City:
Windermere
Beds:
4
Baths:
7
Type:
Residential
MLS® #:
O4960100
Provider:
Isleworth Realty Inc

An Inspiring Display Of Architecture And Design, This "golden Beauty" Known As La Bellezza Dorata Engages...

Photo of Listing #O4960100