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WINDERMERE, FL Real Estate
202
Properties Sorted By
Price (High to Low)
Beds (High to Low)
Baths (High to Low)
City (Z to A)
Price (Low to High)
Beds (Low to High)
Baths (Low to High)
City (A to Z)
11900 LAKE BUTLER BOULEVARD
WINDERMERE
FL
34786
Save Property
11900 LAKE BUTLER BOULEVARD
WINDERMERE, FL 34786
$18,500,000
7
Beds
|
8.5
Baths
5525 ISLEWORTH COUNTRY CLUB DR
WINDERMERE
FL
34786
Save Property
5525 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, FL 34786
$14,250,000
5
Beds
|
5.5
Baths
9621 WINDY RIDGE ROAD
WINDERMERE
FL
34786
Save Property
9621 WINDY RIDGE ROAD
WINDERMERE, FL 34786
$13,650,000
9
Beds
|
13
Baths
4226 DOWNEAST LANE
WINDERMERE
FL
34786
Save Property
4226 DOWNEAST LANE
WINDERMERE, FL 34786
$11,800,000
5
Beds
|
3
Baths
6149 GROSVENOR SHORE DR
WINDERMERE
FL
34786
Save Property
6149 GROSVENOR SHORE DR
WINDERMERE, FL 34786
$9,999,000
6
Beds
|
7
Baths
6507 ROSELLA COURT
WINDERMERE
FL
34786
Save Property
6507 ROSELLA COURT
WINDERMERE, FL 34786
$7,750,000
7
Beds
|
7.5
Baths
5074 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE
FL
34786
Save Property
5074 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, FL 34786
$7,595,000
5
Beds
|
6.5
Baths
9725 CHESTNUT RIDGE DRIVE
WINDERMERE
FL
34786
Save Property
9725 CHESTNUT RIDGE DRIVE
WINDERMERE, FL 34786
$6,950,000
7
Beds
|
6
Baths
9259 TIBET POINTE CIR
WINDERMERE
FL
34786
Save Property
9259 TIBET POINTE CIR
WINDERMERE, FL 34786
$6,800,000
5
Beds
|
5.5
Baths
9639 WESTOVER ROBERTS ROAD
WINDERMERE
FL
34786
Save Property
9639 WESTOVER ROBERTS ROAD
WINDERMERE, FL 34786
$6,395,000
5
Beds
|
8.5
Baths
12264 MONTALCINO CIRCLE
WINDERMERE
FL
34786
Save Property
12264 MONTALCINO CIRCLE
WINDERMERE, FL 34786
$5,860,000
4
Beds
|
5.5
Baths
9721 CARILLON PARK DRIVE
WINDERMERE
FL
34786
Save Property
9721 CARILLON PARK DRIVE
WINDERMERE, FL 34786
$5,489,000
6
Beds
|
8
Baths
202 Properties Found.
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Listings Courtesy of Mid-Florida Regional MLS as distributed by MLSGrid. Based on information submitted to the MLS GRID as of 1/20/2026 12:31 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information..
Brokers make an effort to deliver accurate information, but buyers should independently verify any information on which they will rely in a transaction. All properties are subject to prior sale, change or withdrawal. Neither nor any listing broker shall be responsible for any typographical errors, misinformation, or misprints, and they shall be held totally harmless from any damages arising from reliance upon this data. This data is provided exclusively for consumer -- personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. © 2026 Mid-Florida Regional MLS.