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WINDERMERE, FL Real Estate
239
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)
9508 WINDY RIDGE ROAD
WINDERMERE
FL
34786
Save Property
9508 WINDY RIDGE ROAD
WINDERMERE, FL 34786
$30,000,000
7
Beds
|
13
Baths
5603 MARLEON DRIVE
WINDERMERE
FL
34786
Save Property
5603 MARLEON DRIVE
WINDERMERE, FL 34786
$27,000,000
7
Beds
|
9
Baths
11900 LAKE BUTLER BOULEVARD
WINDERMERE
FL
34786
Save Property
11900 LAKE BUTLER BOULEVARD
WINDERMERE, FL 34786
$17,250,000
7
Beds
|
8.5
Baths
12488 PARK AVENUE
WINDERMERE
FL
34786
Save Property
12488 PARK AVENUE
WINDERMERE, FL 34786
$15,500,000
10
Beds
|
14.5
Baths
9621 WINDY RIDGE ROAD
WINDERMERE
FL
34786
Save Property
9621 WINDY RIDGE ROAD
WINDERMERE, FL 34786
$13,540,000
9
Beds
|
13
Baths
9323 GLADYS GARDEN COURT
WINDERMERE
FL
34786
Save Property
9323 GLADYS GARDEN COURT
WINDERMERE, FL 34786
$12,500,000
6
Beds
|
8
Baths
6149 GROSVENOR SHORE DR
WINDERMERE
FL
34786
Save Property
6149 GROSVENOR SHORE DR
WINDERMERE, FL 34786
$10,900,000
6
Beds
|
7
Baths
4226 DOWNEAST LANE
WINDERMERE
FL
34786
Save Property
4226 DOWNEAST LANE
WINDERMERE, FL 34786
$10,500,000
5
Beds
|
3
Baths
6137 GROSVENOR SHORE DRIVE
WINDERMERE
FL
34786
Save Property
6137 GROSVENOR SHORE DRIVE
WINDERMERE, FL 34786
$8,495,000
6
Beds
|
7.5
Baths
9343 TIBET POINTE CIRCLE
WINDERMERE
FL
34786
Save Property
9343 TIBET POINTE CIRCLE
WINDERMERE, FL 34786
$7,950,000
7
Beds
|
9
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
9349 TIBET POINTE CIRCLE
WINDERMERE
FL
34786
Save Property
9349 TIBET POINTE CIRCLE
WINDERMERE, FL 34786
$7,400,000
5
Beds
|
7
Baths
239 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 5/11/2026 7:00 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.