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WINDERMERE, FL Real Estate
202 Properties Sorted By
11900 LAKE BUTLER BOULEVARD WINDERMERE FL 34786
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11900 LAKE BUTLER BOULEVARD

WINDERMERE, FL 34786

$18,500,000

7 Beds | 8.5 Baths
5525 ISLEWORTH COUNTRY CLUB DR WINDERMERE FL 34786
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5525 ISLEWORTH COUNTRY CLUB DR

WINDERMERE, FL 34786

$14,250,000

5 Beds | 5.5 Baths
9621 WINDY RIDGE ROAD WINDERMERE FL 34786
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9621 WINDY RIDGE ROAD

WINDERMERE, FL 34786

$13,650,000

9 Beds | 13 Baths
4226 DOWNEAST LANE WINDERMERE FL 34786
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4226 DOWNEAST LANE

WINDERMERE, FL 34786

$11,800,000

5 Beds | 3 Baths
6149 GROSVENOR SHORE DR WINDERMERE FL 34786
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6149 GROSVENOR SHORE DR

WINDERMERE, FL 34786

$9,999,000

6 Beds | 7 Baths
6507 ROSELLA COURT WINDERMERE FL 34786
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6507 ROSELLA COURT

WINDERMERE, FL 34786

$7,750,000

7 Beds | 7.5 Baths
5074 ISLEWORTH COUNTRY CLUB DRIVE WINDERMERE FL 34786
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5074 ISLEWORTH COUNTRY CLUB DRIVE

WINDERMERE, FL 34786

$7,595,000

5 Beds | 6.5 Baths
9725 CHESTNUT RIDGE DRIVE WINDERMERE FL 34786
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9725 CHESTNUT RIDGE DRIVE

WINDERMERE, FL 34786

$6,950,000

7 Beds | 6 Baths
9259 TIBET POINTE CIR WINDERMERE FL 34786
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9259 TIBET POINTE CIR

WINDERMERE, FL 34786

$6,800,000

5 Beds | 5.5 Baths
9639 WESTOVER ROBERTS ROAD WINDERMERE FL 34786
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9639 WESTOVER ROBERTS ROAD

WINDERMERE, FL 34786

$6,395,000

5 Beds | 8.5 Baths
12264 MONTALCINO CIRCLE WINDERMERE FL 34786
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12264 MONTALCINO CIRCLE

WINDERMERE, FL 34786

$5,860,000

4 Beds | 5.5 Baths
9721 CARILLON PARK DRIVE WINDERMERE FL 34786
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9721 CARILLON PARK DRIVE

WINDERMERE, FL 34786

$5,489,000

6 Beds | 8 Baths
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.