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Windermere is located in Orange County, 14 miles southwest of Downtown Orlando. Surrounded by the Butler Chain of Lakes, it provides its residents with beautiful water views and gorgeous landscapes. Use our custom search tool to view all homes for sale above $600k in Windermere. Click here to return to the list of surrounding towns and cities in the Orlando area or here for the list in the Kissimmee area. Have questions? Contact us here or schedule your FREE consultation here.


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  1. Photo of 9149 Outlook Rock Trail, Windermere, FL 34786 (MLS # O6165489)
    $1,278,000
    Photo of 9149 Outlook Rock Trail, Windermere, FL 34786 (MLS # O6165489)
    Photo of 9149 Outlook Rock Trail, Windermere, FL 34786 (MLS # O6165489)
    9149 Outlook Rock Trail, Windermere, FL
    9149 Outlook Rock Trail
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 5,010 Home (sqft)
    • 5 Baths
    • 7,841 Lot (sqft)
  2. Photo of 9139 Tibet Pointe Circle, Windermere, FL 34786 (MLS # O6163962)
    $5,450,000
    Photo of 9139 Tibet Pointe Circle, Windermere, FL 34786 (MLS # O6163962)
    Photo of 9139 Tibet Pointe Circle, Windermere, FL 34786 (MLS # O6163962)
    9139 Tibet Pointe Circle, Windermere, FL
    9139 Tibet Pointe Circle
    Windermere, FL
    • 6 Beds
    • 9 Baths
    • 10,341 Home (sqft)
    • 9 Baths
    • 2.07 Lot (ac)
  3. Photo of 635 Butler Street, Windermere, FL 34786 (MLS # O6160692)
    $995,000
    Photo of 635 Butler Street, Windermere, FL 34786 (MLS # O6160692)
    Photo of 635 Butler Street, Windermere, FL 34786 (MLS # O6160692)
    635 Butler Street, Windermere, FL
    635 Butler Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,353 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)
  4. Photo of 6109 Orta Court, Windermere, FL 34786 (MLS # O6161019)
    $4,600,000
    Photo of 6109 Orta Court, Windermere, FL 34786 (MLS # O6161019)
    Photo of 6109 Orta Court, Windermere, FL 34786 (MLS # O6161019)
    6109 Orta Court, Windermere, FL
    6109 Orta Court
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,895 Home (sqft)
    • 7 Baths
    • 2.16 Lot (ac)
  5. Photo of 1815 Windermere Road, Windermere, FL 34786 (MLS # O6148700)
    $2,499,000
    Photo of 1815 Windermere Road, Windermere, FL 34786 (MLS # O6148700)
    Photo of 1815 Windermere Road, Windermere, FL 34786 (MLS # O6148700)
    1815 Windermere Road, Windermere, FL
    1815 Windermere Road
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,290 Home (sqft)
    • 5 Baths
    • 3.36 Lot (ac)
  6. Photo of 800 W 2nd Avenue, Windermere, FL 34786 (MLS # O6141389)
    $3,500,000
    Photo of 800 W 2nd Avenue, Windermere, FL 34786 (MLS # O6141389)
    Photo of 800 W 2nd Avenue, Windermere, FL 34786 (MLS # O6141389)
    800 W 2nd Avenue, Windermere, FL
    800 W 2nd Avenue
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 5,111 Home (sqft)
    • 5 Baths
    • 19,602 Lot (sqft)
  7. Photo of 12001 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6110148)
    $1,775,000
    Photo of 12001 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6110148)
    Photo of 12001 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6110148)
    12001 Lake Butler Boulevard, Windermere, FL
    12001 Lake Butler Boulevard
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 3,135 Home (sqft)
    • 3 Baths
    • 43,560 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/23/24 10:20 AM PST.

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