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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 12925 Holdenbury Lane, Windermere, FL 34786 (MLS # O6247629)
    $659,000
    Photo of 12925 Holdenbury Lane, Windermere, FL 34786 (MLS # O6247629)
    Photo of 12925 Holdenbury Lane, Windermere, FL 34786 (MLS # O6247629)
    12925 Holdenbury Lane, Windermere, FL
    12925 Holdenbury Lane
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,981 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  2. Photo of 7036 Mapperton Drive, Windermere, FL 34786 (MLS # A4625836)
    $719,000
    Photo of 7036 Mapperton Drive, Windermere, FL 34786 (MLS # A4625836)
    Photo of 7036 Mapperton Drive, Windermere, FL 34786 (MLS # A4625836)
    7036 Mapperton Drive, Windermere, FL
    7036 Mapperton Drive
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 2,777 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  3. Photo of 11045 Belmere Isles Court, Windermere, FL 34786 (MLS # O6248646)
    $729,000
    Photo of 11045 Belmere Isles Court, Windermere, FL 34786 (MLS # O6248646)
    Photo of 11045 Belmere Isles Court, Windermere, FL 34786 (MLS # O6248646)
    11045 Belmere Isles Court, Windermere, FL
    11045 Belmere Isles Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,606 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  4. Photo of 2602 Tryon Place, Windermere, FL 34786 (MLS # G5087988)
    $1,125,000
    Photo of 2602 Tryon Place, Windermere, FL 34786 (MLS # G5087988)
    Photo of 2602 Tryon Place, Windermere, FL 34786 (MLS # G5087988)
    2602 Tryon Place, Windermere, FL
    2602 Tryon Place
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 2,564 Home (sqft)
    • 3 Baths
    • 22,216 Lot (sqft)
  5. Photo of 11602 Claymont Cir, Windermere, FL 34786 (MLS # O6248452)
    $1,159,000
    Photo of 11602 Claymont Cir, Windermere, FL 34786 (MLS # O6248452)
    Photo of 11602 Claymont Cir, Windermere, FL 34786 (MLS # O6248452)
    11602 Claymont Cir, Windermere, FL
    11602 Claymont Cir
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,159 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
  6. Photo of 5174 Vardon Drive, Windermere, FL 34786 (MLS # O6246894)
    $5,500,000
    Photo of 5174 Vardon Drive, Windermere, FL 34786 (MLS # O6246894)
    Photo of 5174 Vardon Drive, Windermere, FL 34786 (MLS # O6246894)
    5174 Vardon Drive, Windermere, FL
    5174 Vardon Drive
    Windermere, FL
    • 6 Beds
    • 9 Baths
    • 10,701 Home (sqft)
    • 9 Baths
    • 35,720 Lot (sqft)
  7. Photo of 715 Magnolia Street, Windermere, FL 34786 (MLS # S5113534)
    $1,250,000
    Photo of 715 Magnolia Street, Windermere, FL 34786 (MLS # S5113534)
    Photo of 715 Magnolia Street, Windermere, FL 34786 (MLS # S5113534)
    715 Magnolia Street, Windermere, FL
    715 Magnolia Street
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,390 Home (sqft)
    • 4 Baths
    • 16,553 Lot (sqft)
  8. Photo of 2925 Butler Bay Drive N, Windermere, FL 34786 (MLS # O6242667)
    $1,950,000
    Photo of 2925 Butler Bay Drive N, Windermere, FL 34786 (MLS # O6242667)
    Photo of 2925 Butler Bay Drive N, Windermere, FL 34786 (MLS # O6242667)
    2925 Butler Bay Drive N, Windermere, FL
    2925 Butler Bay Drive N
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,100 Home (sqft)
    • 5 Baths
    • 27,879 Lot (sqft)
  9. Photo of 6143 Cartmel Lane, Windermere, FL 34786 (MLS # O6243588)
    $2,375,000
    Photo of 6143 Cartmel Lane, Windermere, FL 34786 (MLS # O6243588)
    Photo of 6143 Cartmel Lane, Windermere, FL 34786 (MLS # O6243588)
    65
     
    6143 Cartmel Lane, Windermere, FL
    6143 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 4,582 Home (sqft)
    • 6 Baths
    • 31,364 Lot (sqft)
  10. Photo of 2523 Tryon Pl, Windermere, FL 34786 (MLS # O6245454)
    $1,425,000
    Photo of 2523 Tryon Pl, Windermere, FL 34786 (MLS # O6245454)
    Photo of 2523 Tryon Pl, Windermere, FL 34786 (MLS # O6245454)
    2523 Tryon Pl, Windermere, FL
    2523 Tryon Pl
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 4,028 Home (sqft)
    • 6 Baths
    • 27,879 Lot (sqft)
  11. Photo of 235 Oakdale Street, Windermere, FL 34786 (MLS # O6247080)
    $950,000
    Photo of 235 Oakdale Street, Windermere, FL 34786 (MLS # O6247080)
    Photo of 235 Oakdale Street, Windermere, FL 34786 (MLS # O6247080)
    235 Oakdale Street, Windermere, FL
    235 Oakdale Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,562 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  12. Photo of 11357 Preserve View Drive, Windermere, FL 34786 (MLS # S5112904)
    $1,299,000
    Photo of 11357 Preserve View Drive, Windermere, FL 34786 (MLS # S5112904)
    Photo of 11357 Preserve View Drive, Windermere, FL 34786 (MLS # S5112904)
    11357 Preserve View Drive, Windermere, FL
    11357 Preserve View Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,196 Home (sqft)
    • 4 Baths
    • 15,246 Lot (sqft)
  13. Photo of 8544 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6241969)
    $675,000
    Photo of 8544 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6241969)
    Photo of 8544 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6241969)
    8544 Greenbank Boulevard, Windermere, FL
    8544 Greenbank Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,610 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  14. Photo of 12334 Summerport Lane, Windermere, FL 34786 (MLS # O6241340)
    $3,200,000
    Photo of 12334 Summerport Lane, Windermere, FL 34786 (MLS # O6241340)
    Photo of 12334 Summerport Lane, Windermere, FL 34786 (MLS # O6241340)
    12334 Summerport Lane, Windermere, FL
    12334 Summerport Lane
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,692 Home (sqft)
    • 5 Baths
    • 1.17 Lot (ac)
  15. Photo of 9106 Panzani Place, Windermere, FL 34786 (MLS # O6243198)
    $1,025,000
    Photo of 9106 Panzani Place, Windermere, FL 34786 (MLS # O6243198)
    Photo of 9106 Panzani Place, Windermere, FL 34786 (MLS # O6243198)
    9106 Panzani Place, Windermere, FL
    9106 Panzani Place
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,610 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  16. Photo of 1404 Kelso Boulevard, Windermere, FL 34786 (MLS # O6242264)
    $2,495,000
    Photo of 1404 Kelso Boulevard, Windermere, FL 34786 (MLS # O6242264)
    Photo of 1404 Kelso Boulevard, Windermere, FL 34786 (MLS # O6242264)
    1404 Kelso Boulevard, Windermere, FL
    1404 Kelso Boulevard
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,200 Home (sqft)
    • 5 Baths
    • 1.20 Lot (ac)
  17. Photo of 904 Main Street, Windermere, FL 34786 (MLS # O6241373)
    $4,499,000
    Photo of 904 Main Street, Windermere, FL 34786 (MLS # O6241373)
    Photo of 904 Main Street, Windermere, FL 34786 (MLS # O6241373)
    904 Main Street, Windermere, FL
    904 Main Street
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 6,079 Home (sqft)
    • 6 Baths
    • 2.24 Lot (ac)
  18. Photo of 13272 Roxboro Road, Windermere, FL 34786 (MLS # O6241032)
    $699,000
    Photo of 13272 Roxboro Road, Windermere, FL 34786 (MLS # O6241032)
    Photo of 13272 Roxboro Road, Windermere, FL 34786 (MLS # O6241032)
    13272 Roxboro Road, Windermere, FL
    13272 Roxboro Road
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,469 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  19. Photo of 5056 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6239895)
    $4,000,000
    Photo of 5056 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6239895)
    Photo of 5056 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6239895)
    5056 Isleworth Country Club Drive, Windermere, FL
    5056 Isleworth Country Club Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 4,225 Home (sqft)
    • 4 Baths
    • 21,780 Lot (sqft)
  20. Photo of 6719 Valhalla Way, Windermere, FL 34786 (MLS # O6240640)
    $4,899,000
    Photo of 6719 Valhalla Way, Windermere, FL 34786 (MLS # O6240640)
    Photo of 6719 Valhalla Way, Windermere, FL 34786 (MLS # O6240640)
    6719 Valhalla Way, Windermere, FL
    6719 Valhalla Way
    Windermere, FL
    • 4 Beds
    • 7 Baths
    • 6,159 Home (sqft)
    • 7 Baths
    • 21,780 Lot (sqft)
  21. Photo of 11947 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6239481)
    $9,998,500
    Photo of 11947 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6239481)
    Photo of 11947 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6239481)
    11947 Lake Butler Boulevard, Windermere, FL
    11947 Lake Butler Boulevard
    Windermere, FL
    • 6 Beds
    • 9 Baths
    • 14,364 Home (sqft)
    • 9 Baths
    • 1.20 Lot (ac)
  22. Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6237462)
    $1,399,000
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6237462)
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6237462)
    53
     
    6533 Cartmel Lane, Windermere, FL
    6533 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,765 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
  23. Photo of 13121 Zori Lane, Windermere, FL 34786 (MLS # O6234757)
    $738,000
    Photo of 13121 Zori Lane, Windermere, FL 34786 (MLS # O6234757)
    Photo of 13121 Zori Lane, Windermere, FL 34786 (MLS # O6234757)
    13121 Zori Lane, Windermere, FL
    13121 Zori Lane
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,365 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  24. Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6235395)
    $3,098,000
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6235395)
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6235395)
    28
     
    325 Magnolia Street, Windermere, FL
    325 Magnolia Street
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,975 Home (sqft)
    • 3 Baths
    • 2.97 Lot (ac)
  25. Photo of 12428 Summerport Lane, Windermere, FL 34786 (MLS # O6236319)
    $2,995,000
    Photo of 12428 Summerport Lane, Windermere, FL 34786 (MLS # O6236319)
    Photo of 12428 Summerport Lane, Windermere, FL 34786 (MLS # O6236319)
    12428 Summerport Lane, Windermere, FL
    12428 Summerport Lane
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 3,072 Home (sqft)
    • 5 Baths
    • 36,155 Lot (sqft)
  26. Photo of 9648 Mccormick Place, Windermere, FL 34786 (MLS # O6234876)
    $4,000,000
    Photo of 9648 Mccormick Place, Windermere, FL 34786 (MLS # O6234876)
    Photo of 9648 Mccormick Place, Windermere, FL 34786 (MLS # O6234876)
    9648 Mccormick Place, Windermere, FL
    9648 Mccormick Place
    Windermere, FL
    • 3 Beds
    • 4 Baths
    • 4,889 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
  27. Photo of 11684 Hampstead Street, Windermere, FL 34786 (MLS # O6234510)
    $1,105,000
    Photo of 11684 Hampstead Street, Windermere, FL 34786 (MLS # O6234510)
    Photo of 11684 Hampstead Street, Windermere, FL 34786 (MLS # O6234510)
    40
     
    11684 Hampstead Street, Windermere, FL
    11684 Hampstead Street
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,897 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  28. Photo of 8130 Tibet Butler Drive, Windermere, FL 34786 (MLS # O6233779)
    $1,950,000
    Photo of 8130 Tibet Butler Drive, Windermere, FL 34786 (MLS # O6233779)
    Photo of 8130 Tibet Butler Drive, Windermere, FL 34786 (MLS # O6233779)
    8130 Tibet Butler Drive, Windermere, FL
    8130 Tibet Butler Drive
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,475 Home (sqft)
    • 5 Baths
    • 16,553 Lot (sqft)
  29. Photo of 12002 Mckinnon Road, Windermere, FL 34786 (MLS # O6232517)
    $1,650,000
    Photo of 12002 Mckinnon Road, Windermere, FL 34786 (MLS # O6232517)
    Photo of 12002 Mckinnon Road, Windermere, FL 34786 (MLS # O6232517)
    12002 Mckinnon Road, Windermere, FL
    12002 Mckinnon Road
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,577 Home (sqft)
    • 4 Baths
    • 1.68 Lot (ac)
  30. Photo of 6149 Grosvenor Shore Dr, Windermere, FL 34786 (MLS # O6233554)
    $11,999,999
    Photo of 6149 Grosvenor Shore Dr, Windermere, FL 34786 (MLS # O6233554)
    Photo of 6149 Grosvenor Shore Dr, Windermere, FL 34786 (MLS # O6233554)
    6149 Grosvenor Shore Dr, Windermere, FL
    6149 Grosvenor Shore Dr
    Windermere, FL
    • 6 Beds
    • 8 Baths
    • 6,783 Home (sqft)
    • 8 Baths
    • 2.65 Lot (ac)
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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 12/22/24 10:20 PM PST.

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