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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 8468 Powder Ridge Trail, Windermere, FL 34786 (MLS # O6274404)
    $619,000
    Photo of 8468 Powder Ridge Trail, Windermere, FL 34786 (MLS # O6274404)
    Photo of 8468 Powder Ridge Trail, Windermere, FL 34786 (MLS # O6274404)
    49
     
    8468 Powder Ridge Trail, Windermere, FL
    8468 Powder Ridge Trail
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,633 Home (sqft)
    • 4 Baths
    • 4,356 Lot (sqft)
  2. Photo of 6241 Blakeford Drive, Windermere, FL 34786 (MLS # O6273661)
    $1,595,000
    Photo of 6241 Blakeford Drive, Windermere, FL 34786 (MLS # O6273661)
    Photo of 6241 Blakeford Drive, Windermere, FL 34786 (MLS # O6273661)
    6241 Blakeford Drive, Windermere, FL
    6241 Blakeford Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,556 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
  3. Photo of 11560 Ashlin Park Boulevard, Windermere, FL 34786 (MLS # O6273127)
    $625,000
    Photo of 11560 Ashlin Park Boulevard, Windermere, FL 34786 (MLS # O6273127)
    Photo of 11560 Ashlin Park Boulevard, Windermere, FL 34786 (MLS # O6273127)
    11560 Ashlin Park Boulevard, Windermere, FL
    11560 Ashlin Park Boulevard
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,270 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  4. Photo of 12812 Jacob Grace Court, Windermere, FL 34786 (MLS # O6275021)
    $3,899,000
    Photo of 12812 Jacob Grace Court, Windermere, FL 34786 (MLS # O6275021)
    Photo of 12812 Jacob Grace Court, Windermere, FL 34786 (MLS # O6275021)
    12812 Jacob Grace Court, Windermere, FL
    12812 Jacob Grace Court
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 6,054 Home (sqft)
    • 6 Baths
    • 1.68 Lot (ac)
  5. Photo of 9067 Arbors Edge Trail, Windermere, FL 34786 (MLS # S5119362)
    $849,000
    Photo of 9067 Arbors Edge Trail, Windermere, FL 34786 (MLS # S5119362)
    Photo of 9067 Arbors Edge Trail, Windermere, FL 34786 (MLS # S5119362)
    9067 Arbors Edge Trail, Windermere, FL
    9067 Arbors Edge Trail
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,680 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  6. Photo of 11618 Vinci Drive, Windermere, FL 34786 (MLS # O6271245)
    $5,700,000
    Photo of 11618 Vinci Drive, Windermere, FL 34786 (MLS # O6271245)
    Photo of 11618 Vinci Drive, Windermere, FL 34786 (MLS # O6271245)
    11618 Vinci Drive, Windermere, FL
    11618 Vinci Drive
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,269 Home (sqft)
    • 7 Baths
    • 1.16 Lot (ac)
  7. Photo of 6874 Valhalla Way, Windermere, FL 34786 (MLS # O6273856)
    $2,750,000
    Photo of 6874 Valhalla Way, Windermere, FL 34786 (MLS # O6273856)
    Photo of 6874 Valhalla Way, Windermere, FL 34786 (MLS # O6273856)
    6874 Valhalla Way, Windermere, FL
    6874 Valhalla Way
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 5,660 Home (sqft)
    • 6 Baths
    • 19,602 Lot (sqft)
  8. Photo of 5310 Tildens Grove Boulevard, Windermere, FL 34786 (MLS # O6272980)
    $1,695,000
    Photo of 5310 Tildens Grove Boulevard, Windermere, FL 34786 (MLS # O6272980)
    Photo of 5310 Tildens Grove Boulevard, Windermere, FL 34786 (MLS # O6272980)
    5310 Tildens Grove Boulevard, Windermere, FL
    5310 Tildens Grove Boulevard
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 3,957 Home (sqft)
    • 6 Baths
    • 27,879 Lot (sqft)
  9. Photo of 11626 Vicolo Loop, Windermere, FL 34786 (MLS # TB8341843)
    $799,900
    Photo of 11626 Vicolo Loop, Windermere, FL 34786 (MLS # TB8341843)
    Photo of 11626 Vicolo Loop, Windermere, FL 34786 (MLS # TB8341843)
    11626 Vicolo Loop, Windermere, FL
    11626 Vicolo Loop
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 2,539 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  10. Photo of 3413 Lilas Court, Windermere, FL 34786 (MLS # O6273288)
    $2,600,000
    Photo of 3413 Lilas Court, Windermere, FL 34786 (MLS # O6273288)
    Photo of 3413 Lilas Court, Windermere, FL 34786 (MLS # O6273288)
    3413 Lilas Court, Windermere, FL
    3413 Lilas Court
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 5,084 Home (sqft)
    • 5 Baths
    • 1.19 Lot (ac)
  11. Photo of 11748 Waterstone Loop Drive, Windermere, FL 34786 (MLS # O6273185)
    $1,500,000
    Photo of 11748 Waterstone Loop Drive, Windermere, FL 34786 (MLS # O6273185)
    Photo of 11748 Waterstone Loop Drive, Windermere, FL 34786 (MLS # O6273185)
    11748 Waterstone Loop Drive, Windermere, FL
    11748 Waterstone Loop Drive
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,235 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
  12. Photo of 11359 Willow Gardens Drive, Windermere, FL 34786 (MLS # O6273050)
    $1,099,900
    Photo of 11359 Willow Gardens Drive, Windermere, FL 34786 (MLS # O6273050)
    Photo of 11359 Willow Gardens Drive, Windermere, FL 34786 (MLS # O6273050)
    11359 Willow Gardens Drive, Windermere, FL
    11359 Willow Gardens Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,968 Home (sqft)
    • 3 Baths
    • 24,830 Lot (sqft)
  13. Photo of 8324 Vivaro Isle Way, Windermere, FL 34786 (MLS # O6273090)
    $1,050,000
    Photo of 8324 Vivaro Isle Way, Windermere, FL 34786 (MLS # O6273090)
    Photo of 8324 Vivaro Isle Way, Windermere, FL 34786 (MLS # O6273090)
    8324 Vivaro Isle Way, Windermere, FL
    8324 Vivaro Isle Way
    Windermere, FL
    • 6 Beds
    • 4 Baths
    • 4,176 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  14. Photo of 6228 Lecco Way, Windermere, FL 34786 (MLS # O6270942)
    $1,339,000
    Photo of 6228 Lecco Way, Windermere, FL 34786 (MLS # O6270942)
    Photo of 6228 Lecco Way, Windermere, FL 34786 (MLS # O6270942)
    66
     
    6228 Lecco Way, Windermere, FL
    6228 Lecco Way
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,755 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
  15. Photo of 6344 Earthgold Drive, Windermere, FL 34786 (MLS # O6272416)
    $670,000
    Photo of 6344 Earthgold Drive, Windermere, FL 34786 (MLS # O6272416)
    Photo of 6344 Earthgold Drive, Windermere, FL 34786 (MLS # O6272416)
    6344 Earthgold Drive, Windermere, FL
    6344 Earthgold Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,854 Home (sqft)
    • 4 Baths
    • 11,762 Lot (sqft)
  16. Photo of 6220 Cartmel Ln, Windermere, FL 34786 (MLS # O6272991)
    $1,799,000
    Photo of 6220 Cartmel Ln, Windermere, FL 34786 (MLS # O6272991)
    Photo of 6220 Cartmel Ln, Windermere, FL 34786 (MLS # O6272991)
    6220 Cartmel Ln, Windermere, FL
    6220 Cartmel Ln
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,347 Home (sqft)
    • 5 Baths
    • 14,811 Lot (sqft)
  17. Photo of 5001 Latrobe Drive, Windermere, FL 34786 (MLS # O6272048)
    $3,599,999
    Photo of 5001 Latrobe Drive, Windermere, FL 34786 (MLS # O6272048)
    Photo of 5001 Latrobe Drive, Windermere, FL 34786 (MLS # O6272048)
    5001 Latrobe Drive, Windermere, FL
    5001 Latrobe Drive
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,417 Home (sqft)
    • 5 Baths
    • 26,572 Lot (sqft)
  18. Photo of 4326 Isabella Circle, Windermere, FL 34786 (MLS # O6271069)
    $3,200,000
    Photo of 4326 Isabella Circle, Windermere, FL 34786 (MLS # O6271069)
    Photo of 4326 Isabella Circle, Windermere, FL 34786 (MLS # O6271069)
    4326 Isabella Circle, Windermere, FL
    4326 Isabella Circle
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,507 Home (sqft)
    • 7 Baths
    • 21,780 Lot (sqft)
  19. Photo of 6564 Lagoon Street, Windermere, FL 34786 (MLS # O6271044)
    $2,350,000
    Photo of 6564 Lagoon Street, Windermere, FL 34786 (MLS # O6271044)
    Photo of 6564 Lagoon Street, Windermere, FL 34786 (MLS # O6271044)
    6564 Lagoon Street, Windermere, FL
    6564 Lagoon Street
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,685 Home (sqft)
    • 5 Baths
    • 1.21 Lot (ac)
  20. Photo of 7 1 St Court, Windermere, FL 34786 (MLS # O6270532)
    $2,900,000
    Photo of 7 1 St Court, Windermere, FL 34786 (MLS # O6270532)
    Photo of 7 1 St Court, Windermere, FL 34786 (MLS # O6270532)
    7 1 St Court, Windermere, FL
    7 1 St Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,149 Home (sqft)
    • 3 Baths
    • 2.73 Lot (ac)
  21. Photo of 13607 Zori Lane, Windermere, FL 34786 (MLS # O6269979)
    $624,900
    Photo of 13607 Zori Lane, Windermere, FL 34786 (MLS # O6269979)
    Photo of 13607 Zori Lane, Windermere, FL 34786 (MLS # O6269979)
    13607 Zori Lane, Windermere, FL
    13607 Zori Lane
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,516 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  22. Photo of 7343 Derexa Drive, Windermere, FL 34786 (MLS # O6270620)
    $700,000
    Photo of 7343 Derexa Drive, Windermere, FL 34786 (MLS # O6270620)
    Photo of 7343 Derexa Drive, Windermere, FL 34786 (MLS # O6270620)
    7343 Derexa Drive, Windermere, FL
    7343 Derexa Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,612 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  23. Photo of 8358 Lookout Pointe Drive, Windermere, FL 34786 (MLS # S5117972)
    $1,250,000
    Photo of 8358 Lookout Pointe Drive, Windermere, FL 34786 (MLS # S5117972)
    Photo of 8358 Lookout Pointe Drive, Windermere, FL 34786 (MLS # S5117972)
    8358 Lookout Pointe Drive, Windermere, FL
    8358 Lookout Pointe Drive
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,563 Home (sqft)
    • 5 Baths
    • 7,406 Lot (sqft)
  24. Photo of 1712 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6269181)
    $765,000
    Photo of 1712 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6269181)
    Photo of 1712 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6269181)
    1712 Whitney Isles Drive, Windermere, FL
    1712 Whitney Isles Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,344 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  25. Photo of 8298 Lookout Pointe Drive, Windermere, FL 34786 (MLS # O6269011)
    $1,225,000
    Photo of 8298 Lookout Pointe Drive, Windermere, FL 34786 (MLS # O6269011)
    Photo of 8298 Lookout Pointe Drive, Windermere, FL 34786 (MLS # O6269011)
    8298 Lookout Pointe Drive, Windermere, FL
    8298 Lookout Pointe Drive
    Windermere, FL
    • 6 Beds
    • 4 Baths
    • 4,319 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  26. Photo of 2115 Lake Crescent Court, Windermere, FL 34786 (MLS # O6261113)
    $1,900,000
    Photo of 2115 Lake Crescent Court, Windermere, FL 34786 (MLS # O6261113)
    Photo of 2115 Lake Crescent Court, Windermere, FL 34786 (MLS # O6261113)
    65
     
    2115 Lake Crescent Court, Windermere, FL
    2115 Lake Crescent Court
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 3,597 Home (sqft)
    • 5 Baths
    • 21,780 Lot (sqft)
  27. Photo of 9271 Patrimonio Loop, Windermere, FL 34786 (MLS # O6266985)
    $820,000
    Photo of 9271 Patrimonio Loop, Windermere, FL 34786 (MLS # O6266985)
    Photo of 9271 Patrimonio Loop, Windermere, FL 34786 (MLS # O6266985)
    9271 Patrimonio Loop, Windermere, FL
    9271 Patrimonio Loop
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,834 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  28. Photo of 7358 Tattant Boulevard, Windermere, FL 34786 (MLS # O6269060)
    $640,000
    Photo of 7358 Tattant Boulevard, Windermere, FL 34786 (MLS # O6269060)
    Photo of 7358 Tattant Boulevard, Windermere, FL 34786 (MLS # O6269060)
    7358 Tattant Boulevard, Windermere, FL
    7358 Tattant Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,623 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  29. Photo of 1519 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6268805)
    $1,100,000
    Photo of 1519 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6268805)
    Photo of 1519 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6268805)
    1519 Lake Rhea Drive, Windermere, FL
    1519 Lake Rhea Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,838 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  30. Photo of 811 Main Street, Windermere, FL 34786 (MLS # O6268596)
    $699,900
    Photo of 811 Main Street, Windermere, FL 34786 (MLS # O6268596)
    Photo of 811 Main Street, Windermere, FL 34786 (MLS # O6268596)
    811 Main Street, Windermere, FL
    811 Main Street
    Windermere, FL
    • 2 Beds
    • 2 Baths
    • 1,398 Home (sqft)
    • 2 Baths
    • 16,118 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 1/28/25 12:30 PM PST.

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