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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 6880 Duncaster Street, Windermere, FL 34786 (MLS # O6259646)
    $740,000
    Photo of 6880 Duncaster Street, Windermere, FL 34786 (MLS # O6259646)
    Photo of 6880 Duncaster Street, Windermere, FL 34786 (MLS # O6259646)
    6880 Duncaster Street, Windermere, FL
    6880 Duncaster Street
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,247 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  2. Photo of 12983 Westside Village Loop, Windermere, FL 34786 (MLS # O6259749)
    $1,098,000
    Photo of 12983 Westside Village Loop, Windermere, FL 34786 (MLS # O6259749)
    Photo of 12983 Westside Village Loop, Windermere, FL 34786 (MLS # O6259749)
    12983 Westside Village Loop, Windermere, FL
    12983 Westside Village Loop
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,064 Home (sqft)
    • 4 Baths
    • 5,663 Lot (sqft)
  3. Photo of 8267 Procida Isle Lane, Windermere, FL 34786 (MLS # O6258256)
    $715,000
    Photo of 8267 Procida Isle Lane, Windermere, FL 34786 (MLS # O6258256)
    Photo of 8267 Procida Isle Lane, Windermere, FL 34786 (MLS # O6258256)
    8267 Procida Isle Lane, Windermere, FL
    8267 Procida Isle Lane
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,224 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  4. Photo of 5939 Blakeford Drive, Windermere, FL 34786 (MLS # S5115840)
    $1,650,000
    Photo of 5939 Blakeford Drive, Windermere, FL 34786 (MLS # S5115840)
    Photo of 5939 Blakeford Drive, Windermere, FL 34786 (MLS # S5115840)
    5939 Blakeford Drive, Windermere, FL
    5939 Blakeford Drive
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,922 Home (sqft)
    • 5 Baths
    • 16,989 Lot (sqft)
  5. Photo of 7508 Lake Albert Drive, Windermere, FL 34786 (MLS # O6258207)
    $915,000
    Photo of 7508 Lake Albert Drive, Windermere, FL 34786 (MLS # O6258207)
    Photo of 7508 Lake Albert Drive, Windermere, FL 34786 (MLS # O6258207)
    7508 Lake Albert Drive, Windermere, FL
    7508 Lake Albert Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,059 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  6. Photo of 6963 Northwich Drive, Windermere, FL 34786 (MLS # O6258194)
    $649,000
    Photo of 6963 Northwich Drive, Windermere, FL 34786 (MLS # O6258194)
    Photo of 6963 Northwich Drive, Windermere, FL 34786 (MLS # O6258194)
    6963 Northwich Drive, Windermere, FL
    6963 Northwich Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,068 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  7. Photo of 4011 Isabella Circle, Windermere, FL 34786 (MLS # O6257592)
    $2,895,900
    Photo of 4011 Isabella Circle, Windermere, FL 34786 (MLS # O6257592)
    Photo of 4011 Isabella Circle, Windermere, FL 34786 (MLS # O6257592)
    59
     
    4011 Isabella Circle, Windermere, FL
    4011 Isabella Circle
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,418 Home (sqft)
    • 7 Baths
    • 26,136 Lot (sqft)
  8. Photo of 14225 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089351)
    $1,322,592
    Photo of 14225 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089351)
    Photo of 14225 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089351)
    14225 Crest Palm Avenue, Windermere, FL
    14225 Crest Palm Avenue
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,443 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  9. Photo of 14427 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089348)
    $1,159,253
    Photo of 14427 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089348)
    Photo of 14427 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089348)
    14427 Crest Palm Avenue, Windermere, FL
    14427 Crest Palm Avenue
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,443 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  10. Photo of 14219 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089350)
    $1,295,959
    Photo of 14219 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089350)
    Photo of 14219 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089350)
    14219 Crest Palm Avenue, Windermere, FL
    14219 Crest Palm Avenue
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,443 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  11. Photo of 14304 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089347)
    $1,148,743
    Photo of 14304 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089347)
    Photo of 14304 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089347)
    14304 Crest Palm Avenue, Windermere, FL
    14304 Crest Palm Avenue
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,764 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  12. Photo of 14255 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089349)
    $1,255,677
    Photo of 14255 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089349)
    Photo of 14255 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089349)
    14255 Crest Palm Avenue, Windermere, FL
    14255 Crest Palm Avenue
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,443 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  13. Photo of 14256 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089345)
    $1,119,508
    Photo of 14256 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089345)
    Photo of 14256 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089345)
    14256 Crest Palm Avenue, Windermere, FL
    14256 Crest Palm Avenue
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,764 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  14. Photo of 14421 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089344)
    $1,097,904
    Photo of 14421 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089344)
    Photo of 14421 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5089344)
    14421 Crest Palm Avenue, Windermere, FL
    14421 Crest Palm Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,404 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  15. Photo of 2045 Woody Drive, Windermere, FL 34786 (MLS # O6256946)
    $995,000
    Photo of 2045 Woody Drive, Windermere, FL 34786 (MLS # O6256946)
    Photo of 2045 Woody Drive, Windermere, FL 34786 (MLS # O6256946)
    51
     
    2045 Woody Drive, Windermere, FL
    2045 Woody Drive
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 2,831 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  16. Photo of 9792 Wild Oak Drive, Windermere, FL 34786 (MLS # O6256640)
    $940,000
    Photo of 9792 Wild Oak Drive, Windermere, FL 34786 (MLS # O6256640)
    Photo of 9792 Wild Oak Drive, Windermere, FL 34786 (MLS # O6256640)
    9792 Wild Oak Drive, Windermere, FL
    9792 Wild Oak Drive
    Windermere, FL
    • 3 Beds
    • 4 Baths
    • 3,102 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
  17. Photo of 6102 S Hampshire Court, Windermere, FL 34786 (MLS # O6257113)
    $2,775,000
    Photo of 6102 S Hampshire Court, Windermere, FL 34786 (MLS # O6257113)
    Photo of 6102 S Hampshire Court, Windermere, FL 34786 (MLS # O6257113)
    6102 S Hampshire Court, Windermere, FL
    6102 S Hampshire Court
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 4,968 Home (sqft)
    • 6 Baths
    • 19,167 Lot (sqft)
  18. Photo of 98 E 10th Ave, Windermere, FL 34786 (MLS # S5115380)
    $2,300,000
    Photo of 98 E 10th Ave, Windermere, FL 34786 (MLS # S5115380)
    Photo of 98 E 10th Ave, Windermere, FL 34786 (MLS # S5115380)
    98 E 10th Ave, Windermere, FL
    98 E 10th Ave
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,650 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  19. Photo of 1548 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6255319)
    $1,289,000
    Photo of 1548 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6255319)
    Photo of 1548 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6255319)
    1548 Lake Rhea Drive, Windermere, FL
    1548 Lake Rhea Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,413 Home (sqft)
    • 4 Baths
    • 12,197 Lot (sqft)
  20. Photo of 4236 Isabella Circle, Windermere, FL 34786 (MLS # O6255112)
    $3,500,000
    Photo of 4236 Isabella Circle, Windermere, FL 34786 (MLS # O6255112)
    Photo of 4236 Isabella Circle, Windermere, FL 34786 (MLS # O6255112)
    4236 Isabella Circle, Windermere, FL
    4236 Isabella Circle
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 5,393 Home (sqft)
    • 6 Baths
    • 38,333 Lot (sqft)
  21. Photo of 11401 Camden Park Drive, Windermere, FL 34786 (MLS # O6254809)
    $1,575,000
    Photo of 11401 Camden Park Drive, Windermere, FL 34786 (MLS # O6254809)
    Photo of 11401 Camden Park Drive, Windermere, FL 34786 (MLS # O6254809)
    11401 Camden Park Drive, Windermere, FL
    11401 Camden Park Drive
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,480 Home (sqft)
    • 5 Baths
    • 12,633 Lot (sqft)
  22. Photo of 11731 Bella Milano Court, Windermere, FL 34786 (MLS # O6255168)
    $695,000
    Photo of 11731 Bella Milano Court, Windermere, FL 34786 (MLS # O6255168)
    Photo of 11731 Bella Milano Court, Windermere, FL 34786 (MLS # O6255168)
    11731 Bella Milano Court, Windermere, FL
    11731 Bella Milano Court
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 2,497 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
  23. Photo of 10556 Park Ridge Gotha Road, Windermere, FL 34786 (MLS # O6253626)
    $859,000
    Photo of 10556 Park Ridge Gotha Road, Windermere, FL 34786 (MLS # O6253626)
    Photo of 10556 Park Ridge Gotha Road, Windermere, FL 34786 (MLS # O6253626)
    10556 Park Ridge Gotha Road, Windermere, FL
    10556 Park Ridge Gotha Road
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,786 Home (sqft)
    • 2 Baths
    • 1.05 Lot (ac)
  24. Photo of 4071 Isabella Circle, Windermere, FL 34786 (MLS # O6245923)
    $3,299,000
    Photo of 4071 Isabella Circle, Windermere, FL 34786 (MLS # O6245923)
    Photo of 4071 Isabella Circle, Windermere, FL 34786 (MLS # O6245923)
    4071 Isabella Circle, Windermere, FL
    4071 Isabella Circle
    Windermere, FL
    • 5 Beds
    • 8 Baths
    • 6,752 Home (sqft)
    • 8 Baths
    • 41,382 Lot (sqft)
  25. Photo of 11774 Via Lucerna Circle, Windermere, FL 34786 (MLS # S5112087)
    $879,000
    Photo of 11774 Via Lucerna Circle, Windermere, FL 34786 (MLS # S5112087)
    Photo of 11774 Via Lucerna Circle, Windermere, FL 34786 (MLS # S5112087)
    11774 Via Lucerna Circle, Windermere, FL
    11774 Via Lucerna Circle
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 2,871 Home (sqft)
    • 5 Baths
    • 6,534 Lot (sqft)
  26. Photo of 3428 Chaine Du Lac Boulevard, Windermere, FL 34786 (MLS # O6251205)
    $4,500,000
    Photo of 3428 Chaine Du Lac Boulevard, Windermere, FL 34786 (MLS # O6251205)
    Photo of 3428 Chaine Du Lac Boulevard, Windermere, FL 34786 (MLS # O6251205)
    3428 Chaine Du Lac Boulevard, Windermere, FL
    3428 Chaine Du Lac Boulevard
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 6,196 Home (sqft)
    • 7 Baths
    • 1.09 Lot (ac)
  27. Photo of 8533 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6251280)
    $1,000,000
    Photo of 8533 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6251280)
    Photo of 8533 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6251280)
    8533 Greenbank Boulevard, Windermere, FL
    8533 Greenbank Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,551 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  28. Photo of 830 Oakdale Street, Windermere, FL 34786 (MLS # O6250631)
    $1,950,000
    Photo of 830 Oakdale Street, Windermere, FL 34786 (MLS # O6250631)
    Photo of 830 Oakdale Street, Windermere, FL 34786 (MLS # O6250631)
    830 Oakdale Street, Windermere, FL
    830 Oakdale Street
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 3,670 Home (sqft)
    • 5 Baths
    • 12,633 Lot (sqft)
  29. Photo of 426 E 6th Avenue, Windermere, FL 34786 (MLS # O6250695)
    $749,000
    Photo of 426 E 6th Avenue, Windermere, FL 34786 (MLS # O6250695)
    Photo of 426 E 6th Avenue, Windermere, FL 34786 (MLS # O6250695)
    64
     
    426 E 6th Avenue, Windermere, FL
    426 E 6th Avenue
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,698 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  30. Photo of 5126 Fairway Oaks Dr, Windermere, FL 34786 (MLS # S5113369)
    $4,790,000
    Photo of 5126 Fairway Oaks Dr, Windermere, FL 34786 (MLS # S5113369)
    Photo of 5126 Fairway Oaks Dr, Windermere, FL 34786 (MLS # S5113369)
    5126 Fairway Oaks Dr, Windermere, FL
    5126 Fairway Oaks Dr
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 5,565 Home (sqft)
    • 5 Baths
    • 21,780 Lot (sqft)
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