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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 between $400k - $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 11740 Water Run Alley, Windermere, FL 34786 (MLS # O6265361)
    $440,000
    Photo of 11740 Water Run Alley, Windermere, FL 34786 (MLS # O6265361)
    Photo of 11740 Water Run Alley, Windermere, FL 34786 (MLS # O6265361)
    11740 Water Run Alley, Windermere, FL
    11740 Water Run Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,569 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  2. Photo of 12285 Joshua Tree Trail, Windermere, FL 34786 (MLS # O6263857)
    $569,000
    Photo of 12285 Joshua Tree Trail, Windermere, FL 34786 (MLS # O6263857)
    Photo of 12285 Joshua Tree Trail, Windermere, FL 34786 (MLS # O6263857)
    12285 Joshua Tree Trail, Windermere, FL
    12285 Joshua Tree Trail
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,149 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  3. Photo of 12109 Silverlake Park Drive, Windermere, FL 34786 (MLS # O6263925)
    $530,000
    Photo of 12109 Silverlake Park Drive, Windermere, FL 34786 (MLS # O6263925)
    Photo of 12109 Silverlake Park Drive, Windermere, FL 34786 (MLS # O6263925)
    12109 Silverlake Park Drive, Windermere, FL
    12109 Silverlake Park Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,063 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  4. Photo of 7321 Brightland Street, Windermere, FL 34786 (MLS # O6262112)
    $440,000
    Photo of 7321 Brightland Street, Windermere, FL 34786 (MLS # O6262112)
    Photo of 7321 Brightland Street, Windermere, FL 34786 (MLS # O6262112)
    7321 Brightland Street, Windermere, FL
    7321 Brightland Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,464 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. Photo of 7645 Fordson Lane, Windermere, FL 34786 (MLS # O6263071)
    $485,000
    Photo of 7645 Fordson Lane, Windermere, FL 34786 (MLS # O6263071)
    Photo of 7645 Fordson Lane, Windermere, FL 34786 (MLS # O6263071)
    7645 Fordson Lane, Windermere, FL
    7645 Fordson Lane
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 1,997 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  6. Photo of 10726 Reams Road, Windermere, FL 34786 (MLS # O6260638)
    $562,000
    Photo of 10726 Reams Road, Windermere, FL 34786 (MLS # O6260638)
    Photo of 10726 Reams Road, Windermere, FL 34786 (MLS # O6260638)
    10726 Reams Road, Windermere, FL
    10726 Reams Road
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,834 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  7. Photo of 7608 Billingham Street, Windermere, FL 34786 (MLS # O6260031)
    $409,000
    Photo of 7608 Billingham Street, Windermere, FL 34786 (MLS # O6260031)
    Photo of 7608 Billingham Street, Windermere, FL 34786 (MLS # O6260031)
    7608 Billingham Street, Windermere, FL
    7608 Billingham Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,560 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  8. Photo of 5892 Soter Lane, Windermere, FL 34786 (MLS # O6259990)
    $478,900
    Photo of 5892 Soter Lane, Windermere, FL 34786 (MLS # O6259990)
    Photo of 5892 Soter Lane, Windermere, FL 34786 (MLS # O6259990)
    5892 Soter Lane, Windermere, FL
    5892 Soter Lane
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,001 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  9. Photo of 12953 Runswick Avenue, Windermere, FL 34786 (MLS # O6257491)
    $598,000
    Photo of 12953 Runswick Avenue, Windermere, FL 34786 (MLS # O6257491)
    Photo of 12953 Runswick Avenue, Windermere, FL 34786 (MLS # O6257491)
    25
     
    12953 Runswick Avenue, Windermere, FL
    12953 Runswick Avenue
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,460 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  10. Photo of 9109 Legado Drive, Windermere, FL 34786 (MLS # O6259395)
    $479,900
    Photo of 9109 Legado Drive, Windermere, FL 34786 (MLS # O6259395)
    Photo of 9109 Legado Drive, Windermere, FL 34786 (MLS # O6259395)
    29
     
    9109 Legado Drive, Windermere, FL
    9109 Legado Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,687 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  11. Photo of 14237 Desert Haven Street, Windermere, FL 34786 (MLS # G5089438)
    $415,000
    Photo of 14237 Desert Haven Street, Windermere, FL 34786 (MLS # G5089438)
    Photo of 14237 Desert Haven Street, Windermere, FL 34786 (MLS # G5089438)
    14237 Desert Haven Street, Windermere, FL
    14237 Desert Haven Street
    Windermere, FL
    • 3 Beds
    • 4 Baths
    • 1,861 Home (sqft)
    • 4 Baths
    • 1,307 Lot (sqft)
  12. Photo of 13330 Abuela Alley, Windermere, FL 34786 (MLS # O6257391)
    $455,000
    Photo of 13330 Abuela Alley, Windermere, FL 34786 (MLS # O6257391)
    Photo of 13330 Abuela Alley, Windermere, FL 34786 (MLS # O6257391)
    13330 Abuela Alley, Windermere, FL
    13330 Abuela Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,663 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  13. Photo of 7426 Bentonshire Avenue, Windermere, FL 34786 (MLS # O6255312)
    $408,000
    Photo of 7426 Bentonshire Avenue, Windermere, FL 34786 (MLS # O6255312)
    Photo of 7426 Bentonshire Avenue, Windermere, FL 34786 (MLS # O6255312)
    7426 Bentonshire Avenue, Windermere, FL
    7426 Bentonshire Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,428 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  14. Photo of 13780 Bluebird Pond Road, Windermere, FL 34786 (MLS # S5115129)
    $589,000
    Photo of 13780 Bluebird Pond Road, Windermere, FL 34786 (MLS # S5115129)
    Photo of 13780 Bluebird Pond Road, Windermere, FL 34786 (MLS # S5115129)
    13780 Bluebird Pond Road, Windermere, FL
    13780 Bluebird Pond Road
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,283 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  15. Photo of 12979 Calderdale Avenue, Windermere, FL 34786 (MLS # O6255278)
    $408,000
    Photo of 12979 Calderdale Avenue, Windermere, FL 34786 (MLS # O6255278)
    Photo of 12979 Calderdale Avenue, Windermere, FL 34786 (MLS # O6255278)
    12979 Calderdale Avenue, Windermere, FL
    12979 Calderdale Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,545 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  16. Photo of 11267 Grander Drive, Windermere, FL 34786 (MLS # O6251378)
    $475,000
    Photo of 11267 Grander Drive, Windermere, FL 34786 (MLS # O6251378)
    Photo of 11267 Grander Drive, Windermere, FL 34786 (MLS # O6251378)
    11267 Grander Drive, Windermere, FL
    11267 Grander Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,743 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  17. Photo of 6542 Merrick Landing Boulevard, Windermere, FL 34786 (MLS # O6250789)
    $460,000
    Photo of 6542 Merrick Landing Boulevard, Windermere, FL 34786 (MLS # O6250789)
    Photo of 6542 Merrick Landing Boulevard, Windermere, FL 34786 (MLS # O6250789)
    6542 Merrick Landing Boulevard, Windermere, FL
    6542 Merrick Landing Boulevard
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,387 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  18. Photo of 11656 Black Rail Street, Windermere, FL 34786 (MLS # O6250835)
    $509,000
    Photo of 11656 Black Rail Street, Windermere, FL 34786 (MLS # O6250835)
    Photo of 11656 Black Rail Street, Windermere, FL 34786 (MLS # O6250835)
    11656 Black Rail Street, Windermere, FL
    11656 Black Rail Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,984 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  19. Photo of 13155 Kegan Street, Windermere, FL 34786 (MLS # S5113944)
    $450,000
    Photo of 13155 Kegan Street, Windermere, FL 34786 (MLS # S5113944)
    Photo of 13155 Kegan Street, Windermere, FL 34786 (MLS # S5113944)
    13155 Kegan Street, Windermere, FL
    13155 Kegan Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,745 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  20. Photo of 12777 Bosworth Avenue, Windermere, FL 34786 (MLS # O6249118)
    $510,000
    Photo of 12777 Bosworth Avenue, Windermere, FL 34786 (MLS # O6249118)
    Photo of 12777 Bosworth Avenue, Windermere, FL 34786 (MLS # O6249118)
    12777 Bosworth Avenue, Windermere, FL
    12777 Bosworth Avenue
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,696 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  21. Photo of 7736 Rigby Street, Windermere, FL 34786 (MLS # O6244079)
    $429,900
    Photo of 7736 Rigby Street, Windermere, FL 34786 (MLS # O6244079)
    Photo of 7736 Rigby Street, Windermere, FL 34786 (MLS # O6244079)
    7736 Rigby Street, Windermere, FL
    7736 Rigby Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,505 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  22. Photo of 8432 Abbotsbury Drive, Windermere, FL 34786 (MLS # O6244874)
    $585,000
    Photo of 8432 Abbotsbury Drive, Windermere, FL 34786 (MLS # O6244874)
    Photo of 8432 Abbotsbury Drive, Windermere, FL 34786 (MLS # O6244874)
    8432 Abbotsbury Drive, Windermere, FL
    8432 Abbotsbury Drive
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,890 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  23. Photo of 12856 Salomon Cove Drive, Windermere, FL 34786 (MLS # FC303919)
    $419,000
    Photo of 12856 Salomon Cove Drive, Windermere, FL 34786 (MLS # FC303919)
    Photo of 12856 Salomon Cove Drive, Windermere, FL 34786 (MLS # FC303919)
    12856 Salomon Cove Drive, Windermere, FL
    12856 Salomon Cove Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,644 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  24. Photo of 10710 Reams Road, Windermere, FL 34786 (MLS # S5112368)
    $500,000
    Photo of 10710 Reams Road, Windermere, FL 34786 (MLS # S5112368)
    Photo of 10710 Reams Road, Windermere, FL 34786 (MLS # S5112368)
    18
     
    10710 Reams Road, Windermere, FL
    10710 Reams Road
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,092 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  25. Photo of 13285 Gorgona Isle Drive, Windermere, FL 34786 (MLS # S5112050)
    $418,000
    Photo of 13285 Gorgona Isle Drive, Windermere, FL 34786 (MLS # S5112050)
    Photo of 13285 Gorgona Isle Drive, Windermere, FL 34786 (MLS # S5112050)
    13285 Gorgona Isle Drive, Windermere, FL
    13285 Gorgona Isle Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,503 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  26. Photo of 8476 Iron Mountain Trl, Windermere, FL 34786 (MLS # O6241484)
    $450,000
    Photo of 8476 Iron Mountain Trl, Windermere, FL 34786 (MLS # O6241484)
    Photo of 8476 Iron Mountain Trl, Windermere, FL 34786 (MLS # O6241484)
    8476 Iron Mountain Trl, Windermere, FL
    8476 Iron Mountain Trl
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,577 Home (sqft)
    • 3 Baths
    • 41,818 Lot (sqft)
  27. Photo of 11668 Black Rail Street, Windermere, FL 34786 (MLS # O6239914)
    $520,000
    Photo of 11668 Black Rail Street, Windermere, FL 34786 (MLS # O6239914)
    Photo of 11668 Black Rail Street, Windermere, FL 34786 (MLS # O6239914)
    11668 Black Rail Street, Windermere, FL
    11668 Black Rail Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,139 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  28. Photo of 7673 Ripplepointe Way, Windermere, FL 34786 (MLS # S5110701)
    $520,000
    Photo of 7673 Ripplepointe Way, Windermere, FL 34786 (MLS # S5110701)
    Photo of 7673 Ripplepointe Way, Windermere, FL 34786 (MLS # S5110701)
    7673 Ripplepointe Way, Windermere, FL
    7673 Ripplepointe Way
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,212 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  29. Photo of 9143 Woodbreeze Boulevard, Windermere, FL 34786 (MLS # R4908213)
    $576,999
    Photo of 9143 Woodbreeze Boulevard, Windermere, FL 34786 (MLS # R4908213)
    Photo of 9143 Woodbreeze Boulevard, Windermere, FL 34786 (MLS # R4908213)
    9143 Woodbreeze Boulevard, Windermere, FL
    9143 Woodbreeze Boulevard
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,723 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  30. Photo of 14450 Desert Haven Street #GE, Windermere, FL 34786 (MLS # O6233504)
    $410,000
    Photo of 14450 Desert Haven Street #GE, Windermere, FL 34786 (MLS # O6233504)
    Photo of 14450 Desert Haven Street #GE, Windermere, FL 34786 (MLS # O6233504)
    14450 Desert Haven Street #GE, Windermere, FL
    14450 Desert Haven Street #GE
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,067 Home (sqft)
    • 3 Baths
    • 1,307 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 12/22/24 2:20 PM PST.

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