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Real estate in the city of Windermere

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  1. Photo of 8582 Powder Ridge Trail, Windermere, FL 34786 (MLS # S5140023)
    $2,600
    Photo of 8582 Powder Ridge Trail, Windermere, FL 34786 (MLS # S5140023)
    Photo of 8582 Powder Ridge Trail, Windermere, FL 34786 (MLS # S5140023)
    8582 Powder Ridge Trail, Windermere, FL
    8582 Powder Ridge Trail
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,297 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  2. Photo of 7231 Shadeview Alley, Windermere, FL 34786 (MLS # O6363594)
    $2,550
    Photo of 7231 Shadeview Alley, Windermere, FL 34786 (MLS # O6363594)
    Photo of 7231 Shadeview Alley, Windermere, FL 34786 (MLS # O6363594)
    7231 Shadeview Alley, Windermere, FL
    7231 Shadeview Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,725 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  3. Photo of 8447 Bowden Way, Windermere, FL 34786 (MLS # O6365817)
    $5,500
    Photo of 8447 Bowden Way, Windermere, FL 34786 (MLS # O6365817)
    Photo of 8447 Bowden Way, Windermere, FL 34786 (MLS # O6365817)
    8447 Bowden Way, Windermere, FL
    8447 Bowden Way
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,056 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  4. Photo of 11855 Camden Park Drive, Windermere, FL 34786 (MLS # O6366801)
    $5,750
    Photo of 11855 Camden Park Drive, Windermere, FL 34786 (MLS # O6366801)
    Photo of 11855 Camden Park Drive, Windermere, FL 34786 (MLS # O6366801)
    11855 Camden Park Drive, Windermere, FL
    11855 Camden Park Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,709 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
  5. Photo of 7708 Bexton Lane, Windermere, FL 34786 (MLS # S5139994)
    $2,500
    Photo of 7708 Bexton Lane, Windermere, FL 34786 (MLS # S5139994)
    Photo of 7708 Bexton Lane, Windermere, FL 34786 (MLS # S5139994)
    7708 Bexton Lane, Windermere, FL
    7708 Bexton Lane
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,335 Home (sqft)
    • 2 Baths
    • 2,614 Lot (sqft)
  6. Photo of 13106 Orange Isle Drive, Windermere, FL 34786 (MLS # O6361057)
    $899,000
    Photo of 13106 Orange Isle Drive, Windermere, FL 34786 (MLS # O6361057)
    Photo of 13106 Orange Isle Drive, Windermere, FL 34786 (MLS # O6361057)
    13106 Orange Isle Drive, Windermere, FL
    13106 Orange Isle Drive
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,312 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  7. Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6366042)
    $8,995
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6366042)
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6366042)
    6533 Cartmel Lane, Windermere, FL
    6533 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,751 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
  8. Photo of 11562 Amidship Lane #207, Windermere, FL 34786 (MLS # O6365492)
    $319,900
    Photo of 11562 Amidship Lane #207, Windermere, FL 34786 (MLS # O6365492)
    Photo of 11562 Amidship Lane #207, Windermere, FL 34786 (MLS # O6365492)
    11562 Amidship Lane #207, Windermere, FL
    11562 Amidship Lane #207
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,455 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  9. Photo of 6060 Roseate Spoonbill Drive, Windermere, FL 34786 (MLS # O6365728)
    $3,500
    Photo of 6060 Roseate Spoonbill Drive, Windermere, FL 34786 (MLS # O6365728)
    Photo of 6060 Roseate Spoonbill Drive, Windermere, FL 34786 (MLS # O6365728)
    6060 Roseate Spoonbill Drive, Windermere, FL
    6060 Roseate Spoonbill Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,980 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  10. Photo of 12941 Westside Village Loop, Windermere, FL 34786 (MLS # O6363541)
    $950,000
    Photo of 12941 Westside Village Loop, Windermere, FL 34786 (MLS # O6363541)
    Photo of 12941 Westside Village Loop, Windermere, FL 34786 (MLS # O6363541)
    12941 Westside Village Loop, Windermere, FL
    12941 Westside Village Loop
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,717 Home (sqft)
    • 4 Baths
    • 5,663 Lot (sqft)
  11. Photo of 7167 Beek Street, Windermere, FL 34786 (MLS # O6364480)
    $759,900
    Photo of 7167 Beek Street, Windermere, FL 34786 (MLS # O6364480)
    Photo of 7167 Beek Street, Windermere, FL 34786 (MLS # O6364480)
    69
     
    7167 Beek Street, Windermere, FL
    7167 Beek Street
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,425 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  12. Photo of 7601 Ripplepointe Way, Windermere, FL 34786 (MLS # O6363832)
    $2,700
    Photo of 7601 Ripplepointe Way, Windermere, FL 34786 (MLS # O6363832)
    Photo of 7601 Ripplepointe Way, Windermere, FL 34786 (MLS # O6363832)
    7601 Ripplepointe Way, Windermere, FL
    7601 Ripplepointe Way
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,881 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  13. Photo of 2125 Kane Park Way, Windermere, FL 34786 (MLS # O6358139)
    $1,075,000
    Photo of 2125 Kane Park Way, Windermere, FL 34786 (MLS # O6358139)
    Photo of 2125 Kane Park Way, Windermere, FL 34786 (MLS # O6358139)
    2125 Kane Park Way, Windermere, FL
    2125 Kane Park Way
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,743 Home (sqft)
    • 3 Baths
    • 30,928 Lot (sqft)
  14. Photo of 13290 Orange Isle Drive, Windermere, FL 34786 (MLS # O6365010)
    $650,000
    Photo of 13290 Orange Isle Drive, Windermere, FL 34786 (MLS # O6365010)
    Photo of 13290 Orange Isle Drive, Windermere, FL 34786 (MLS # O6365010)
    13290 Orange Isle Drive, Windermere, FL
    13290 Orange Isle Drive
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,146 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  15. Photo of 13638 Ancilla Boulevard, Windermere, FL 34786 (MLS # S5139748)
    $3,550
    Photo of 13638 Ancilla Boulevard, Windermere, FL 34786 (MLS # S5139748)
    Photo of 13638 Ancilla Boulevard, Windermere, FL 34786 (MLS # S5139748)
    13638 Ancilla Boulevard, Windermere, FL
    13638 Ancilla Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,770 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
  16. Photo of 6222 Lecco Way, Windermere, FL 34786 (MLS # O6354662)
    $1,629,000
    Photo of 6222 Lecco Way, Windermere, FL 34786 (MLS # O6354662)
    Photo of 6222 Lecco Way, Windermere, FL 34786 (MLS # O6354662)
    6222 Lecco Way, Windermere, FL
    6222 Lecco Way
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,967 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  17. Photo of Windermere, FL 34786 (MLS # TB8453727)
    $3,029
    Photo of Windermere, FL 34786 (MLS # TB8453727)
    Photo of Windermere, FL 34786 (MLS # TB8453727)
    MLS # TB8453727, Windermere, FL
    MLS # TB8453727
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,659 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  18. Photo of Windermere, FL 34786 (MLS # TB8453714)
    $3,219
    Photo of Windermere, FL 34786 (MLS # TB8453714)
    Photo of Windermere, FL 34786 (MLS # TB8453714)
    MLS # TB8453714, Windermere, FL
    MLS # TB8453714
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,745 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  19. Photo of 9088 Outlook Rock Trail, Windermere, FL 34786 (MLS # O6365212)
    $3,950
    Photo of 9088 Outlook Rock Trail, Windermere, FL 34786 (MLS # O6365212)
    Photo of 9088 Outlook Rock Trail, Windermere, FL 34786 (MLS # O6365212)
    9088 Outlook Rock Trail, Windermere, FL
    9088 Outlook Rock Trail
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 2,800 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  20. Photo of 8436 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6364887)
    $2,850
    Photo of 8436 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6364887)
    Photo of 8436 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6364887)
    8436 Greenbank Boulevard, Windermere, FL
    8436 Greenbank Boulevard
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,894 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  21. Photo of 12530 Climbing Vine Court, Windermere, FL 34786 (MLS # O6364745)
    $999,000
    Photo of 12530 Climbing Vine Court, Windermere, FL 34786 (MLS # O6364745)
    Photo of 12530 Climbing Vine Court, Windermere, FL 34786 (MLS # O6364745)
    12530 Climbing Vine Court, Windermere, FL
    12530 Climbing Vine Court
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,407 Home (sqft)
    • 4 Baths
    • 14,375 Lot (sqft)
  22. Photo of 5723 Oxford Moor Boulevard, Windermere, FL 34786 (MLS # O6364421)
    $8,500
    Photo of 5723 Oxford Moor Boulevard, Windermere, FL 34786 (MLS # O6364421)
    Photo of 5723 Oxford Moor Boulevard, Windermere, FL 34786 (MLS # O6364421)
    5723 Oxford Moor Boulevard, Windermere, FL
    5723 Oxford Moor Boulevard
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 4,629 Home (sqft)
    • 6 Baths
    • 26,572 Lot (sqft)
  23. Photo of 12235 Montalcino Circle, Windermere, FL 34786 (MLS # O6365656)
    $1,999,000
    Photo of 12235 Montalcino Circle, Windermere, FL 34786 (MLS # O6365656)
    Photo of 12235 Montalcino Circle, Windermere, FL 34786 (MLS # O6365656)
    12235 Montalcino Circle, Windermere, FL
    12235 Montalcino Circle
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,550 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
  24. Photo of 1626 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6364998)
    $3,400
    Photo of 1626 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6364998)
    Photo of 1626 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6364998)
    1626 Whitney Isles Drive, Windermere, FL
    1626 Whitney Isles Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,645 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  25. Photo of 3103 Seigneury Drive, Windermere, FL 34786 (MLS # O6364283)
    $2,700,000
    Photo of 3103 Seigneury Drive, Windermere, FL 34786 (MLS # O6364283)
    Photo of 3103 Seigneury Drive, Windermere, FL 34786 (MLS # O6364283)
    3103 Seigneury Drive, Windermere, FL
    3103 Seigneury Drive
    Windermere, FL
    • 8 Beds
    • 6 Baths
    • 5,607 Home (sqft)
    • 6 Baths
    • 1.04 Lot (ac)
  26. Photo of 311 E 8th Avenue, Windermere, FL 34786 (MLS # O6364016)
    $6,750
    Photo of 311 E 8th Avenue, Windermere, FL 34786 (MLS # O6364016)
    Photo of 311 E 8th Avenue, Windermere, FL 34786 (MLS # O6364016)
    311 E 8th Avenue, Windermere, FL
    311 E 8th Avenue
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,805 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  27. Photo of 7028 Ventnor Drive, Windermere, FL 34786 (MLS # O6363663)
    $515,000
    Photo of 7028 Ventnor Drive, Windermere, FL 34786 (MLS # O6363663)
    Photo of 7028 Ventnor Drive, Windermere, FL 34786 (MLS # O6363663)
    7028 Ventnor Drive, Windermere, FL
    7028 Ventnor Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 1,980 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  28. Photo of 8222 Stone Mason Court, Windermere, FL 34786 (MLS # O6363713)
    $2,895,000
    Photo of 8222 Stone Mason Court, Windermere, FL 34786 (MLS # O6363713)
    Photo of 8222 Stone Mason Court, Windermere, FL 34786 (MLS # O6363713)
    54
     
    8222 Stone Mason Court, Windermere, FL
    8222 Stone Mason Court
    Windermere, FL
    • 6 Beds
    • 7 Baths
    • 6,834 Home (sqft)
    • 7 Baths
    • 18,731 Lot (sqft)
  29. Photo of 2046 Westover Reserve Boulevard, Windermere, FL 34786 (MLS # O6364090)
    $999,000
    Photo of 2046 Westover Reserve Boulevard, Windermere, FL 34786 (MLS # O6364090)
    Photo of 2046 Westover Reserve Boulevard, Windermere, FL 34786 (MLS # O6364090)
    2046 Westover Reserve Boulevard, Windermere, FL
    2046 Westover Reserve Boulevard
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,516 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  30. Photo of 8746 Crescendo Avenue, Windermere, FL 34786 (MLS # O6363595)
    $5,350
    Photo of 8746 Crescendo Avenue, Windermere, FL 34786 (MLS # O6363595)
    Photo of 8746 Crescendo Avenue, Windermere, FL 34786 (MLS # O6363595)
    8746 Crescendo Avenue, Windermere, FL
    8746 Crescendo Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,050 Home (sqft)
    • 4 Baths
    • 6,970 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 12/27/25 11:15 PM PST.

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