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Real estate in the city of Windermere

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  1. Photo of 8776 Crescendo Avenue, Windermere, FL 34786 (MLS # O6357209)
    $619,000
    Photo of 8776 Crescendo Avenue, Windermere, FL 34786 (MLS # O6357209)
    Photo of 8776 Crescendo Avenue, Windermere, FL 34786 (MLS # O6357209)
    8776 Crescendo Avenue, Windermere, FL
    8776 Crescendo Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,072 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  2. Photo of 11646 Hampstead Street, Windermere, FL 34786 (MLS # S5137696)
    $4,395
    Photo of 11646 Hampstead Street, Windermere, FL 34786 (MLS # S5137696)
    Photo of 11646 Hampstead Street, Windermere, FL 34786 (MLS # S5137696)
    46
     
    11646 Hampstead Street, Windermere, FL
    11646 Hampstead Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,798 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  3. Photo of 5412 Water Creek Drive, Windermere, FL 34786 (MLS # O6356517)
    $1,999,900
    Photo of 5412 Water Creek Drive, Windermere, FL 34786 (MLS # O6356517)
    Photo of 5412 Water Creek Drive, Windermere, FL 34786 (MLS # O6356517)
    5412 Water Creek Drive, Windermere, FL
    5412 Water Creek Drive
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,247 Home (sqft)
    • 5 Baths
    • 1.14 Lot (ac)
  4. Photo of 12136 Canyon Sun Trail, Windermere, FL 34786 (MLS # O6333581)
    $525,000
    Photo of 12136 Canyon Sun Trail, Windermere, FL 34786 (MLS # O6333581)
    Photo of 12136 Canyon Sun Trail, Windermere, FL 34786 (MLS # O6333581)
    12136 Canyon Sun Trail, Windermere, FL
    12136 Canyon Sun Trail
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,149 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  5. Photo of 8398 Iron Mountain Trail, Windermere, FL 34786 (MLS # O6356155)
    $2,500
    Photo of 8398 Iron Mountain Trail, Windermere, FL 34786 (MLS # O6356155)
    Photo of 8398 Iron Mountain Trail, Windermere, FL 34786 (MLS # O6356155)
    8398 Iron Mountain Trail, Windermere, FL
    8398 Iron Mountain Trail
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,540 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  6. Photo of 13413 Zori Lane, Windermere, FL 34786 (MLS # O6357195)
    $675,000
    Photo of 13413 Zori Lane, Windermere, FL 34786 (MLS # O6357195)
    Photo of 13413 Zori Lane, Windermere, FL 34786 (MLS # O6357195)
    13413 Zori Lane, Windermere, FL
    13413 Zori Lane
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,830 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  7. Photo of 5067 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6357042)
    $3,200,000
    Photo of 5067 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6357042)
    Photo of 5067 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6357042)
    5067 Sawyer Cove Way, Windermere, FL
    5067 Sawyer Cove Way
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,461 Home (sqft)
    • 4 Baths
    • 21,780 Lot (sqft)
  8. Photo of 6252 Blakeford Dr, Windermere, FL 34786 (MLS # O6356056)
    $2,390,000
    Photo of 6252 Blakeford Dr, Windermere, FL 34786 (MLS # O6356056)
    Photo of 6252 Blakeford Dr, Windermere, FL 34786 (MLS # O6356056)
    6252 Blakeford Dr, Windermere, FL
    6252 Blakeford Dr
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 4,287 Home (sqft)
    • 4 Baths
    • 19,167 Lot (sqft)
  9. Photo of 13036 Lake Roper Court, Windermere, FL 34786 (MLS # O6356275)
    $1,950,000
    Photo of 13036 Lake Roper Court, Windermere, FL 34786 (MLS # O6356275)
    Photo of 13036 Lake Roper Court, Windermere, FL 34786 (MLS # O6356275)
    13036 Lake Roper Court, Windermere, FL
    13036 Lake Roper Court
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 4,044 Home (sqft)
    • 6 Baths
    • 1.77 Lot (ac)
  10. Photo of 7351 Millstone Street, Windermere, FL 34786 (MLS # S5137579)
    $2,500
    Photo of 7351 Millstone Street, Windermere, FL 34786 (MLS # S5137579)
    Photo of 7351 Millstone Street, Windermere, FL 34786 (MLS # S5137579)
    7351 Millstone Street, Windermere, FL
    7351 Millstone Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,510 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
  11. Photo of 6047 Blakeford Drive, Windermere, FL 34786 (MLS # O6355716)
    $1,979,000
    Photo of 6047 Blakeford Drive, Windermere, FL 34786 (MLS # O6355716)
    Photo of 6047 Blakeford Drive, Windermere, FL 34786 (MLS # O6355716)
    6047 Blakeford Drive, Windermere, FL
    6047 Blakeford Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 4,156 Home (sqft)
    • 4 Baths
    • 16,989 Lot (sqft)
  12. Photo of 13353 Overstreet Road, Windermere, FL 34786 (MLS # O6355944)
    $2,950
    Photo of 13353 Overstreet Road, Windermere, FL 34786 (MLS # O6355944)
    Photo of 13353 Overstreet Road, Windermere, FL 34786 (MLS # O6355944)
    13353 Overstreet Road, Windermere, FL
    13353 Overstreet Road
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 2,701 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  13. Photo of 8168 Boat Hook Loop #725, Windermere, FL 34786 (MLS # O6356119)
    $2,100
    Photo of 8168 Boat Hook Loop #725, Windermere, FL 34786 (MLS # O6356119)
    Photo of 8168 Boat Hook Loop #725, Windermere, FL 34786 (MLS # O6356119)
    8168 Boat Hook Loop #725, Windermere, FL
    8168 Boat Hook Loop #725
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,332 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  14. Photo of 11312 Shandon Park Way, Windermere, FL 34786 (MLS # O6355334)
    $1,800,000
    Photo of 11312 Shandon Park Way, Windermere, FL 34786 (MLS # O6355334)
    Photo of 11312 Shandon Park Way, Windermere, FL 34786 (MLS # O6355334)
    100
     
     
    11312 Shandon Park Way, Windermere, FL
    11312 Shandon Park Way
    Windermere, FL
    • 7 Beds
    • 5 Baths
    • 4,914 Home (sqft)
    • 5 Baths
    • 11,762 Lot (sqft)
  15. Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # O6355868)
    $975,000
    Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # O6355868)
    Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # O6355868)
    3328 Wax Berry Court, Windermere, FL
    3328 Wax Berry Court
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,636 Home (sqft)
    • 4 Baths
    • 43,560 Lot (sqft)
  16. Photo of 8174 Enchantment Drive #1601, Windermere, FL 34786 (MLS # O6355768)
    $3,000
    Photo of 8174 Enchantment Drive #1601, Windermere, FL 34786 (MLS # O6355768)
    Photo of 8174 Enchantment Drive #1601, Windermere, FL 34786 (MLS # O6355768)
    8174 Enchantment Drive #1601, Windermere, FL
    8174 Enchantment Drive #1601
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,852 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  17. Photo of 7224 Halton Court, Windermere, FL 34786 (MLS # O6355553)
    $3,200
    Photo of 7224 Halton Court, Windermere, FL 34786 (MLS # O6355553)
    Photo of 7224 Halton Court, Windermere, FL 34786 (MLS # O6355553)
    7224 Halton Court, Windermere, FL
    7224 Halton Court
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,420 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  18. Photo of 8375 Bowden Way, Windermere, FL 34786 (MLS # S5137385)
    $1,600,000
    Photo of 8375 Bowden Way, Windermere, FL 34786 (MLS # S5137385)
    Photo of 8375 Bowden Way, Windermere, FL 34786 (MLS # S5137385)
    8375 Bowden Way, Windermere, FL
    8375 Bowden Way
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,809 Home (sqft)
    • 4 Baths
    • 13,504 Lot (sqft)
  19. Photo of 6132 Payne Stewart Drive, Windermere, FL 34786 (MLS # O6355605)
    $12,000
    Photo of 6132 Payne Stewart Drive, Windermere, FL 34786 (MLS # O6355605)
    Photo of 6132 Payne Stewart Drive, Windermere, FL 34786 (MLS # O6355605)
    6132 Payne Stewart Drive, Windermere, FL
    6132 Payne Stewart Drive
    Windermere, FL
    • 3 Beds
    • 4 Baths
    • 2,848 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  20. Photo of 6920 Helmsley Circle, Windermere, FL 34786 (MLS # O6354835)
    $3,100
    Photo of 6920 Helmsley Circle, Windermere, FL 34786 (MLS # O6354835)
    Photo of 6920 Helmsley Circle, Windermere, FL 34786 (MLS # O6354835)
    6920 Helmsley Circle, Windermere, FL
    6920 Helmsley Circle
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,156 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  21. Photo of 7768 Moser Avenue, Windermere, FL 34786 (MLS # O6355727)
    $375,000
    Photo of 7768 Moser Avenue, Windermere, FL 34786 (MLS # O6355727)
    Photo of 7768 Moser Avenue, Windermere, FL 34786 (MLS # O6355727)
    7768 Moser Avenue, Windermere, FL
    7768 Moser Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,644 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  22. Photo of 11318 Fenimore Ct, Windermere, FL 34786 (MLS # O6355539)
    $1,279,000
    Photo of 11318 Fenimore Ct, Windermere, FL 34786 (MLS # O6355539)
    Photo of 11318 Fenimore Ct, Windermere, FL 34786 (MLS # O6355539)
    11318 Fenimore Ct, Windermere, FL
    11318 Fenimore Ct
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,523 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
  23. Photo of 12530 Climbing Vine Court, Windermere, FL 34786 (MLS # O6355463)
    $999,000
    Photo of 12530 Climbing Vine Court, Windermere, FL 34786 (MLS # O6355463)
    Photo of 12530 Climbing Vine Court, Windermere, FL 34786 (MLS # O6355463)
    9
     
    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)
  24. Photo of 6242 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6355339)
    $2,700
    Photo of 6242 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6355339)
    Photo of 6242 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6355339)
    6242 Golden Dewdrop Trail, Windermere, FL
    6242 Golden Dewdrop Trail
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,176 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  25. Photo of 11049 Bagley Alley, Windermere, FL 34786 (MLS # S5137313)
    $2,700
    Photo of 11049 Bagley Alley, Windermere, FL 34786 (MLS # S5137313)
    Photo of 11049 Bagley Alley, Windermere, FL 34786 (MLS # S5137313)
    11049 Bagley Alley, Windermere, FL
    11049 Bagley Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,880 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  26. Photo of 7231 Sangalla Drive, Windermere, FL 34786 (MLS # O6353071)
    $8,800
    Photo of 7231 Sangalla Drive, Windermere, FL 34786 (MLS # O6353071)
    Photo of 7231 Sangalla Drive, Windermere, FL 34786 (MLS # O6353071)
    7231 Sangalla Drive, Windermere, FL
    7231 Sangalla Drive
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,835 Home (sqft)
    • 5 Baths
    • 10,455 Lot (sqft)
  27. Photo of 4226 Downeast Lane, Windermere, FL 34786 (MLS # O6355233)
    $14,800,000
    Photo of 4226 Downeast Lane, Windermere, FL 34786 (MLS # O6355233)
    Photo of 4226 Downeast Lane, Windermere, FL 34786 (MLS # O6355233)
    4226 Downeast Lane, Windermere, FL
    4226 Downeast Lane
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 5,316 Home (sqft)
    • 3 Baths
    • 9.03 Lot (ac)
  28. Photo of 2828 Ingeborg Court, Windermere, FL 34786 (MLS # O6354903)
    $1,333,000
    Photo of 2828 Ingeborg Court, Windermere, FL 34786 (MLS # O6354903)
    Photo of 2828 Ingeborg Court, Windermere, FL 34786 (MLS # O6354903)
    2828 Ingeborg Court, Windermere, FL
    2828 Ingeborg Court
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,190 Home (sqft)
    • 5 Baths
    • 1.01 Lot (ac)
  29. Photo of 7448 Leighside Drive, Windermere, FL 34786 (MLS # S5137210)
    $2,700
    Photo of 7448 Leighside Drive, Windermere, FL 34786 (MLS # S5137210)
    Photo of 7448 Leighside Drive, Windermere, FL 34786 (MLS # S5137210)
    7448 Leighside Drive, Windermere, FL
    7448 Leighside Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,881 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  30. Photo of 13094 Kegan Street, Windermere, FL 34786 (MLS # S5137190)
    $3,100
    Photo of 13094 Kegan Street, Windermere, FL 34786 (MLS # S5137190)
    Photo of 13094 Kegan Street, Windermere, FL 34786 (MLS # S5137190)
    1
     
    13094 Kegan Street, Windermere, FL
    13094 Kegan Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,203 Home (sqft)
    • 3 Baths
    • 4,792 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 11/7/25 2:56 AM PST.

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