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Real estate in the city of Windermere

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  1. Photo of 8271 Maritime Flag Street #109, Windermere, FL 34786 (MLS # S5126203)
    $360,000
    Photo of 8271 Maritime Flag Street #109, Windermere, FL 34786 (MLS # S5126203)
    Photo of 8271 Maritime Flag Street #109, Windermere, FL 34786 (MLS # S5126203)
    8271 Maritime Flag Street #109, Windermere, FL
    8271 Maritime Flag Street #109
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,363 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  2. Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6306341)
    $8,498
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6306341)
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6306341)
    25
     
    325 Magnolia Street, Windermere, FL
    325 Magnolia Street
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,975 Home (sqft)
    • 3 Baths
    • 2.97 Lot (ac)
  3. Photo of 12966 Calderdale Avenue, Windermere, FL 34786 (MLS # O6306231)
    $2,900
    Photo of 12966 Calderdale Avenue, Windermere, FL 34786 (MLS # O6306231)
    Photo of 12966 Calderdale Avenue, Windermere, FL 34786 (MLS # O6306231)
    12966 Calderdale Avenue, Windermere, FL
    12966 Calderdale Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,010 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  4. Photo of 8031 Enchantment Drive #GE, Windermere, FL 34786 (MLS # O6304545)
    $400,000
    Photo of 8031 Enchantment Drive #GE, Windermere, FL 34786 (MLS # O6304545)
    Photo of 8031 Enchantment Drive #GE, Windermere, FL 34786 (MLS # O6304545)
    8031 Enchantment Drive #GE, Windermere, FL
    8031 Enchantment Drive #GE
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,826 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  5. Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6306029)
    $3,499,900
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6306029)
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6306029)
    5023 Sawyer Cove Way, Windermere, FL
    5023 Sawyer Cove Way
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 4,421 Home (sqft)
    • 6 Baths
    • 20,909 Lot (sqft)
  6. Photo of 9032 Tavolini Terrace, Windermere, FL 34786 (MLS # O6305981)
    $1,595,000
    Photo of 9032 Tavolini Terrace, Windermere, FL 34786 (MLS # O6305981)
    Photo of 9032 Tavolini Terrace, Windermere, FL 34786 (MLS # O6305981)
    9032 Tavolini Terrace, Windermere, FL
    9032 Tavolini Terrace
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 5,247 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  7. Photo of 13705 Summerport Village Parkway, Windermere, FL 34786 (MLS # O6305716)
    $2,850
    Photo of 13705 Summerport Village Parkway, Windermere, FL 34786 (MLS # O6305716)
    Photo of 13705 Summerport Village Parkway, Windermere, FL 34786 (MLS # O6305716)
    13705 Summerport Village Parkway, Windermere, FL
    13705 Summerport Village Parkway
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,632 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  8. Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6305690)
    $8,995
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6305690)
    Photo of 6533 Cartmel Lane, Windermere, FL 34786 (MLS # O6305690)
    6533 Cartmel Lane, Windermere, FL
    6533 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,751 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
  9. Photo of 8556 Bowden Way, Windermere, FL 34786 (MLS # O6305451)
    $7,500
    Photo of 8556 Bowden Way, Windermere, FL 34786 (MLS # O6305451)
    Photo of 8556 Bowden Way, Windermere, FL 34786 (MLS # O6305451)
    8556 Bowden Way, Windermere, FL
    8556 Bowden Way
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,717 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  10. Photo of 6808 Duncaster Street, Windermere, FL 34786 (MLS # G5096619)
    $2,750
    Photo of 6808 Duncaster Street, Windermere, FL 34786 (MLS # G5096619)
    Photo of 6808 Duncaster Street, Windermere, FL 34786 (MLS # G5096619)
    6808 Duncaster Street, Windermere, FL
    6808 Duncaster Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,094 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  11. Photo of 13272 Penshurst Lane, Windermere, FL 34786 (MLS # S5125967)
    $4,150
    Photo of 13272 Penshurst Lane, Windermere, FL 34786 (MLS # S5125967)
    Photo of 13272 Penshurst Lane, Windermere, FL 34786 (MLS # S5125967)
    13272 Penshurst Lane, Windermere, FL
    13272 Penshurst Lane
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,472 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  12. Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6305293)
    $12,000
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6305293)
    Photo of 5023 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6305293)
    5023 Sawyer Cove Way, Windermere, FL
    5023 Sawyer Cove Way
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 4,421 Home (sqft)
    • 6 Baths
    • 20,909 Lot (sqft)
  13. Photo of 12030 Waterstone Loop Drive, Windermere, FL 34786 (MLS # O6305035)
    $2,800,000
    Photo of 12030 Waterstone Loop Drive, Windermere, FL 34786 (MLS # O6305035)
    Photo of 12030 Waterstone Loop Drive, Windermere, FL 34786 (MLS # O6305035)
    12030 Waterstone Loop Drive, Windermere, FL
    12030 Waterstone Loop Drive
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 5,853 Home (sqft)
    • 6 Baths
    • 23,087 Lot (sqft)
  14. Photo of 7708 Moser Avenue, Windermere, FL 34786 (MLS # O6305106)
    $2,600
    Photo of 7708 Moser Avenue, Windermere, FL 34786 (MLS # O6305106)
    Photo of 7708 Moser Avenue, Windermere, FL 34786 (MLS # O6305106)
    7708 Moser Avenue, Windermere, FL
    7708 Moser Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,680 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  15. Photo of 311 E 8th Avenue, Windermere, FL 34786 (MLS # O6302814)
    $7,500
    Photo of 311 E 8th Avenue, Windermere, FL 34786 (MLS # O6302814)
    Photo of 311 E 8th Avenue, Windermere, FL 34786 (MLS # O6302814)
    311 E 8th Avenue, Windermere, FL
    311 E 8th Avenue
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,502 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  16. Photo of 10631 Village Lake Road, Windermere, FL 34786 (MLS # O6304748)
    $3,150
    Photo of 10631 Village Lake Road, Windermere, FL 34786 (MLS # O6304748)
    Photo of 10631 Village Lake Road, Windermere, FL 34786 (MLS # O6304748)
    10631 Village Lake Road, Windermere, FL
    10631 Village Lake Road
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 1,834 Home (sqft)
    • 4 Baths
    • 3,050 Lot (sqft)
  17. Photo of 8264 Maritime Flag Street #1425, Windermere, FL 34786 (MLS # S5125912)
    $2,100
    Photo of 8264 Maritime Flag Street #1425, Windermere, FL 34786 (MLS # S5125912)
    Photo of 8264 Maritime Flag Street #1425, Windermere, FL 34786 (MLS # S5125912)
    8264 Maritime Flag Street #1425, Windermere, FL
    8264 Maritime Flag Street #1425
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,332 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  18. Photo of 6350 Sedona Leaf Court, Windermere, FL 34786 (MLS # O6304873)
    $1,275,000
    Photo of 6350 Sedona Leaf Court, Windermere, FL 34786 (MLS # O6304873)
    Photo of 6350 Sedona Leaf Court, Windermere, FL 34786 (MLS # O6304873)
    6350 Sedona Leaf Court, Windermere, FL
    6350 Sedona Leaf Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,389 Home (sqft)
    • 3 Baths
    • 21,780 Lot (sqft)
  19. Photo of 11222 Rapallo Lane, Windermere, FL 34786 (MLS # NS1084768)
    $699,800
    Photo of 11222 Rapallo Lane, Windermere, FL 34786 (MLS # NS1084768)
    Photo of 11222 Rapallo Lane, Windermere, FL 34786 (MLS # NS1084768)
    11222 Rapallo Lane, Windermere, FL
    11222 Rapallo Lane
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,350 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  20. Photo of 5525 Isleworth Country Club Dr, Windermere, FL 34786 (MLS # O6304800)
    $14,250,000
    Photo of 5525 Isleworth Country Club Dr, Windermere, FL 34786 (MLS # O6304800)
    Photo of 5525 Isleworth Country Club Dr, Windermere, FL 34786 (MLS # O6304800)
    5525 Isleworth Country Club Dr, Windermere, FL
    5525 Isleworth Country Club Dr
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 9,511 Home (sqft)
    • 6 Baths
    • 1.02 Lot (ac)
  21. Photo of 4065 Isabella Circle, Windermere, FL 34786 (MLS # O6306145)
    $3,699,000
    Photo of 4065 Isabella Circle, Windermere, FL 34786 (MLS # O6306145)
    Photo of 4065 Isabella Circle, Windermere, FL 34786 (MLS # O6306145)
    4065 Isabella Circle, Windermere, FL
    4065 Isabella Circle
    Windermere, FL
    • 6 Beds
    • 8 Baths
    • 8,064 Home (sqft)
    • 8 Baths
    • 27,443 Lot (sqft)
  22. Photo of 11565 Mizzon Drive #828, Windermere, FL 34786 (MLS # O6305200)
    $2,400
    Photo of 11565 Mizzon Drive #828, Windermere, FL 34786 (MLS # O6305200)
    Photo of 11565 Mizzon Drive #828, Windermere, FL 34786 (MLS # O6305200)
    22
     
    11565 Mizzon Drive #828, Windermere, FL
    11565 Mizzon Drive #828
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,442 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  23. Photo of 12724 Bideford Avenue, Windermere, FL 34786 (MLS # O6303878)
    $645,000
    Photo of 12724 Bideford Avenue, Windermere, FL 34786 (MLS # O6303878)
    Photo of 12724 Bideford Avenue, Windermere, FL 34786 (MLS # O6303878)
    12724 Bideford Avenue, Windermere, FL
    12724 Bideford Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,072 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  24. Photo of 12936 Freeman Street, Windermere, FL 34786 (MLS # O6304188)
    $543,000
    Photo of 12936 Freeman Street, Windermere, FL 34786 (MLS # O6304188)
    Photo of 12936 Freeman Street, Windermere, FL 34786 (MLS # O6304188)
    12936 Freeman Street, Windermere, FL
    12936 Freeman Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,151 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  25. Photo of 7348 Yoder Street, Windermere, FL 34786 (MLS # O6304187)
    $399,900
    Photo of 7348 Yoder Street, Windermere, FL 34786 (MLS # O6304187)
    Photo of 7348 Yoder Street, Windermere, FL 34786 (MLS # O6304187)
    31
     
    7348 Yoder Street, Windermere, FL
    7348 Yoder Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,479 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  26. Photo of 1803 Glenbay Court, Windermere, FL 34786 (MLS # O6299135)
    $921,000
    Photo of 1803 Glenbay Court, Windermere, FL 34786 (MLS # O6299135)
    Photo of 1803 Glenbay Court, Windermere, FL 34786 (MLS # O6299135)
    1803 Glenbay Court, Windermere, FL
    1803 Glenbay Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,040 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  27. Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # S5125812)
    $995,000
    Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # S5125812)
    Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # S5125812)
    3328 Wax Berry Court, Windermere, FL
    3328 Wax Berry Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,636 Home (sqft)
    • 3 Baths
    • 43,560 Lot (sqft)
  28. Photo of 12751 Calderdale Avenue, Windermere, FL 34786 (MLS # O6302806)
    $509,998
    Photo of 12751 Calderdale Avenue, Windermere, FL 34786 (MLS # O6302806)
    Photo of 12751 Calderdale Avenue, Windermere, FL 34786 (MLS # O6302806)
    39
     
    12751 Calderdale Avenue, Windermere, FL
    12751 Calderdale Avenue
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,696 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  29. Photo of 12867 Woodmere Close Drive, Windermere, FL 34786 (MLS # S5125726)
    $686,000
    Photo of 12867 Woodmere Close Drive, Windermere, FL 34786 (MLS # S5125726)
    Photo of 12867 Woodmere Close Drive, Windermere, FL 34786 (MLS # S5125726)
    12867 Woodmere Close Drive, Windermere, FL
    12867 Woodmere Close Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,837 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  30. Photo of 11019 Kentmere Court, Windermere, FL 34786 (MLS # O6303131)
    $1,799,000
    Photo of 11019 Kentmere Court, Windermere, FL 34786 (MLS # O6303131)
    Photo of 11019 Kentmere Court, Windermere, FL 34786 (MLS # O6303131)
    11019 Kentmere Court, Windermere, FL
    11019 Kentmere Court
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,813 Home (sqft)
    • 4 Baths
    • 14,811 Lot (sqft)
Previous Page 5 of 12 Next
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 6/6/25 5:05 PM PDT.

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