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Real estate in the city of Windermere

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  1. No property photo available
    $1,149,000
    No property photo available
    No property photo available
    5232 Tildens Grove Boulevard, Windermere, FL
    5232 Tildens Grove Boulevard
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,079 Home (sqft)
    • 3 Baths
    • 31,364 Lot (sqft)
  2. No property photo available
    $5,300
    No property photo available
    No property photo available
    11445 Vicolo Loop, Windermere, FL
    11445 Vicolo Loop
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,144 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  3. No property photo available
    $570,000
    No property photo available
    No property photo available
    6266 Golden Dewdrop Trail, Windermere, FL
    6266 Golden Dewdrop Trail
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,984 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  4. No property photo available
    $409,900
    No property photo available
    No property photo available
    7752 Moser Avenue, Windermere, FL
    7752 Moser Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,644 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. No property photo available
    $725,000
    No property photo available
    No property photo available
    1220 Glenheather Drive, Windermere, FL
    1220 Glenheather Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,695 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  6. No property photo available
    $1,099,995
    No property photo available
    No property photo available
    9439 Westover Club Circle, Windermere, FL
    9439 Westover Club Circle
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,445 Home (sqft)
    • 5 Baths
    • 14,811 Lot (sqft)
  7. No property photo available
    $1,200,000
    No property photo available
    No property photo available
    3629 Lake Buynak Road, Windermere, FL
    3629 Lake Buynak Road
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,618 Home (sqft)
    • 4 Baths
    • 1.30 Lot (ac)
  8. No property photo available
    $689,900
    No property photo available
    No property photo available
    9473 Palm Tree Drive, Windermere, FL
    9473 Palm Tree Drive
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,084 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  9. No property photo available
    $345,000
    No property photo available
    No property photo available
    8259 Maritime Flag Street #4, Windermere, FL
    8259 Maritime Flag Street #4
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,460 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  10. Photo of 12508 Langstaff Drive, Windermere, FL 34786 (MLS # O6326543)
    $2,300
    Photo of 12508 Langstaff Drive, Windermere, FL 34786 (MLS # O6326543)
    Photo of 12508 Langstaff Drive, Windermere, FL 34786 (MLS # O6326543)
    12508 Langstaff Drive, Windermere, FL
    12508 Langstaff Drive
    Windermere, FL
    • 2 Beds
    • 3 Baths
    • 1,380 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  11. No property photo available
    $2,599,900
    No property photo available
    No property photo available
    436 E 7th Avenue, Windermere, FL
    436 E 7th Avenue
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 3,136 Home (sqft)
    • 5 Baths
    • 32,235 Lot (sqft)
  12. Photo of 8937 Matriarca Alley, Windermere, FL 34786 (MLS # O6329541)
    $2,775
    Photo of 8937 Matriarca Alley, Windermere, FL 34786 (MLS # O6329541)
    Photo of 8937 Matriarca Alley, Windermere, FL 34786 (MLS # O6329541)
    8937 Matriarca Alley, Windermere, FL
    8937 Matriarca Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,756 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  13. Photo of 8179 Maritime Flag Street #210, Windermere, FL 34786 (MLS # O6328716)
    $2,300
    Photo of 8179 Maritime Flag Street #210, Windermere, FL 34786 (MLS # O6328716)
    Photo of 8179 Maritime Flag Street #210, Windermere, FL 34786 (MLS # O6328716)
    8179 Maritime Flag Street #210, Windermere, FL
    8179 Maritime Flag Street #210
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,442 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  14. Photo of 1524 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6329319)
    $1,696,027
    Photo of 1524 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6329319)
    Photo of 1524 Lake Rhea Drive, Windermere, FL 34786 (MLS # O6329319)
    1524 Lake Rhea Drive, Windermere, FL
    1524 Lake Rhea Drive
    Windermere, FL
    • 7 Beds
    • 5 Baths
    • 4,940 Home (sqft)
    • 5 Baths
    • 12,197 Lot (sqft)
  15. Photo of 8855 Herencia Alley, Windermere, FL 34786 (MLS # O6329466)
    $2,600
    Photo of 8855 Herencia Alley, Windermere, FL 34786 (MLS # O6329466)
    Photo of 8855 Herencia Alley, Windermere, FL 34786 (MLS # O6329466)
    8855 Herencia Alley, Windermere, FL
    8855 Herencia Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,556 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  16. Photo of 8277 Maritime Flag Street #205, Windermere, FL 34786 (MLS # O6328453)
    $315,000
    Photo of 8277 Maritime Flag Street #205, Windermere, FL 34786 (MLS # O6328453)
    Photo of 8277 Maritime Flag Street #205, Windermere, FL 34786 (MLS # O6328453)
    8277 Maritime Flag Street #205, Windermere, FL
    8277 Maritime Flag Street #205
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,455 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  17. Photo of 6679 Duncaster Street, Windermere, FL 34786 (MLS # A4659606)
    $3,000
    Photo of 6679 Duncaster Street, Windermere, FL 34786 (MLS # A4659606)
    Photo of 6679 Duncaster Street, Windermere, FL 34786 (MLS # A4659606)
    6679 Duncaster Street, Windermere, FL
    6679 Duncaster Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,926 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  18. Photo of 8399 Bowden Way, Windermere, FL 34786 (MLS # O6329027)
    $7,000
    Photo of 8399 Bowden Way, Windermere, FL 34786 (MLS # O6329027)
    Photo of 8399 Bowden Way, Windermere, FL 34786 (MLS # O6329027)
    8399 Bowden Way, Windermere, FL
    8399 Bowden Way
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,851 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  19. Photo of 7321 Brightland Street, Windermere, FL 34786 (MLS # O6328924)
    $2,300
    Photo of 7321 Brightland Street, Windermere, FL 34786 (MLS # O6328924)
    Photo of 7321 Brightland Street, Windermere, FL 34786 (MLS # O6328924)
    7321 Brightland Street, Windermere, FL
    7321 Brightland Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,464 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  20. No property photo available
    $2,800
    No property photo available
    No property photo available
    8620 Wellington Blue Ln, Windermere, FL
    8620 Wellington Blue Ln
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,768 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  21. No property photo available
    $1,750,000
    No property photo available
    No property photo available
    5137 Tildens Grove Boulevard, Windermere, FL
    5137 Tildens Grove Boulevard
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 5,284 Home (sqft)
    • 5 Baths
    • 27,879 Lot (sqft)
  22. Photo of 12109 Silverlake Park Drive, Windermere, FL 34786 (MLS # O6328344)
    $484,000
    Photo of 12109 Silverlake Park Drive, Windermere, FL 34786 (MLS # O6328344)
    Photo of 12109 Silverlake Park Drive, Windermere, FL 34786 (MLS # O6328344)
    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)
  23. Photo of 6354 Swanson Street, Windermere, FL 34786 (MLS # O6327412)
    $3,995
    Photo of 6354 Swanson Street, Windermere, FL 34786 (MLS # O6327412)
    Photo of 6354 Swanson Street, Windermere, FL 34786 (MLS # O6327412)
    24
     
    6354 Swanson Street, Windermere, FL
    6354 Swanson Street
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,370 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  24. Photo of 6830 Mapperton Drive, Windermere, FL 34786 (MLS # O6328202)
    $540,000
    Photo of 6830 Mapperton Drive, Windermere, FL 34786 (MLS # O6328202)
    Photo of 6830 Mapperton Drive, Windermere, FL 34786 (MLS # O6328202)
    6830 Mapperton Drive, Windermere, FL
    6830 Mapperton Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,230 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  25. Photo of 13315 Gorgona Isle Drive, Windermere, FL 34786 (MLS # TB8408122)
    $2,550
    Photo of 13315 Gorgona Isle Drive, Windermere, FL 34786 (MLS # TB8408122)
    Photo of 13315 Gorgona Isle Drive, Windermere, FL 34786 (MLS # TB8408122)
    13315 Gorgona Isle Drive, Windermere, FL
    13315 Gorgona Isle Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,556 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  26. Photo of 8575 Lookout Pointe Drive, Windermere, FL 34786 (MLS # O6318359)
    $550,000
    Photo of 8575 Lookout Pointe Drive, Windermere, FL 34786 (MLS # O6318359)
    Photo of 8575 Lookout Pointe Drive, Windermere, FL 34786 (MLS # O6318359)
    8575 Lookout Pointe Drive, Windermere, FL
    8575 Lookout Pointe Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,154 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  27. Photo of Windermere, FL 34786 (MLS # O6328070)
    $2,950
    Photo of Windermere, FL 34786 (MLS # O6328070)
    Photo of Windermere, FL 34786 (MLS # O6328070)
    MLS # O6328070, Windermere, FL
    MLS # O6328070
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,028 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
  28. Photo of 2024 Stillwood Place, Windermere, FL 34786 (MLS # O6327216)
    $3,750
    Photo of 2024 Stillwood Place, Windermere, FL 34786 (MLS # O6327216)
    Photo of 2024 Stillwood Place, Windermere, FL 34786 (MLS # O6327216)
    2024 Stillwood Place, Windermere, FL
    2024 Stillwood Place
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,088 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  29. Photo of 11520 Via Lucerna Circle, Windermere, FL 34786 (MLS # O6326550)
    $630,000
    Photo of 11520 Via Lucerna Circle, Windermere, FL 34786 (MLS # O6326550)
    Photo of 11520 Via Lucerna Circle, Windermere, FL 34786 (MLS # O6326550)
    11520 Via Lucerna Circle, Windermere, FL
    11520 Via Lucerna Circle
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,505 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  30. Photo of 13254 Penshurst Lane, Windermere, FL 34786 (MLS # O6327286)
    $799,000
    Photo of 13254 Penshurst Lane, Windermere, FL 34786 (MLS # O6327286)
    Photo of 13254 Penshurst Lane, Windermere, FL 34786 (MLS # O6327286)
    13254 Penshurst Lane, Windermere, FL
    13254 Penshurst Lane
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,720 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
Previous Page 1 of 13 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 7/25/25 4:41 PM PDT.

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