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Real estate in the city of Windermere

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  1. Photo of 11486 Misty Oak Alley, Windermere, FL 34786 (MLS # S5148331)
    $549,000
    Photo of 11486 Misty Oak Alley, Windermere, FL 34786 (MLS # S5148331)
    Photo of 11486 Misty Oak Alley, Windermere, FL 34786 (MLS # S5148331)
    11486 Misty Oak Alley, Windermere, FL
    11486 Misty Oak Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,950 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  2. Photo of 7668 Billingham Street, Windermere, FL 34786 (MLS # O6400919)
    $2,500
    Photo of 7668 Billingham Street, Windermere, FL 34786 (MLS # O6400919)
    Photo of 7668 Billingham Street, Windermere, FL 34786 (MLS # O6400919)
    7668 Billingham Street, Windermere, FL
    7668 Billingham Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,510 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  3. Photo of 9237 Mcdavid Court, Windermere, FL 34786 (MLS # O6400909)
    $4,400
    Photo of 9237 Mcdavid Court, Windermere, FL 34786 (MLS # O6400909)
    Photo of 9237 Mcdavid Court, Windermere, FL 34786 (MLS # O6400909)
    9237 Mcdavid Court, Windermere, FL
    9237 Mcdavid Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,269 Home (sqft)
    • 3 Baths
    • 1.01 Lot (ac)
  4. Photo of 4906 Aviva Garden Court, Windermere, FL 34786 (MLS # O6400218)
    $4,690,000
    Photo of 4906 Aviva Garden Court, Windermere, FL 34786 (MLS # O6400218)
    Photo of 4906 Aviva Garden Court, Windermere, FL 34786 (MLS # O6400218)
    4906 Aviva Garden Court, Windermere, FL
    4906 Aviva Garden Court
    Windermere, FL
    • 3 Beds
    • 5 Baths
    • 6,236 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  5. Photo of 9011 Pinnacle Circle, Windermere, FL 34786 (MLS # O6400872)
    $2,250,000
    Photo of 9011 Pinnacle Circle, Windermere, FL 34786 (MLS # O6400872)
    Photo of 9011 Pinnacle Circle, Windermere, FL 34786 (MLS # O6400872)
    9011 Pinnacle Circle, Windermere, FL
    9011 Pinnacle Circle
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 6,546 Home (sqft)
    • 5 Baths
    • 1.21 Lot (ac)
  6. Photo of 12654 Langstaff Drive, Windermere, FL 34786 (MLS # S5148253)
    $2,150
    Photo of 12654 Langstaff Drive, Windermere, FL 34786 (MLS # S5148253)
    Photo of 12654 Langstaff Drive, Windermere, FL 34786 (MLS # S5148253)
    12654 Langstaff Drive, Windermere, FL
    12654 Langstaff Drive
    Windermere, FL
    • 2 Beds
    • 3 Baths
    • 1,200 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  7. Photo of 9648 Weatherstone Court, Windermere, FL 34786 (MLS # O6400680)
    $2,500,000
    Photo of 9648 Weatherstone Court, Windermere, FL 34786 (MLS # O6400680)
    Photo of 9648 Weatherstone Court, Windermere, FL 34786 (MLS # O6400680)
    9648 Weatherstone Court, Windermere, FL
    9648 Weatherstone Court
    Windermere, FL
    • 6 Beds
    • 4 Baths
    • 4,482 Home (sqft)
    • 4 Baths
    • 4.47 Lot (ac)
  8. Photo of 6036 Greatwater Dr, Windermere, FL 34786 (MLS # O6400277)
    $1,999,999
    Photo of 6036 Greatwater Dr, Windermere, FL 34786 (MLS # O6400277)
    Photo of 6036 Greatwater Dr, Windermere, FL 34786 (MLS # O6400277)
    6036 Greatwater Dr, Windermere, FL
    6036 Greatwater Dr
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,013 Home (sqft)
    • 5 Baths
    • 19,602 Lot (sqft)
  9. Photo of 9621 Windy Ridge Road, Windermere, FL 34786 (MLS # O6400740)
    $13,550,000
    Photo of 9621 Windy Ridge Road, Windermere, FL 34786 (MLS # O6400740)
    Photo of 9621 Windy Ridge Road, Windermere, FL 34786 (MLS # O6400740)
    9621 Windy Ridge Road, Windermere, FL
    9621 Windy Ridge Road
    Windermere, FL
    • 9 Beds
    • 16 Baths
    • 20,445 Home (sqft)
    • 16 Baths
    • 2.50 Lot (ac)
  10. Photo of 13932 Florigold Drive, Windermere, FL 34786 (MLS # O6399812)
    $1,189,000
    Photo of 13932 Florigold Drive, Windermere, FL 34786 (MLS # O6399812)
    Photo of 13932 Florigold Drive, Windermere, FL 34786 (MLS # O6399812)
    13932 Florigold Drive, Windermere, FL
    13932 Florigold Drive
    Windermere, FL
    • 6 Beds
    • 4 Baths
    • 3,577 Home (sqft)
    • 4 Baths
    • 15,682 Lot (sqft)
  11. Photo of 11051 Hawkshead Court, Windermere, FL 34786 (MLS # O6400963)
    $1,895,000
    Photo of 11051 Hawkshead Court, Windermere, FL 34786 (MLS # O6400963)
    Photo of 11051 Hawkshead Court, Windermere, FL 34786 (MLS # O6400963)
    11051 Hawkshead Court, Windermere, FL
    11051 Hawkshead Court
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 3,728 Home (sqft)
    • 6 Baths
    • 20,038 Lot (sqft)
  12. Photo of 801 W 2nd Avenue, Windermere, FL 34786 (MLS # O6400337)
    $15,999
    Photo of 801 W 2nd Avenue, Windermere, FL 34786 (MLS # O6400337)
    Photo of 801 W 2nd Avenue, Windermere, FL 34786 (MLS # O6400337)
    801 W 2nd Avenue, Windermere, FL
    801 W 2nd Avenue
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,639 Home (sqft)
    • 7 Baths
    • 16,989 Lot (sqft)
  13. Photo of 12210 Langstaff Drive, Windermere, FL 34786 (MLS # O6400117)
    $385,000
    Photo of 12210 Langstaff Drive, Windermere, FL 34786 (MLS # O6400117)
    Photo of 12210 Langstaff Drive, Windermere, FL 34786 (MLS # O6400117)
    12210 Langstaff Drive, Windermere, FL
    12210 Langstaff Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,480 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  14. Photo of 2219 Ridgewind Way, Windermere, FL 34786 (MLS # O6400508)
    $1,349,000
    Photo of 2219 Ridgewind Way, Windermere, FL 34786 (MLS # O6400508)
    Photo of 2219 Ridgewind Way, Windermere, FL 34786 (MLS # O6400508)
    45
     
    2219 Ridgewind Way, Windermere, FL
    2219 Ridgewind Way
    Windermere, FL
    • 6 Beds
    • 4 Baths
    • 3,364 Home (sqft)
    • 4 Baths
    • 27,443 Lot (sqft)
  15. Photo of 12411 Montalcino Circle, Windermere, FL 34786 (MLS # O6400067)
    $1,550,000
    Photo of 12411 Montalcino Circle, Windermere, FL 34786 (MLS # O6400067)
    Photo of 12411 Montalcino Circle, Windermere, FL 34786 (MLS # O6400067)
    12411 Montalcino Circle, Windermere, FL
    12411 Montalcino Circle
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 3,399 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  16. Photo of 11449 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6399319)
    $1,730,000
    Photo of 11449 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6399319)
    Photo of 11449 Lake Butler Boulevard, Windermere, FL 34786 (MLS # O6399319)
    11449 Lake Butler Boulevard, Windermere, FL
    11449 Lake Butler Boulevard
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,648 Home (sqft)
    • 5 Baths
    • 43,560 Lot (sqft)
  17. Photo of 4029 Isabella Circle, Windermere, FL 34786 (MLS # O6400064)
    $3,299,000
    Photo of 4029 Isabella Circle, Windermere, FL 34786 (MLS # O6400064)
    Photo of 4029 Isabella Circle, Windermere, FL 34786 (MLS # O6400064)
    4029 Isabella Circle, Windermere, FL
    4029 Isabella Circle
    Windermere, FL
    • 6 Beds
    • 8 Baths
    • 7,217 Home (sqft)
    • 8 Baths
    • 37,026 Lot (sqft)
  18. Photo of 12718 Windermere Isles Place, Windermere, FL 34786 (MLS # O6399958)
    $1,490,000
    Photo of 12718 Windermere Isles Place, Windermere, FL 34786 (MLS # O6399958)
    Photo of 12718 Windermere Isles Place, Windermere, FL 34786 (MLS # O6399958)
    12718 Windermere Isles Place, Windermere, FL
    12718 Windermere Isles Place
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,487 Home (sqft)
    • 4 Baths
    • 40,511 Lot (sqft)
  19. Photo of 2068 Roberts Point Drive, Windermere, FL 34786 (MLS # O6397543)
    $2,350,000
    Photo of 2068 Roberts Point Drive, Windermere, FL 34786 (MLS # O6397543)
    Photo of 2068 Roberts Point Drive, Windermere, FL 34786 (MLS # O6397543)
    2068 Roberts Point Drive, Windermere, FL
    2068 Roberts Point Drive
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 4,876 Home (sqft)
    • 4 Baths
    • 1.04 Lot (ac)
  20. Photo of 5825 Oxford Moor Boulevard, Windermere, FL 34786 (MLS # O6399697)
    $1,500,000
    Photo of 5825 Oxford Moor Boulevard, Windermere, FL 34786 (MLS # O6399697)
    Photo of 5825 Oxford Moor Boulevard, Windermere, FL 34786 (MLS # O6399697)
    5825 Oxford Moor Boulevard, Windermere, FL
    5825 Oxford Moor Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 4,319 Home (sqft)
    • 4 Baths
    • 31,799 Lot (sqft)
  21. Photo of 9663 Gotha Road, Windermere, FL 34786 (MLS # O6399130)
    $1,400,000
    Photo of 9663 Gotha Road, Windermere, FL 34786 (MLS # O6399130)
    Photo of 9663 Gotha Road, Windermere, FL 34786 (MLS # O6399130)
    100
     
     
    9663 Gotha Road, Windermere, FL
    9663 Gotha Road
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,731 Home (sqft)
    • 4 Baths
    • 23,958 Lot (sqft)
  22. Photo of 8179 Maritime Flag Street #101, Windermere, FL 34786 (MLS # O6399551)
    $330,000
    Photo of 8179 Maritime Flag Street #101, Windermere, FL 34786 (MLS # O6399551)
    Photo of 8179 Maritime Flag Street #101, Windermere, FL 34786 (MLS # O6399551)
    34
     
    8179 Maritime Flag Street #101, Windermere, FL
    8179 Maritime Flag Street #101
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,442 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  23. Photo of 9011 Chapman Oak Court, Windermere, FL 34786 (MLS # S5148031)
    $649,000
    Photo of 9011 Chapman Oak Court, Windermere, FL 34786 (MLS # S5148031)
    Photo of 9011 Chapman Oak Court, Windermere, FL 34786 (MLS # S5148031)
    9011 Chapman Oak Court, Windermere, FL
    9011 Chapman Oak Court
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,050 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  24. Photo of 8796 Peachtree Park Court, Windermere, FL 34786 (MLS # O6399023)
    $979,999
    Photo of 8796 Peachtree Park Court, Windermere, FL 34786 (MLS # O6399023)
    Photo of 8796 Peachtree Park Court, Windermere, FL 34786 (MLS # O6399023)
    8796 Peachtree Park Court, Windermere, FL
    8796 Peachtree Park Court
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,299 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  25. Photo of 12488 Park Avenue, Windermere, FL 34786 (MLS # O6395291)
    $15,500,000
    Photo of 12488 Park Avenue, Windermere, FL 34786 (MLS # O6395291)
    Photo of 12488 Park Avenue, Windermere, FL 34786 (MLS # O6395291)
    12488 Park Avenue, Windermere, FL
    12488 Park Avenue
    Windermere, FL
    • 10 Beds
    • 17 Baths
    • 13,425 Home (sqft)
    • 17 Baths
    • 2.75 Lot (ac)
  26. Photo of 1925 Breezy Hill Drive Windermere Florida 34786, Windermere, FL 34786 (MLS # O6398784)
    $880,000
    Photo of 1925 Breezy Hill Drive Windermere Florida 34786, Windermere, FL 34786 (MLS # O6398784)
    Photo of 1925 Breezy Hill Drive Windermere Florida 34786, Windermere, FL 34786 (MLS # O6398784)
    1925 Breezy Hill Drive Windermere Florida 34786, Windermere, FL
    1925 Breezy Hill Drive Windermere Florida 34786
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 3,063 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  27. Photo of 6315 Clearmeadow Court, Windermere, FL 34786 (MLS # O6398505)
    $618,000
    Photo of 6315 Clearmeadow Court, Windermere, FL 34786 (MLS # O6398505)
    Photo of 6315 Clearmeadow Court, Windermere, FL 34786 (MLS # O6398505)
    6315 Clearmeadow Court, Windermere, FL
    6315 Clearmeadow Court
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,077 Home (sqft)
    • 2 Baths
    • 18,296 Lot (sqft)
  28. Photo of 6857 Valhalla Way, Windermere, FL 34786 (MLS # S5147781)
    $3,700,000
    Photo of 6857 Valhalla Way, Windermere, FL 34786 (MLS # S5147781)
    Photo of 6857 Valhalla Way, Windermere, FL 34786 (MLS # S5147781)
    6857 Valhalla Way, Windermere, FL
    6857 Valhalla Way
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 7,153 Home (sqft)
    • 7 Baths
    • 21,780 Lot (sqft)
  29. Photo of 12335 Cruxbury Drive, Windermere, FL 34786 (MLS # O6398750)
    $2,500
    Photo of 12335 Cruxbury Drive, Windermere, FL 34786 (MLS # O6398750)
    Photo of 12335 Cruxbury Drive, Windermere, FL 34786 (MLS # O6398750)
    12335 Cruxbury Drive, Windermere, FL
    12335 Cruxbury Drive
    Windermere, FL
    • 2 Beds
    • 3 Baths
    • 1,510 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  30. Photo of 11226 Macaw Court, Windermere, FL 34786 (MLS # O6393210)
    $1,825,000
    Photo of 11226 Macaw Court, Windermere, FL 34786 (MLS # O6393210)
    Photo of 11226 Macaw Court, Windermere, FL 34786 (MLS # O6393210)
    11226 Macaw Court, Windermere, FL
    11226 Macaw Court
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,549 Home (sqft)
    • 5 Baths
    • 14,375 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 4/30/26 8:09 AM PDT.

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