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Real estate in the city of Windermere

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  1. Photo of 8638 Brookvale Drive, Windermere, FL 34786 (MLS # O6360958)
    $395,000
    Photo of 8638 Brookvale Drive, Windermere, FL 34786 (MLS # O6360958)
    Photo of 8638 Brookvale Drive, Windermere, FL 34786 (MLS # O6360958)
    4
     
    8638 Brookvale Drive, Windermere, FL
    8638 Brookvale Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,520 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  2. Photo of 6288 Blakeford Drive, Windermere, FL 34786 (MLS # O6361679)
    $2,600,000
    Photo of 6288 Blakeford Drive, Windermere, FL 34786 (MLS # O6361679)
    Photo of 6288 Blakeford Drive, Windermere, FL 34786 (MLS # O6361679)
    6288 Blakeford Drive, Windermere, FL
    6288 Blakeford Drive
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,366 Home (sqft)
    • 7 Baths
    • 18,296 Lot (sqft)
  3. Photo of 11618 Vinci Drive, Windermere, FL 34786 (MLS # O6359990)
    $4,950,000
    Photo of 11618 Vinci Drive, Windermere, FL 34786 (MLS # O6359990)
    Photo of 11618 Vinci Drive, Windermere, FL 34786 (MLS # O6359990)
    11618 Vinci Drive, Windermere, FL
    11618 Vinci Drive
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 6,188 Home (sqft)
    • 7 Baths
    • 1.16 Lot (ac)
  4. Photo of 4415 Blue Major Drive, Windermere, FL 34786 (MLS # O6359496)
    $815,000
    Photo of 4415 Blue Major Drive, Windermere, FL 34786 (MLS # O6359496)
    Photo of 4415 Blue Major Drive, Windermere, FL 34786 (MLS # O6359496)
    4415 Blue Major Drive, Windermere, FL
    4415 Blue Major Drive
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 3,211 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  5. Photo of 9575 Westover Roberts Road, Windermere, FL 34786 (MLS # O6357873)
    $4,925,000
    Photo of 9575 Westover Roberts Road, Windermere, FL 34786 (MLS # O6357873)
    Photo of 9575 Westover Roberts Road, Windermere, FL 34786 (MLS # O6357873)
    9575 Westover Roberts Road, Windermere, FL
    9575 Westover Roberts Road
    Windermere, FL
    • 7 Beds
    • 8 Baths
    • 8,931 Home (sqft)
    • 8 Baths
    • 5.44 Lot (ac)
  6. Photo of 6149 Grosvenor Shore Dr, Windermere, FL 34786 (MLS # O6356355)
    $9,999,000
    Photo of 6149 Grosvenor Shore Dr, Windermere, FL 34786 (MLS # O6356355)
    Photo of 6149 Grosvenor Shore Dr, Windermere, FL 34786 (MLS # O6356355)
    6149 Grosvenor Shore Dr, Windermere, FL
    6149 Grosvenor Shore Dr
    Windermere, FL
    • 6 Beds
    • 8 Baths
    • 6,783 Home (sqft)
    • 8 Baths
    • 2.65 Lot (ac)
  7. Photo of 2 Chase Road, Windermere, FL 34786 (MLS # O6345181)
    $625,000
    Photo of 2 Chase Road, Windermere, FL 34786 (MLS # O6345181)
    Photo of 2 Chase Road, Windermere, FL 34786 (MLS # O6345181)
    1
     
    2 Chase Road, Windermere, FL
    2 Chase Road
    Windermere, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 19,167 Lot (sqft)
  8. Photo of 12132 Montalcino Circle, Windermere, FL 34786 (MLS # O6319854)
    $3,950,000
    Photo of 12132 Montalcino Circle, Windermere, FL 34786 (MLS # O6319854)
    Photo of 12132 Montalcino Circle, Windermere, FL 34786 (MLS # O6319854)
    12132 Montalcino Circle, Windermere, FL
    12132 Montalcino Circle
    Windermere, FL
    • 6 Beds
    • 7 Baths
    • 5,709 Home (sqft)
    • 7 Baths
    • 36,155 Lot (sqft)
  9. Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # G5104075)
    $769,900
    Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # G5104075)
    Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # G5104075)
    6615 Helmsley Circle, Windermere, FL
    6615 Helmsley Circle
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,390 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  10. Photo of 2958 Marquesas Court, Windermere, FL 34786 (MLS # O6357302)
    $1,885,000
    Photo of 2958 Marquesas Court, Windermere, FL 34786 (MLS # O6357302)
    Photo of 2958 Marquesas Court, Windermere, FL 34786 (MLS # O6357302)
    2958 Marquesas Court, Windermere, FL
    2958 Marquesas Court
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 4,716 Home (sqft)
    • 5 Baths
    • 1.10 Lot (ac)
  11. Photo of 11714 Delwick Drive, Windermere, FL 34786 (MLS # O6356567)
    $850,000
    Photo of 11714 Delwick Drive, Windermere, FL 34786 (MLS # O6356567)
    Photo of 11714 Delwick Drive, Windermere, FL 34786 (MLS # O6356567)
    11714 Delwick Drive, Windermere, FL
    11714 Delwick Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,764 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  12. Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # O6355868)
    $925,000
    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)
  13. Photo of 4226 Downeast Lane, Windermere, FL 34786 (MLS # O6355233)
    $10,500,000
    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)
  14. Photo of 11450 Arborside Bend Way, Windermere, FL 34786 (MLS # O6354816)
    $749,901
    Photo of 11450 Arborside Bend Way, Windermere, FL 34786 (MLS # O6354816)
    Photo of 11450 Arborside Bend Way, Windermere, FL 34786 (MLS # O6354816)
    11450 Arborside Bend Way, Windermere, FL
    11450 Arborside Bend Way
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,622 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  15. Photo of 11636 Water Run Alley, Windermere, FL 34786 (MLS # S5136888)
    $425,000
    Photo of 11636 Water Run Alley, Windermere, FL 34786 (MLS # S5136888)
    Photo of 11636 Water Run Alley, Windermere, FL 34786 (MLS # S5136888)
    11636 Water Run Alley, Windermere, FL
    11636 Water Run Alley
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,584 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  16. Photo of 11162 Ledgement Lane, Windermere, FL 34786 (MLS # O6346461)
    $995,000
    Photo of 11162 Ledgement Lane, Windermere, FL 34786 (MLS # O6346461)
    Photo of 11162 Ledgement Lane, Windermere, FL 34786 (MLS # O6346461)
    11162 Ledgement Lane, Windermere, FL
    11162 Ledgement Lane
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,248 Home (sqft)
    • 4 Baths
    • 14,375 Lot (sqft)
  17. Photo of 1361 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6352069)
    $1,200,000
    Photo of 1361 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6352069)
    Photo of 1361 Whitney Isles Drive, Windermere, FL 34786 (MLS # O6352069)
    1361 Whitney Isles Drive, Windermere, FL
    1361 Whitney Isles Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,787 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)
  18. Photo of 6712 Thornhill Circle, Windermere, FL 34786 (MLS # O6351284)
    $680,000
    Photo of 6712 Thornhill Circle, Windermere, FL 34786 (MLS # O6351284)
    Photo of 6712 Thornhill Circle, Windermere, FL 34786 (MLS # O6351284)
    6712 Thornhill Circle, Windermere, FL
    6712 Thornhill Circle
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 2,976 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  19. Photo of 12213 Park Avenue, Windermere, FL 34786 (MLS # O6351906)
    $3,000,000
    Photo of 12213 Park Avenue, Windermere, FL 34786 (MLS # O6351906)
    Photo of 12213 Park Avenue, Windermere, FL 34786 (MLS # O6351906)
    12213 Park Avenue, Windermere, FL
    12213 Park Avenue
    Windermere, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.02 Lot (ac)
  20. Photo of 13718 Beckman Drive, Windermere, FL 34786 (MLS # S5136490)
    $2,750
    Photo of 13718 Beckman Drive, Windermere, FL 34786 (MLS # S5136490)
    Photo of 13718 Beckman Drive, Windermere, FL 34786 (MLS # S5136490)
    13718 Beckman Drive, Windermere, FL
    13718 Beckman Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,912 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  21. Photo of 5024 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6348086)
    $3,499,000
    Photo of 5024 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6348086)
    Photo of 5024 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6348086)
    5024 Sawyer Cove Way, Windermere, FL
    5024 Sawyer Cove Way
    Windermere, FL
    • 5 Beds
    • 7 Baths
    • 5,501 Home (sqft)
    • 7 Baths
    • 31,799 Lot (sqft)
  22. Photo of 5243 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6348067)
    $5,100,000
    Photo of 5243 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6348067)
    Photo of 5243 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6348067)
    5243 Isleworth Country Club Drive, Windermere, FL
    5243 Isleworth Country Club Drive
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 6,424 Home (sqft)
    • 6 Baths
    • 22,216 Lot (sqft)
  23. Photo of 2844 Marquesas Court, Windermere, FL 34786 (MLS # O6350786)
    $3,700,000
    Photo of 2844 Marquesas Court, Windermere, FL 34786 (MLS # O6350786)
    Photo of 2844 Marquesas Court, Windermere, FL 34786 (MLS # O6350786)
    2844 Marquesas Court, Windermere, FL
    2844 Marquesas Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 5,365 Home (sqft)
    • 3 Baths
    • 1.35 Lot (ac)
  24. Photo of 436 E 7th Avenue, Windermere, FL 34786 (MLS # O6350454)
    $2,175,000
    Photo of 436 E 7th Avenue, Windermere, FL 34786 (MLS # O6350454)
    Photo of 436 E 7th Avenue, Windermere, FL 34786 (MLS # O6350454)
    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)
  25. Photo of 9802 6th Street, Windermere, FL 34786 (MLS # O6349678)
    $575,000
    Photo of 9802 6th Street, Windermere, FL 34786 (MLS # O6349678)
    Photo of 9802 6th Street, Windermere, FL 34786 (MLS # O6349678)
    1
     
    9802 6th Street, Windermere, FL
    9802 6th Street
    Windermere, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 20,474 Lot (sqft)
  26. Photo of 8724 Peachtree Park Court, Windermere, FL 34786 (MLS # S5135795)
    $850,000
    Photo of 8724 Peachtree Park Court, Windermere, FL 34786 (MLS # S5135795)
    Photo of 8724 Peachtree Park Court, Windermere, FL 34786 (MLS # S5135795)
    8724 Peachtree Park Court, Windermere, FL
    8724 Peachtree Park Court
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,315 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
  27. Photo of 17538 Black Rail Street, Windermere, FL 34786 (MLS # O6349325)
    $1,480,000
    Photo of 17538 Black Rail Street, Windermere, FL 34786 (MLS # O6349325)
    Photo of 17538 Black Rail Street, Windermere, FL 34786 (MLS # O6349325)
    17538 Black Rail Street, Windermere, FL
    17538 Black Rail Street
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,522 Home (sqft)
    • 5 Baths
    • 9,148 Lot (sqft)
  28. Photo of Quail Cove Court, Windermere, FL 34786 (MLS # O6349414)
    $699,000
    Photo of Quail Cove Court, Windermere, FL 34786 (MLS # O6349414)
    Photo of Quail Cove Court, Windermere, FL 34786 (MLS # O6349414)
    Quail Cove Court, Windermere, FL
    Quail Cove Court
    Windermere, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 1.44 Lot (ac)
  29. Photo of 13106 Orange Isle Drive, Windermere, FL 34786 (MLS # O6348003)
    $4,200
    Photo of 13106 Orange Isle Drive, Windermere, FL 34786 (MLS # O6348003)
    Photo of 13106 Orange Isle Drive, Windermere, FL 34786 (MLS # O6348003)
    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)
  30. Photo of 13420 Bonica Way, Windermere, FL 34786 (MLS # O6347722)
    $1,875,000
    Photo of 13420 Bonica Way, Windermere, FL 34786 (MLS # O6347722)
    Photo of 13420 Bonica Way, Windermere, FL 34786 (MLS # O6347722)
    13420 Bonica Way, Windermere, FL
    13420 Bonica Way
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 4,489 Home (sqft)
    • 4 Baths
    • 22,652 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 4/8/26 12:00 PM PDT.

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