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Real estate in the city of Windermere

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  1. Photo of 11438 Arborside Bend Way, Windermere, FL 34786 (MLS # S5137869)
    $649,000
    Photo of 11438 Arborside Bend Way, Windermere, FL 34786 (MLS # S5137869)
    Photo of 11438 Arborside Bend Way, Windermere, FL 34786 (MLS # S5137869)
    11438 Arborside Bend Way, Windermere, FL
    11438 Arborside Bend Way
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,019 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  2. Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # G5104075)
    $799,900
    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)
  3. Photo of 14284 Desert Haven Street #806, Windermere, FL 34786 (MLS # O6357673)
    $2,450
    Photo of 14284 Desert Haven Street #806, Windermere, FL 34786 (MLS # O6357673)
    Photo of 14284 Desert Haven Street #806, Windermere, FL 34786 (MLS # O6357673)
    14284 Desert Haven Street #806, Windermere, FL
    14284 Desert Haven Street #806
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,840 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  4. 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)
  5. Photo of 8265 Maritime Flag Street #101, Windermere, FL 34786 (MLS # O6357575)
    $2,250
    Photo of 8265 Maritime Flag Street #101, Windermere, FL 34786 (MLS # O6357575)
    Photo of 8265 Maritime Flag Street #101, Windermere, FL 34786 (MLS # O6357575)
    8265 Maritime Flag Street #101, Windermere, FL
    8265 Maritime Flag Street #101
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,644 Home (sqft)
    • 3 Baths
    • 872 Lot (sqft)
  6. Photo of 6626 Bridgewater Village Road, Windermere, FL 34786 (MLS # O6349184)
    $600,000
    Photo of 6626 Bridgewater Village Road, Windermere, FL 34786 (MLS # O6349184)
    Photo of 6626 Bridgewater Village Road, Windermere, FL 34786 (MLS # O6349184)
    6626 Bridgewater Village Road, Windermere, FL
    6626 Bridgewater Village Road
    Windermere, FL
    • 3 Beds
    • 4 Baths
    • 2,720 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  7. Photo of 6507 Rosella Court, Windermere, FL 34786 (MLS # O6353035)
    $7,400,000
    Photo of 6507 Rosella Court, Windermere, FL 34786 (MLS # O6353035)
    Photo of 6507 Rosella Court, Windermere, FL 34786 (MLS # O6353035)
    6507 Rosella Court, Windermere, FL
    6507 Rosella Court
    Windermere, FL
    • 7 Beds
    • 8 Baths
    • 10,485 Home (sqft)
    • 8 Baths
    • 2.19 Lot (ac)
  8. 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)
  9. Photo of 6047 Blakeford Drive, Windermere, FL 34786 (MLS # O6355716)
    $1,949,000
    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)
  10. Photo of 3328 Wax Berry Court, Windermere, FL 34786 (MLS # O6355868)
    $950,000
    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)
  11. Photo of 8174 Enchantment Drive #1601, Windermere, FL 34786 (MLS # O6355768)
    $2,800
    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)
  12. Photo of 8375 Bowden Way, Windermere, FL 34786 (MLS # S5137385)
    $1,390,000
    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)
  13. Photo of 4226 Downeast Lane, Windermere, FL 34786 (MLS # O6355233)
    $11,800,000
    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)
  14. Photo of 5426 Gemgold Court, Windermere, FL 34786 (MLS # O6354639)
    $3,950
    Photo of 5426 Gemgold Court, Windermere, FL 34786 (MLS # O6354639)
    Photo of 5426 Gemgold Court, Windermere, FL 34786 (MLS # O6354639)
    5426 Gemgold Court, Windermere, FL
    5426 Gemgold Court
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,648 Home (sqft)
    • 3 Baths
    • 35,284 Lot (sqft)
  15. Photo of 11450 Arborside Bend Way, Windermere, FL 34786 (MLS # O6354816)
    $749,900
    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)
  16. Photo of 8533 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6354672)
    $580,000
    Photo of 8533 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6354672)
    Photo of 8533 Greenbank Boulevard, Windermere, FL 34786 (MLS # O6354672)
    8533 Greenbank Boulevard, Windermere, FL
    8533 Greenbank Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,551 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  17. Photo of 6846 Helmsley Circle, Windermere, FL 34786 (MLS # O6342692)
    $625,000
    Photo of 6846 Helmsley Circle, Windermere, FL 34786 (MLS # O6342692)
    Photo of 6846 Helmsley Circle, Windermere, FL 34786 (MLS # O6342692)
    6846 Helmsley Circle, Windermere, FL
    6846 Helmsley Circle
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 2,555 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  18. Photo of 13225 Charfield Street, Windermere, FL 34786 (MLS # O6354078)
    $5,100
    Photo of 13225 Charfield Street, Windermere, FL 34786 (MLS # O6354078)
    Photo of 13225 Charfield Street, Windermere, FL 34786 (MLS # O6354078)
    13225 Charfield Street, Windermere, FL
    13225 Charfield Street
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 2,628 Home (sqft)
    • 5 Baths
    • 6,099 Lot (sqft)
  19. Photo of 7711 Fairgrove Avenue, Windermere, FL 34786 (MLS # O6352360)
    $384,900
    Photo of 7711 Fairgrove Avenue, Windermere, FL 34786 (MLS # O6352360)
    Photo of 7711 Fairgrove Avenue, Windermere, FL 34786 (MLS # O6352360)
    7711 Fairgrove Avenue, Windermere, FL
    7711 Fairgrove Avenue
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,680 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  20. Photo of 9106 Panzani Place, Windermere, FL 34786 (MLS # O6353426)
    $890,000
    Photo of 9106 Panzani Place, Windermere, FL 34786 (MLS # O6353426)
    Photo of 9106 Panzani Place, Windermere, FL 34786 (MLS # O6353426)
    9106 Panzani Place, Windermere, FL
    9106 Panzani Place
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,610 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  21. Photo of 4301 Down Point Lane, Windermere, FL 34786 (MLS # O6351950)
    $3,325,000
    Photo of 4301 Down Point Lane, Windermere, FL 34786 (MLS # O6351950)
    Photo of 4301 Down Point Lane, Windermere, FL 34786 (MLS # O6351950)
    4301 Down Point Lane, Windermere, FL
    4301 Down Point Lane
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 6,834 Home (sqft)
    • 4 Baths
    • 3.47 Lot (ac)
  22. Photo of 8179 Maritime Flag Street #202/108, Windermere, FL 34786 (MLS # S5136502)
    $327,000
    Photo of 8179 Maritime Flag Street #202/108, Windermere, FL 34786 (MLS # S5136502)
    Photo of 8179 Maritime Flag Street #202/108, Windermere, FL 34786 (MLS # S5136502)
    8179 Maritime Flag Street #202/108, Windermere, FL
    8179 Maritime Flag Street #202/108
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,442 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  23. Photo of 1238 Lake Whitney Drive, Windermere, FL 34786 (MLS # O6354755)
    $2,200,000
    Photo of 1238 Lake Whitney Drive, Windermere, FL 34786 (MLS # O6354755)
    Photo of 1238 Lake Whitney Drive, Windermere, FL 34786 (MLS # O6354755)
    1238 Lake Whitney Drive, Windermere, FL
    1238 Lake Whitney Drive
    Windermere, FL
    • 4 Beds
    • 6 Baths
    • 5,266 Home (sqft)
    • 6 Baths
    • 22,652 Lot (sqft)
  24. Photo of 11162 Ledgement Lane, Windermere, FL 34786 (MLS # O6346461)
    $1,045,000
    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)
  25. 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)
  26. 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)
  27. 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)
  28. 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)
  29. Photo of 5024 Sawyer Cove Way, Windermere, FL 34786 (MLS # O6348086)
    $3,550,000
    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)
  30. Photo of 5243 Isleworth Country Club Drive, Windermere, FL 34786 (MLS # O6348067)
    $5,325,000
    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)
Previous Page 7 of 10 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 2/17/26 11:39 AM PST.

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