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Real estate in the city of Windermere

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  1. Photo of 10612 Reams Road, Windermere, FL 34786 (MLS # O6408707)
    $2,950
    Photo of 10612 Reams Road, Windermere, FL 34786 (MLS # O6408707)
    Photo of 10612 Reams Road, Windermere, FL 34786 (MLS # O6408707)
    10612 Reams Road, Windermere, FL
    10612 Reams Road
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,829 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  2. Photo of 6528 Helmsley Circle, Windermere, FL 34786 (MLS # O6408661)
    $325,000
    Photo of 6528 Helmsley Circle, Windermere, FL 34786 (MLS # O6408661)
    Photo of 6528 Helmsley Circle, Windermere, FL 34786 (MLS # O6408661)
    6528 Helmsley Circle, Windermere, FL
    6528 Helmsley Circle
    Windermere, FL
    • 2 Beds
    • 3 Baths
    • 1,411 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  3. Photo of 5500 W Lake Butler Road, Windermere, FL 34786 (MLS # O6408637)
    $4,700,000
    Photo of 5500 W Lake Butler Road, Windermere, FL 34786 (MLS # O6408637)
    Photo of 5500 W Lake Butler Road, Windermere, FL 34786 (MLS # O6408637)
    5500 W Lake Butler Road, Windermere, FL
    5500 W Lake Butler Road
    Windermere, FL
    • 8 Beds
    • 6 Baths
    • 7,000 Home (sqft)
    • 6 Baths
    • 5.37 Lot (ac)
  4. Photo of 14341 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5112469)
    $1,130,643
    Photo of 14341 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5112469)
    Photo of 14341 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5112469)
    1
     
    14341 Crest Palm Avenue, Windermere, FL
    14341 Crest Palm Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,153 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  5. Photo of 6382 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6408543)
    $3,400
    Photo of 6382 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6408543)
    Photo of 6382 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6408543)
    6382 Golden Dewdrop Trail, Windermere, FL
    6382 Golden Dewdrop Trail
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,139 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  6. Photo of 12993 Emersondale Avenue, Windermere, FL 34786 (MLS # O6408443)
    $3,999
    Photo of 12993 Emersondale Avenue, Windermere, FL 34786 (MLS # O6408443)
    Photo of 12993 Emersondale Avenue, Windermere, FL 34786 (MLS # O6408443)
    12993 Emersondale Avenue, Windermere, FL
    12993 Emersondale Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,032 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
  7. Photo of 5225 Lemon Twist Lane, Windermere, FL 34786 (MLS # O6406747)
    $499,900
    Photo of 5225 Lemon Twist Lane, Windermere, FL 34786 (MLS # O6406747)
    Photo of 5225 Lemon Twist Lane, Windermere, FL 34786 (MLS # O6406747)
    5225 Lemon Twist Lane, Windermere, FL
    5225 Lemon Twist Lane
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,700 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  8. Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # O6406997)
    $690,000
    Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # O6406997)
    Photo of 6615 Helmsley Circle, Windermere, FL 34786 (MLS # O6406997)
    38
     
    6615 Helmsley Circle, Windermere, FL
    6615 Helmsley Circle
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,390 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  9. Photo of 4948 Wise Bird Drive, Windermere, FL 34786 (MLS # O6405511)
    $679,000
    Photo of 4948 Wise Bird Drive, Windermere, FL 34786 (MLS # O6405511)
    Photo of 4948 Wise Bird Drive, Windermere, FL 34786 (MLS # O6405511)
    54
     
    4948 Wise Bird Drive, Windermere, FL
    4948 Wise Bird Drive
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 1,979 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  10. Photo of 9548 Crown Prince Lane, Windermere, FL 34786 (MLS # O6407352)
    $1,450,000
    Photo of 9548 Crown Prince Lane, Windermere, FL 34786 (MLS # O6407352)
    Photo of 9548 Crown Prince Lane, Windermere, FL 34786 (MLS # O6407352)
    9548 Crown Prince Lane, Windermere, FL
    9548 Crown Prince Lane
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,997 Home (sqft)
    • 4 Baths
    • 20,909 Lot (sqft)
  11. Photo of 1661 Roberts Landing Road, Windermere, FL 34786 (MLS # O6407725)
    $549,900
    Photo of 1661 Roberts Landing Road, Windermere, FL 34786 (MLS # O6407725)
    Photo of 1661 Roberts Landing Road, Windermere, FL 34786 (MLS # O6407725)
    1661 Roberts Landing Road, Windermere, FL
    1661 Roberts Landing Road
    Windermere, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 2.62 Lot (ac)
  12. Photo of 4819 Indian Deer Road, Windermere, FL 34786 (MLS # O6403960)
    $669,900
    Photo of 4819 Indian Deer Road, Windermere, FL 34786 (MLS # O6403960)
    Photo of 4819 Indian Deer Road, Windermere, FL 34786 (MLS # O6403960)
    30
     
    4819 Indian Deer Road, Windermere, FL
    4819 Indian Deer Road
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,049 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
  13. Photo of 12825 Gracehill Lane, Windermere, FL 34786 (MLS # O6407539)
    $2,700
    Photo of 12825 Gracehill Lane, Windermere, FL 34786 (MLS # O6407539)
    Photo of 12825 Gracehill Lane, Windermere, FL 34786 (MLS # O6407539)
    12825 Gracehill Lane, Windermere, FL
    12825 Gracehill Lane
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,617 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  14. Photo of 8866 Herencia Aly, Windermere, FL 34786 (MLS # O6407518)
    $430,000
    Photo of 8866 Herencia Aly, Windermere, FL 34786 (MLS # O6407518)
    Photo of 8866 Herencia Aly, Windermere, FL 34786 (MLS # O6407518)
    8866 Herencia Aly, Windermere, FL
    8866 Herencia Aly
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,577 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  15. Photo of 8355 Torcello Isle Drive, Windermere, FL 34786 (MLS # O6407061)
    $950,000
    Photo of 8355 Torcello Isle Drive, Windermere, FL 34786 (MLS # O6407061)
    Photo of 8355 Torcello Isle Drive, Windermere, FL 34786 (MLS # O6407061)
    73
     
    8355 Torcello Isle Drive, Windermere, FL
    8355 Torcello Isle Drive
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 4,202 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  16. Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6407418)
    $9,500
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6407418)
    Photo of 325 Magnolia Street, Windermere, FL 34786 (MLS # O6407418)
    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)
  17. Photo of 111 Main Street, Windermere, FL 34786 (MLS # O6407060)
    $889,000
    Photo of 111 Main Street, Windermere, FL 34786 (MLS # O6407060)
    Photo of 111 Main Street, Windermere, FL 34786 (MLS # O6407060)
    111 Main Street, Windermere, FL
    111 Main Street
    Windermere, FL
    • 3 Beds
    • 2 Baths
    • 2,272 Home (sqft)
    • 2 Baths
    • 16,989 Lot (sqft)
  18. Photo of 5603 Marleon Drive, Windermere, FL 34786 (MLS # O6404938)
    $27,000,000
    Photo of 5603 Marleon Drive, Windermere, FL 34786 (MLS # O6404938)
    Photo of 5603 Marleon Drive, Windermere, FL 34786 (MLS # O6404938)
    92
     
    5603 Marleon Drive, Windermere, FL
    5603 Marleon Drive
    Windermere, FL
    • 7 Beds
    • 10 Baths
    • 22,108 Home (sqft)
    • 10 Baths
    • 11.58 Lot (ac)
  19. Photo of 33 Main Street, Windermere, FL 34786 (MLS # O6406887)
    $1,575,000
    Photo of 33 Main Street, Windermere, FL 34786 (MLS # O6406887)
    Photo of 33 Main Street, Windermere, FL 34786 (MLS # O6406887)
    4
     
    33 Main Street, Windermere, FL
    33 Main Street
    Windermere, FL
    • 4 Beds
    • 2 Baths
    • 2,130 Home (sqft)
    • 2 Baths
    • 16,118 Lot (sqft)
  20. Photo of 8140 Serenity Springs Drive, Windermere, FL 34786 (MLS # S5149648)
    $2,500
    Photo of 8140 Serenity Springs Drive, Windermere, FL 34786 (MLS # S5149648)
    Photo of 8140 Serenity Springs Drive, Windermere, FL 34786 (MLS # S5149648)
    31
     
    8140 Serenity Springs Drive, Windermere, FL
    8140 Serenity Springs Drive
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 2,028 Home (sqft)
    • 3 Baths
    • 14.00 Lot (ac)
  21. Photo of 8409 Vivaro Isle Way, Windermere, FL 34786 (MLS # G5112154)
    $1,235,000
    Photo of 8409 Vivaro Isle Way, Windermere, FL 34786 (MLS # G5112154)
    Photo of 8409 Vivaro Isle Way, Windermere, FL 34786 (MLS # G5112154)
    100
     
     
    8409 Vivaro Isle Way, Windermere, FL
    8409 Vivaro Isle Way
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 4,176 Home (sqft)
    • 5 Baths
    • 9,148 Lot (sqft)
  22. Photo of 5610 W Lake Butler Road, Windermere, FL 34786 (MLS # O6406597)
    $3,600
    Photo of 5610 W Lake Butler Road, Windermere, FL 34786 (MLS # O6406597)
    Photo of 5610 W Lake Butler Road, Windermere, FL 34786 (MLS # O6406597)
    5610 W Lake Butler Road, Windermere, FL
    5610 W Lake Butler Road
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 3,212 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  23. Photo of 11264 Rapallo Lane, Windermere, FL 34786 (MLS # S5149638)
    $3,400
    Photo of 11264 Rapallo Lane, Windermere, FL 34786 (MLS # S5149638)
    Photo of 11264 Rapallo Lane, Windermere, FL 34786 (MLS # S5149638)
    11264 Rapallo Lane, Windermere, FL
    11264 Rapallo Lane
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,505 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  24. Photo of 1317 Glenheather Drive, Windermere, FL 34786 (MLS # O6406551)
    $974,900
    Photo of 1317 Glenheather Drive, Windermere, FL 34786 (MLS # O6406551)
    Photo of 1317 Glenheather Drive, Windermere, FL 34786 (MLS # O6406551)
    1317 Glenheather Drive, Windermere, FL
    1317 Glenheather Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,811 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  25. Photo of 6462 Deacon Cir, Windermere, FL 34786 (MLS # O6407107)
    $6,950,000
    Photo of 6462 Deacon Cir, Windermere, FL 34786 (MLS # O6407107)
    Photo of 6462 Deacon Cir, Windermere, FL 34786 (MLS # O6407107)
    6462 Deacon Cir, Windermere, FL
    6462 Deacon Cir
    Windermere, FL
    • 5 Beds
    • 6 Baths
    • 7,178 Home (sqft)
    • 6 Baths
    • 27,879 Lot (sqft)
  26. Photo of 8632 Abbotsbury Drive, Windermere, FL 34786 (MLS # O6406433)
    $625,000
    Photo of 8632 Abbotsbury Drive, Windermere, FL 34786 (MLS # O6406433)
    Photo of 8632 Abbotsbury Drive, Windermere, FL 34786 (MLS # O6406433)
    8632 Abbotsbury Drive, Windermere, FL
    8632 Abbotsbury Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,720 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  27. Photo of 11617 Camden Park Drive, Windermere, FL 34786 (MLS # O6405409)
    $1,450,000
    Photo of 11617 Camden Park Drive, Windermere, FL 34786 (MLS # O6405409)
    Photo of 11617 Camden Park Drive, Windermere, FL 34786 (MLS # O6405409)
    11617 Camden Park Drive, Windermere, FL
    11617 Camden Park Drive
    Windermere, FL
    • 6 Beds
    • 5 Baths
    • 3,463 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  28. Photo of 8122 Whitford Court, Windermere, FL 34786 (MLS # O6406342)
    $8,500
    Photo of 8122 Whitford Court, Windermere, FL 34786 (MLS # O6406342)
    Photo of 8122 Whitford Court, Windermere, FL 34786 (MLS # O6406342)
    8122 Whitford Court, Windermere, FL
    8122 Whitford Court
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,062 Home (sqft)
    • 4 Baths
    • 14,375 Lot (sqft)
  29. Photo of 8642 Powder Ridge Trail, Windermere, FL 34786 (MLS # O6401509)
    $2,850
    Photo of 8642 Powder Ridge Trail, Windermere, FL 34786 (MLS # O6401509)
    Photo of 8642 Powder Ridge Trail, Windermere, FL 34786 (MLS # O6401509)
    8642 Powder Ridge Trail, Windermere, FL
    8642 Powder Ridge Trail
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 1,890 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  30. Photo of 1125 Kelso Boulevard, Windermere, FL 34786 (MLS # O6406003)
    $1,425,000
    Photo of 1125 Kelso Boulevard, Windermere, FL 34786 (MLS # O6406003)
    Photo of 1125 Kelso Boulevard, Windermere, FL 34786 (MLS # O6406003)
    61
     
    1125 Kelso Boulevard, Windermere, FL
    1125 Kelso Boulevard
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 3,660 Home (sqft)
    • 4 Baths
    • 43,560 Lot (sqft)
Previous Page 1 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 5/19/26 8:15 AM PDT.

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