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Real estate in the city of Windermere

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  1. Photo of 5138 Fairway Oaks Dr, Windermere, FL 34786 (MLS # O6401757)
    $5,500,000
    Photo of 5138 Fairway Oaks Dr, Windermere, FL 34786 (MLS # O6401757)
    Photo of 5138 Fairway Oaks Dr, Windermere, FL 34786 (MLS # O6401757)
    5138 Fairway Oaks Dr, Windermere, FL
    5138 Fairway Oaks Dr
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,330 Home (sqft)
    • 5 Baths
    • 21,780 Lot (sqft)
  2. Photo of Windermere, FL 34786 (MLS # O6400745)
    $359,900
    Photo of Windermere, FL 34786 (MLS # O6400745)
    Photo of Windermere, FL 34786 (MLS # O6400745)
    MLS # O6400745, Windermere, FL
    MLS # O6400745
    Windermere, FL
    • 2 Beds
    • 3 Baths
    • 1,429 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  3. Photo of 212 W 1st Avenue, Windermere, FL 34786 (MLS # S5148430)
    $3,900,000
    Photo of 212 W 1st Avenue, Windermere, FL 34786 (MLS # S5148430)
    Photo of 212 W 1st Avenue, Windermere, FL 34786 (MLS # S5148430)
    212 W 1st Avenue, Windermere, FL
    212 W 1st Avenue
    Windermere, FL
    • 5 Beds
    • 5 Baths
    • 3,800 Home (sqft)
    • 5 Baths
    • 13,940 Lot (sqft)
  4. Photo of 6379 Swanson Street, Windermere, FL 34786 (MLS # O6400522)
    $1,099,000
    Photo of 6379 Swanson Street, Windermere, FL 34786 (MLS # O6400522)
    Photo of 6379 Swanson Street, Windermere, FL 34786 (MLS # O6400522)
    6379 Swanson Street, Windermere, FL
    6379 Swanson Street
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 3,804 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
  5. Photo of 4906 Aviva Garden Court, Windermere, FL 34786 (MLS # O6400218)
    $4,390,000
    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)
  6. 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)
  7. Photo of 9621 Windy Ridge Road, Windermere, FL 34786 (MLS # O6400740)
    $12,999,999
    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)
  8. 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)
  9. Photo of 6820 Thornhill Circle, Windermere, FL 34786 (MLS # V4948591)
    $520,000
    Photo of 6820 Thornhill Circle, Windermere, FL 34786 (MLS # V4948591)
    Photo of 6820 Thornhill Circle, Windermere, FL 34786 (MLS # V4948591)
    14
     
    6820 Thornhill Circle, Windermere, FL
    6820 Thornhill Circle
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,725 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  10. Photo of 12411 Montalcino Circle, Windermere, FL 34786 (MLS # O6400067)
    $1,439,000
    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)
  11. 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
    • 5 Beds
    • 4 Baths
    • 3,487 Home (sqft)
    • 4 Baths
    • 40,511 Lot (sqft)
  12. Photo of 2068 Roberts Point Drive, Windermere, FL 34786 (MLS # O6397543)
    $2,250,000
    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)
  13. Photo of 9663 Gotha Road, Windermere, FL 34786 (MLS # O6399130)
    $1,299,900
    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)
  14. Photo of 13842 Orange Crest Drive, Windermere, FL 34786 (MLS # O6402132)
    $714,999
    Photo of 13842 Orange Crest Drive, Windermere, FL 34786 (MLS # O6402132)
    Photo of 13842 Orange Crest Drive, Windermere, FL 34786 (MLS # O6402132)
    13842 Orange Crest Drive, Windermere, FL
    13842 Orange Crest Drive
    Windermere, FL
    • 5 Beds
    • 3 Baths
    • 2,620 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  15. Photo of 9620 Maywood Drive, Windermere, FL 34786 (MLS # O6399315)
    $2,349,000
    Photo of 9620 Maywood Drive, Windermere, FL 34786 (MLS # O6399315)
    Photo of 9620 Maywood Drive, Windermere, FL 34786 (MLS # O6399315)
    9620 Maywood Drive, Windermere, FL
    9620 Maywood Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,004 Home (sqft)
    • 3 Baths
    • 1.35 Lot (ac)
  16. Photo of 9011 Chapman Oak Court, Windermere, FL 34786 (MLS # S5148031)
    $599,000
    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)
  17. 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)
  18. Photo of 1002 Oakdale Street, Windermere, FL 34786 (MLS # TB8495717)
    $965,000
    Photo of 1002 Oakdale Street, Windermere, FL 34786 (MLS # TB8495717)
    Photo of 1002 Oakdale Street, Windermere, FL 34786 (MLS # TB8495717)
    1002 Oakdale Street, Windermere, FL
    1002 Oakdale Street
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,516 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
  19. 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)
  20. Photo of 109 E 12th Avenue, Windermere, FL 34786 (MLS # O6394569)
    $1,198,000
    Photo of 109 E 12th Avenue, Windermere, FL 34786 (MLS # O6394569)
    Photo of 109 E 12th Avenue, Windermere, FL 34786 (MLS # O6394569)
    109 E 12th Avenue, Windermere, FL
    109 E 12th Avenue
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,791 Home (sqft)
    • 4 Baths
    • 12,633 Lot (sqft)
  21. Photo of 910 Lascala Drive, Windermere, FL 34786 (MLS # O6397847)
    $765,000
    Photo of 910 Lascala Drive, Windermere, FL 34786 (MLS # O6397847)
    Photo of 910 Lascala Drive, Windermere, FL 34786 (MLS # O6397847)
    910 Lascala Drive, Windermere, FL
    910 Lascala Drive
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 2,742 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  22. Photo of 9144 Isleworth Gardens Drive, Windermere, FL 34786 (MLS # O6397842)
    $4,450,000
    Photo of 9144 Isleworth Gardens Drive, Windermere, FL 34786 (MLS # O6397842)
    Photo of 9144 Isleworth Gardens Drive, Windermere, FL 34786 (MLS # O6397842)
    9144 Isleworth Gardens Drive, Windermere, FL
    9144 Isleworth Gardens Drive
    Windermere, FL
    • 3 Beds
    • 5 Baths
    • 5,004 Home (sqft)
    • 5 Baths
    • 11,326 Lot (sqft)
  23. Photo of 212 W 1st Avenue, Windermere, FL 34786 (MLS # S5147532)
    $1,650,000
    Photo of 212 W 1st Avenue, Windermere, FL 34786 (MLS # S5147532)
    Photo of 212 W 1st Avenue, Windermere, FL 34786 (MLS # S5147532)
    212 W 1st Avenue, Windermere, FL
    212 W 1st Avenue
    Windermere, FL
    • 0 Beds
    • 0 Baths
    • 0 Home (sqft)
    • 0 Baths
    • 13,940 Lot (sqft)
  24. Photo of 4627 Blue Major Drive, Windermere, FL 34786 (MLS # O6397778)
    $565,000
    Photo of 4627 Blue Major Drive, Windermere, FL 34786 (MLS # O6397778)
    Photo of 4627 Blue Major Drive, Windermere, FL 34786 (MLS # O6397778)
    4627 Blue Major Drive, Windermere, FL
    4627 Blue Major Drive
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 2,411 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  25. Photo of 7327 Millstone Street, Windermere, FL 34786 (MLS # O6397203)
    $459,000
    Photo of 7327 Millstone Street, Windermere, FL 34786 (MLS # O6397203)
    Photo of 7327 Millstone Street, Windermere, FL 34786 (MLS # O6397203)
    42
     
    7327 Millstone Street, Windermere, FL
    7327 Millstone Street
    Windermere, FL
    • 3 Beds
    • 3 Baths
    • 1,531 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  26. Photo of 4301 Down Point Lane, Windermere, FL 34786 (MLS # O6398366)
    $2,950,000
    Photo of 4301 Down Point Lane, Windermere, FL 34786 (MLS # O6398366)
    Photo of 4301 Down Point Lane, Windermere, FL 34786 (MLS # O6398366)
    4301 Down Point Lane, Windermere, FL
    4301 Down Point Lane
    Windermere, FL
    • 5 Beds
    • 4 Baths
    • 7,153 Home (sqft)
    • 4 Baths
    • 31,364 Lot (sqft)
  27. Photo of 6152 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6396835)
    $1,130,000
    Photo of 6152 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6396835)
    Photo of 6152 Golden Dewdrop Trail, Windermere, FL 34786 (MLS # O6396835)
    3
     
    6152 Golden Dewdrop Trail, Windermere, FL
    6152 Golden Dewdrop Trail
    Windermere, FL
    • 8 Beds
    • 5 Baths
    • 4,830 Home (sqft)
    • 5 Baths
    • 10,890 Lot (sqft)
  28. Photo of 14371 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5110664)
    $1,049,990
    Photo of 14371 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5110664)
    Photo of 14371 Crest Palm Avenue, Windermere, FL 34786 (MLS # G5110664)
    14371 Crest Palm Avenue, Windermere, FL
    14371 Crest Palm Avenue
    Windermere, FL
    • 4 Beds
    • 3 Baths
    • 3,100 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  29. Photo of 10577 Down Lakeview Circle, Windermere, FL 34786 (MLS # O6396406)
    $15,000
    Photo of 10577 Down Lakeview Circle, Windermere, FL 34786 (MLS # O6396406)
    Photo of 10577 Down Lakeview Circle, Windermere, FL 34786 (MLS # O6396406)
    100
     
     
    10577 Down Lakeview Circle, Windermere, FL
    10577 Down Lakeview Circle
    Windermere, FL
    • 4 Beds
    • 4 Baths
    • 5,273 Home (sqft)
    • 4 Baths
    • 2.97 Lot (ac)
  30. Photo of 6550 Cartmel Lane, Windermere, FL 34786 (MLS # O6396111)
    $2,190,000
    Photo of 6550 Cartmel Lane, Windermere, FL 34786 (MLS # O6396111)
    Photo of 6550 Cartmel Lane, Windermere, FL 34786 (MLS # O6396111)
    6550 Cartmel Lane, Windermere, FL
    6550 Cartmel Lane
    Windermere, FL
    • 4 Beds
    • 5 Baths
    • 4,257 Home (sqft)
    • 5 Baths
    • 23,958 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 7/1/26 12:38 AM PDT.

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