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Real estate in the city of Winter Garden

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  1. Photo of 1226 Portmoor Way, Winter Garden, FL 34787 (MLS # O6381941)
    $650,000
    Photo of 1226 Portmoor Way, Winter Garden, FL 34787 (MLS # O6381941)
    Photo of 1226 Portmoor Way, Winter Garden, FL 34787 (MLS # O6381941)
    1226 Portmoor Way, Winter Garden, FL
    1226 Portmoor Way
    Winter Garden, FL
    • 5 Beds
    • 3 Baths
    • 2,856 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  2. Photo of 1519 Priory Circle, Winter Garden, FL 34787 (MLS # O6382465)
    $2,800
    Photo of 1519 Priory Circle, Winter Garden, FL 34787 (MLS # O6382465)
    Photo of 1519 Priory Circle, Winter Garden, FL 34787 (MLS # O6382465)
    1519 Priory Circle, Winter Garden, FL
    1519 Priory Circle
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,956 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  3. Photo of 14501 Grove Resort Avenue #3706, Winter Garden, FL 34787 (MLS # O6382574)
    $295,000
    Photo of 14501 Grove Resort Avenue #3706, Winter Garden, FL 34787 (MLS # O6382574)
    Photo of 14501 Grove Resort Avenue #3706, Winter Garden, FL 34787 (MLS # O6382574)
    14501 Grove Resort Avenue #3706, Winter Garden, FL
    14501 Grove Resort Avenue #3706
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  4. Photo of 14989 Apollo Bond Drive, Winter Garden, FL 34787 (MLS # O6378685)
    $415,000
    Photo of 14989 Apollo Bond Drive, Winter Garden, FL 34787 (MLS # O6378685)
    Photo of 14989 Apollo Bond Drive, Winter Garden, FL 34787 (MLS # O6378685)
    14989 Apollo Bond Drive, Winter Garden, FL
    14989 Apollo Bond Drive
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,789 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. Photo of 18041 Cider Mill Lane, Winter Garden, FL 34787 (MLS # O6382386)
    $833,191
    Photo of 18041 Cider Mill Lane, Winter Garden, FL 34787 (MLS # O6382386)
    Photo of 18041 Cider Mill Lane, Winter Garden, FL 34787 (MLS # O6382386)
    18041 Cider Mill Lane, Winter Garden, FL
    18041 Cider Mill Lane
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,225 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  6. Photo of 18029 Cider Mill Lane, Winter Garden, FL 34787 (MLS # O6382363)
    $731,866
    Photo of 18029 Cider Mill Lane, Winter Garden, FL 34787 (MLS # O6382363)
    Photo of 18029 Cider Mill Lane, Winter Garden, FL 34787 (MLS # O6382363)
    18029 Cider Mill Lane, Winter Garden, FL
    18029 Cider Mill Lane
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,113 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  7. Photo of 11223 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6382359)
    $829,736
    Photo of 11223 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6382359)
    Photo of 11223 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6382359)
    11223 Hollow Bay Drive, Winter Garden, FL
    11223 Hollow Bay Drive
    Winter Garden, FL
    • 5 Beds
    • 4 Baths
    • 2,866 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
  8. Photo of 14501 Grove Resort Avenue #1343, Winter Garden, FL 34787 (MLS # O6382214)
    $225,000
    Photo of 14501 Grove Resort Avenue #1343, Winter Garden, FL 34787 (MLS # O6382214)
    Photo of 14501 Grove Resort Avenue #1343, Winter Garden, FL 34787 (MLS # O6382214)
    4
     
    14501 Grove Resort Avenue #1343, Winter Garden, FL
    14501 Grove Resort Avenue #1343
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,375 Home (sqft)
    • 2 Baths
    • 1,375.00 Lot (ac)
  9. Photo of 14501 Grove Resort Avenue #1328, Winter Garden, FL 34787 (MLS # S5143796)
    $329,000
    Photo of 14501 Grove Resort Avenue #1328, Winter Garden, FL 34787 (MLS # S5143796)
    Photo of 14501 Grove Resort Avenue #1328, Winter Garden, FL 34787 (MLS # S5143796)
    14501 Grove Resort Avenue #1328, Winter Garden, FL
    14501 Grove Resort Avenue #1328
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,396 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
  10. Photo of 11181 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6382203)
    $852,490
    Photo of 11181 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6382203)
    Photo of 11181 Hollow Bay Drive, Winter Garden, FL 34787 (MLS # O6382203)
    11181 Hollow Bay Drive, Winter Garden, FL
    11181 Hollow Bay Drive
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 3,327 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  11. Photo of 10284 Atwater Bay Drive, Winter Garden, FL 34787 (MLS # O6382148)
    $3,250
    Photo of 10284 Atwater Bay Drive, Winter Garden, FL 34787 (MLS # O6382148)
    Photo of 10284 Atwater Bay Drive, Winter Garden, FL 34787 (MLS # O6382148)
    10284 Atwater Bay Drive, Winter Garden, FL
    10284 Atwater Bay Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,300 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  12. Photo of 14872 Winkfield Court, Winter Garden, FL 34787 (MLS # O6381769)
    $689,000
    Photo of 14872 Winkfield Court, Winter Garden, FL 34787 (MLS # O6381769)
    Photo of 14872 Winkfield Court, Winter Garden, FL 34787 (MLS # O6381769)
    14872 Winkfield Court, Winter Garden, FL
    14872 Winkfield Court
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,554 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  13. Photo of 7935 Winter Wren Street, Winter Garden, FL 34787 (MLS # O6379423)
    $535,000
    Photo of 7935 Winter Wren Street, Winter Garden, FL 34787 (MLS # O6379423)
    Photo of 7935 Winter Wren Street, Winter Garden, FL 34787 (MLS # O6379423)
    7935 Winter Wren Street, Winter Garden, FL
    7935 Winter Wren Street
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,850 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  14. Photo of 15408 Lebeau Loop, Winter Garden, FL 34787 (MLS # O6383534)
    $580,000
    Photo of 15408 Lebeau Loop, Winter Garden, FL 34787 (MLS # O6383534)
    Photo of 15408 Lebeau Loop, Winter Garden, FL 34787 (MLS # O6383534)
    15408 Lebeau Loop, Winter Garden, FL
    15408 Lebeau Loop
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,415 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  15. Photo of 7000 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # O6381796)
    $2,900
    Photo of 7000 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # O6381796)
    Photo of 7000 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # O6381796)
    7000 Twilight Bay Drive, Winter Garden, FL
    7000 Twilight Bay Drive
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 1,914 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
  16. Photo of 9312 Holliston Creek Place, Winter Garden, FL 34787 (MLS # S5143665)
    $1,100,000
    Photo of 9312 Holliston Creek Place, Winter Garden, FL 34787 (MLS # S5143665)
    Photo of 9312 Holliston Creek Place, Winter Garden, FL 34787 (MLS # S5143665)
    9312 Holliston Creek Place, Winter Garden, FL
    9312 Holliston Creek Place
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 3,077 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
  17. Photo of 14501 Grove Resort Avenue #2604, Winter Garden, FL 34787 (MLS # O6367873)
    $215,000
    Photo of 14501 Grove Resort Avenue #2604, Winter Garden, FL 34787 (MLS # O6367873)
    Photo of 14501 Grove Resort Avenue #2604, Winter Garden, FL 34787 (MLS # O6367873)
    23
     
    14501 Grove Resort Avenue #2604, Winter Garden, FL
    14501 Grove Resort Avenue #2604
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,375 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  18. Photo of 12904 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381734)
    $1,022,000
    Photo of 12904 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381734)
    Photo of 12904 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381734)
    3
     
    12904 Westhaven Oak Drive, Winter Garden, FL
    12904 Westhaven Oak Drive
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,894 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  19. Photo of 6982 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # O6381394)
    $475,000
    Photo of 6982 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # O6381394)
    Photo of 6982 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # O6381394)
    6982 Twilight Bay Drive, Winter Garden, FL
    6982 Twilight Bay Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 1,860 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  20. Photo of 4842 Lime Rickey Alley, Winter Garden, FL 34787 (MLS # O6381954)
    $539,500
    Photo of 4842 Lime Rickey Alley, Winter Garden, FL 34787 (MLS # O6381954)
    Photo of 4842 Lime Rickey Alley, Winter Garden, FL 34787 (MLS # O6381954)
    4842 Lime Rickey Alley, Winter Garden, FL
    4842 Lime Rickey Alley
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,114 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  21. Photo of 10472 Petrillo Way, Winter Garden, FL 34787 (MLS # O6382263)
    $1,065,000
    Photo of 10472 Petrillo Way, Winter Garden, FL 34787 (MLS # O6382263)
    Photo of 10472 Petrillo Way, Winter Garden, FL 34787 (MLS # O6382263)
    10472 Petrillo Way, Winter Garden, FL
    10472 Petrillo Way
    Winter Garden, FL
    • 5 Beds
    • 6 Baths
    • 4,025 Home (sqft)
    • 6 Baths
    • 7,406 Lot (sqft)
  22. Photo of 15220 Blue Peacock Lane, Winter Garden, FL 34787 (MLS # O6381797)
    $510,000
    Photo of 15220 Blue Peacock Lane, Winter Garden, FL 34787 (MLS # O6381797)
    Photo of 15220 Blue Peacock Lane, Winter Garden, FL 34787 (MLS # O6381797)
    15220 Blue Peacock Lane, Winter Garden, FL
    15220 Blue Peacock Lane
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,868 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  23. Photo of 13344 Harbor Shore Lane, Winter Garden, FL 34787 (MLS # S5143640)
    $2,250
    Photo of 13344 Harbor Shore Lane, Winter Garden, FL 34787 (MLS # S5143640)
    Photo of 13344 Harbor Shore Lane, Winter Garden, FL 34787 (MLS # S5143640)
    13344 Harbor Shore Lane, Winter Garden, FL
    13344 Harbor Shore Lane
    Winter Garden, FL
    • 2 Beds
    • 3 Baths
    • 1,234 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  24. Photo of 413 Country Cottage Lane, Winter Garden, FL 34787 (MLS # O6381173)
    $589,900
    Photo of 413 Country Cottage Lane, Winter Garden, FL 34787 (MLS # O6381173)
    Photo of 413 Country Cottage Lane, Winter Garden, FL 34787 (MLS # O6381173)
    413 Country Cottage Lane, Winter Garden, FL
    413 Country Cottage Lane
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,550 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  25. Photo of 12915 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381156)
    $594,000
    Photo of 12915 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381156)
    Photo of 12915 Westhaven Oak Drive, Winter Garden, FL 34787 (MLS # O6381156)
    3
     
    12915 Westhaven Oak Drive, Winter Garden, FL
    12915 Westhaven Oak Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,143 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  26. Photo of 14075 Lochend Way, Winter Garden, FL 34787 (MLS # O6380897)
    $534,999
    Photo of 14075 Lochend Way, Winter Garden, FL 34787 (MLS # O6380897)
    Photo of 14075 Lochend Way, Winter Garden, FL 34787 (MLS # O6380897)
    14075 Lochend Way, Winter Garden, FL
    14075 Lochend Way
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,197 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  27. Photo of 16012 Micelli Drive, Winter Garden, FL 34787 (MLS # TB8472370)
    $699,000
    Photo of 16012 Micelli Drive, Winter Garden, FL 34787 (MLS # TB8472370)
    Photo of 16012 Micelli Drive, Winter Garden, FL 34787 (MLS # TB8472370)
    16012 Micelli Drive, Winter Garden, FL
    16012 Micelli Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,428 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  28. Photo of 15704 Marina Bay Drive, Winter Garden, FL 34787 (MLS # O6380878)
    $11,500
    Photo of 15704 Marina Bay Drive, Winter Garden, FL 34787 (MLS # O6380878)
    Photo of 15704 Marina Bay Drive, Winter Garden, FL 34787 (MLS # O6380878)
    52
     
    15704 Marina Bay Drive, Winter Garden, FL
    15704 Marina Bay Drive
    Winter Garden, FL
    • 5 Beds
    • 6 Baths
    • 5,005 Home (sqft)
    • 6 Baths
    • 13,940 Lot (sqft)
  29. Photo of 14501 Grove Resort Avenue #1518, Winter Garden, FL 34787 (MLS # O6380808)
    $310,000
    Photo of 14501 Grove Resort Avenue #1518, Winter Garden, FL 34787 (MLS # O6380808)
    Photo of 14501 Grove Resort Avenue #1518, Winter Garden, FL 34787 (MLS # O6380808)
    14501 Grove Resort Avenue #1518, Winter Garden, FL
    14501 Grove Resort Avenue #1518
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
  30. Photo of 17834 Adrift Road, Winter Garden, FL 34787 (MLS # O6380850)
    $4,300
    Photo of 17834 Adrift Road, Winter Garden, FL 34787 (MLS # O6380850)
    Photo of 17834 Adrift Road, Winter Garden, FL 34787 (MLS # O6380850)
    17834 Adrift Road, Winter Garden, FL
    17834 Adrift Road
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,674 Home (sqft)
    • 3 Baths
    • 9,148 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 4/21/26 10:06 AM PDT.

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