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Real estate in the city of Winter Garden

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  1. Photo of 15327 Gilligan Court, Winter Garden, FL 34787 (MLS # O6398756)
    $664,800
    Photo of 15327 Gilligan Court, Winter Garden, FL 34787 (MLS # O6398756)
    Photo of 15327 Gilligan Court, Winter Garden, FL 34787 (MLS # O6398756)
    15327 Gilligan Court, Winter Garden, FL
    15327 Gilligan Court
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,506 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  2. Photo of 595 9th Street, Winter Garden, FL 34787 (MLS # O6398340)
    $34,800
    Photo of 595 9th Street, Winter Garden, FL 34787 (MLS # O6398340)
    Photo of 595 9th Street, Winter Garden, FL 34787 (MLS # O6398340)
    595 9th Street, Winter Garden, FL
    595 9th Street
    Winter Garden, FL
    • 0 Beds
    • 0 Baths
    • 1,204 Home (sqft)
    • 0 Baths
    • 9,148 Lot (sqft)
  3. Photo of 530 Setting Sun Drive, Winter Garden, FL 34787 (MLS # O6398374)
    $3,450
    Photo of 530 Setting Sun Drive, Winter Garden, FL 34787 (MLS # O6398374)
    Photo of 530 Setting Sun Drive, Winter Garden, FL 34787 (MLS # O6398374)
    32
     
    530 Setting Sun Drive, Winter Garden, FL
    530 Setting Sun Drive
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 2,365 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  4. Photo of 7564 Bishop Square Drive, Winter Garden, FL 34787 (MLS # O6398382)
    $3,999
    Photo of 7564 Bishop Square Drive, Winter Garden, FL 34787 (MLS # O6398382)
    Photo of 7564 Bishop Square Drive, Winter Garden, FL 34787 (MLS # O6398382)
    7564 Bishop Square Drive, Winter Garden, FL
    7564 Bishop Square Drive
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 2,300 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  5. Photo of 15111 Tea Tree Drive, Winter Garden, FL 34787 (MLS # G5110910)
    $797,398
    Photo of 15111 Tea Tree Drive, Winter Garden, FL 34787 (MLS # G5110910)
    Photo of 15111 Tea Tree Drive, Winter Garden, FL 34787 (MLS # G5110910)
    1
     
    15111 Tea Tree Drive, Winter Garden, FL
    15111 Tea Tree Drive
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,688 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  6. Photo of 15039 Groveside Road, Winter Garden, FL 34787 (MLS # O6398354)
    $490,380
    Photo of 15039 Groveside Road, Winter Garden, FL 34787 (MLS # O6398354)
    Photo of 15039 Groveside Road, Winter Garden, FL 34787 (MLS # O6398354)
    15039 Groveside Road, Winter Garden, FL
    15039 Groveside Road
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,846 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
  7. Photo of 6237 Wild Persimmon Way, Winter Garden, FL 34787 (MLS # G5110909)
    $557,589
    Photo of 6237 Wild Persimmon Way, Winter Garden, FL 34787 (MLS # G5110909)
    Photo of 6237 Wild Persimmon Way, Winter Garden, FL 34787 (MLS # G5110909)
    2
     
    6237 Wild Persimmon Way, Winter Garden, FL
    6237 Wild Persimmon Way
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,772 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  8. Photo of 12780 Sunset Walk Drive, Winter Garden, FL 34787 (MLS # O6398355)
    $465,000
    Photo of 12780 Sunset Walk Drive, Winter Garden, FL 34787 (MLS # O6398355)
    Photo of 12780 Sunset Walk Drive, Winter Garden, FL 34787 (MLS # O6398355)
    3
     
    12780 Sunset Walk Drive, Winter Garden, FL
    12780 Sunset Walk Drive
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,760 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  9. Photo of 196 Sunset Garden Lane, Winter Garden, FL 34787 (MLS # O6398349)
    $580,000
    Photo of 196 Sunset Garden Lane, Winter Garden, FL 34787 (MLS # O6398349)
    Photo of 196 Sunset Garden Lane, Winter Garden, FL 34787 (MLS # O6398349)
    3
     
    196 Sunset Garden Lane, Winter Garden, FL
    196 Sunset Garden Lane
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,143 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  10. Photo of 15027 Groveside Road, Winter Garden, FL 34787 (MLS # O6398345)
    $492,630
    Photo of 15027 Groveside Road, Winter Garden, FL 34787 (MLS # O6398345)
    Photo of 15027 Groveside Road, Winter Garden, FL 34787 (MLS # O6398345)
    15027 Groveside Road, Winter Garden, FL
    15027 Groveside Road
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,846 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  11. Photo of 195 Sunset Garden Lane, Winter Garden, FL 34787 (MLS # O6398339)
    $641,000
    Photo of 195 Sunset Garden Lane, Winter Garden, FL 34787 (MLS # O6398339)
    Photo of 195 Sunset Garden Lane, Winter Garden, FL 34787 (MLS # O6398339)
    3
     
    195 Sunset Garden Lane, Winter Garden, FL
    195 Sunset Garden Lane
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,460 Home (sqft)
    • 4 Baths
    • 4,356 Lot (sqft)
  12. Photo of 15524 Aviation Alley, Winter Garden, FL 34787 (MLS # O6398331)
    $569,900
    Photo of 15524 Aviation Alley, Winter Garden, FL 34787 (MLS # O6398331)
    Photo of 15524 Aviation Alley, Winter Garden, FL 34787 (MLS # O6398331)
    15524 Aviation Alley, Winter Garden, FL
    15524 Aviation Alley
    Winter Garden, FL
    • 3 Beds
    • 4 Baths
    • 2,414 Home (sqft)
    • 4 Baths
    • 4,356 Lot (sqft)
  13. Photo of 215 Center Street #225/227, Winter Garden, FL 34787 (MLS # O6398301)
    $32,400
    Photo of 215 Center Street #225/227, Winter Garden, FL 34787 (MLS # O6398301)
    Photo of 215 Center Street #225/227, Winter Garden, FL 34787 (MLS # O6398301)
    215 Center Street #225/227, Winter Garden, FL
    215 Center Street #225/227
    Winter Garden, FL
    • 0 Beds
    • 0 Baths
    • 2,304 Home (sqft)
    • 0 Baths
    • 7,406 Lot (sqft)
  14. Photo of 14140 Country Estate Drive, Winter Garden, FL 34787 (MLS # O6397262)
    $997,000
    Photo of 14140 Country Estate Drive, Winter Garden, FL 34787 (MLS # O6397262)
    Photo of 14140 Country Estate Drive, Winter Garden, FL 34787 (MLS # O6397262)
    14140 Country Estate Drive, Winter Garden, FL
    14140 Country Estate Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,346 Home (sqft)
    • 3 Baths
    • 1.11 Lot (ac)
  15. Photo of 595 9th Street #115, Winter Garden, FL 34787 (MLS # O6398346)
    $42,000
    Photo of 595 9th Street #115, Winter Garden, FL 34787 (MLS # O6398346)
    Photo of 595 9th Street #115, Winter Garden, FL 34787 (MLS # O6398346)
    595 9th Street #115, Winter Garden, FL
    595 9th Street #115
    Winter Garden, FL
    • 0 Beds
    • 0 Baths
    • 1,204 Home (sqft)
    • 0 Baths
    • 9,148 Lot (sqft)
  16. Photo of 483 Pennsylvania Avenue, Winter Garden, FL 34787 (MLS # O6398208)
    $339,900
    Photo of 483 Pennsylvania Avenue, Winter Garden, FL 34787 (MLS # O6398208)
    Photo of 483 Pennsylvania Avenue, Winter Garden, FL 34787 (MLS # O6398208)
    4
     
    483 Pennsylvania Avenue, Winter Garden, FL
    483 Pennsylvania Avenue
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,008 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  17. Photo of 2205 Wintermere Pointe Drive, Winter Garden, FL 34787 (MLS # O6398720)
    $750,000
    Photo of 2205 Wintermere Pointe Drive, Winter Garden, FL 34787 (MLS # O6398720)
    Photo of 2205 Wintermere Pointe Drive, Winter Garden, FL 34787 (MLS # O6398720)
    2205 Wintermere Pointe Drive, Winter Garden, FL
    2205 Wintermere Pointe Drive
    Winter Garden, FL
    • 5 Beds
    • 3 Baths
    • 3,747 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  18. Photo of 15828 Shorebird Lane, Winter Garden, FL 34787 (MLS # O6398059)
    $900,000
    Photo of 15828 Shorebird Lane, Winter Garden, FL 34787 (MLS # O6398059)
    Photo of 15828 Shorebird Lane, Winter Garden, FL 34787 (MLS # O6398059)
    15828 Shorebird Lane, Winter Garden, FL
    15828 Shorebird Lane
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 3,058 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  19. Photo of 13323 Pontoon Road, Winter Garden, FL 34787 (MLS # S5147574)
    $2,650
    Photo of 13323 Pontoon Road, Winter Garden, FL 34787 (MLS # S5147574)
    Photo of 13323 Pontoon Road, Winter Garden, FL 34787 (MLS # S5147574)
    13323 Pontoon Road, Winter Garden, FL
    13323 Pontoon Road
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,451 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  20. Photo of 604 Foster Avenue, Winter Garden, FL 34787 (MLS # O6389095)
    $400,000
    Photo of 604 Foster Avenue, Winter Garden, FL 34787 (MLS # O6389095)
    Photo of 604 Foster Avenue, Winter Garden, FL 34787 (MLS # O6389095)
    604 Foster Avenue, Winter Garden, FL
    604 Foster Avenue
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,275 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  21. Photo of 17425 Lake Ingram Road, Winter Garden, FL 34787 (MLS # O6397109)
    $1,199,999
    Photo of 17425 Lake Ingram Road, Winter Garden, FL 34787 (MLS # O6397109)
    Photo of 17425 Lake Ingram Road, Winter Garden, FL 34787 (MLS # O6397109)
    17425 Lake Ingram Road, Winter Garden, FL
    17425 Lake Ingram Road
    Winter Garden, FL
    • 4 Beds
    • 2 Baths
    • 2,246 Home (sqft)
    • 2 Baths
    • 6.79 Lot (ac)
  22. Photo of 9256 Grand Island Way, Winter Garden, FL 34787 (MLS # O6397917)
    $750,000
    Photo of 9256 Grand Island Way, Winter Garden, FL 34787 (MLS # O6397917)
    Photo of 9256 Grand Island Way, Winter Garden, FL 34787 (MLS # O6397917)
    9256 Grand Island Way, Winter Garden, FL
    9256 Grand Island Way
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,507 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  23. Photo of 4136 Willow Bay Drive, Winter Garden, FL 34787 (MLS # R4911030)
    $655,000
    Photo of 4136 Willow Bay Drive, Winter Garden, FL 34787 (MLS # R4911030)
    Photo of 4136 Willow Bay Drive, Winter Garden, FL 34787 (MLS # R4911030)
    4136 Willow Bay Drive, Winter Garden, FL
    4136 Willow Bay Drive
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 2,472 Home (sqft)
    • 2 Baths
    • 14,811 Lot (sqft)
  24. Photo of 10247 Love Story Street, Winter Garden, FL 34787 (MLS # O6397731)
    $3,100
    Photo of 10247 Love Story Street, Winter Garden, FL 34787 (MLS # O6397731)
    Photo of 10247 Love Story Street, Winter Garden, FL 34787 (MLS # O6397731)
    10247 Love Story Street, Winter Garden, FL
    10247 Love Story Street
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,502 Home (sqft)
    • 4 Baths
    • 4,356 Lot (sqft)
  25. Photo of 1221 Priory Circle, Winter Garden, FL 34787 (MLS # O6397929)
    $2,800
    Photo of 1221 Priory Circle, Winter Garden, FL 34787 (MLS # O6397929)
    Photo of 1221 Priory Circle, Winter Garden, FL 34787 (MLS # O6397929)
    1221 Priory Circle, Winter Garden, FL
    1221 Priory Circle
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,675 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  26. Photo of 7343 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # S5147747)
    $599,999
    Photo of 7343 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # S5147747)
    Photo of 7343 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # S5147747)
    20
     
    7343 Twilight Bay Drive, Winter Garden, FL
    7343 Twilight Bay Drive
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,975 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  27. Photo of 8150 Gray Kingbird Drive, Winter Garden, FL 34787 (MLS # O6396729)
    $649,999
    Photo of 8150 Gray Kingbird Drive, Winter Garden, FL 34787 (MLS # O6396729)
    Photo of 8150 Gray Kingbird Drive, Winter Garden, FL 34787 (MLS # O6396729)
    8150 Gray Kingbird Drive, Winter Garden, FL
    8150 Gray Kingbird Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,706 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  28. Photo of 1325 Fettler Way, Winter Garden, FL 34787 (MLS # O6393936)
    $289,900
    Photo of 1325 Fettler Way, Winter Garden, FL 34787 (MLS # O6393936)
    Photo of 1325 Fettler Way, Winter Garden, FL 34787 (MLS # O6393936)
    1325 Fettler Way, Winter Garden, FL
    1325 Fettler Way
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,440 Home (sqft)
    • 2 Baths
    • 2,178 Lot (sqft)
  29. Photo of 4863 Lacewing Drive, Winter Garden, FL 34787 (MLS # O6397857)
    $540,000
    Photo of 4863 Lacewing Drive, Winter Garden, FL 34787 (MLS # O6397857)
    Photo of 4863 Lacewing Drive, Winter Garden, FL 34787 (MLS # O6397857)
    4863 Lacewing Drive, Winter Garden, FL
    4863 Lacewing Drive
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,788 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  30. Photo of 16374 Turning Tide Way, Winter Garden, FL 34787 (MLS # O6397885)
    $2,650
    Photo of 16374 Turning Tide Way, Winter Garden, FL 34787 (MLS # O6397885)
    Photo of 16374 Turning Tide Way, Winter Garden, FL 34787 (MLS # O6397885)
    28
     
    16374 Turning Tide Way, Winter Garden, FL
    16374 Turning Tide Way
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,568 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
Previous Page 3 of 17 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 4/18/26 2:04 PM PDT.

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