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Real estate in the city of Winter Garden

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  1. Photo of 15013 Valverse Alley, Winter Garden, FL 34787 (MLS # S5138148)
    $517,000
    Photo of 15013 Valverse Alley, Winter Garden, FL 34787 (MLS # S5138148)
    Photo of 15013 Valverse Alley, Winter Garden, FL 34787 (MLS # S5138148)
    15013 Valverse Alley, Winter Garden, FL
    15013 Valverse Alley
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,990 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  2. Photo of 14022 Frasier Street, Winter Garden, FL 34787 (MLS # S5138177)
    $2,800
    Photo of 14022 Frasier Street, Winter Garden, FL 34787 (MLS # S5138177)
    Photo of 14022 Frasier Street, Winter Garden, FL 34787 (MLS # S5138177)
    14022 Frasier Street, Winter Garden, FL
    14022 Frasier Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,607 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  3. Photo of 486 Wrangler Road, Winter Garden, FL 34787 (MLS # O6358965)
    $799,000
    Photo of 486 Wrangler Road, Winter Garden, FL 34787 (MLS # O6358965)
    Photo of 486 Wrangler Road, Winter Garden, FL 34787 (MLS # O6358965)
    486 Wrangler Road, Winter Garden, FL
    486 Wrangler Road
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,500 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  4. Photo of 15201 E Oakland Avenue, Winter Garden, FL 34787 (MLS # O6358957)
    $3,000,000
    Photo of 15201 E Oakland Avenue, Winter Garden, FL 34787 (MLS # O6358957)
    Photo of 15201 E Oakland Avenue, Winter Garden, FL 34787 (MLS # O6358957)
    1
     
    15201 E Oakland Avenue, Winter Garden, FL
    15201 E Oakland Avenue
    Winter Garden, FL
    • 4 Beds
    • 5 Baths
    • 4,507 Home (sqft)
    • 5 Baths
    • 19,167 Lot (sqft)
  5. Photo of 315 S Boyd Street, Winter Garden, FL 34787 (MLS # O6358922)
    $550,000
    Photo of 315 S Boyd Street, Winter Garden, FL 34787 (MLS # O6358922)
    Photo of 315 S Boyd Street, Winter Garden, FL 34787 (MLS # O6358922)
    315 S Boyd Street, Winter Garden, FL
    315 S Boyd Street
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,511 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  6. Photo of 14501 Grove Resort Avenue #3215, Winter Garden, FL 34787 (MLS # S5138120)
    $259,000
    Photo of 14501 Grove Resort Avenue #3215, Winter Garden, FL 34787 (MLS # S5138120)
    Photo of 14501 Grove Resort Avenue #3215, Winter Garden, FL 34787 (MLS # S5138120)
    14501 Grove Resort Avenue #3215, Winter Garden, FL
    14501 Grove Resort Avenue #3215
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  7. Photo of 2118 Oakington Street, Winter Garden, FL 34787 (MLS # O6358744)
    $3,000
    Photo of 2118 Oakington Street, Winter Garden, FL 34787 (MLS # O6358744)
    Photo of 2118 Oakington Street, Winter Garden, FL 34787 (MLS # O6358744)
    2118 Oakington Street, Winter Garden, FL
    2118 Oakington Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,817 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  8. Photo of 14010 Scarlet Aster Alley, Winter Garden, FL 34787 (MLS # G5104232)
    $499,900
    Photo of 14010 Scarlet Aster Alley, Winter Garden, FL 34787 (MLS # G5104232)
    Photo of 14010 Scarlet Aster Alley, Winter Garden, FL 34787 (MLS # G5104232)
    14010 Scarlet Aster Alley, Winter Garden, FL
    14010 Scarlet Aster Alley
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,955 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  9. Photo of 5439 Orange Orchard Drive, Winter Garden, FL 34787 (MLS # L4957156)
    $650,000
    Photo of 5439 Orange Orchard Drive, Winter Garden, FL 34787 (MLS # L4957156)
    Photo of 5439 Orange Orchard Drive, Winter Garden, FL 34787 (MLS # L4957156)
    5439 Orange Orchard Drive, Winter Garden, FL
    5439 Orange Orchard Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,240 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  10. Photo of 14501 Grove Resort Avenue #1545, Winter Garden, FL 34787 (MLS # O6357793)
    $213,900
    Photo of 14501 Grove Resort Avenue #1545, Winter Garden, FL 34787 (MLS # O6357793)
    Photo of 14501 Grove Resort Avenue #1545, Winter Garden, FL 34787 (MLS # O6357793)
    14501 Grove Resort Avenue #1545, Winter Garden, FL
    14501 Grove Resort Avenue #1545
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  11. Photo of 15607 Camp Dubois Crescent, Winter Garden, FL 34787 (MLS # O6360056)
    $595,000
    Photo of 15607 Camp Dubois Crescent, Winter Garden, FL 34787 (MLS # O6360056)
    Photo of 15607 Camp Dubois Crescent, Winter Garden, FL 34787 (MLS # O6360056)
    15607 Camp Dubois Crescent, Winter Garden, FL
    15607 Camp Dubois Crescent
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,818 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  12. Photo of 15695 Grove Resort Avenue #4428, Winter Garden, FL 34787 (MLS # S5138300)
    $284,990
    Photo of 15695 Grove Resort Avenue #4428, Winter Garden, FL 34787 (MLS # S5138300)
    Photo of 15695 Grove Resort Avenue #4428, Winter Garden, FL 34787 (MLS # S5138300)
    15695 Grove Resort Avenue #4428, Winter Garden, FL
    15695 Grove Resort Avenue #4428
    Winter Garden, FL
    • 1 Bed
    • 1 Bath
    • 485 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  13. Photo of 15044 Guava Bay Drive, Winter Garden, FL 34787 (MLS # O6359584)
    $2,900
    Photo of 15044 Guava Bay Drive, Winter Garden, FL 34787 (MLS # O6359584)
    Photo of 15044 Guava Bay Drive, Winter Garden, FL 34787 (MLS # O6359584)
    15044 Guava Bay Drive, Winter Garden, FL
    15044 Guava Bay Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,204 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  14. Photo of 10061 Bedtime Story Drive, Winter Garden, FL 34787 (MLS # O6358280)
    $450,000
    Photo of 10061 Bedtime Story Drive, Winter Garden, FL 34787 (MLS # O6358280)
    Photo of 10061 Bedtime Story Drive, Winter Garden, FL 34787 (MLS # O6358280)
    10061 Bedtime Story Drive, Winter Garden, FL
    10061 Bedtime Story Drive
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,770 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  15. Photo of 6024 Glory Bower Drive, Winter Garden, FL 34787 (MLS # O6359037)
    $4,200
    Photo of 6024 Glory Bower Drive, Winter Garden, FL 34787 (MLS # O6359037)
    Photo of 6024 Glory Bower Drive, Winter Garden, FL 34787 (MLS # O6359037)
    6024 Glory Bower Drive, Winter Garden, FL
    6024 Glory Bower Drive
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,119 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  16. Photo of 6108 Lewis And Clark Avenue, Winter Garden, FL 34787 (MLS # O6358731)
    $498,000
    Photo of 6108 Lewis And Clark Avenue, Winter Garden, FL 34787 (MLS # O6358731)
    Photo of 6108 Lewis And Clark Avenue, Winter Garden, FL 34787 (MLS # O6358731)
    6108 Lewis And Clark Avenue, Winter Garden, FL
    6108 Lewis And Clark Avenue
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,690 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  17. Photo of 5290 Citrus Leaf Boulevard, Winter Garden, FL 34787 (MLS # O6358664)
    $675,000
    Photo of 5290 Citrus Leaf Boulevard, Winter Garden, FL 34787 (MLS # O6358664)
    Photo of 5290 Citrus Leaf Boulevard, Winter Garden, FL 34787 (MLS # O6358664)
    5290 Citrus Leaf Boulevard, Winter Garden, FL
    5290 Citrus Leaf Boulevard
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,080 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  18. Photo of 15136 Canoe Place, Winter Garden, FL 34787 (MLS # O6358335)
    $1,190,000
    Photo of 15136 Canoe Place, Winter Garden, FL 34787 (MLS # O6358335)
    Photo of 15136 Canoe Place, Winter Garden, FL 34787 (MLS # O6358335)
    15136 Canoe Place, Winter Garden, FL
    15136 Canoe Place
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,917 Home (sqft)
    • 5 Baths
    • 7,841 Lot (sqft)
  19. Photo of 15448 Blackbead Street, Winter Garden, FL 34787 (MLS # O6358094)
    $475,000
    Photo of 15448 Blackbead Street, Winter Garden, FL 34787 (MLS # O6358094)
    Photo of 15448 Blackbead Street, Winter Garden, FL 34787 (MLS # O6358094)
    15448 Blackbead Street, Winter Garden, FL
    15448 Blackbead Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,853 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  20. Photo of 14213 Spring Garden Drive, Winter Garden, FL 34787 (MLS # O6358764)
    $4,000
    Photo of 14213 Spring Garden Drive, Winter Garden, FL 34787 (MLS # O6358764)
    Photo of 14213 Spring Garden Drive, Winter Garden, FL 34787 (MLS # O6358764)
    14213 Spring Garden Drive, Winter Garden, FL
    14213 Spring Garden Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,170 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  21. Photo of 627 Autumn Oaks Loop, Winter Garden, FL 34787 (MLS # O6358505)
    $749,000
    Photo of 627 Autumn Oaks Loop, Winter Garden, FL 34787 (MLS # O6358505)
    Photo of 627 Autumn Oaks Loop, Winter Garden, FL 34787 (MLS # O6358505)
    627 Autumn Oaks Loop, Winter Garden, FL
    627 Autumn Oaks Loop
    Winter Garden, FL
    • 5 Beds
    • 3 Baths
    • 3,000 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  22. Photo of 1101 Eagles Pass Way, Winter Garden, FL 34787 (MLS # O6358083)
    $1,850,000
    Photo of 1101 Eagles Pass Way, Winter Garden, FL 34787 (MLS # O6358083)
    Photo of 1101 Eagles Pass Way, Winter Garden, FL 34787 (MLS # O6358083)
    1101 Eagles Pass Way, Winter Garden, FL
    1101 Eagles Pass Way
    Winter Garden, FL
    • 6 Beds
    • 5 Baths
    • 4,104 Home (sqft)
    • 5 Baths
    • 7,841 Lot (sqft)
  23. Photo of 13706 Werrington Drive, Winter Garden, FL 34787 (MLS # S5138020)
    $715,000
    Photo of 13706 Werrington Drive, Winter Garden, FL 34787 (MLS # S5138020)
    Photo of 13706 Werrington Drive, Winter Garden, FL 34787 (MLS # S5138020)
    13706 Werrington Drive, Winter Garden, FL
    13706 Werrington Drive
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,807 Home (sqft)
    • 4 Baths
    • 3,485 Lot (sqft)
  24. Photo of 118 Southern Pecan Circle #201, Winter Garden, FL 34787 (MLS # O6355907)
    $1,750
    Photo of 118 Southern Pecan Circle #201, Winter Garden, FL 34787 (MLS # O6355907)
    Photo of 118 Southern Pecan Circle #201, Winter Garden, FL 34787 (MLS # O6355907)
    118 Southern Pecan Circle #201, Winter Garden, FL
    118 Southern Pecan Circle #201
    Winter Garden, FL
    • 1 Bed
    • 1 Bath
    • 738 Home (sqft)
    • 1 Bath
    • 1,307 Lot (sqft)
  25. Photo of 16689 Broadwater Avenue, Winter Garden, FL 34787 (MLS # S5138032)
    $2,249,000
    Photo of 16689 Broadwater Avenue, Winter Garden, FL 34787 (MLS # S5138032)
    Photo of 16689 Broadwater Avenue, Winter Garden, FL 34787 (MLS # S5138032)
    100
     
     
    16689 Broadwater Avenue, Winter Garden, FL
    16689 Broadwater Avenue
    Winter Garden, FL
    • 7 Beds
    • 7 Baths
    • 5,283 Home (sqft)
    • 7 Baths
    • 15,682 Lot (sqft)
  26. Photo of 14921 Winter Stay Drive, Winter Garden, FL 34787 (MLS # O6358469)
    $3,900
    Photo of 14921 Winter Stay Drive, Winter Garden, FL 34787 (MLS # O6358469)
    Photo of 14921 Winter Stay Drive, Winter Garden, FL 34787 (MLS # O6358469)
    14921 Winter Stay Drive, Winter Garden, FL
    14921 Winter Stay Drive
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 3,443 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  27. Photo of 14501 Grove Resort Ave #2335, Winter Garden, FL 34787 (MLS # O6358008)
    $350,000
    Photo of 14501 Grove Resort Ave #2335, Winter Garden, FL 34787 (MLS # O6358008)
    Photo of 14501 Grove Resort Ave #2335, Winter Garden, FL 34787 (MLS # O6358008)
    2
     
    14501 Grove Resort Ave #2335, Winter Garden, FL
    14501 Grove Resort Ave #2335
    Winter Garden, FL
    • 2 Beds
    • 2 Baths
    • 1,468 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
  28. Photo of 17098 Water Spring Boulevard, Winter Garden, FL 34787 (MLS # O6357599)
    $590,000
    Photo of 17098 Water Spring Boulevard, Winter Garden, FL 34787 (MLS # O6357599)
    Photo of 17098 Water Spring Boulevard, Winter Garden, FL 34787 (MLS # O6357599)
    17098 Water Spring Boulevard, Winter Garden, FL
    17098 Water Spring Boulevard
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,484 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
  29. Photo of 16302 Hamlin Hills, Winter Garden, FL 34787 (MLS # O6358133)
    $2,690
    Photo of 16302 Hamlin Hills, Winter Garden, FL 34787 (MLS # O6358133)
    Photo of 16302 Hamlin Hills, Winter Garden, FL 34787 (MLS # O6358133)
    16302 Hamlin Hills, Winter Garden, FL
    16302 Hamlin Hills
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,644 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  30. Photo of 17865 Adrift Road, Winter Garden, FL 34787 (MLS # O6359041)
    $3,600
    Photo of 17865 Adrift Road, Winter Garden, FL 34787 (MLS # O6359041)
    Photo of 17865 Adrift Road, Winter Garden, FL 34787 (MLS # O6359041)
    17865 Adrift Road, Winter Garden, FL
    17865 Adrift Road
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,484 Home (sqft)
    • 4 Baths
    • 5,228 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 11/13/25 8:59 PM PST.

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