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Winter Garden is located 14 miles west of downtown Orlando in the western part of Orange County. Nestled alongside beautiful Lake Apopka, it is a former citrus town incorporated in 1908 and is home to more than 40,000 residents. Its historic downtown is listed on the National Registry of Historic Places and is a favorite destination for residents due to its shops, restaurants, and award-winning West Orange Trail, part of the 250-mile Coast-to-Coast Connector Trail across Central Florida. Use our custom search tool to view all homes for sale above $600k in Winter Garden or click here to return to the list of surrounding towns and cities in the Kissimmee area. Have questions? Contact us here or schedule your FREE consultation here.


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  1. Photo of 16313 Honey Harvest Street, Winter Garden, FL 34787 (MLS # O6246787)
    $624,000
    Photo of 16313 Honey Harvest Street, Winter Garden, FL 34787 (MLS # O6246787)
    Photo of 16313 Honey Harvest Street, Winter Garden, FL 34787 (MLS # O6246787)
    16313 Honey Harvest Street, Winter Garden, FL
    16313 Honey Harvest Street
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,450 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
  2. Photo of 14912 Gaulberry Run, Winter Garden, FL 34787 (MLS # O6246860)
    $775,000
    Photo of 14912 Gaulberry Run, Winter Garden, FL 34787 (MLS # O6246860)
    Photo of 14912 Gaulberry Run, Winter Garden, FL 34787 (MLS # O6246860)
    14912 Gaulberry Run, Winter Garden, FL
    14912 Gaulberry Run
    Winter Garden, FL
    • 5 Beds
    • 3 Baths
    • 3,132 Home (sqft)
    • 3 Baths
    • 9,584 Lot (sqft)
  3. Photo of 3198 Sailing Pier Avenue, Winter Garden, FL 34787 (MLS # O6246563)
    $1,000,000
    Photo of 3198 Sailing Pier Avenue, Winter Garden, FL 34787 (MLS # O6246563)
    Photo of 3198 Sailing Pier Avenue, Winter Garden, FL 34787 (MLS # O6246563)
    3198 Sailing Pier Avenue, Winter Garden, FL
    3198 Sailing Pier Avenue
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 4,272 Home (sqft)
    • 5 Baths
    • 8,712 Lot (sqft)
  4. Photo of 10301 Savannah Ridge Lane, Winter Garden, FL 34787 (MLS # G5087732)
    $3,899,000
    Photo of 10301 Savannah Ridge Lane, Winter Garden, FL 34787 (MLS # G5087732)
    Photo of 10301 Savannah Ridge Lane, Winter Garden, FL 34787 (MLS # G5087732)
    10301 Savannah Ridge Lane, Winter Garden, FL
    10301 Savannah Ridge Lane
    Winter Garden, FL
    • 6 Beds
    • 6 Baths
    • 7,428 Home (sqft)
    • 6 Baths
    • 2.96 Lot (ac)
  5. Photo of 637 Courtlea Cove Avenue, Winter Garden, FL 34787 (MLS # O6243416)
    $762,000
    Photo of 637 Courtlea Cove Avenue, Winter Garden, FL 34787 (MLS # O6243416)
    Photo of 637 Courtlea Cove Avenue, Winter Garden, FL 34787 (MLS # O6243416)
    637 Courtlea Cove Avenue, Winter Garden, FL
    637 Courtlea Cove Avenue
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,625 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
  6. Photo of 15167 Shonan Gold Drive, Winter Garden, FL 34787 (MLS # O6245196)
    $1,150,000
    Photo of 15167 Shonan Gold Drive, Winter Garden, FL 34787 (MLS # O6245196)
    Photo of 15167 Shonan Gold Drive, Winter Garden, FL 34787 (MLS # O6245196)
    15167 Shonan Gold Drive, Winter Garden, FL
    15167 Shonan Gold Drive
    Winter Garden, FL
    • 6 Beds
    • 4 Baths
    • 3,407 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  7. Photo of 15558 Sandfield Loop, Winter Garden, FL 34787 (MLS # O6240948)
    $930,000
    Photo of 15558 Sandfield Loop, Winter Garden, FL 34787 (MLS # O6240948)
    Photo of 15558 Sandfield Loop, Winter Garden, FL 34787 (MLS # O6240948)
    15558 Sandfield Loop, Winter Garden, FL
    15558 Sandfield Loop
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 4,307 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
  8. Photo of 109 W Tilden Street, Winter Garden, FL 34787 (MLS # O6242772)
    $915,000
    Photo of 109 W Tilden Street, Winter Garden, FL 34787 (MLS # O6242772)
    Photo of 109 W Tilden Street, Winter Garden, FL 34787 (MLS # O6242772)
    109 W Tilden Street, Winter Garden, FL
    109 W Tilden Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,276 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  9. Photo of 930 Auction Alley, Winter Garden, FL 34787 (MLS # O6237970)
    $739,900
    Photo of 930 Auction Alley, Winter Garden, FL 34787 (MLS # O6237970)
    Photo of 930 Auction Alley, Winter Garden, FL 34787 (MLS # O6237970)
    930 Auction Alley, Winter Garden, FL
    930 Auction Alley
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,425 Home (sqft)
    • 4 Baths
    • 3,485 Lot (sqft)
  10. Photo of 8198 Topsail Place, Winter Garden, FL 34787 (MLS # O6245213)
    $1,225,000
    Photo of 8198 Topsail Place, Winter Garden, FL 34787 (MLS # O6245213)
    Photo of 8198 Topsail Place, Winter Garden, FL 34787 (MLS # O6245213)
    8198 Topsail Place, Winter Garden, FL
    8198 Topsail Place
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,815 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
  11. Photo of 3278 Hanging Tide Street, Winter Garden, FL 34787 (MLS # O6244654)
    $1,100,000
    Photo of 3278 Hanging Tide Street, Winter Garden, FL 34787 (MLS # O6244654)
    Photo of 3278 Hanging Tide Street, Winter Garden, FL 34787 (MLS # O6244654)
    3278 Hanging Tide Street, Winter Garden, FL
    3278 Hanging Tide Street
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,641 Home (sqft)
    • 5 Baths
    • 6,099 Lot (sqft)
  12. Photo of 15490 Sweet Orange Avenue, Winter Garden, FL 34787 (MLS # A4624706)
    $975,000
    Photo of 15490 Sweet Orange Avenue, Winter Garden, FL 34787 (MLS # A4624706)
    Photo of 15490 Sweet Orange Avenue, Winter Garden, FL 34787 (MLS # A4624706)
    15490 Sweet Orange Avenue, Winter Garden, FL
    15490 Sweet Orange Avenue
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 3,200 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  13. Photo of 17840 Adrift Road, Winter Garden, FL 34787 (MLS # O6244366)
    $800,000
    Photo of 17840 Adrift Road, Winter Garden, FL 34787 (MLS # O6244366)
    Photo of 17840 Adrift Road, Winter Garden, FL 34787 (MLS # O6244366)
    17840 Adrift Road, Winter Garden, FL
    17840 Adrift Road
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 3,323 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  14. Photo of 5657 Mangrove Cove Avenue, Winter Garden, FL 34787 (MLS # S5112921)
    $948,000
    Photo of 5657 Mangrove Cove Avenue, Winter Garden, FL 34787 (MLS # S5112921)
    Photo of 5657 Mangrove Cove Avenue, Winter Garden, FL 34787 (MLS # S5112921)
    5657 Mangrove Cove Avenue, Winter Garden, FL
    5657 Mangrove Cove Avenue
    Winter Garden, FL
    • 5 Beds
    • 4 Baths
    • 3,881 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
  15. Photo of 1125 English Garden Lane SE, Winter Garden, FL 34787 (MLS # O6235713)
    $925,000
    Photo of 1125 English Garden Lane SE, Winter Garden, FL 34787 (MLS # O6235713)
    Photo of 1125 English Garden Lane SE, Winter Garden, FL 34787 (MLS # O6235713)
    1125 English Garden Lane SE, Winter Garden, FL
    1125 English Garden Lane SE
    Winter Garden, FL
    • 5 Beds
    • 4 Baths
    • 3,663 Home (sqft)
    • 4 Baths
    • 15,246 Lot (sqft)
  16. Photo of 216 N Lakeview Avenue, Winter Garden, FL 34787 (MLS # O6241043)
    $849,999
    Photo of 216 N Lakeview Avenue, Winter Garden, FL 34787 (MLS # O6241043)
    Photo of 216 N Lakeview Avenue, Winter Garden, FL 34787 (MLS # O6241043)
    216 N Lakeview Avenue, Winter Garden, FL
    216 N Lakeview Avenue
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,756 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
  17. Photo of 16736 Rusty Anchor Road, Winter Garden, FL 34787 (MLS # O6242473)
    $975,000
    Photo of 16736 Rusty Anchor Road, Winter Garden, FL 34787 (MLS # O6242473)
    Photo of 16736 Rusty Anchor Road, Winter Garden, FL 34787 (MLS # O6242473)
    16736 Rusty Anchor Road, Winter Garden, FL
    16736 Rusty Anchor Road
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,696 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  18. Photo of 704 Tangelo Court, Winter Garden, FL 34787 (MLS # O6246751)
    $609,000
    Photo of 704 Tangelo Court, Winter Garden, FL 34787 (MLS # O6246751)
    Photo of 704 Tangelo Court, Winter Garden, FL 34787 (MLS # O6246751)
    704 Tangelo Court, Winter Garden, FL
    704 Tangelo Court
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,797 Home (sqft)
    • 2 Baths
    • 19,167 Lot (sqft)
  19. Photo of 15068 Lebeau Loop, Winter Garden, FL 34787 (MLS # G5087361)
    $728,900
    Photo of 15068 Lebeau Loop, Winter Garden, FL 34787 (MLS # G5087361)
    Photo of 15068 Lebeau Loop, Winter Garden, FL 34787 (MLS # G5087361)
    15068 Lebeau Loop, Winter Garden, FL
    15068 Lebeau Loop
    Winter Garden, FL
    • 5 Beds
    • 4 Baths
    • 3,266 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
  20. Photo of 13706 Werrington Drive, Winter Garden, FL 34787 (MLS # S5111933)
    $745,000
    Photo of 13706 Werrington Drive, Winter Garden, FL 34787 (MLS # S5111933)
    Photo of 13706 Werrington Drive, Winter Garden, FL 34787 (MLS # S5111933)
    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)
  21. Photo of 13352 Lago Vista Drive, Winter Garden, FL 34787 (MLS # A4623624)
    $3,499,999
    Photo of 13352 Lago Vista Drive, Winter Garden, FL 34787 (MLS # A4623624)
    Photo of 13352 Lago Vista Drive, Winter Garden, FL 34787 (MLS # A4623624)
    13352 Lago Vista Drive, Winter Garden, FL
    13352 Lago Vista Drive
    Winter Garden, FL
    • 5 Beds
    • 6 Baths
    • 7,512 Home (sqft)
    • 6 Baths
    • 5.52 Lot (ac)
  22. Photo of 9207 Busaco Park Way, Winter Garden, FL 34787 (MLS # O6241734)
    $1,250,000
    Photo of 9207 Busaco Park Way, Winter Garden, FL 34787 (MLS # O6241734)
    Photo of 9207 Busaco Park Way, Winter Garden, FL 34787 (MLS # O6241734)
    9207 Busaco Park Way, Winter Garden, FL
    9207 Busaco Park Way
    Winter Garden, FL
    • 5 Beds
    • 4 Baths
    • 3,819 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  23. Photo of 14126 Fox Glove Street, Winter Garden, FL 34787 (MLS # O6241620)
    $860,000
    Photo of 14126 Fox Glove Street, Winter Garden, FL 34787 (MLS # O6241620)
    Photo of 14126 Fox Glove Street, Winter Garden, FL 34787 (MLS # O6241620)
    14126 Fox Glove Street, Winter Garden, FL
    14126 Fox Glove Street
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 3,807 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  24. Photo of 16695 Broadwater Avenue, Winter Garden, FL 34787 (MLS # O6241344)
    $2,200,000
    Photo of 16695 Broadwater Avenue, Winter Garden, FL 34787 (MLS # O6241344)
    Photo of 16695 Broadwater Avenue, Winter Garden, FL 34787 (MLS # O6241344)
    86
     
    16695 Broadwater Avenue, Winter Garden, FL
    16695 Broadwater Avenue
    Winter Garden, FL
    • 5 Beds
    • 6 Baths
    • 5,219 Home (sqft)
    • 6 Baths
    • 19,602 Lot (sqft)
  25. Photo of 1934 Pantheon Drive, Winter Garden, FL 34787 (MLS # O6241507)
    $749,000
    Photo of 1934 Pantheon Drive, Winter Garden, FL 34787 (MLS # O6241507)
    Photo of 1934 Pantheon Drive, Winter Garden, FL 34787 (MLS # O6241507)
    1934 Pantheon Drive, Winter Garden, FL
    1934 Pantheon Drive
    Winter Garden, FL
    • 5 Beds
    • 4 Baths
    • 3,764 Home (sqft)
    • 4 Baths
    • 9,584 Lot (sqft)
  26. Photo of 16033 Barkly Ridge Court, Winter Garden, FL 34787 (MLS # O6241602)
    $879,000
    Photo of 16033 Barkly Ridge Court, Winter Garden, FL 34787 (MLS # O6241602)
    Photo of 16033 Barkly Ridge Court, Winter Garden, FL 34787 (MLS # O6241602)
    16033 Barkly Ridge Court, Winter Garden, FL
    16033 Barkly Ridge Court
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,639 Home (sqft)
    • 3 Baths
    • 24,394 Lot (sqft)
  27. Photo of 8349 Topsail Place, Winter Garden, FL 34787 (MLS # O6241445)
    $998,000
    Photo of 8349 Topsail Place, Winter Garden, FL 34787 (MLS # O6241445)
    Photo of 8349 Topsail Place, Winter Garden, FL 34787 (MLS # O6241445)
    8349 Topsail Place, Winter Garden, FL
    8349 Topsail Place
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,815 Home (sqft)
    • 5 Baths
    • 6,970 Lot (sqft)
  28. Photo of 9687 Lost Creek Drive, Winter Garden, FL 34787 (MLS # O6242114)
    $869,000
    Photo of 9687 Lost Creek Drive, Winter Garden, FL 34787 (MLS # O6242114)
    Photo of 9687 Lost Creek Drive, Winter Garden, FL 34787 (MLS # O6242114)
    9687 Lost Creek Drive, Winter Garden, FL
    9687 Lost Creek Drive
    Winter Garden, FL
    • 4 Beds
    • 4 Baths
    • 2,840 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  29. Photo of 15161 Canoe Place, Winter Garden, FL 34787 (MLS # O6240995)
    $1,300,000
    Photo of 15161 Canoe Place, Winter Garden, FL 34787 (MLS # O6240995)
    Photo of 15161 Canoe Place, Winter Garden, FL 34787 (MLS # O6240995)
    15161 Canoe Place, Winter Garden, FL
    15161 Canoe Place
    Winter Garden, FL
    • 5 Beds
    • 5 Baths
    • 3,816 Home (sqft)
    • 5 Baths
    • 9,584 Lot (sqft)
  30. Photo of 7331 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # S5111904)
    $875,000
    Photo of 7331 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # S5111904)
    Photo of 7331 Twilight Bay Drive, Winter Garden, FL 34787 (MLS # S5111904)
    7331 Twilight Bay Drive, Winter Garden, FL
    7331 Twilight Bay Drive
    Winter Garden, FL
    • 6 Beds
    • 4 Baths
    • 3,562 Home (sqft)
    • 4 Baths
    • 6,099 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 11/23/24 4:13 AM PST.

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