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 - 30 of 231 | Previous Page 1 of 8 Next

1. 

   $1,100,000

   

   

   71

    

    

   9182 Sonoma Coast Drive, Winter Garden, FL

   9182 Sonoma Coast Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 3,330 Home (sqft)
   • 4 Baths
   • 6,099 Lot (sqft)
2. 

   $625,000

   

   

   29

    

    

   13619 Lake Boulevard, Winter Garden, FL

   13619 Lake Boulevard
   Winter Garden, FL

   • 3 Beds
   • 2 Baths
   • 1,440 Home (sqft)
   • 2 Baths
   • 16,118 Lot (sqft)
3. 

   $2,175,000

   

   

   59

    

    

   16659 Broadwater Avenue, Winter Garden, FL

   16659 Broadwater Avenue
   Winter Garden, FL

   • 6 Beds
   • 6 Baths
   • 4,081 Home (sqft)
   • 6 Baths
   • 15,246 Lot (sqft)
4. 

   $832,000

   

   

   64

    

    

   13050 Sunrise Harvest Drive, Winter Garden, FL

   13050 Sunrise Harvest Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 3,042 Home (sqft)
   • 4 Baths
   • 6,970 Lot (sqft)
5. 

   $699,000

   

   

   53

    

    

   15086 Summer Harvest Street, Winter Garden, FL

   15086 Summer Harvest Street
   Winter Garden, FL

   • 3 Beds
   • 2 Baths
   • 1,934 Home (sqft)
   • 2 Baths
   • 6,534 Lot (sqft)
6. 

   $738,000

   

   

   42

    

    

   14741 Snowy Egret Street, Winter Garden, FL

   14741 Snowy Egret Street
   Winter Garden, FL

   • 5 Beds
   • 4 Baths
   • 3,448 Home (sqft)
   • 4 Baths
   • 6,099 Lot (sqft)
7. 

   $680,000

   

   

   55

    

    

   14968 Speer Lake Drive, Winter Garden, FL

   14968 Speer Lake Drive
   Winter Garden, FL

   • 5 Beds
   • 3 Baths
   • 3,126 Home (sqft)
   • 3 Baths
   • 13,504 Lot (sqft)
8. 

   $800,800

   

   

   31

    

    

   9438 Emerald Berry Drive, Winter Garden, FL

   9438 Emerald Berry Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 3,211 Home (sqft)
   • 4 Baths
   • 6,099 Lot (sqft)
9. 

   $749,990

   

   

   39

    

    

   2081 Nerva Road, Winter Garden, FL

   2081 Nerva Road
   Winter Garden, FL

   • 5 Beds
   • 4 Baths
   • 3,777 Home (sqft)
   • 4 Baths
   • 10,019 Lot (sqft)
10. 

    $769,000

    

    

    30

     

     

    5308 Golden Apple Drive, Winter Garden, FL

    5308 Golden Apple Drive
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,724 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
11. 

    $749,900

    

    

    33

     

     

    7905 Minutemen Loop, Winter Garden, FL

    7905 Minutemen Loop
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,716 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
12. 

    $1,100,000

    

    

    52

     

     

    9849 Lost Creek Drive, Winter Garden, FL

    9849 Lost Creek Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,910 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
13. 

    $1,050,000

    

    

    52

     

     

    7224 Enchanted Lake Dr, Winter Garden, FL

    7224 Enchanted Lake Dr
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,295 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
14. 

    $650,000

    

    

    42

     

     

    3084 Cherry Orchard Lane, Winter Garden, FL

    3084 Cherry Orchard Lane
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,484 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
15. 

    $925,000

    

    

    66

     

     

    11218 Pixie Mandarin Court, Winter Garden, FL

    11218 Pixie Mandarin Court
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,087 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
16. 

    $675,000

    

    

    48

     

     

    6275 Hamlin Reserve Boulevard, Winter Garden, FL

    6275 Hamlin Reserve Boulevard
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,410 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
17. 

    $725,000

    

    

    36

     

     

    423 N Main St, Winter Garden, FL

    423 N Main St
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 1,668 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
18. 

    $674,500

    

    

    36

     

     

    8066 Bowery Drive, Winter Garden, FL

    8066 Bowery Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,579 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
19. 

    $740,000

    

    

    62

     

     

    15583 Hamlin Blossom Avenue, Winter Garden, FL

    15583 Hamlin Blossom Avenue
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,817 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
20. 

    $620,000

    

    

    32

     

     

    523 Cascading Creek Lane, Winter Garden, FL

    523 Cascading Creek Lane
    Winter Garden, FL

    • 4 Beds
    • 2 Baths
    • 2,365 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
21. 

    $4,500,000

    

    

    14

     

    15614 Espalier Way, Winter Garden, FL

    15614 Espalier Way
    Winter Garden, FL

    • 5 Beds
    • 7 Baths
    • 6,601 Home (sqft)
    • 7 Baths
    • 2.19 Lot (ac)
22. 

    $760,000

    

    

    32

     

     

    658 Lake Cove Pointe Circle, Winter Garden, FL

    658 Lake Cove Pointe Circle
    Winter Garden, FL

    • 4 Beds
    • 2 Baths
    • 2,463 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
23. 

    $770,000

    

    

    30

     

     

    1349 Castleport Road, Winter Garden, FL

    1349 Castleport Road
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,673 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
24. 

    $1,150,000

    

    

    56

     

     

    15049 Canopy Cover Dr, Winter Garden, FL

    15049 Canopy Cover Dr
    Winter Garden, FL

    • 2 Beds
    • 3 Baths
    • 2,282 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
25. 

    $605,000

    

    

    23

     

     

    15121 Pigeon Plum Lane, Winter Garden, FL

    15121 Pigeon Plum Lane
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,004 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
26. 

    $875,000

    

    

    60

     

     

    663 Caterpillar Run, Winter Garden, FL

    663 Caterpillar Run
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 4,258 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
27. 

    $789,000

    

    

    33

     

     

    8325 Topsail Place, Winter Garden, FL

    8325 Topsail Place
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 2,170 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
28. 

    $1,199,995

    

    

    43

     

     

    16556 Olive Hill Drive, Winter Garden, FL

    16556 Olive Hill Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,752 Home (sqft)
    • 4 Baths
    • 9,148 Lot (sqft)
29. 

    $2,200,000

    

    

    78

     

     

    7645 Green Mountain Way, Winter Garden, FL

    7645 Green Mountain Way
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,296 Home (sqft)
    • 4 Baths
    • 33,977 Lot (sqft)
30. 

    $809,685

    

    

    1

     

    16397 Silver Grove Boulevard, Winter Garden, FL

    16397 Silver Grove Boulevard
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,950 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)

Previous Page 1 of 8 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 12/3/24 8:15 AM PST.

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