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 207 | Previous Page 1 of 7 Next

1. 

   $610,000

   

   

   14

    

   1005 Chase Drive, Winter Garden, FL

   1005 Chase Drive
   Winter Garden, FL

   • 4 Beds
   • 3 Baths
   • 2,319 Home (sqft)
   • 3 Baths
   • 10,455 Lot (sqft)
2. 

   $827,975

   

   

   1

    

   16414 Silver Grove Boulevard, Winter Garden, FL

   16414 Silver Grove Boulevard
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 2,950 Home (sqft)
   • 4 Baths
   • 8,712 Lot (sqft)
3. 

   $695,775

   

   

   1

    

   16427 Silver Grove Boulevard, Winter Garden, FL

   16427 Silver Grove Boulevard
   Winter Garden, FL

   • 4 Beds
   • 2 Baths
   • 2,080 Home (sqft)
   • 2 Baths
   • 8,712 Lot (sqft)
4. 

   $629,888

   

   

   31

    

    

   9553 Nautique Lane, Winter Garden, FL

   9553 Nautique Lane
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 2,050 Home (sqft)
   • 3 Baths
   • 6,970 Lot (sqft)
5. 

   $635,000

   

   

   24

    

    

   15658 Avenue Of The Arbors, Winter Garden, FL

   15658 Avenue Of The Arbors
   Winter Garden, FL

   • 5 Beds
   • 3 Baths
   • 2,448 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
6. 

   $779,990

   

   

   59

    

    

   15870 Citrus Grove Loop, Winter Garden, FL

   15870 Citrus Grove Loop
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 3,074 Home (sqft)
   • 4 Baths
   • 16,118 Lot (sqft)
7. 

   $679,900

   

   

   33

    

    

   8919 Lakeshore Pointe Drive, Winter Garden, FL

   8919 Lakeshore Pointe Drive
   Winter Garden, FL

   • 3 Beds
   • 4 Baths
   • 2,581 Home (sqft)
   • 4 Baths
   • 3,050 Lot (sqft)
8. 

   $2,700,000

   

   

   8

    

    

   17144 Phil C Peters Road, Winter Garden, FL

   17144 Phil C Peters Road
   Winter Garden, FL

   • 4 Beds
   • 5 Baths
   • 4,633 Home (sqft)
   • 5 Baths
   • 2.50 Lot (ac)
9. 

   $828,000

   

   

   69

    

    

   8025 Gray Kingbird Drive, Winter Garden, FL

   8025 Gray Kingbird Drive
   Winter Garden, FL

   • 5 Beds
   • 4 Baths
   • 3,566 Home (sqft)
   • 4 Baths
   • 7,406 Lot (sqft)
10. 

    $820,000

    

    

    62

     

     

    3359 Hanging Tide Street, Winter Garden, FL

    3359 Hanging Tide Street
    Winter Garden, FL

    • 4 Beds
    • 5 Baths
    • 2,920 Home (sqft)
    • 5 Baths
    • 7,406 Lot (sqft)
11. 

    $915,000

    

    

    66

     

     

    15636 Shorebird Lane, Winter Garden, FL

    15636 Shorebird Lane
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,373 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
12. 

    $937,000

    

    

    46

     

     

    15121 Evergreen Oak Loop, Winter Garden, FL

    15121 Evergreen Oak Loop
    Winter Garden, FL

    • 6 Beds
    • 4 Baths
    • 4,259 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
13. 

    $650,000

    

    

    27

     

     

    15531 Waterleigh Cove Drive, Winter Garden, FL

    15531 Waterleigh Cove Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,295 Home (sqft)
    • 3 Baths
    • 11,326 Lot (sqft)
14. 

    $1,449,999

    

    

    46

     

     

    15511 Shorebird Lane, Winter Garden, FL

    15511 Shorebird Lane
    Winter Garden, FL

    • 5 Beds
    • 5 Baths
    • 3,653 Home (sqft)
    • 5 Baths
    • 16,553 Lot (sqft)
15. 

    $849,999

    

    

    27

     

     

    15721 Shorebird Lane, Winter Garden, FL

    15721 Shorebird Lane
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,712 Home (sqft)
    • 4 Baths
    • 10,890 Lot (sqft)
16. 

    $605,645

    

    

    48

     

    11968 Bracco Street, Winter Garden, FL

    11968 Bracco Street
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,088 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
17. 

    $634,120

    

    

    1

     

    11980 Bracco Street, Winter Garden, FL

    11980 Bracco Street
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,424 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
18. 

    $625,150

    

    

    1

     

    11965 Bracco Street, Winter Garden, FL

    11965 Bracco Street
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,424 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
19. 

    $899,000

    

    

    61

     

     

    15687 Citrus Heights Drive, Winter Garden, FL

    15687 Citrus Heights Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,568 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
20. 

    $1,274,999

    

    

    51

     

     

    17640 Las Brisas Court, Winter Garden, FL

    17640 Las Brisas Court
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,000 Home (sqft)
    • 4 Baths
    • 23,523 Lot (sqft)
21. 

    $620,000

    

    

    29

     

     

    9845 Summerlake Groves Street, Winter Garden, FL

    9845 Summerlake Groves Street
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,072 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
22. 

    $734,990

    

    

    53

     

     

    12749 Brodlove Ln, Winter Garden, FL

    12749 Brodlove Ln
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,781 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
23. 

    $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)
24. 

    $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)
25. 

    $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)
26. 

    $832,000

    

    

    71

     

     

    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)
27. 

    $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)
28. 

    $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)
29. 

    $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)
30. 

    $650,000

    

    

    14

     

     

    413 Country Cottage Lane, Winter Garden, FL

    413 Country Cottage Lane
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,451 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)

Previous Page 1 of 7 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 12/22/24 2:20 PM PST.

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