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 pool 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 57 | Previous Page 1 of 2 Next

1. 

   $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)
2. 

   $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)
3. 

   $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)
4. 

   $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)
5. 

   $975,000

   

   

   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)
6. 

   $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)
7. 

   $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)
8. 

   $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)
9. 

   $1,850,000

   

   

   63

    

   7573 Green Mountain Way, Winter Garden, FL

   7573 Green Mountain Way
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 3,388 Home (sqft)
   • 4 Baths
   • 1.26 Lot (ac)
10. 

    $661,500

    

    

    51

     

     

    2019 Wintermere Pointe Drive, Winter Garden, FL

    2019 Wintermere Pointe Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,455 Home (sqft)
    • 3 Baths
    • 13,068 Lot (sqft)
11. 

    $620,000

    

    

    24

     

     

    1849 Burdock Drive, Winter Garden, FL

    1849 Burdock Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,683 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
12. 

    $2,399,000

    

    

    60

     

     

    7233 Wild Blackberry Trail, Winter Garden, FL

    7233 Wild Blackberry Trail
    Winter Garden, FL

    • 5 Beds
    • 6 Baths
    • 5,500 Home (sqft)
    • 6 Baths
    • 1.42 Lot (ac)
13. 

    $12,000,000

    

    

    50

     

     

    17017 Marsh Road, Winter Garden, FL

    17017 Marsh Road
    Winter Garden, FL

    • 6 Beds
    • 6 Baths
    • 6,977 Home (sqft)
    • 6 Baths
    • 17.88 Lot (ac)
14. 

    $927,900

    

    

    30

     

     

    13412 Fox Glove Street, Winter Garden, FL

    13412 Fox Glove Street
    Winter Garden, FL

    • 5 Beds
    • 3 Baths
    • 3,954 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
15. 

    $2,200,000

    

    

    65

     

     

    214 S Woodland Street, Winter Garden, FL

    214 S Woodland Street
    Winter Garden, FL

    • 4 Beds
    • 2 Baths
    • 2,868 Home (sqft)
    • 2 Baths
    • 37,462 Lot (sqft)
16. 

    $2,399,000

    

    

    58

     

     

    15217 Farm Stand Court, Winter Garden, FL

    15217 Farm Stand Court
    Winter Garden, FL

    • 4 Beds
    • 5 Baths
    • 4,219 Home (sqft)
    • 5 Baths
    • 13,940 Lot (sqft)
17. 

    $785,000

    

    

    33

     

     

    16653 Toccoa Row, Winter Garden, FL

    16653 Toccoa Row
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,806 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
18. 

    $2,200,000

    

    

    80

     

    14616 Avenue Of The Rushes, Winter Garden, FL

    14616 Avenue Of The Rushes
    Winter Garden, FL

    • 4 Beds
    • 5 Baths
    • 4,583 Home (sqft)
    • 5 Baths
    • 1.55 Lot (ac)
19. 

    $850,000

    

    

    27

     

     

    2800 Tropic Court, Winter Garden, FL

    2800 Tropic Court
    Winter Garden, FL

    • 5 Beds
    • 3 Baths
    • 2,873 Home (sqft)
    • 3 Baths
    • 25,701 Lot (sqft)
20. 

    $1,050,000

    

    

    56

     

    14969 Winter Stay Drive, Winter Garden, FL

    14969 Winter Stay Drive
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,443 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
21. 

    $939,000

    

    

    70

     

     

    3220 Sailing Pier Avenue, Winter Garden, FL

    3220 Sailing Pier Avenue
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,363 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
22. 

    $924,500

    

    

    67

     

     

    16328 Wind View Lane, Winter Garden, FL

    16328 Wind View Lane
    Winter Garden, FL

    • 4 Beds
    • 5 Baths
    • 3,408 Home (sqft)
    • 5 Baths
    • 8,277 Lot (sqft)
23. 

    $915,000

    

    

    24

     

     

    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)
24. 

    $1,080,000

    

    

    100

     

     

    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)
25. 

    $975,000

    

    

    40

     

     

    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)
26. 

    $925,000

    

    

    51

     

     

    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)
27. 

    $3,499,999

    

    

    95

     

     

    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)
28. 

    $860,000

    

    

    47

     

     

    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)
29. 

    $2,100,000

    

    

    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)
30. 

    $1,198,000

    

    

    85

     

     

    17572 Davenport Road, Winter Garden, FL

    17572 Davenport Road
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,756 Home (sqft)
    • 4 Baths
    • 1.05 Lot (ac)

Previous Page 1 of 2 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 12:20 PM PST.

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