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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121 - 150 of 246 | Previous Page 5 of 9 Next

1. 

   $779,000

   

   

   64

    

   11060 Robert Frost Drive, Winter Garden, FL

   11060 Robert Frost Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 2,722 Home (sqft)
   • 4 Baths
   • 6,534 Lot (sqft)
2. 

   $1,375,000

   

   

   55

    

   14906 Speer Lake Drive, Winter Garden, FL

   14906 Speer Lake Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 3,640 Home (sqft)
   • 4 Baths
   • 10,019 Lot (sqft)
3. 

   $620,000

   

   

   77

    

    

   16892 Oakboro Street, Winter Garden, FL

   16892 Oakboro Street
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 2,472 Home (sqft)
   • 4 Baths
   • 5,228 Lot (sqft)
4. 

   $1,489,741

   

   

   40

    

    

   10093 Atwater Bay Drive, Winter Garden, FL

   10093 Atwater Bay Drive
   Winter Garden, FL

   • 5 Beds
   • 4 Baths
   • 3,920 Home (sqft)
   • 4 Baths
   • 16,989 Lot (sqft)
5. 

   $664,500

   

   

   50

    

    

   1946 Bay Clover Drive, Winter Garden, FL

   1946 Bay Clover Drive
   Winter Garden, FL

   • 4 Beds
   • 3 Baths
   • 2,813 Home (sqft)
   • 3 Baths
   • 10,455 Lot (sqft)
6. 

   $659,900

   

   

   43

    

    

   14229 Sunridge Boulevard, Winter Garden, FL

   14229 Sunridge Boulevard
   Winter Garden, FL

   • 4 Beds
   • 3 Baths
   • 2,952 Home (sqft)
   • 3 Baths
   • 8,277 Lot (sqft)
7. 

   $940,000

   

   

   62

    

    

   10091 Austrina Oak Loop, Winter Garden, FL

   10091 Austrina Oak Loop
   Winter Garden, FL

   • 6 Beds
   • 5 Baths
   • 4,475 Home (sqft)
   • 5 Baths
   • 13,504 Lot (sqft)
8. 

   $1,098,544

   

   

   8

    

   1056 Sadler Oaks Way, Winter Garden, FL

   1056 Sadler Oaks Way
   Winter Garden, FL

   • 4 Beds
   • 3 Baths
   • 2,711 Home (sqft)
   • 3 Baths
   • 8,277 Lot (sqft)
9. 

   $669,990

   

   

   11

    

    

   16875 Muskgrass Drive, Winter Garden, FL

   16875 Muskgrass Drive
   Winter Garden, FL

   • 3 Beds
   • 2 Baths
   • 1,857 Home (sqft)
   • 2 Baths
   • 6,099 Lot (sqft)
10. 

    $625,000

    

    

    13

     

     

    12537 Encore At Ovation Way, Winter Garden, FL

    12537 Encore At Ovation Way
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,000 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
11. 

    $750,000

    

    

    23

     

    675 Caterpillar Run, Winter Garden, FL

    675 Caterpillar Run
    Winter Garden, FL

    • 6 Beds
    • 4 Baths
    • 4,194 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
12. 

    $709,000

    

    

    72

     

     

    14639 Whittridge Drive, Winter Garden, FL

    14639 Whittridge Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,411 Home (sqft)
    • 4 Baths
    • 8,712 Lot (sqft)
13. 

    $609,990

    

    

    18

     

     

    15231 Honeybell Drive, Winter Garden, FL

    15231 Honeybell Drive
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 2,083 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
14. 

    $1,150,000

    

    

    42

     

     

    16744 Sanctuary Drive, Winter Garden, FL

    16744 Sanctuary Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,188 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
15. 

    $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)
16. 

    $725,000

    

    

    8

     

     

    13639 Glynshel Drive, Winter Garden, FL

    13639 Glynshel Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,470 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
17. 

    $749,000

    

    

    33

     

     

    322 Apopka Street, Winter Garden, FL

    322 Apopka Street
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 1,579 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
18. 

    $620,000

    

    

    64

     

     

    181 Zachary Wade St, Winter Garden, FL

    181 Zachary Wade St
    Winter Garden, FL

    • 5 Beds
    • 3 Baths
    • 2,940 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
19. 

    $965,000

    

    

    46

     

    14150 Aldford Drive, Winter Garden, FL

    14150 Aldford Drive
    Winter Garden, FL

    • 5 Beds
    • 5 Baths
    • 3,530 Home (sqft)
    • 5 Baths
    • 6,534 Lot (sqft)
20. 

    $2,995,000

    

    

    58

     

     

    1136 Brick Rd, Winter Garden, FL

    1136 Brick Rd
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 2,535 Home (sqft)
    • 2 Baths
    • 4.89 Lot (ac)
21. 

    $765,000

    

    

    75

     

    6115 Sunset Isle Drive, Winter Garden, FL

    6115 Sunset Isle Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,559 Home (sqft)
    • 4 Baths
    • 7,841 Lot (sqft)
22. 

    $741,900

    

    

    53

     

     

    17208 Ocean Hill Drive, Winter Garden, FL

    17208 Ocean Hill Drive
    Winter Garden, FL

    • 5 Beds
    • 3 Baths
    • 3,183 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
23. 

    $989,000

    

    

    37

     

     

    17930 Adrift Road, Winter Garden, FL

    17930 Adrift Road
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,327 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
24. 

    $732,766

    

    

    36

     

     

    12847 Charmed Drive, Winter Garden, FL

    12847 Charmed Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,924 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
25. 

    $605,000

    

    

    38

     

     

    2414 Balforn Tower Way, Winter Garden, FL

    2414 Balforn Tower Way
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,428 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
26. 

    $690,000

    

    

    61

     

     

    3228 Sailing Pier Avenue, Winter Garden, FL

    3228 Sailing Pier Avenue
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,894 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
27. 

    $650,000

    

    

    12

     

     

    MLS # S5108837, Winter Garden, FL

    MLS # S5108837
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,290 Home (sqft)
    • 4 Baths
    • 5,228 Lot (sqft)
28. 

    $3,600,000

    

    

    5

     

     

    1253 E Fullers Cross Road, Winter Garden, FL

    1253 E Fullers Cross Road
    Winter Garden, FL

    • 4 Beds
    • 5 Baths
    • 3,495 Home (sqft)
    • 5 Baths
    • 12.00 Lot (ac)
29. 

    $690,000

    

    

    74

     

     

    1556 Coluso Drive, Winter Garden, FL

    1556 Coluso Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 1,916 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
30. 

    $692,000

    

    

    33

     

     

    727 Marsh Reed Drive, Winter Garden, FL

    727 Marsh Reed Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,100 Home (sqft)
    • 4 Baths
    • 4,792 Lot (sqft)

Previous Page 5 of 9 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 11/23/24 6:13 AM PST.

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