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 between $400k - $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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31 - 60 of 208 | Previous Page 2 of 7 Next

1. 

   $483,990

   

   

   34

    

    

   15106 Grove Lake Drive, Winter Garden, FL

   15106 Grove Lake Drive
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,846 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
2. 

   $595,000

   

   

   28

    

    

   621 Brandy Oaks Loop, Winter Garden, FL

   621 Brandy Oaks Loop
   Winter Garden, FL

   • 5 Beds
   • 3 Baths
   • 2,236 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
3. 

   $579,900

   

   

   38

    

    

   14269 Shocklach Drive, Winter Garden, FL

   14269 Shocklach Drive
   Winter Garden, FL

   • 3 Beds
   • 2 Baths
   • 2,083 Home (sqft)
   • 2 Baths
   • 6,970 Lot (sqft)
4. 

   $520,000

   

   

   19

    

    

   1441 Roxy Lane, Winter Garden, FL

   1441 Roxy Lane
   Winter Garden, FL

   • 4 Beds
   • 3 Baths
   • 2,030 Home (sqft)
   • 3 Baths
   • 4,792 Lot (sqft)
5. 

   $514,990

   

   

   34

    

   15167 Grove Lake Drive, Winter Garden, FL

   15167 Grove Lake Drive
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,881 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
6. 

   $514,990

   

   

   12

    

   15124 Grove Lake Drive, Winter Garden, FL

   15124 Grove Lake Drive
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,846 Home (sqft)
   • 3 Baths
   • 1,743 Lot (sqft)
7. 

   $475,000

   

   

   40

    

    

   14494 Whittridge Drive, Winter Garden, FL

   14494 Whittridge Drive
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 2,067 Home (sqft)
   • 3 Baths
   • 4,356 Lot (sqft)
8. 

   $489,990

   

   

   13

    

    

   15393 Burgtheater Drive, Winter Garden, FL

   15393 Burgtheater Drive
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,835 Home (sqft)
   • 3 Baths
   • 3,485 Lot (sqft)
9. 

   $494,990

   

   

   13

    

    

   15369 Burgtheater Drive, Winter Garden, FL

   15369 Burgtheater Drive
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,835 Home (sqft)
   • 3 Baths
   • 3,050 Lot (sqft)
10. 

    $463,990

    

    

    13

     

     

    15381 Burgtheater Drive, Winter Garden, FL

    15381 Burgtheater Drive
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 1,693 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
11. 

    $595,000

    

    

    39

     

     

    10038 Verse Alley, Winter Garden, FL

    10038 Verse Alley
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,486 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
12. 

    $518,990

    

    

    31

     

     

    6672 Juneberry Way, Winter Garden, FL

    6672 Juneberry Way
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 1,846 Home (sqft)
    • 3 Baths
    • 1,743 Lot (sqft)
13. 

    $494,900

    

    

    18

     

     

    725 Sunburst Cove Lane, Winter Garden, FL

    725 Sunburst Cove Lane
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 1,647 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
14. 

    $474,900

    

    

    48

     

     

    7227 Half Moon Lake Drive, Winter Garden, FL

    7227 Half Moon Lake Drive
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,290 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
15. 

    $451,000

    

    

    48

     

    9513 Amber Chestnut Way, Winter Garden, FL

    9513 Amber Chestnut Way
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 1,810 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
16. 

    $420,000

    

    

    33

     

     

    14501 Grove Resort Avenue #2532, Winter Garden, FL

    14501 Grove Resort Avenue #2532
    Winter Garden, FL

    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
17. 

    $420,000

    

    

    34

     

     

    14501 Grove Resort Avenue #2530, Winter Garden, FL

    14501 Grove Resort Avenue #2530
    Winter Garden, FL

    • 2 Beds
    • 2 Baths
    • 1,265 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
18. 

    $556,000

    

    

    26

     

    500 Teacup Springs Court, Winter Garden, FL

    500 Teacup Springs Court
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,397 Home (sqft)
    • 3 Baths
    • 22,652 Lot (sqft)
19. 

    $460,000

    

    

    30

     

     

    15578 Murcott Blossom Boulevard, Winter Garden, FL

    15578 Murcott Blossom Boulevard
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,196 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
20. 

    $497,000

    

    

    18

     

     

    112 W Newell Street, Winter Garden, FL

    112 W Newell Street
    Winter Garden, FL

    • 3 Beds
    • 1 Bath
    • 1,519 Home (sqft)
    • 1 Bath
    • 11,762 Lot (sqft)
21. 

    $589,900

    

    

    39

     

     

    17019 Seville Orange Road, Winter Garden, FL

    17019 Seville Orange Road
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,048 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
22. 

    $559,900

    

    

    33

     

     

    14791 Crimson Bluff Alley, Winter Garden, FL

    14791 Crimson Bluff Alley
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 2,094 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
23. 

    $449,000

    

    

    30

     

     

    13430 Princess Street, Winter Garden, FL

    13430 Princess Street
    Winter Garden, FL

    • 2 Beds
    • 2 Baths
    • 1,579 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
24. 

    $559,000

    

    

    33

     

     

    218 S Boyd Street, Winter Garden, FL

    218 S Boyd Street
    Winter Garden, FL

    • 2 Beds
    • 2 Baths
    • 1,162 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
25. 

    $412,500

    

    

    37

     

     

    16269 Admirals Cove Lane, Winter Garden, FL

    16269 Admirals Cove Lane
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 1,568 Home (sqft)
    • 3 Baths
    • 0 Lot (sqft)
26. 

    $565,000

    

    

    41

     

     

    7570 Bishop Square Drive, Winter Garden, FL

    7570 Bishop Square Drive
    Winter Garden, FL

    • 4 Beds
    • 2 Baths
    • 1,952 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
27. 

    $448,980

    

    

    10

     

     

    13424 Princess Street, Winter Garden, FL

    13424 Princess Street
    Winter Garden, FL

    • 2 Beds
    • 2 Baths
    • 1,579 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
28. 

    $449,990

    

    

    10

     

     

    13418 Princess Street, Winter Garden, FL

    13418 Princess Street
    Winter Garden, FL

    • 2 Beds
    • 2 Baths
    • 1,579 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
29. 

    $567,000

    

    

    26

     

     

    1455 Viscaya Cove Boulevard, Winter Garden, FL

    1455 Viscaya Cove Boulevard
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,494 Home (sqft)
    • 4 Baths
    • 6,970 Lot (sqft)
30. 

    $435,000

    

    

    40

     

     

    14867 Driftwater Drive, Winter Garden, FL

    14867 Driftwater Drive
    Winter Garden, FL

    • 3 Beds
    • 3 Baths
    • 1,748 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)

Previous Page 2 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 11/21/24 6:12 AM PST.

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