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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151 - 180 of 246 | Previous Page 6 of 9 Next

1. 

   $649,900

   

   

   44

    

   13861 Lanyard Way, Winter Garden, FL

   13861 Lanyard Way
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 2,341 Home (sqft)
   • 3 Baths
   • 3,485 Lot (sqft)
2. 

   $795,000

   

   

   57

    

    

   14710 Scott Key Drive, Winter Garden, FL

   14710 Scott Key Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 2,935 Home (sqft)
   • 4 Baths
   • 6,099 Lot (sqft)
3. 

   $645,000

   

   

   40

    

    

   15932 Moonlight Bay Street, Winter Garden, FL

   15932 Moonlight Bay Street
   Winter Garden, FL

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

   $929,900

   

   

   68

    

    

   319 Morning View Drive, Winter Garden, FL

   319 Morning View Drive
   Winter Garden, FL

   • 7 Beds
   • 5 Baths
   • 4,900 Home (sqft)
   • 5 Baths
   • 8,712 Lot (sqft)
5. 

   $639,000

   

   

   32

    

    

   15263 Night Heron Drive, Winter Garden, FL

   15263 Night Heron Drive
   Winter Garden, FL

   • 4 Beds
   • 4 Baths
   • 2,803 Home (sqft)
   • 4 Baths
   • 6,099 Lot (sqft)
6. 

   $741,000

   

   

   55

    

    

   15106 Ovation Drive, Winter Garden, FL

   15106 Ovation Drive
   Winter Garden, FL

   • 6 Beds
   • 4 Baths
   • 2,935 Home (sqft)
   • 4 Baths
   • 11,762 Lot (sqft)
7. 

   $2,650,000

   

   

   85

    

    

   15620 Panther Lake Drive, Winter Garden, FL

   15620 Panther Lake Drive
   Winter Garden, FL

   • 6 Beds
   • 5 Baths
   • 4,769 Home (sqft)
   • 5 Baths
   • 12,197 Lot (sqft)
8. 

   $640,000

   

   

   57

    

   925 Mckinnon Square, Winter Garden, FL

   925 Mckinnon Square
   Winter Garden, FL

   • 3 Beds
   • 3 Baths
   • 1,654 Home (sqft)
   • 3 Baths
   • 2,178 Lot (sqft)
9. 

   $638,380

   

   

   23

    

    

   9499 Emerald Berry Drive, Winter Garden, FL

   9499 Emerald Berry Drive
   Winter Garden, FL

   • 4 Beds
   • 3 Baths
   • 2,060 Home (sqft)
   • 3 Baths
   • 6,099 Lot (sqft)
10. 

    $795,250

    

    

    26

     

     

    9409 Emerald Berry Drive, Winter Garden, FL

    9409 Emerald Berry Drive
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,923 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
11. 

    $682,219

    

    

    3

     

     

    12554 Westhaven Oaks Drive #108, Winter Garden, FL

    12554 Westhaven Oaks Drive #108
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,743 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
12. 

    $648,504

    

    

    1

     

     

    12560 Westhaven Oaks Drive #107, Winter Garden, FL

    12560 Westhaven Oaks Drive #107
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,200 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
13. 

    $984,900

    

    

    45

     

     

    15107 Mayberry Drive, Winter Garden, FL

    15107 Mayberry Drive
    Winter Garden, FL

    • 5 Beds
    • 5 Baths
    • 4,179 Home (sqft)
    • 5 Baths
    • 6,099 Lot (sqft)
14. 

    $1,699,000

    

    

    76

     

     

    15644 Panther Lake Drive, Winter Garden, FL

    15644 Panther Lake Drive
    Winter Garden, FL

    • 5 Beds
    • 6 Baths
    • 4,296 Home (sqft)
    • 6 Baths
    • 10,890 Lot (sqft)
15. 

    $700,000

    

    

    33

     

     

    4520 Gliding Wave Street, Winter Garden, FL

    4520 Gliding Wave Street
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,894 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
16. 

    $1,179,999

    

    

    38

     

     

    10472 Petrillo Way, Winter Garden, FL

    10472 Petrillo Way
    Winter Garden, FL

    • 5 Beds
    • 6 Baths
    • 4,025 Home (sqft)
    • 6 Baths
    • 7,406 Lot (sqft)
17. 

    $1,250,000

    

    

    46

     

     

    17000 Red Bird Road, Winter Garden, FL

    17000 Red Bird Road
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,370 Home (sqft)
    • 4 Baths
    • 2.25 Lot (ac)
18. 

    $1,084,000

    

    

    44

     

     

    15222 Lake Lamonia Street, Winter Garden, FL

    15222 Lake Lamonia Street
    Winter Garden, FL

    • 6 Beds
    • 5 Baths
    • 3,667 Home (sqft)
    • 5 Baths
    • 9,148 Lot (sqft)
19. 

    $675,900

    

    

    33

     

     

    519 Hearthglen Boulevard, Winter Garden, FL

    519 Hearthglen Boulevard
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 3,009 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
20. 

    $800,000

    

    

    43

     

     

    14729 Scott Key Drive, Winter Garden, FL

    14729 Scott Key Drive
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,935 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
21. 

    $1,099,000

    

    

    68

     

     

    9306 Holliston Creek Place, Winter Garden, FL

    9306 Holliston Creek Place
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,566 Home (sqft)
    • 4 Baths
    • 10,455 Lot (sqft)
22. 

    $813,200

    

    

    8

     

     

    16061 Sunny Time Avenue, Winter Garden, FL

    16061 Sunny Time Avenue
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 2,960 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
23. 

    $730,000

    

    

    40

     

     

    4253 Willow Bay Drive, Winter Garden, FL

    4253 Willow Bay Drive
    Winter Garden, FL

    • 3 Beds
    • 2 Baths
    • 2,406 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
24. 

    $630,000

    

    

    50

     

     

    14815 Tullamore Loop, Winter Garden, FL

    14815 Tullamore Loop
    Winter Garden, FL

    • 4 Beds
    • 2 Baths
    • 2,314 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
25. 

    $774,000

    

    

    58

     

     

    7251 Spring Park Drive, Winter Garden, FL

    7251 Spring Park Drive
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,295 Home (sqft)
    • 4 Baths
    • 6,099 Lot (sqft)
26. 

    $1,125,000

    

    

    53

     

     

    137 S Park Avenue, Winter Garden, FL

    137 S Park Avenue
    Winter Garden, FL

    • 3 Beds
    • 4 Baths
    • 2,938 Home (sqft)
    • 4 Baths
    • 1,307 Lot (sqft)
27. 

    $729,900

    

    

    39

     

     

    14978 Lebeau Loop, Winter Garden, FL

    14978 Lebeau Loop
    Winter Garden, FL

    • 5 Beds
    • 4 Baths
    • 3,266 Home (sqft)
    • 4 Baths
    • 3,921 Lot (sqft)
28. 

    $727,766

    

    

    36

     

     

    12829 Charmed Drive, Winter Garden, FL

    12829 Charmed Drive
    Winter Garden, FL

    • 4 Beds
    • 3 Baths
    • 2,924 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
29. 

    $1,463,888

    

    

    63

     

     

    16882 Sanctuary Drive, Winter Garden, FL

    16882 Sanctuary Drive
    Winter Garden, FL

    • 5 Beds
    • 5 Baths
    • 4,038 Home (sqft)
    • 5 Baths
    • 22,652 Lot (sqft)
30. 

    $805,000

    

    

    63

     

     

    14388 Shocklach Drive, Winter Garden, FL

    14388 Shocklach Drive
    Winter Garden, FL

    • 4 Beds
    • 4 Baths
    • 3,075 Home (sqft)
    • 4 Baths
    • 10,019 Lot (sqft)

Previous Page 6 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 10:13 AM PST.

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