fbpx

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.


Hide Map
  • List View
  • Grid View
Sorted by
61 - 90 of 212 | Previous Page 3 of 8 Next
  1. Photo of 17019 Seville Orange Road, Winter Garden, FL 34787 (MLS # O6252124)
    $589,900
    Photo of 17019 Seville Orange Road, Winter Garden, FL 34787 (MLS # O6252124)
    Photo of 17019 Seville Orange Road, Winter Garden, FL 34787 (MLS # O6252124)
    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)
  2. Photo of 14791 Crimson Bluff Alley, Winter Garden, FL 34787 (MLS # O6250003)
    $559,900
    Photo of 14791 Crimson Bluff Alley, Winter Garden, FL 34787 (MLS # O6250003)
    Photo of 14791 Crimson Bluff Alley, Winter Garden, FL 34787 (MLS # O6250003)
    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)
  3. Photo of 13430 Princess Street, Winter Garden, FL 34787 (MLS # O6249379)
    $422,000
    Photo of 13430 Princess Street, Winter Garden, FL 34787 (MLS # O6249379)
    Photo of 13430 Princess Street, Winter Garden, FL 34787 (MLS # O6249379)
    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)
  4. Photo of 218 S Boyd Street, Winter Garden, FL 34787 (MLS # O6250100)
    $559,000
    Photo of 218 S Boyd Street, Winter Garden, FL 34787 (MLS # O6250100)
    Photo of 218 S Boyd Street, Winter Garden, FL 34787 (MLS # O6250100)
    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)
  5. Photo of 16269 Admirals Cove Lane, Winter Garden, FL 34787 (MLS # O6250117)
    $412,500
    Photo of 16269 Admirals Cove Lane, Winter Garden, FL 34787 (MLS # O6250117)
    Photo of 16269 Admirals Cove Lane, Winter Garden, FL 34787 (MLS # O6250117)
    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)
  6. Photo of 7570 Bishop Square Drive, Winter Garden, FL 34787 (MLS # O6247879)
    $565,000
    Photo of 7570 Bishop Square Drive, Winter Garden, FL 34787 (MLS # O6247879)
    Photo of 7570 Bishop Square Drive, Winter Garden, FL 34787 (MLS # O6247879)
    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)
  7. Photo of 13424 Princess Street, Winter Garden, FL 34787 (MLS # O6249194)
    $422,000
    Photo of 13424 Princess Street, Winter Garden, FL 34787 (MLS # O6249194)
    Photo of 13424 Princess Street, Winter Garden, FL 34787 (MLS # O6249194)
    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)
  8. Photo of 13418 Princess Street, Winter Garden, FL 34787 (MLS # O6249192)
    $449,990
    Photo of 13418 Princess Street, Winter Garden, FL 34787 (MLS # O6249192)
    Photo of 13418 Princess Street, Winter Garden, FL 34787 (MLS # O6249192)
    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)
  9. Photo of 1455 Viscaya Cove Boulevard, Winter Garden, FL 34787 (MLS # TB8311084)
    $567,000
    Photo of 1455 Viscaya Cove Boulevard, Winter Garden, FL 34787 (MLS # TB8311084)
    Photo of 1455 Viscaya Cove Boulevard, Winter Garden, FL 34787 (MLS # TB8311084)
    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)
  10. Photo of 14867 Driftwater Drive, Winter Garden, FL 34787 (MLS # O6248920)
    $435,000
    Photo of 14867 Driftwater Drive, Winter Garden, FL 34787 (MLS # O6248920)
    Photo of 14867 Driftwater Drive, Winter Garden, FL 34787 (MLS # O6248920)
    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)
  11. Photo of 17039 Quicksilver Avenue, Winter Garden, FL 34787 (MLS # O6248843)
    $569,000
    Photo of 17039 Quicksilver Avenue, Winter Garden, FL 34787 (MLS # O6248843)
    Photo of 17039 Quicksilver Avenue, Winter Garden, FL 34787 (MLS # O6248843)
    17039 Quicksilver Avenue, Winter Garden, FL
    17039 Quicksilver Avenue
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,030 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  12. Photo of 15691 Orange Harvest Loop, Winter Garden, FL 34787 (MLS # O6248718)
    $547,000
    Photo of 15691 Orange Harvest Loop, Winter Garden, FL 34787 (MLS # O6248718)
    Photo of 15691 Orange Harvest Loop, Winter Garden, FL 34787 (MLS # O6248718)
    15691 Orange Harvest Loop, Winter Garden, FL
    15691 Orange Harvest Loop
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,444 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  13. Photo of 15813 Sweet Lemon Way, Winter Garden, FL 34787 (MLS # O6251649)
    $550,000
    Photo of 15813 Sweet Lemon Way, Winter Garden, FL 34787 (MLS # O6251649)
    Photo of 15813 Sweet Lemon Way, Winter Garden, FL 34787 (MLS # O6251649)
    15813 Sweet Lemon Way, Winter Garden, FL
    15813 Sweet Lemon Way
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,119 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  14. Photo of 13041 Inkwell Alley, Winter Garden, FL 34787 (MLS # O6248242)
    $529,000
    Photo of 13041 Inkwell Alley, Winter Garden, FL 34787 (MLS # O6248242)
    Photo of 13041 Inkwell Alley, Winter Garden, FL 34787 (MLS # O6248242)
    13041 Inkwell Alley, Winter Garden, FL
    13041 Inkwell Alley
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,042 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  15. Photo of 15031 Book Club Road, Winter Garden, FL 34787 (MLS # S5113757)
    $447,900
    Photo of 15031 Book Club Road, Winter Garden, FL 34787 (MLS # S5113757)
    Photo of 15031 Book Club Road, Winter Garden, FL 34787 (MLS # S5113757)
    15031 Book Club Road, Winter Garden, FL
    15031 Book Club Road
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,599 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  16. Photo of 14650 Bahama Swallow Boulevard, Winter Garden, FL 34787 (MLS # O6248013)
    $545,000
    Photo of 14650 Bahama Swallow Boulevard, Winter Garden, FL 34787 (MLS # O6248013)
    Photo of 14650 Bahama Swallow Boulevard, Winter Garden, FL 34787 (MLS # O6248013)
    14650 Bahama Swallow Boulevard, Winter Garden, FL
    14650 Bahama Swallow Boulevard
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,197 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  17. Photo of 16613 Point Rock Drive, Winter Garden, FL 34787 (MLS # O6247564)
    $510,000
    Photo of 16613 Point Rock Drive, Winter Garden, FL 34787 (MLS # O6247564)
    Photo of 16613 Point Rock Drive, Winter Garden, FL 34787 (MLS # O6247564)
    16613 Point Rock Drive, Winter Garden, FL
    16613 Point Rock Drive
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,689 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  18. Photo of 1156 Hawkslade Court, Winter Garden, FL 34787 (MLS # O6247601)
    $475,000
    Photo of 1156 Hawkslade Court, Winter Garden, FL 34787 (MLS # O6247601)
    Photo of 1156 Hawkslade Court, Winter Garden, FL 34787 (MLS # O6247601)
    1156 Hawkslade Court, Winter Garden, FL
    1156 Hawkslade Court
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,538 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  19. Photo of 15129 Sunrise Grove Court, Winter Garden, FL 34787 (MLS # G5087307)
    $485,780
    Photo of 15129 Sunrise Grove Court, Winter Garden, FL 34787 (MLS # G5087307)
    Photo of 15129 Sunrise Grove Court, Winter Garden, FL 34787 (MLS # G5087307)
    15129 Sunrise Grove Court, Winter Garden, FL
    15129 Sunrise Grove Court
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 2,360 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  20. Photo of 1627 E Spring Ridge Circle, Winter Garden, FL 34787 (MLS # O6247159)
    $465,000
    Photo of 1627 E Spring Ridge Circle, Winter Garden, FL 34787 (MLS # O6247159)
    Photo of 1627 E Spring Ridge Circle, Winter Garden, FL 34787 (MLS # O6247159)
    50
     
    1627 E Spring Ridge Circle, Winter Garden, FL
    1627 E Spring Ridge Circle
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,678 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  21. Photo of 13863 Title Way, Winter Garden, FL 34787 (MLS # O6247279)
    $519,000
    Photo of 13863 Title Way, Winter Garden, FL 34787 (MLS # O6247279)
    Photo of 13863 Title Way, Winter Garden, FL 34787 (MLS # O6247279)
    13863 Title Way, Winter Garden, FL
    13863 Title Way
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,000 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  22. Photo of 10527 Spring Arbor Lane, Winter Garden, FL 34787 (MLS # O6245827)
    $464,900
    Photo of 10527 Spring Arbor Lane, Winter Garden, FL 34787 (MLS # O6245827)
    Photo of 10527 Spring Arbor Lane, Winter Garden, FL 34787 (MLS # O6245827)
    10527 Spring Arbor Lane, Winter Garden, FL
    10527 Spring Arbor Lane
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,868 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  23. Photo of 9078 Wading Walk Lane, Winter Garden, FL 34787 (MLS # O6245395)
    $485,000
    Photo of 9078 Wading Walk Lane, Winter Garden, FL 34787 (MLS # O6245395)
    Photo of 9078 Wading Walk Lane, Winter Garden, FL 34787 (MLS # O6245395)
    9078 Wading Walk Lane, Winter Garden, FL
    9078 Wading Walk Lane
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,814 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  24. Photo of 15102 Stuttgart Alley, Winter Garden, FL 34787 (MLS # O6246686)
    $550,000
    Photo of 15102 Stuttgart Alley, Winter Garden, FL 34787 (MLS # O6246686)
    Photo of 15102 Stuttgart Alley, Winter Garden, FL 34787 (MLS # O6246686)
    15102 Stuttgart Alley, Winter Garden, FL
    15102 Stuttgart Alley
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,204 Home (sqft)
    • 3 Baths
    • 3,921 Lot (sqft)
  25. Photo of 14706 Driftwater Drive, Winter Garden, FL 34787 (MLS # O6246733)
    $435,000
    Photo of 14706 Driftwater Drive, Winter Garden, FL 34787 (MLS # O6246733)
    Photo of 14706 Driftwater Drive, Winter Garden, FL 34787 (MLS # O6246733)
    14706 Driftwater Drive, Winter Garden, FL
    14706 Driftwater Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 1,997 Home (sqft)
    • 3 Baths
    • 3,050 Lot (sqft)
  26. Photo of 580 First Cape Coral Drive, Winter Garden, FL 34787 (MLS # O6244537)
    $549,900
    Photo of 580 First Cape Coral Drive, Winter Garden, FL 34787 (MLS # O6244537)
    Photo of 580 First Cape Coral Drive, Winter Garden, FL 34787 (MLS # O6244537)
    580 First Cape Coral Drive, Winter Garden, FL
    580 First Cape Coral Drive
    Winter Garden, FL
    • 4 Beds
    • 3 Baths
    • 2,834 Home (sqft)
    • 3 Baths
    • 9,148 Lot (sqft)
  27. Photo of 1220 Portmoor Way, Winter Garden, FL 34787 (MLS # O6246168)
    $489,990
    Photo of 1220 Portmoor Way, Winter Garden, FL 34787 (MLS # O6246168)
    Photo of 1220 Portmoor Way, Winter Garden, FL 34787 (MLS # O6246168)
    1220 Portmoor Way, Winter Garden, FL
    1220 Portmoor Way
    Winter Garden, FL
    • 3 Beds
    • 2 Baths
    • 1,894 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  28. Photo of 11944 Bracco Street, Winter Garden, FL 34787 (MLS # O6243440)
    $531,770
    Photo of 11944 Bracco Street, Winter Garden, FL 34787 (MLS # O6243440)
    Photo of 11944 Bracco Street, Winter Garden, FL 34787 (MLS # O6243440)
    11944 Bracco Street, Winter Garden, FL
    11944 Bracco Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,678 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  29. Photo of 11948 Bracco Street, Winter Garden, FL 34787 (MLS # O6243447)
    $553,455
    Photo of 11948 Bracco Street, Winter Garden, FL 34787 (MLS # O6243447)
    Photo of 11948 Bracco Street, Winter Garden, FL 34787 (MLS # O6243447)
    11948 Bracco Street, Winter Garden, FL
    11948 Bracco Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,788 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  30. Photo of 11960 Bracco Street, Winter Garden, FL 34787 (MLS # O6243467)
    $532,170
    Photo of 11960 Bracco Street, Winter Garden, FL 34787 (MLS # O6243467)
    Photo of 11960 Bracco Street, Winter Garden, FL 34787 (MLS # O6243467)
    11960 Bracco Street, Winter Garden, FL
    11960 Bracco Street
    Winter Garden, FL
    • 3 Beds
    • 3 Baths
    • 1,678 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
Previous Page 3 of 8 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 11/24/24 12:13 AM PST.

This MLS IDX is (c) Diverse Solutions 2024. Privacy | Terms & Conditions