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Winter Haven is located in Central Florida and known for its canal-linked Chain of Lakes. Several lakes have waterside parks and eateries, as well as boat ramps and water-sports rentals. On Lake Eloise, Legoland Florida Resort includes Cypress Gardens, a 1930s botanical garden, and Lego-brick attractions, rides and a water park. West of the city, Circle B Bar Reserve has forest trails and alligator-inhabited wetlands. Use our custom search tool to view all homes for sale under $400k in Winter Haven 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. Photo of 2534 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250509)
    $359,990
    Photo of 2534 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250509)
    Photo of 2534 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250509)
    2534 Sage Valley Way, Winter Haven, FL
    2534 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  2. Photo of 2538 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250504)
    $358,990
    Photo of 2538 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250504)
    Photo of 2538 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250504)
    2538 Sage Valley Way, Winter Haven, FL
    2538 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  3. Photo of 451 Sunfish Drive, Winter Haven, FL 33881 (MLS # L4948270)
    $320,000
    Photo of 451 Sunfish Drive, Winter Haven, FL 33881 (MLS # L4948270)
    Photo of 451 Sunfish Drive, Winter Haven, FL 33881 (MLS # L4948270)
    451 Sunfish Drive, Winter Haven, FL
    451 Sunfish Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,696 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  4. Photo of 215 Kingshill Court SE, Winter Haven, FL 33884 (MLS # O6248342)
    $275,000
    Photo of 215 Kingshill Court SE, Winter Haven, FL 33884 (MLS # O6248342)
    Photo of 215 Kingshill Court SE, Winter Haven, FL 33884 (MLS # O6248342)
    215 Kingshill Court SE, Winter Haven, FL
    215 Kingshill Court SE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,437 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  5. Photo of 948 Summer Glen Drive, Winter Haven, FL 33880 (MLS # O6250256)
    $319,000
    Photo of 948 Summer Glen Drive, Winter Haven, FL 33880 (MLS # O6250256)
    Photo of 948 Summer Glen Drive, Winter Haven, FL 33880 (MLS # O6250256)
    948 Summer Glen Drive, Winter Haven, FL
    948 Summer Glen Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,690 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  6. Photo of 2622 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250201)
    $354,900
    Photo of 2622 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250201)
    Photo of 2622 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250201)
    2622 Sage Valley Way, Winter Haven, FL
    2622 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  7. Photo of 2634 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250151)
    $349,990
    Photo of 2634 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250151)
    Photo of 2634 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250151)
    2634 Sage Valley Way, Winter Haven, FL
    2634 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  8. Photo of 2638 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250143)
    $344,990
    Photo of 2638 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250143)
    Photo of 2638 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6250143)
    2638 Sage Valley Way, Winter Haven, FL
    2638 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  9. Photo of 3820 Traditions Boulevard N, Winter Haven, FL 33884 (MLS # P4932395)
    $399,000
    Photo of 3820 Traditions Boulevard N, Winter Haven, FL 33884 (MLS # P4932395)
    Photo of 3820 Traditions Boulevard N, Winter Haven, FL 33884 (MLS # P4932395)
    3820 Traditions Boulevard N, Winter Haven, FL
    3820 Traditions Boulevard N
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,400 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  10. Photo of 1668 Hummingbird Road, Winter Haven, FL 33884 (MLS # O6250077)
    $377,990
    Photo of 1668 Hummingbird Road, Winter Haven, FL 33884 (MLS # O6250077)
    Photo of 1668 Hummingbird Road, Winter Haven, FL 33884 (MLS # O6250077)
    1668 Hummingbird Road, Winter Haven, FL
    1668 Hummingbird Road
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,308 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  11. Photo of 134 Lake Hazel Drive, Winter Haven, FL 33884 (MLS # L4948241)
    $125,000
    Photo of 134 Lake Hazel Drive, Winter Haven, FL 33884 (MLS # L4948241)
    Photo of 134 Lake Hazel Drive, Winter Haven, FL 33884 (MLS # L4948241)
    134 Lake Hazel Drive, Winter Haven, FL
    134 Lake Hazel Drive
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,352 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  12. Photo of 3480 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4948256)
    $299,000
    Photo of 3480 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4948256)
    Photo of 3480 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4948256)
    3480 Julius Estates Boulevard, Winter Haven, FL
    3480 Julius Estates Boulevard
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,795 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  13. Photo of 3021 Buckeye Pointe Drive, Winter Haven, FL 33881 (MLS # O6250246)
    $315,000
    Photo of 3021 Buckeye Pointe Drive, Winter Haven, FL 33881 (MLS # O6250246)
    Photo of 3021 Buckeye Pointe Drive, Winter Haven, FL 33881 (MLS # O6250246)
    3021 Buckeye Pointe Drive, Winter Haven, FL
    3021 Buckeye Pointe Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,602 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  14. Photo of 1664 Hummingbird Road, Winter Haven, FL 33884 (MLS # O6249895)
    $329,990
    Photo of 1664 Hummingbird Road, Winter Haven, FL 33884 (MLS # O6249895)
    Photo of 1664 Hummingbird Road, Winter Haven, FL 33884 (MLS # O6249895)
    1664 Hummingbird Road, Winter Haven, FL
    1664 Hummingbird Road
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,720 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  15. Photo of 119 Doll Drive, Winter Haven, FL 33884 (MLS # P4932397)
    $265,000
    Photo of 119 Doll Drive, Winter Haven, FL 33884 (MLS # P4932397)
    Photo of 119 Doll Drive, Winter Haven, FL 33884 (MLS # P4932397)
    119 Doll Drive, Winter Haven, FL
    119 Doll Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,852 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  16. Photo of 2591 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249767)
    $309,990
    Photo of 2591 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249767)
    Photo of 2591 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249767)
    2591 Sage Valley Way, Winter Haven, FL
    2591 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  17. Photo of 766 Bates Avenue SW, Winter Haven, FL 33880 (MLS # A4625953)
    $185,000
    Photo of 766 Bates Avenue SW, Winter Haven, FL 33880 (MLS # A4625953)
    Photo of 766 Bates Avenue SW, Winter Haven, FL 33880 (MLS # A4625953)
    766 Bates Avenue SW, Winter Haven, FL
    766 Bates Avenue SW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 992 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
  18. Photo of 2583 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249749)
    $309,990
    Photo of 2583 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249749)
    Photo of 2583 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249749)
    2583 Sage Valley Way, Winter Haven, FL
    2583 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  19. Photo of 2575 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249733)
    $314,990
    Photo of 2575 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249733)
    Photo of 2575 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249733)
    2575 Sage Valley Way, Winter Haven, FL
    2575 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  20. Photo of 2563 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249531)
    $314,990
    Photo of 2563 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249531)
    Photo of 2563 Sage Valley Way, Winter Haven, FL 33884 (MLS # O6249531)
    2563 Sage Valley Way, Winter Haven, FL
    2563 Sage Valley Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  21. Photo of 4803 Khloe Court, Winter Haven, FL 33884 (MLS # O6249396)
    $383,490
    Photo of 4803 Khloe Court, Winter Haven, FL 33884 (MLS # O6249396)
    Photo of 4803 Khloe Court, Winter Haven, FL 33884 (MLS # O6249396)
    4803 Khloe Court, Winter Haven, FL
    4803 Khloe Court
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,601 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  22. Photo of 108 Palm Drive, Winter Haven, FL 33880 (MLS # TB8310598)
    $185,000
    Photo of 108 Palm Drive, Winter Haven, FL 33880 (MLS # TB8310598)
    Photo of 108 Palm Drive, Winter Haven, FL 33880 (MLS # TB8310598)
    108 Palm Drive, Winter Haven, FL
    108 Palm Drive
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 780 Home (sqft)
    • 1 Bath
    • 8,277 Lot (sqft)
  23. Photo of 4117 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6249383)
    $334,490
    Photo of 4117 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6249383)
    Photo of 4117 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6249383)
    4117 Giorgio Drive, Winter Haven, FL
    4117 Giorgio Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,672 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  24. Photo of 4679 Ostero Street, Winter Haven, FL 33884 (MLS # O6249363)
    $274,990
    Photo of 4679 Ostero Street, Winter Haven, FL 33884 (MLS # O6249363)
    Photo of 4679 Ostero Street, Winter Haven, FL 33884 (MLS # O6249363)
    4679 Ostero Street, Winter Haven, FL
    4679 Ostero Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,504 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  25. Photo of 1156 Cambridge Drive, Winter Haven, FL 33881 (MLS # S5113927)
    $300,000
    Photo of 1156 Cambridge Drive, Winter Haven, FL 33881 (MLS # S5113927)
    Photo of 1156 Cambridge Drive, Winter Haven, FL 33881 (MLS # S5113927)
    1156 Cambridge Drive, Winter Haven, FL
    1156 Cambridge Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,500 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  26. Photo of 1535 Oakview Circle SE, Winter Haven, FL 33880 (MLS # P4932365)
    $225,000
    Photo of 1535 Oakview Circle SE, Winter Haven, FL 33880 (MLS # P4932365)
    Photo of 1535 Oakview Circle SE, Winter Haven, FL 33880 (MLS # P4932365)
    1535 Oakview Circle SE, Winter Haven, FL
    1535 Oakview Circle SE
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,220 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  27. Photo of 344 Winter Ridge Boulevard #344, Winter Haven, FL 33881 (MLS # S5113837)
    $185,000
    Photo of 344 Winter Ridge Boulevard #344, Winter Haven, FL 33881 (MLS # S5113837)
    Photo of 344 Winter Ridge Boulevard #344, Winter Haven, FL 33881 (MLS # S5113837)
    344 Winter Ridge Boulevard #344, Winter Haven, FL
    344 Winter Ridge Boulevard #344
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,073 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  28. Photo of 3128 Spirit Lake Road, Winter Haven, FL 33880 (MLS # P4932367)
    $249,000
    Photo of 3128 Spirit Lake Road, Winter Haven, FL 33880 (MLS # P4932367)
    Photo of 3128 Spirit Lake Road, Winter Haven, FL 33880 (MLS # P4932367)
    3128 Spirit Lake Road, Winter Haven, FL
    3128 Spirit Lake Road
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 592 Home (sqft)
    • 1 Bath
    • 19,167 Lot (sqft)
  29. Photo of 84 Saint Kitts Circle, Winter Haven, FL 33884 (MLS # L4948350)
    $244,000
    Photo of 84 Saint Kitts Circle, Winter Haven, FL 33884 (MLS # L4948350)
    Photo of 84 Saint Kitts Circle, Winter Haven, FL 33884 (MLS # L4948350)
    84 Saint Kitts Circle, Winter Haven, FL
    84 Saint Kitts Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,483 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  30. Photo of 348 Lake Smart Circle, Winter Haven, FL 33881 (MLS # O6248315)
    $388,000
    Photo of 348 Lake Smart Circle, Winter Haven, FL 33881 (MLS # O6248315)
    Photo of 348 Lake Smart Circle, Winter Haven, FL 33881 (MLS # O6248315)
    348 Lake Smart Circle, Winter Haven, FL
    348 Lake Smart Circle
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 2,600 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
Previous Page 7 of 17 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 11/22/24 12:13 PM PST.

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