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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 pool 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 1700 6th Street NW #A37, Winter Haven, FL 33881 (MLS # L4949510)
    $108,500
    Photo of 1700 6th Street NW #A37, Winter Haven, FL 33881 (MLS # L4949510)
    Photo of 1700 6th Street NW #A37, Winter Haven, FL 33881 (MLS # L4949510)
    27
     
    1700 6th Street NW #A37, Winter Haven, FL
    1700 6th Street NW #A37
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 840 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  2. Photo of 218 College Grove Circle NE, Winter Haven, FL 33881 (MLS # P4933081)
    $399,500
    Photo of 218 College Grove Circle NE, Winter Haven, FL 33881 (MLS # P4933081)
    Photo of 218 College Grove Circle NE, Winter Haven, FL 33881 (MLS # P4933081)
    218 College Grove Circle NE, Winter Haven, FL
    218 College Grove Circle NE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,109 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  3. Photo of 2521 Avenue A SW, Winter Haven, FL 33880 (MLS # O6264647)
    $319,900
    Photo of 2521 Avenue A SW, Winter Haven, FL 33880 (MLS # O6264647)
    Photo of 2521 Avenue A SW, Winter Haven, FL 33880 (MLS # O6264647)
    2521 Avenue A SW, Winter Haven, FL
    2521 Avenue A SW
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,075 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  4. Photo of 723 Canberra Road, Winter Haven, FL 33884 (MLS # P4933004)
    $359,900
    Photo of 723 Canberra Road, Winter Haven, FL 33884 (MLS # P4933004)
    Photo of 723 Canberra Road, Winter Haven, FL 33884 (MLS # P4933004)
    723 Canberra Road, Winter Haven, FL
    723 Canberra Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,006 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  5. Photo of 5771 Marsh Landing Drive, Winter Haven, FL 33881 (MLS # O6261142)
    $355,000
    Photo of 5771 Marsh Landing Drive, Winter Haven, FL 33881 (MLS # O6261142)
    Photo of 5771 Marsh Landing Drive, Winter Haven, FL 33881 (MLS # O6261142)
    5771 Marsh Landing Drive, Winter Haven, FL
    5771 Marsh Landing Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,368 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  6. Photo of 1610 Meadow Lane NE, Winter Haven, FL 33881 (MLS # P4932958)
    $359,900
    Photo of 1610 Meadow Lane NE, Winter Haven, FL 33881 (MLS # P4932958)
    Photo of 1610 Meadow Lane NE, Winter Haven, FL 33881 (MLS # P4932958)
    1610 Meadow Lane NE, Winter Haven, FL
    1610 Meadow Lane NE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,672 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  7. Photo of 1818 6th Street SE, Winter Haven, FL 33880 (MLS # O6260757)
    $324,900
    Photo of 1818 6th Street SE, Winter Haven, FL 33880 (MLS # O6260757)
    Photo of 1818 6th Street SE, Winter Haven, FL 33880 (MLS # O6260757)
    27
     
    1818 6th Street SE, Winter Haven, FL
    1818 6th Street SE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,006 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  8. Photo of 3136 Country Club Circle, Winter Haven, FL 33881 (MLS # L4949082)
    $314,900
    Photo of 3136 Country Club Circle, Winter Haven, FL 33881 (MLS # L4949082)
    Photo of 3136 Country Club Circle, Winter Haven, FL 33881 (MLS # L4949082)
    3136 Country Club Circle, Winter Haven, FL
    3136 Country Club Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,690 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  9. Photo of 1392 Innsbruck Ct, Winter Haven, FL 33884 (MLS # P4932837)
    $225,000
    Photo of 1392 Innsbruck Ct, Winter Haven, FL 33884 (MLS # P4932837)
    Photo of 1392 Innsbruck Ct, Winter Haven, FL 33884 (MLS # P4932837)
    1392 Innsbruck Ct, Winter Haven, FL
    1392 Innsbruck Ct
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,369 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  10. Photo of 1956 28th Street NW, Winter Haven, FL 33881 (MLS # TB8323728)
    $277,000
    Photo of 1956 28th Street NW, Winter Haven, FL 33881 (MLS # TB8323728)
    Photo of 1956 28th Street NW, Winter Haven, FL 33881 (MLS # TB8323728)
    1956 28th Street NW, Winter Haven, FL
    1956 28th Street NW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 1,974 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  11. Photo of 1644 Linz Ct, Winter Haven, FL 33884 (MLS # P4932813)
    $254,000
    Photo of 1644 Linz Ct, Winter Haven, FL 33884 (MLS # P4932813)
    Photo of 1644 Linz Ct, Winter Haven, FL 33884 (MLS # P4932813)
    1644 Linz Ct, Winter Haven, FL
    1644 Linz Ct
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,329 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  12. Photo of 217 W Lake Ina Drive, Winter Haven, FL 33884 (MLS # P4932805)
    $289,000
    Photo of 217 W Lake Ina Drive, Winter Haven, FL 33884 (MLS # P4932805)
    Photo of 217 W Lake Ina Drive, Winter Haven, FL 33884 (MLS # P4932805)
    217 W Lake Ina Drive, Winter Haven, FL
    217 W Lake Ina Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,360 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  13. Photo of 220 Escambia Drive, Winter Haven, FL 33884 (MLS # TB8319450)
    $370,000
    Photo of 220 Escambia Drive, Winter Haven, FL 33884 (MLS # TB8319450)
    Photo of 220 Escambia Drive, Winter Haven, FL 33884 (MLS # TB8319450)
    220 Escambia Drive, Winter Haven, FL
    220 Escambia Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,701 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  14. Photo of 109 Elliott Lane, Winter Haven, FL 33884 (MLS # P4932697)
    $255,000
    Photo of 109 Elliott Lane, Winter Haven, FL 33884 (MLS # P4932697)
    Photo of 109 Elliott Lane, Winter Haven, FL 33884 (MLS # P4932697)
    109 Elliott Lane, Winter Haven, FL
    109 Elliott Lane
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,050 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  15. Photo of 6019 Live Oak Drive, Winter Haven, FL 33880 (MLS # O6256194)
    $365,000
    Photo of 6019 Live Oak Drive, Winter Haven, FL 33880 (MLS # O6256194)
    Photo of 6019 Live Oak Drive, Winter Haven, FL 33880 (MLS # O6256194)
    6019 Live Oak Drive, Winter Haven, FL
    6019 Live Oak Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,058 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  16. Photo of 3823 Eloise Estates Court, Winter Haven, FL 33881 (MLS # P4932553)
    $399,000
    Photo of 3823 Eloise Estates Court, Winter Haven, FL 33881 (MLS # P4932553)
    Photo of 3823 Eloise Estates Court, Winter Haven, FL 33881 (MLS # P4932553)
    3823 Eloise Estates Court, Winter Haven, FL
    3823 Eloise Estates Court
    Winter Haven, FL
    • 5 Beds
    • 4 Baths
    • 3,592 Home (sqft)
    • 4 Baths
    • 6,534 Lot (sqft)
  17. Photo of 307 La Serena, Winter Haven, FL 33884 (MLS # L4948538)
    $250,000
    Photo of 307 La Serena, Winter Haven, FL 33884 (MLS # L4948538)
    Photo of 307 La Serena, Winter Haven, FL 33884 (MLS # L4948538)
    307 La Serena, Winter Haven, FL
    307 La Serena
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,389 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  18. Photo of 720 Avenue E SE, Winter Haven, FL 33880 (MLS # L4948536)
    $299,999
    Photo of 720 Avenue E SE, Winter Haven, FL 33880 (MLS # L4948536)
    Photo of 720 Avenue E SE, Winter Haven, FL 33880 (MLS # L4948536)
    720 Avenue E SE, Winter Haven, FL
    720 Avenue E SE
    Winter Haven, FL
    • 5 Beds
    • 2 Baths
    • 2,569 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
  19. Photo of 645 Augusta Road, Winter Haven, FL 33884 (MLS # P4932495)
    $349,000
    Photo of 645 Augusta Road, Winter Haven, FL 33884 (MLS # P4932495)
    Photo of 645 Augusta Road, Winter Haven, FL 33884 (MLS # P4932495)
    645 Augusta Road, Winter Haven, FL
    645 Augusta Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,140 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  20. Photo of 3027 Buckeye Pointe Drive, Winter Haven, FL 33881 (MLS # S5114569)
    $368,000
    Photo of 3027 Buckeye Pointe Drive, Winter Haven, FL 33881 (MLS # S5114569)
    Photo of 3027 Buckeye Pointe Drive, Winter Haven, FL 33881 (MLS # S5114569)
    3027 Buckeye Pointe Drive, Winter Haven, FL
    3027 Buckeye Pointe Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,132 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  21. Photo of 728 Waterbridge Drive, Winter Haven, FL 33880 (MLS # P4932527)
    $270,000
    Photo of 728 Waterbridge Drive, Winter Haven, FL 33880 (MLS # P4932527)
    Photo of 728 Waterbridge Drive, Winter Haven, FL 33880 (MLS # P4932527)
    728 Waterbridge Drive, Winter Haven, FL
    728 Waterbridge Drive
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,320 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  22. Photo of 1710 Garden Lake Drive #1710, Winter Haven, FL 33884 (MLS # L4948430)
    $213,000
    Photo of 1710 Garden Lake Drive #1710, Winter Haven, FL 33884 (MLS # L4948430)
    Photo of 1710 Garden Lake Drive #1710, Winter Haven, FL 33884 (MLS # L4948430)
    1710 Garden Lake Drive #1710, Winter Haven, FL
    1710 Garden Lake Drive #1710
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,103 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  23. Photo of 210 Lake Thomas Drive, Winter Haven, FL 33880 (MLS # P4932497)
    $364,900
    Photo of 210 Lake Thomas Drive, Winter Haven, FL 33880 (MLS # P4932497)
    Photo of 210 Lake Thomas Drive, Winter Haven, FL 33880 (MLS # P4932497)
    210 Lake Thomas Drive, Winter Haven, FL
    210 Lake Thomas Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 1,456 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
  24. Photo of 200 El Camino Drive #110, Winter Haven, FL 33884 (MLS # P4932390)
    $121,500
    Photo of 200 El Camino Drive #110, Winter Haven, FL 33884 (MLS # P4932390)
    Photo of 200 El Camino Drive #110, Winter Haven, FL 33884 (MLS # P4932390)
    200 El Camino Drive #110, Winter Haven, FL
    200 El Camino Drive #110
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,378 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  25. Photo of 1700 6th Street NW #C7, Winter Haven, FL 33881 (MLS # P4932186)
    $82,500
    Photo of 1700 6th Street NW #C7, Winter Haven, FL 33881 (MLS # P4932186)
    Photo of 1700 6th Street NW #C7, Winter Haven, FL 33881 (MLS # P4932186)
    1700 6th Street NW #C7, Winter Haven, FL
    1700 6th Street NW #C7
    Winter Haven, FL
    • 1 Bed
    • 1 Bath
    • 640 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  26. Photo of 3334 Avenue J NW, Winter Haven, FL 33881 (MLS # O6243276)
    $248,000
    Photo of 3334 Avenue J NW, Winter Haven, FL 33881 (MLS # O6243276)
    Photo of 3334 Avenue J NW, Winter Haven, FL 33881 (MLS # O6243276)
    3334 Avenue J NW, Winter Haven, FL
    3334 Avenue J NW
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,473 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  27. Photo of 555 Alachua Drive, Winter Haven, FL 33884 (MLS # TB8301662)
    $399,000
    Photo of 555 Alachua Drive, Winter Haven, FL 33884 (MLS # TB8301662)
    Photo of 555 Alachua Drive, Winter Haven, FL 33884 (MLS # TB8301662)
    555 Alachua Drive, Winter Haven, FL
    555 Alachua Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,286 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  28. Photo of 6750 Winterset Gardens Road, Winter Haven, FL 33884 (MLS # P4931474)
    $370,000
    Photo of 6750 Winterset Gardens Road, Winter Haven, FL 33884 (MLS # P4931474)
    Photo of 6750 Winterset Gardens Road, Winter Haven, FL 33884 (MLS # P4931474)
    6750 Winterset Gardens Road, Winter Haven, FL
    6750 Winterset Gardens Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,874 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  29. Photo of 904 15th Street NE, Winter Haven, FL 33881 (MLS # O6236266)
    $310,000
    Photo of 904 15th Street NE, Winter Haven, FL 33881 (MLS # O6236266)
    Photo of 904 15th Street NE, Winter Haven, FL 33881 (MLS # O6236266)
    904 15th Street NE, Winter Haven, FL
    904 15th Street NE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,743 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  30. Photo of 415 Flagler Road, Winter Haven, FL 33884 (MLS # A4621547)
    $389,900
    Photo of 415 Flagler Road, Winter Haven, FL 33884 (MLS # A4621547)
    Photo of 415 Flagler Road, Winter Haven, FL 33884 (MLS # A4621547)
    415 Flagler Road, Winter Haven, FL
    415 Flagler Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,893 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
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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 12/22/24 10:20 PM PST.

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