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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 above $600k 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 1503 33rd Street NW, Winter Haven, FL 33881 (MLS # O6261070)
    $220,000
    Photo of 1503 33rd Street NW, Winter Haven, FL 33881 (MLS # O6261070)
    Photo of 1503 33rd Street NW, Winter Haven, FL 33881 (MLS # O6261070)
    33
     
    1503 33rd Street NW, Winter Haven, FL
    1503 33rd Street NW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 648 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  2. Photo of 2205 12th Street NW, Winter Haven, FL 33881 (MLS # O6261564)
    $299,000
    Photo of 2205 12th Street NW, Winter Haven, FL 33881 (MLS # O6261564)
    Photo of 2205 12th Street NW, Winter Haven, FL 33881 (MLS # O6261564)
    13
     
    2205 12th Street NW, Winter Haven, FL
    2205 12th Street NW
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 1,855 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  3. Photo of 1082 Sunshine Way SW, Winter Haven, FL 33880 (MLS # P4932934)
    $230,000
    Photo of 1082 Sunshine Way SW, Winter Haven, FL 33880 (MLS # P4932934)
    Photo of 1082 Sunshine Way SW, Winter Haven, FL 33880 (MLS # P4932934)
    1082 Sunshine Way SW, Winter Haven, FL
    1082 Sunshine Way SW
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,258 Home (sqft)
    • 1 Bath
    • 5,228 Lot (sqft)
  4. Photo of 418 Orange Blossom Drive #19, Winter Haven, FL 33880 (MLS # P4932919)
    $259,900
    Photo of 418 Orange Blossom Drive #19, Winter Haven, FL 33880 (MLS # P4932919)
    Photo of 418 Orange Blossom Drive #19, Winter Haven, FL 33880 (MLS # P4932919)
    64
     
    418 Orange Blossom Drive #19, Winter Haven, FL
    418 Orange Blossom Drive #19
    Winter Haven, FL
    • 2 Beds
    • 3 Baths
    • 1,407 Home (sqft)
    • 3 Baths
    • 2,614 Lot (sqft)
  5. Photo of 817 Carlton Court, Winter Haven, FL 33884 (MLS # P4932913)
    $449,900
    Photo of 817 Carlton Court, Winter Haven, FL 33884 (MLS # P4932913)
    Photo of 817 Carlton Court, Winter Haven, FL 33884 (MLS # P4932913)
    46
     
    817 Carlton Court, Winter Haven, FL
    817 Carlton Court
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,604 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  6. Photo of 1125 Michelangelo Lane, Winter Haven, FL 33884 (MLS # TB8325887)
    $430,000
    Photo of 1125 Michelangelo Lane, Winter Haven, FL 33884 (MLS # TB8325887)
    Photo of 1125 Michelangelo Lane, Winter Haven, FL 33884 (MLS # TB8325887)
    1125 Michelangelo Lane, Winter Haven, FL
    1125 Michelangelo Lane
    Winter Haven, FL
    • 4 Beds
    • 4 Baths
    • 2,503 Home (sqft)
    • 4 Baths
    • 8,277 Lot (sqft)
  7. Photo of 3206 Heron Cove, Winter Haven, FL 33884 (MLS # L4949141)
    $699,900
    Photo of 3206 Heron Cove, Winter Haven, FL 33884 (MLS # L4949141)
    Photo of 3206 Heron Cove, Winter Haven, FL 33884 (MLS # L4949141)
    3206 Heron Cove, Winter Haven, FL
    3206 Heron Cove
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 3,050 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
  8. Photo of 5424 Struthers Road SE, Winter Haven, FL 33884 (MLS # L4949084)
    $279,900
    Photo of 5424 Struthers Road SE, Winter Haven, FL 33884 (MLS # L4949084)
    Photo of 5424 Struthers Road SE, Winter Haven, FL 33884 (MLS # L4949084)
    5424 Struthers Road SE, Winter Haven, FL
    5424 Struthers Road SE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,362 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  9. Photo of 2220 Garden Lake Drive, Winter Haven, FL 33884 (MLS # P4932822)
    $375,000
    Photo of 2220 Garden Lake Drive, Winter Haven, FL 33884 (MLS # P4932822)
    Photo of 2220 Garden Lake Drive, Winter Haven, FL 33884 (MLS # P4932822)
    2220 Garden Lake Drive, Winter Haven, FL
    2220 Garden Lake Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,717 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  10. Photo of 206 Clovis Pass, Winter Haven, FL 33880 (MLS # L4947668)
    $579,500
    Photo of 206 Clovis Pass, Winter Haven, FL 33880 (MLS # L4947668)
    Photo of 206 Clovis Pass, Winter Haven, FL 33880 (MLS # L4947668)
    206 Clovis Pass, Winter Haven, FL
    206 Clovis Pass
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,728 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  11. Photo of 5359 Nicklaus Drive, Winter Haven, FL 33884 (MLS # L4947682)
    $335,000
    Photo of 5359 Nicklaus Drive, Winter Haven, FL 33884 (MLS # L4947682)
    Photo of 5359 Nicklaus Drive, Winter Haven, FL 33884 (MLS # L4947682)
    5359 Nicklaus Drive, Winter Haven, FL
    5359 Nicklaus Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,847 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  12. Photo of 1120 Brenton Manor Drive, Winter Haven, FL 33881 (MLS # L4949138)
    $278,900
    Photo of 1120 Brenton Manor Drive, Winter Haven, FL 33881 (MLS # L4949138)
    Photo of 1120 Brenton Manor Drive, Winter Haven, FL 33881 (MLS # L4949138)
    1120 Brenton Manor Drive, Winter Haven, FL
    1120 Brenton Manor Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,231 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  13. 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)
  14. Photo of 161 Andreas Street, Winter Haven, FL 33881 (MLS # S5116133)
    $300,000
    Photo of 161 Andreas Street, Winter Haven, FL 33881 (MLS # S5116133)
    Photo of 161 Andreas Street, Winter Haven, FL 33881 (MLS # S5116133)
    42
     
    161 Andreas Street, Winter Haven, FL
    161 Andreas Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,734 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  15. Photo of 452 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949119)
    $342,680
    Photo of 452 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949119)
    Photo of 452 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949119)
    452 Ituna Circle, Winter Haven, FL
    452 Ituna Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,646 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  16. Photo of 720 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949121)
    $346,345
    Photo of 720 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949121)
    Photo of 720 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949121)
    720 Bayside Boulevard, Winter Haven, FL
    720 Bayside Boulevard
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,715 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  17. Photo of 428 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949122)
    $310,790
    Photo of 428 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949122)
    Photo of 428 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949122)
    428 Ituna Circle, Winter Haven, FL
    428 Ituna Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,358 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  18. Photo of 444 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949123)
    $394,785
    Photo of 444 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949123)
    Photo of 444 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949123)
    444 Ituna Circle, Winter Haven, FL
    444 Ituna Circle
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,029 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  19. 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)
  20. Photo of 4027 Island Lakes Drive, Winter Haven, FL 33881 (MLS # P4932905)
    $499,900
    Photo of 4027 Island Lakes Drive, Winter Haven, FL 33881 (MLS # P4932905)
    Photo of 4027 Island Lakes Drive, Winter Haven, FL 33881 (MLS # P4932905)
    4027 Island Lakes Drive, Winter Haven, FL
    4027 Island Lakes Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,855 Home (sqft)
    • 2 Baths
    • 17,424 Lot (sqft)
  21. Photo of 859 Vienna Drive, Winter Haven, FL 33884 (MLS # S5116316)
    $285,000
    Photo of 859 Vienna Drive, Winter Haven, FL 33884 (MLS # S5116316)
    Photo of 859 Vienna Drive, Winter Haven, FL 33884 (MLS # S5116316)
    28
     
    859 Vienna Drive, Winter Haven, FL
    859 Vienna Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,512 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  22. Photo of 1324 Mirror Terrace NW, Winter Haven, FL 33881 (MLS # P4932730)
    $1,199,000
    Photo of 1324 Mirror Terrace NW, Winter Haven, FL 33881 (MLS # P4932730)
    Photo of 1324 Mirror Terrace NW, Winter Haven, FL 33881 (MLS # P4932730)
    1324 Mirror Terrace NW, Winter Haven, FL
    1324 Mirror Terrace NW
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 3,897 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
  23. Photo of 221 Lake Ned Road, Winter Haven, FL 33884 (MLS # P4932893)
    $230,000
    Photo of 221 Lake Ned Road, Winter Haven, FL 33884 (MLS # P4932893)
    Photo of 221 Lake Ned Road, Winter Haven, FL 33884 (MLS # P4932893)
    221 Lake Ned Road, Winter Haven, FL
    221 Lake Ned Road
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,488 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  24. Photo of 5850 Cypress Gardens Boulevard #405, Winter Haven, FL 33884 (MLS # G5088806)
    $159,900
    Photo of 5850 Cypress Gardens Boulevard #405, Winter Haven, FL 33884 (MLS # G5088806)
    Photo of 5850 Cypress Gardens Boulevard #405, Winter Haven, FL 33884 (MLS # G5088806)
    5850 Cypress Gardens Boulevard #405, Winter Haven, FL
    5850 Cypress Gardens Boulevard #405
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,332 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  25. Photo of 2010 Overlook Drive, Winter Haven, FL 33884 (MLS # O6260592)
    $320,000
    Photo of 2010 Overlook Drive, Winter Haven, FL 33884 (MLS # O6260592)
    Photo of 2010 Overlook Drive, Winter Haven, FL 33884 (MLS # O6260592)
    2010 Overlook Drive, Winter Haven, FL
    2010 Overlook Drive
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,922 Home (sqft)
    • 3 Baths
    • 21,780 Lot (sqft)
  26. 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)
  27. Photo of 4570 Chambliss Road, Winter Haven, FL 33884 (MLS # P4932888)
    $498,500
    Photo of 4570 Chambliss Road, Winter Haven, FL 33884 (MLS # P4932888)
    Photo of 4570 Chambliss Road, Winter Haven, FL 33884 (MLS # P4932888)
    4570 Chambliss Road, Winter Haven, FL
    4570 Chambliss Road
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,685 Home (sqft)
    • 3 Baths
    • 1.26 Lot (ac)
  28. Photo of 3309 Raleigh Dr, Winter Haven, FL 33884 (MLS # P4932877)
    $235,000
    Photo of 3309 Raleigh Dr, Winter Haven, FL 33884 (MLS # P4932877)
    Photo of 3309 Raleigh Dr, Winter Haven, FL 33884 (MLS # P4932877)
    3309 Raleigh Dr, Winter Haven, FL
    3309 Raleigh Dr
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,118 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  29. Photo of 357 Ruby Lake Loop, Winter Haven, FL 33884 (MLS # P4932850)
    $433,900
    Photo of 357 Ruby Lake Loop, Winter Haven, FL 33884 (MLS # P4932850)
    Photo of 357 Ruby Lake Loop, Winter Haven, FL 33884 (MLS # P4932850)
    357 Ruby Lake Loop, Winter Haven, FL
    357 Ruby Lake Loop
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,107 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  30. Photo of 819 Sunset Cove Drive, Winter Haven, FL 33880 (MLS # P4932874)
    $349,900
    Photo of 819 Sunset Cove Drive, Winter Haven, FL 33880 (MLS # P4932874)
    Photo of 819 Sunset Cove Drive, Winter Haven, FL 33880 (MLS # P4932874)
    819 Sunset Cove Drive, Winter Haven, FL
    819 Sunset Cove Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,208 Home (sqft)
    • 3 Baths
    • 16,553 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 12/3/24 8:15 AM PST.

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