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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 5340 Nicklaus Drive, Winter Haven, FL 33884 (MLS # P4932995)
    $419,900
    Photo of 5340 Nicklaus Drive, Winter Haven, FL 33884 (MLS # P4932995)
    Photo of 5340 Nicklaus Drive, Winter Haven, FL 33884 (MLS # P4932995)
    5340 Nicklaus Drive, Winter Haven, FL
    5340 Nicklaus Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,010 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  2. Photo of 231 Terranova Boulevard, Winter Haven, FL 33884 (MLS # P4933043)
    $479,900
    Photo of 231 Terranova Boulevard, Winter Haven, FL 33884 (MLS # P4933043)
    Photo of 231 Terranova Boulevard, Winter Haven, FL 33884 (MLS # P4933043)
    231 Terranova Boulevard, Winter Haven, FL
    231 Terranova Boulevard
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,479 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  3. Photo of 1083 Sunshine Way SW, Winter Haven, FL 33880 (MLS # B4901780)
    $234,900
    Photo of 1083 Sunshine Way SW, Winter Haven, FL 33880 (MLS # B4901780)
    Photo of 1083 Sunshine Way SW, Winter Haven, FL 33880 (MLS # B4901780)
    1083 Sunshine Way SW, Winter Haven, FL
    1083 Sunshine Way SW
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,191 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  4. Photo of 1653 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329665)
    $279,090
    Photo of 1653 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329665)
    Photo of 1653 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329665)
    1653 Teagan Lane, Winter Haven, FL
    1653 Teagan Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,487 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  5. Photo of 1800 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329613)
    $352,490
    Photo of 1800 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329613)
    Photo of 1800 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329613)
    1800 Teagan Lane, Winter Haven, FL
    1800 Teagan Lane
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,326 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  6. Photo of 1744 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329598)
    $262,990
    Photo of 1744 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329598)
    Photo of 1744 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8329598)
    1744 Teagan Lane, Winter Haven, FL
    1744 Teagan Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,444 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  7. Photo of 129 El Dorado, Winter Haven, FL 33884 (MLS # L4949382)
    $170,000
    Photo of 129 El Dorado, Winter Haven, FL 33884 (MLS # L4949382)
    Photo of 129 El Dorado, Winter Haven, FL 33884 (MLS # L4949382)
    129 El Dorado, Winter Haven, FL
    129 El Dorado
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,011 Home (sqft)
    • 2 Baths
    • 3,485 Lot (sqft)
  8. Photo of 1891 18th Street NW, Winter Haven, FL 33881 (MLS # P4933049)
    $275,000
    Photo of 1891 18th Street NW, Winter Haven, FL 33881 (MLS # P4933049)
    Photo of 1891 18th Street NW, Winter Haven, FL 33881 (MLS # P4933049)
    1891 18th Street NW, Winter Haven, FL
    1891 18th Street NW
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,650 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
  9. Photo of 4092 Carteret Drive, Winter Haven, FL 33884 (MLS # P4932973)
    $337,000
    Photo of 4092 Carteret Drive, Winter Haven, FL 33884 (MLS # P4932973)
    Photo of 4092 Carteret Drive, Winter Haven, FL 33884 (MLS # P4932973)
    4092 Carteret Drive, Winter Haven, FL
    4092 Carteret Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,928 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  10. Photo of 1872 Eloise Cove Drive, Winter Haven, FL 33884 (MLS # TB8329106)
    $529,000
    Photo of 1872 Eloise Cove Drive, Winter Haven, FL 33884 (MLS # TB8329106)
    Photo of 1872 Eloise Cove Drive, Winter Haven, FL 33884 (MLS # TB8329106)
    1872 Eloise Cove Drive, Winter Haven, FL
    1872 Eloise Cove Drive
    Winter Haven, FL
    • 4 Beds
    • 4 Baths
    • 3,716 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  11. Photo of 3909 Cypress Landing E, Winter Haven, FL 33884 (MLS # P4933021)
    $279,900
    Photo of 3909 Cypress Landing E, Winter Haven, FL 33884 (MLS # P4933021)
    Photo of 3909 Cypress Landing E, Winter Haven, FL 33884 (MLS # P4933021)
    3909 Cypress Landing E, Winter Haven, FL
    3909 Cypress Landing E
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,572 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  12. Photo of 1536 Axel Circle, Winter Haven, FL 33880 (MLS # TB8338269)
    $335,000
    Photo of 1536 Axel Circle, Winter Haven, FL 33880 (MLS # TB8338269)
    Photo of 1536 Axel Circle, Winter Haven, FL 33880 (MLS # TB8338269)
    1536 Axel Circle, Winter Haven, FL
    1536 Axel Circle
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,850 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  13. Photo of 235 6th Street NW #504, Winter Haven, FL 33881 (MLS # L4949331)
    $183,000
    Photo of 235 6th Street NW #504, Winter Haven, FL 33881 (MLS # L4949331)
    Photo of 235 6th Street NW #504, Winter Haven, FL 33881 (MLS # L4949331)
    38
     
    235 6th Street NW #504, Winter Haven, FL
    235 6th Street NW #504
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,162 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  14. Photo of 4338 Thomas Wood Lne Ln, Winter Haven, FL 33880 (MLS # TB8327668)
    $500,000
    Photo of 4338 Thomas Wood Lne Ln, Winter Haven, FL 33880 (MLS # TB8327668)
    Photo of 4338 Thomas Wood Lne Ln, Winter Haven, FL 33880 (MLS # TB8327668)
    4338 Thomas Wood Lne Ln, Winter Haven, FL
    4338 Thomas Wood Lne Ln
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,733 Home (sqft)
    • 3 Baths
    • 16,118 Lot (sqft)
  15. Photo of 5790 Crystal Beach Road, Winter Haven, FL 33880 (MLS # O6262743)
    $439,000
    Photo of 5790 Crystal Beach Road, Winter Haven, FL 33880 (MLS # O6262743)
    Photo of 5790 Crystal Beach Road, Winter Haven, FL 33880 (MLS # O6262743)
    5790 Crystal Beach Road, Winter Haven, FL
    5790 Crystal Beach Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,534 Home (sqft)
    • 2 Baths
    • 26,572 Lot (sqft)
  16. Photo of 1254 Zambrana Court, Winter Haven, FL 33884 (MLS # L4949325)
    $395,000
    Photo of 1254 Zambrana Court, Winter Haven, FL 33884 (MLS # L4949325)
    Photo of 1254 Zambrana Court, Winter Haven, FL 33884 (MLS # L4949325)
    1254 Zambrana Court, Winter Haven, FL
    1254 Zambrana Court
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,958 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  17. Photo of 139 Prospect Avenue, Winter Haven, FL 33880 (MLS # A4631934)
    $199,000
    Photo of 139 Prospect Avenue, Winter Haven, FL 33880 (MLS # A4631934)
    Photo of 139 Prospect Avenue, Winter Haven, FL 33880 (MLS # A4631934)
    139 Prospect Avenue, Winter Haven, FL
    139 Prospect Avenue
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,292 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  18. Photo of 3604 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4949324)
    $309,000
    Photo of 3604 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4949324)
    Photo of 3604 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4949324)
    3604 Julius Estates Boulevard, Winter Haven, FL
    3604 Julius Estates Boulevard
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,846 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  19. Photo of 1224 Golden Eagle Lane, Winter Haven, FL 33880 (MLS # O6263217)
    $279,900
    Photo of 1224 Golden Eagle Lane, Winter Haven, FL 33880 (MLS # O6263217)
    Photo of 1224 Golden Eagle Lane, Winter Haven, FL 33880 (MLS # O6263217)
    1224 Golden Eagle Lane, Winter Haven, FL
    1224 Golden Eagle Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,312 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  20. Photo of 222 5th Street, Winter Haven, FL 33880 (MLS # O6263184)
    $265,000
    Photo of 222 5th Street, Winter Haven, FL 33880 (MLS # O6263184)
    Photo of 222 5th Street, Winter Haven, FL 33880 (MLS # O6263184)
    222 5th Street, Winter Haven, FL
    222 5th Street
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,100 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  21. Photo of 6002 Country Walk Lane, Winter Haven, FL 33880 (MLS # L4949293)
    $389,900
    Photo of 6002 Country Walk Lane, Winter Haven, FL 33880 (MLS # L4949293)
    Photo of 6002 Country Walk Lane, Winter Haven, FL 33880 (MLS # L4949293)
    6002 Country Walk Lane, Winter Haven, FL
    6002 Country Walk Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,905 Home (sqft)
    • 2 Baths
    • 30,928 Lot (sqft)
  22. Photo of 723 Canberra Road, Winter Haven, FL 33884 (MLS # P4933004)
    $349,900
    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)
  23. Photo of 137 Kings Pond Avenue, Winter Haven, FL 33880 (MLS # L4949290)
    $249,900
    Photo of 137 Kings Pond Avenue, Winter Haven, FL 33880 (MLS # L4949290)
    Photo of 137 Kings Pond Avenue, Winter Haven, FL 33880 (MLS # L4949290)
    137 Kings Pond Avenue, Winter Haven, FL
    137 Kings Pond Avenue
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 990 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  24. Photo of 408 Country Lane NE #408, Winter Haven, FL 33881 (MLS # P4932989)
    $139,000
    Photo of 408 Country Lane NE #408, Winter Haven, FL 33881 (MLS # P4932989)
    Photo of 408 Country Lane NE #408, Winter Haven, FL 33881 (MLS # P4932989)
    408 Country Lane NE #408, Winter Haven, FL
    408 Country Lane NE #408
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,252 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
  25. Photo of 700 Mirror Terrace NW #508, Winter Haven, FL 33881 (MLS # P4932590)
    $109,000
    Photo of 700 Mirror Terrace NW #508, Winter Haven, FL 33881 (MLS # P4932590)
    Photo of 700 Mirror Terrace NW #508, Winter Haven, FL 33881 (MLS # P4932590)
    700 Mirror Terrace NW #508, Winter Haven, FL
    700 Mirror Terrace NW #508
    Winter Haven, FL
    • 1 Bed
    • 1 Bath
    • 874 Home (sqft)
    • 1 Bath
    • 0 Lot (sqft)
  26. Photo of 4956 Jackson Street, Winter Haven, FL 33884 (MLS # P4933003)
    $360,000
    Photo of 4956 Jackson Street, Winter Haven, FL 33884 (MLS # P4933003)
    Photo of 4956 Jackson Street, Winter Haven, FL 33884 (MLS # P4933003)
    4956 Jackson Street, Winter Haven, FL
    4956 Jackson Street
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,876 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  27. Photo of 1226 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327605)
    $115,000
    Photo of 1226 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327605)
    Photo of 1226 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327605)
    1226 35th Street NW, Winter Haven, FL
    1226 35th Street NW
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,704 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  28. Photo of 4807 Khloe Court, Winter Haven, FL 33884 (MLS # O6262665)
    $395,490
    Photo of 4807 Khloe Court, Winter Haven, FL 33884 (MLS # O6262665)
    Photo of 4807 Khloe Court, Winter Haven, FL 33884 (MLS # O6262665)
    4807 Khloe Court, Winter Haven, FL
    4807 Khloe Court
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,601 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  29. Photo of 3412 Costello Circle, Winter Haven, FL 33884 (MLS # O6262654)
    $328,990
    Photo of 3412 Costello Circle, Winter Haven, FL 33884 (MLS # O6262654)
    Photo of 3412 Costello Circle, Winter Haven, FL 33884 (MLS # O6262654)
    3412 Costello Circle, Winter Haven, FL
    3412 Costello Circle
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  30. Photo of 3416 Costello Circle, Winter Haven, FL 33884 (MLS # O6262638)
    $330,990
    Photo of 3416 Costello Circle, Winter Haven, FL 33884 (MLS # O6262638)
    Photo of 3416 Costello Circle, Winter Haven, FL 33884 (MLS # O6262638)
    3416 Costello Circle, Winter Haven, FL
    3416 Costello Circle
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
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