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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 608 Vittorio Drive, Winter Haven, FL 33884 (MLS # L4949882)
    $319,900
    Photo of 608 Vittorio Drive, Winter Haven, FL 33884 (MLS # L4949882)
    Photo of 608 Vittorio Drive, Winter Haven, FL 33884 (MLS # L4949882)
    608 Vittorio Drive, Winter Haven, FL
    608 Vittorio Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,857 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  2. Photo of 1592 Martin Luther King Boulevard NE, Winter Haven, FL 33881 (MLS # S5118159)
    $315,000
    Photo of 1592 Martin Luther King Boulevard NE, Winter Haven, FL 33881 (MLS # S5118159)
    Photo of 1592 Martin Luther King Boulevard NE, Winter Haven, FL 33881 (MLS # S5118159)
    1592 Martin Luther King Boulevard NE, Winter Haven, FL
    1592 Martin Luther King Boulevard NE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,260 Home (sqft)
    • 2 Baths
    • 21,780 Lot (sqft)
  3. Photo of 5580 W State Road 542 W, Winter Haven, FL 33880 (MLS # TB8334960)
    $299,999
    Photo of 5580 W State Road 542 W, Winter Haven, FL 33880 (MLS # TB8334960)
    Photo of 5580 W State Road 542 W, Winter Haven, FL 33880 (MLS # TB8334960)
    5580 W State Road 542 W, Winter Haven, FL
    5580 W State Road 542 W
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,310 Home (sqft)
    • 3 Baths
    • 20,909 Lot (sqft)
  4. Photo of 6004 Greenleaf Circle, Winter Haven, FL 33884 (MLS # L4949814)
    $425,000
    Photo of 6004 Greenleaf Circle, Winter Haven, FL 33884 (MLS # L4949814)
    Photo of 6004 Greenleaf Circle, Winter Haven, FL 33884 (MLS # L4949814)
    56
     
    6004 Greenleaf Circle, Winter Haven, FL
    6004 Greenleaf Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,982 Home (sqft)
    • 2 Baths
    • 33,542 Lot (sqft)
  5. Photo of 3643 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # S5118229)
    $330,000
    Photo of 3643 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # S5118229)
    Photo of 3643 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # S5118229)
    3643 Julius Estates Boulevard, Winter Haven, FL
    3643 Julius Estates Boulevard
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,750 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  6. Photo of 6163 Forest Ridge Way, Winter Haven, FL 33881 (MLS # O6269918)
    $425,000
    Photo of 6163 Forest Ridge Way, Winter Haven, FL 33881 (MLS # O6269918)
    Photo of 6163 Forest Ridge Way, Winter Haven, FL 33881 (MLS # O6269918)
    6163 Forest Ridge Way, Winter Haven, FL
    6163 Forest Ridge Way
    Winter Haven, FL
    • 6 Beds
    • 3 Baths
    • 2,696 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  7. Photo of 415 Avenue K NE, Winter Haven, FL 33881 (MLS # TB8337231)
    $425,000
    Photo of 415 Avenue K NE, Winter Haven, FL 33881 (MLS # TB8337231)
    Photo of 415 Avenue K NE, Winter Haven, FL 33881 (MLS # TB8337231)
    415 Avenue K NE, Winter Haven, FL
    415 Avenue K NE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,824 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  8. Photo of 3132 Country Club Circle, Winter Haven, FL 33881 (MLS # S5118186)
    $345,000
    Photo of 3132 Country Club Circle, Winter Haven, FL 33881 (MLS # S5118186)
    Photo of 3132 Country Club Circle, Winter Haven, FL 33881 (MLS # S5118186)
    11
     
    3132 Country Club Circle, Winter Haven, FL
    3132 Country Club Circle
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,851 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  9. Photo of 4068 Carteret Drive, Winter Haven, FL 33884 (MLS # P4933272)
    $297,500
    Photo of 4068 Carteret Drive, Winter Haven, FL 33884 (MLS # P4933272)
    Photo of 4068 Carteret Drive, Winter Haven, FL 33884 (MLS # P4933272)
    4068 Carteret Drive, Winter Haven, FL
    4068 Carteret Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,928 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  10. Photo of 3001 Crystal Beach Road, Winter Haven, FL 33880 (MLS # P4933259)
    $1,800,000
    Photo of 3001 Crystal Beach Road, Winter Haven, FL 33880 (MLS # P4933259)
    Photo of 3001 Crystal Beach Road, Winter Haven, FL 33880 (MLS # P4933259)
    3001 Crystal Beach Road, Winter Haven, FL
    3001 Crystal Beach Road
    Winter Haven, FL
    • 8 Beds
    • 7 Baths
    • 7,810 Home (sqft)
    • 7 Baths
    • 1.45 Lot (ac)
  11. Photo of 86 Winter Ridge Road #86, Winter Haven, FL 33881 (MLS # P4933262)
    $175,000
    Photo of 86 Winter Ridge Road #86, Winter Haven, FL 33881 (MLS # P4933262)
    Photo of 86 Winter Ridge Road #86, Winter Haven, FL 33881 (MLS # P4933262)
    86 Winter Ridge Road #86, Winter Haven, FL
    86 Winter Ridge Road #86
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,073 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  12. Photo of 7207 Summit Place, Winter Haven, FL 33884 (MLS # O6269777)
    $293,000
    Photo of 7207 Summit Place, Winter Haven, FL 33884 (MLS # O6269777)
    Photo of 7207 Summit Place, Winter Haven, FL 33884 (MLS # O6269777)
    7207 Summit Place, Winter Haven, FL
    7207 Summit Place
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,479 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  13. Photo of 3146 Laurel Oak Lane, Winter Haven, FL 33884 (MLS # L4949827)
    $329,070
    Photo of 3146 Laurel Oak Lane, Winter Haven, FL 33884 (MLS # L4949827)
    Photo of 3146 Laurel Oak Lane, Winter Haven, FL 33884 (MLS # L4949827)
    3146 Laurel Oak Lane, Winter Haven, FL
    3146 Laurel Oak Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,646 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  14. Photo of 3396 Avenue R NW, Winter Haven, FL 33881 (MLS # L4949823)
    $199,900
    Photo of 3396 Avenue R NW, Winter Haven, FL 33881 (MLS # L4949823)
    Photo of 3396 Avenue R NW, Winter Haven, FL 33881 (MLS # L4949823)
    3396 Avenue R NW, Winter Haven, FL
    3396 Avenue R NW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 816 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
  15. Photo of 447 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949816)
    $351,470
    Photo of 447 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949816)
    Photo of 447 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949816)
    447 Ituna Circle, Winter Haven, FL
    447 Ituna Circle
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 1,996 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  16. Photo of 3441 Grenville Drive, Winter Haven, FL 33884 (MLS # L4949803)
    $217,500
    Photo of 3441 Grenville Drive, Winter Haven, FL 33884 (MLS # L4949803)
    Photo of 3441 Grenville Drive, Winter Haven, FL 33884 (MLS # L4949803)
    3441 Grenville Drive, Winter Haven, FL
    3441 Grenville Drive
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,118 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  17. Photo of 1865 4th Street SE, Winter Haven, FL 33880 (MLS # P4933255)
    $280,000
    Photo of 1865 4th Street SE, Winter Haven, FL 33880 (MLS # P4933255)
    Photo of 1865 4th Street SE, Winter Haven, FL 33880 (MLS # P4933255)
    1865 4th Street SE, Winter Haven, FL
    1865 4th Street SE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,540 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  18. Photo of 359 Mandolin Lane, Winter Haven, FL 33884 (MLS # P4933200)
    $375,000
    Photo of 359 Mandolin Lane, Winter Haven, FL 33884 (MLS # P4933200)
    Photo of 359 Mandolin Lane, Winter Haven, FL 33884 (MLS # P4933200)
    359 Mandolin Lane, Winter Haven, FL
    359 Mandolin Lane
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,356 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  19. Photo of 353 Ruby Lake Loop, Winter Haven, FL 33884 (MLS # TB8335969)
    $335,000
    Photo of 353 Ruby Lake Loop, Winter Haven, FL 33884 (MLS # TB8335969)
    Photo of 353 Ruby Lake Loop, Winter Haven, FL 33884 (MLS # TB8335969)
    353 Ruby Lake Loop, Winter Haven, FL
    353 Ruby Lake Loop
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,959 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  20. Photo of 1982 Sarah Street, Winter Haven, FL 33884 (MLS # TB8336103)
    $365,490
    Photo of 1982 Sarah Street, Winter Haven, FL 33884 (MLS # TB8336103)
    Photo of 1982 Sarah Street, Winter Haven, FL 33884 (MLS # TB8336103)
    1982 Sarah Street, Winter Haven, FL
    1982 Sarah Street
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,174 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  21. Photo of 1954 Sarah Lane, Winter Haven, FL 33884 (MLS # TB8336093)
    $334,690
    Photo of 1954 Sarah Lane, Winter Haven, FL 33884 (MLS # TB8336093)
    Photo of 1954 Sarah Lane, Winter Haven, FL 33884 (MLS # TB8336093)
    1954 Sarah Lane, Winter Haven, FL
    1954 Sarah Lane
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,824 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  22. Photo of 1717 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336037)
    $296,190
    Photo of 1717 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336037)
    Photo of 1717 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336037)
    1717 Teagan Lane, Winter Haven, FL
    1717 Teagan Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,487 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  23. Photo of 1713 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336025)
    $285,090
    Photo of 1713 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336025)
    Photo of 1713 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336025)
    1713 Teagan Lane, Winter Haven, FL
    1713 Teagan Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,487 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  24. Photo of 1689 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336020)
    $285,090
    Photo of 1689 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336020)
    Photo of 1689 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8336020)
    1689 Teagan Lane, Winter Haven, FL
    1689 Teagan Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,487 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  25. Photo of 2001 Sarah Street, Winter Haven, FL 33884 (MLS # TB8335939)
    $385,690
    Photo of 2001 Sarah Street, Winter Haven, FL 33884 (MLS # TB8335939)
    Photo of 2001 Sarah Street, Winter Haven, FL 33884 (MLS # TB8335939)
    2001 Sarah Street, Winter Haven, FL
    2001 Sarah Street
    Winter Haven, FL
    • 6 Beds
    • 3 Baths
    • 2,463 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  26. Photo of 241 Lake Thomas Drive, Winter Haven, FL 33880 (MLS # S5118439)
    $380,000
    Photo of 241 Lake Thomas Drive, Winter Haven, FL 33880 (MLS # S5118439)
    Photo of 241 Lake Thomas Drive, Winter Haven, FL 33880 (MLS # S5118439)
    71
     
    241 Lake Thomas Drive, Winter Haven, FL
    241 Lake Thomas Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,503 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  27. Photo of 25 Aviation Drive, Winter Haven, FL 33881 (MLS # P4933231)
    $400,000
    Photo of 25 Aviation Drive, Winter Haven, FL 33881 (MLS # P4933231)
    Photo of 25 Aviation Drive, Winter Haven, FL 33881 (MLS # P4933231)
    25 Aviation Drive, Winter Haven, FL
    25 Aviation Drive
    Winter Haven, FL
    • 5 Beds
    • 4 Baths
    • 1,984 Home (sqft)
    • 4 Baths
    • 11,326 Lot (sqft)
  28. Photo of 2741 Stephen Drive, Winter Haven, FL 33880 (MLS # O6267669)
    $354,000
    Photo of 2741 Stephen Drive, Winter Haven, FL 33880 (MLS # O6267669)
    Photo of 2741 Stephen Drive, Winter Haven, FL 33880 (MLS # O6267669)
    2741 Stephen Drive, Winter Haven, FL
    2741 Stephen Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,700 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  29. Photo of 3868 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6266373)
    $286,990
    Photo of 3868 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6266373)
    Photo of 3868 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6266373)
    3868 Giorgio Drive, Winter Haven, FL
    3868 Giorgio Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,269 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  30. Photo of 1379 Benevento Drive, Winter Haven, FL 33884 (MLS # O6266375)
    $278,430
    Photo of 1379 Benevento Drive, Winter Haven, FL 33884 (MLS # O6266375)
    Photo of 1379 Benevento Drive, Winter Haven, FL 33884 (MLS # O6266375)
    1379 Benevento Drive, Winter Haven, FL
    1379 Benevento Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,491 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
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