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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 1620 Leamington Lane, Winter Haven, FL 33884 (MLS # O6266378)
    $330,000
    Photo of 1620 Leamington Lane, Winter Haven, FL 33884 (MLS # O6266378)
    Photo of 1620 Leamington Lane, Winter Haven, FL 33884 (MLS # O6266378)
    1620 Leamington Lane, Winter Haven, FL
    1620 Leamington Lane
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,168 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  2. Photo of 3436 Costello Circle, Winter Haven, FL 33884 (MLS # O6268824)
    $277,990
    Photo of 3436 Costello Circle, Winter Haven, FL 33884 (MLS # O6268824)
    Photo of 3436 Costello Circle, Winter Haven, FL 33884 (MLS # O6268824)
    3436 Costello Circle, Winter Haven, FL
    3436 Costello Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,504 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  3. Photo of 3432 Costello Circle, Winter Haven, FL 33884 (MLS # O6268780)
    $332,990
    Photo of 3432 Costello Circle, Winter Haven, FL 33884 (MLS # O6268780)
    Photo of 3432 Costello Circle, Winter Haven, FL 33884 (MLS # O6268780)
    3432 Costello Circle, Winter Haven, FL
    3432 Costello Circle
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  4. Photo of 3428 Costello Circle, Winter Haven, FL 33884 (MLS # O6268763)
    $330,990
    Photo of 3428 Costello Circle, Winter Haven, FL 33884 (MLS # O6268763)
    Photo of 3428 Costello Circle, Winter Haven, FL 33884 (MLS # O6268763)
    3428 Costello Circle, Winter Haven, FL
    3428 Costello Circle
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  5. Photo of 3020 Caneel Street, Winter Haven, FL 33884 (MLS # K4902768)
    $244,900
    Photo of 3020 Caneel Street, Winter Haven, FL 33884 (MLS # K4902768)
    Photo of 3020 Caneel Street, Winter Haven, FL 33884 (MLS # K4902768)
    3020 Caneel Street, Winter Haven, FL
    3020 Caneel Street
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,521 Home (sqft)
    • 2 Baths
    • 3,485 Lot (sqft)
  6. Photo of 1731 Durden Drive, Winter Haven, FL 33880 (MLS # O6268369)
    $340,000
    Photo of 1731 Durden Drive, Winter Haven, FL 33880 (MLS # O6268369)
    Photo of 1731 Durden Drive, Winter Haven, FL 33880 (MLS # O6268369)
    1731 Durden Drive, Winter Haven, FL
    1731 Durden Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,842 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  7. Photo of 3421 Grenville Drive, Winter Haven, FL 33884 (MLS # P4933191)
    $238,500
    Photo of 3421 Grenville Drive, Winter Haven, FL 33884 (MLS # P4933191)
    Photo of 3421 Grenville Drive, Winter Haven, FL 33884 (MLS # P4933191)
    3421 Grenville Drive, Winter Haven, FL
    3421 Grenville Drive
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,275 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  8. Photo of 234 Turtle Bay Avenue, Winter Haven, FL 33881 (MLS # L4949690)
    $288,750
    Photo of 234 Turtle Bay Avenue, Winter Haven, FL 33881 (MLS # L4949690)
    Photo of 234 Turtle Bay Avenue, Winter Haven, FL 33881 (MLS # L4949690)
    234 Turtle Bay Avenue, Winter Haven, FL
    234 Turtle Bay Avenue
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,604 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  9. Photo of 3420 Costello Circle, Winter Haven, FL 33884 (MLS # O6268262)
    $292,990
    Photo of 3420 Costello Circle, Winter Haven, FL 33884 (MLS # O6268262)
    Photo of 3420 Costello Circle, Winter Haven, FL 33884 (MLS # O6268262)
    3420 Costello Circle, Winter Haven, FL
    3420 Costello Circle
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  10. Photo of 721 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949688)
    $344,160
    Photo of 721 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949688)
    Photo of 721 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949688)
    721 Bayside Boulevard, Winter Haven, FL
    721 Bayside Boulevard
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,715 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  11. Photo of 4133 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6268237)
    $350,490
    Photo of 4133 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6268237)
    Photo of 4133 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6268237)
    4133 Giorgio Drive, Winter Haven, FL
    4133 Giorgio Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  12. Photo of 2428 Wildwood Court, Winter Haven, FL 33884 (MLS # P4933270)
    $625,000
    Photo of 2428 Wildwood Court, Winter Haven, FL 33884 (MLS # P4933270)
    Photo of 2428 Wildwood Court, Winter Haven, FL 33884 (MLS # P4933270)
    2428 Wildwood Court, Winter Haven, FL
    2428 Wildwood Court
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 3,001 Home (sqft)
    • 3 Baths
    • 23,958 Lot (sqft)
  13. Photo of 1568 S Lake Shipp Drive, Winter Haven, FL 33880 (MLS # L4949527)
    $325,000
    Photo of 1568 S Lake Shipp Drive, Winter Haven, FL 33880 (MLS # L4949527)
    Photo of 1568 S Lake Shipp Drive, Winter Haven, FL 33880 (MLS # L4949527)
    41
     
    1568 S Lake Shipp Drive, Winter Haven, FL
    1568 S Lake Shipp Drive
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 1,824 Home (sqft)
    • 3 Baths
    • 23,523 Lot (sqft)
  14. Photo of 3407 Avenue J NW, Winter Haven, FL 33881 (MLS # S5117790)
    $150,000
    Photo of 3407 Avenue J NW, Winter Haven, FL 33881 (MLS # S5117790)
    Photo of 3407 Avenue J NW, Winter Haven, FL 33881 (MLS # S5117790)
    3407 Avenue J NW, Winter Haven, FL
    3407 Avenue J NW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 576 Home (sqft)
    • 1 Bath
    • 3,050 Lot (sqft)
  15. Photo of 4141 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6268107)
    $355,490
    Photo of 4141 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6268107)
    Photo of 4141 Giorgio Drive, Winter Haven, FL 33884 (MLS # O6268107)
    4141 Giorgio Drive, Winter Haven, FL
    4141 Giorgio Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  16. Photo of 4504 Crystal Beach Road, Winter Haven, FL 33880 (MLS # P4933077)
    $425,000
    Photo of 4504 Crystal Beach Road, Winter Haven, FL 33880 (MLS # P4933077)
    Photo of 4504 Crystal Beach Road, Winter Haven, FL 33880 (MLS # P4933077)
    4504 Crystal Beach Road, Winter Haven, FL
    4504 Crystal Beach Road
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,257 Home (sqft)
    • 3 Baths
    • 33,542 Lot (sqft)
  17. Photo of 1305 Avenue S NW, Winter Haven, FL 33881 (MLS # L4949654)
    $430,000
    Photo of 1305 Avenue S NW, Winter Haven, FL 33881 (MLS # L4949654)
    Photo of 1305 Avenue S NW, Winter Haven, FL 33881 (MLS # L4949654)
    1305 Avenue S NW, Winter Haven, FL
    1305 Avenue S NW
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,100 Home (sqft)
    • 3 Baths
    • 14,375 Lot (sqft)
  18. Photo of 236 Arbuthnot Street, Winter Haven, FL 33881 (MLS # P4933137)
    $344,900
    Photo of 236 Arbuthnot Street, Winter Haven, FL 33881 (MLS # P4933137)
    Photo of 236 Arbuthnot Street, Winter Haven, FL 33881 (MLS # P4933137)
    236 Arbuthnot Street, Winter Haven, FL
    236 Arbuthnot Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,730 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  19. Photo of 81 Tyler Road, Winter Haven, FL 33884 (MLS # P4933169)
    $258,500
    Photo of 81 Tyler Road, Winter Haven, FL 33884 (MLS # P4933169)
    Photo of 81 Tyler Road, Winter Haven, FL 33884 (MLS # P4933169)
    23
     
    81 Tyler Road, Winter Haven, FL
    81 Tyler Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,078 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  20. Photo of 518 Coleman Drive W, Winter Haven, FL 33884 (MLS # L4949617)
    $429,900
    Photo of 518 Coleman Drive W, Winter Haven, FL 33884 (MLS # L4949617)
    Photo of 518 Coleman Drive W, Winter Haven, FL 33884 (MLS # L4949617)
    518 Coleman Drive W, Winter Haven, FL
    518 Coleman Drive W
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,980 Home (sqft)
    • 2 Baths
    • 25,701 Lot (sqft)
  21. Photo of 2600 Lucerne Park Road #515, Winter Haven, FL 33881 (MLS # P4933168)
    $159,900
    Photo of 2600 Lucerne Park Road #515, Winter Haven, FL 33881 (MLS # P4933168)
    Photo of 2600 Lucerne Park Road #515, Winter Haven, FL 33881 (MLS # P4933168)
    2600 Lucerne Park Road #515, Winter Haven, FL
    2600 Lucerne Park Road #515
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 845 Home (sqft)
    • 2 Baths
    • 2,178 Lot (sqft)
  22. Photo of 225 Arbuthnot Street, Winter Haven, FL 33881 (MLS # O6267433)
    $330,000
    Photo of 225 Arbuthnot Street, Winter Haven, FL 33881 (MLS # O6267433)
    Photo of 225 Arbuthnot Street, Winter Haven, FL 33881 (MLS # O6267433)
    225 Arbuthnot Street, Winter Haven, FL
    225 Arbuthnot Street
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,925 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  23. Photo of 4203 San Rocco Way, Winter Haven, FL 33884 (MLS # L4949615)
    $315,900
    Photo of 4203 San Rocco Way, Winter Haven, FL 33884 (MLS # L4949615)
    Photo of 4203 San Rocco Way, Winter Haven, FL 33884 (MLS # L4949615)
    4203 San Rocco Way, Winter Haven, FL
    4203 San Rocco Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  24. Photo of 4201 Shadow Wood Drive, Winter Haven, FL 33880 (MLS # B4901791)
    $419,900
    Photo of 4201 Shadow Wood Drive, Winter Haven, FL 33880 (MLS # B4901791)
    Photo of 4201 Shadow Wood Drive, Winter Haven, FL 33880 (MLS # B4901791)
    4201 Shadow Wood Drive, Winter Haven, FL
    4201 Shadow Wood Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,860 Home (sqft)
    • 2 Baths
    • 15,246 Lot (sqft)
  25. Photo of 2008 Garden Lake Drive #2008, Winter Haven, FL 33884 (MLS # P4933150)
    $174,900
    Photo of 2008 Garden Lake Drive #2008, Winter Haven, FL 33884 (MLS # P4933150)
    Photo of 2008 Garden Lake Drive #2008, Winter Haven, FL 33884 (MLS # P4933150)
    2008 Garden Lake Drive #2008, Winter Haven, FL
    2008 Garden Lake Drive #2008
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,103 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  26. Photo of 1001 Mockingbird Circle, Winter Haven, FL 33884 (MLS # P4933140)
    $350,000
    Photo of 1001 Mockingbird Circle, Winter Haven, FL 33884 (MLS # P4933140)
    Photo of 1001 Mockingbird Circle, Winter Haven, FL 33884 (MLS # P4933140)
    1001 Mockingbird Circle, Winter Haven, FL
    1001 Mockingbird Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,853 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  27. Photo of 627 Lucerne Boulevard, Winter Haven, FL 33881 (MLS # S5117603)
    $365,000
    Photo of 627 Lucerne Boulevard, Winter Haven, FL 33881 (MLS # S5117603)
    Photo of 627 Lucerne Boulevard, Winter Haven, FL 33881 (MLS # S5117603)
    627 Lucerne Boulevard, Winter Haven, FL
    627 Lucerne Boulevard
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,595 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  28. Photo of 1622 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8333101)
    $336,890
    Photo of 1622 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8333101)
    Photo of 1622 Teagan Lane, Winter Haven, FL 33884 (MLS # TB8333101)
    1622 Teagan Lane, Winter Haven, FL
    1622 Teagan Lane
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,112 Home (sqft)
    • 3 Baths
    • 6,534 Lot (sqft)
  29. Photo of 3434 Avenue T NW, Winter Haven, FL 33881 (MLS # O6266805)
    $180,000
    Photo of 3434 Avenue T NW, Winter Haven, FL 33881 (MLS # O6266805)
    Photo of 3434 Avenue T NW, Winter Haven, FL 33881 (MLS # O6266805)
    3434 Avenue T NW, Winter Haven, FL
    3434 Avenue T NW
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,200 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  30. Photo of 235 Nassau Road, Winter Haven, FL 33884 (MLS # P4933106)
    $420,000
    Photo of 235 Nassau Road, Winter Haven, FL 33884 (MLS # P4933106)
    Photo of 235 Nassau Road, Winter Haven, FL 33884 (MLS # P4933106)
    235 Nassau Road, Winter Haven, FL
    235 Nassau Road
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,496 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
Previous Page 7 of 17 Next
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