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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 4479 Rapallo Avenue, Winter Haven, FL 33884 (MLS # L4949975)
    $342,840
    Photo of 4479 Rapallo Avenue, Winter Haven, FL 33884 (MLS # L4949975)
    Photo of 4479 Rapallo Avenue, Winter Haven, FL 33884 (MLS # L4949975)
    4479 Rapallo Avenue, Winter Haven, FL
    4479 Rapallo Avenue
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,005 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  2. Photo of 931 Harold Pass, Winter Haven, FL 33884 (MLS # A4636658)
    $300,000
    Photo of 931 Harold Pass, Winter Haven, FL 33884 (MLS # A4636658)
    Photo of 931 Harold Pass, Winter Haven, FL 33884 (MLS # A4636658)
    931 Harold Pass, Winter Haven, FL
    931 Harold Pass
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 1,933 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  3. Photo of 111 Woden Way, Winter Haven, FL 33884 (MLS # P4933285)
    $490,000
    Photo of 111 Woden Way, Winter Haven, FL 33884 (MLS # P4933285)
    Photo of 111 Woden Way, Winter Haven, FL 33884 (MLS # P4933285)
    111 Woden Way, Winter Haven, FL
    111 Woden Way
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 3,109 Home (sqft)
    • 3 Baths
    • 5,228 Lot (sqft)
  4. Photo of 2285 Avenue C SW, Winter Haven, FL 33880 (MLS # S5118503)
    $375,000
    Photo of 2285 Avenue C SW, Winter Haven, FL 33880 (MLS # S5118503)
    Photo of 2285 Avenue C SW, Winter Haven, FL 33880 (MLS # S5118503)
    2285 Avenue C SW, Winter Haven, FL
    2285 Avenue C SW
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,325 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  5. Photo of 3934 Cypress Landing N, Winter Haven, FL 33884 (MLS # L4950024)
    $260,000
    Photo of 3934 Cypress Landing N, Winter Haven, FL 33884 (MLS # L4950024)
    Photo of 3934 Cypress Landing N, Winter Haven, FL 33884 (MLS # L4950024)
    3934 Cypress Landing N, Winter Haven, FL
    3934 Cypress Landing N
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,312 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  6. Photo of 138 Brandy Chase Boulevard, Winter Haven, FL 33880 (MLS # L4950004)
    $347,500
    Photo of 138 Brandy Chase Boulevard, Winter Haven, FL 33880 (MLS # L4950004)
    Photo of 138 Brandy Chase Boulevard, Winter Haven, FL 33880 (MLS # L4950004)
    138 Brandy Chase Boulevard, Winter Haven, FL
    138 Brandy Chase Boulevard
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,756 Home (sqft)
    • 2 Baths
    • 19,602 Lot (sqft)
  7. Photo of 1649 Linz Court, Winter Haven, FL 33884 (MLS # P4933321)
    $253,000
    Photo of 1649 Linz Court, Winter Haven, FL 33884 (MLS # P4933321)
    Photo of 1649 Linz Court, Winter Haven, FL 33884 (MLS # P4933321)
    1649 Linz Court, Winter Haven, FL
    1649 Linz Court
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,391 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
  8. Photo of 2024 Kapree Court, Winter Haven, FL 33884 (MLS # P4933337)
    $415,000
    Photo of 2024 Kapree Court, Winter Haven, FL 33884 (MLS # P4933337)
    Photo of 2024 Kapree Court, Winter Haven, FL 33884 (MLS # P4933337)
    2024 Kapree Court, Winter Haven, FL
    2024 Kapree Court
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,735 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  9. Photo of 604 Glad Road, Winter Haven, FL 33880 (MLS # L4949881)
    $265,000
    Photo of 604 Glad Road, Winter Haven, FL 33880 (MLS # L4949881)
    Photo of 604 Glad Road, Winter Haven, FL 33880 (MLS # L4949881)
    604 Glad Road, Winter Haven, FL
    604 Glad Road
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,394 Home (sqft)
    • 1 Bath
    • 6,534 Lot (sqft)
  10. Photo of 4062 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4933277)
    $399,800
    Photo of 4062 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4933277)
    Photo of 4062 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4933277)
    4062 Bedford Avenue, Winter Haven, FL
    4062 Bedford Avenue
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,785 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  11. Photo of 115 7th Jpv Street, Winter Haven, FL 33880 (MLS # P4933275)
    $288,000
    Photo of 115 7th Jpv Street, Winter Haven, FL 33880 (MLS # P4933275)
    Photo of 115 7th Jpv Street, Winter Haven, FL 33880 (MLS # P4933275)
    115 7th Jpv Street, Winter Haven, FL
    115 7th Jpv Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,220 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  12. Photo of 5880 Marsh Landing Drive, Winter Haven, FL 33881 (MLS # L4949940)
    $329,900
    Photo of 5880 Marsh Landing Drive, Winter Haven, FL 33881 (MLS # L4949940)
    Photo of 5880 Marsh Landing Drive, Winter Haven, FL 33881 (MLS # L4949940)
    5880 Marsh Landing Drive, Winter Haven, FL
    5880 Marsh Landing Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,821 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  13. Photo of 300 Avenue V NE, Winter Haven, FL 33881 (MLS # L4949880)
    $210,000
    Photo of 300 Avenue V NE, Winter Haven, FL 33881 (MLS # L4949880)
    Photo of 300 Avenue V NE, Winter Haven, FL 33881 (MLS # L4949880)
    300 Avenue V NE, Winter Haven, FL
    300 Avenue V NE
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 912 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
  14. Photo of 1617 Hummingbird Road, Winter Haven, FL 33884 (MLS # TB8337999)
    $509,990
    Photo of 1617 Hummingbird Road, Winter Haven, FL 33884 (MLS # TB8337999)
    Photo of 1617 Hummingbird Road, Winter Haven, FL 33884 (MLS # TB8337999)
    1617 Hummingbird Road, Winter Haven, FL
    1617 Hummingbird Road
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 3,297 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  15. Photo of 1621 Hummingbird Road, Winter Haven, FL 33884 (MLS # TB8337997)
    $477,990
    Photo of 1621 Hummingbird Road, Winter Haven, FL 33884 (MLS # TB8337997)
    Photo of 1621 Hummingbird Road, Winter Haven, FL 33884 (MLS # TB8337997)
    1621 Hummingbird Road, Winter Haven, FL
    1621 Hummingbird Road
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,457 Home (sqft)
    • 3 Baths
    • 8,712 Lot (sqft)
  16. Photo of 2488 Hartridge Point Drive W #2488, Winter Haven, FL 33881 (MLS # A4635538)
    $229,900
    Photo of 2488 Hartridge Point Drive W #2488, Winter Haven, FL 33881 (MLS # A4635538)
    Photo of 2488 Hartridge Point Drive W #2488, Winter Haven, FL 33881 (MLS # A4635538)
    2488 Hartridge Point Drive W #2488, Winter Haven, FL
    2488 Hartridge Point Drive W #2488
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,188 Home (sqft)
    • 2 Baths
    • 1,743 Lot (sqft)
  17. Photo of 6144 Forest Ridge Way, Winter Haven, FL 33881 (MLS # S5118434)
    $310,000
    Photo of 6144 Forest Ridge Way, Winter Haven, FL 33881 (MLS # S5118434)
    Photo of 6144 Forest Ridge Way, Winter Haven, FL 33881 (MLS # S5118434)
    6144 Forest Ridge Way, Winter Haven, FL
    6144 Forest Ridge Way
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,604 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  18. Photo of 412 2nd Street SW, Winter Haven, FL 33880 (MLS # K4902770)
    $199,999
    Photo of 412 2nd Street SW, Winter Haven, FL 33880 (MLS # K4902770)
    Photo of 412 2nd Street SW, Winter Haven, FL 33880 (MLS # K4902770)
    412 2nd Street SW, Winter Haven, FL
    412 2nd Street SW
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 986 Home (sqft)
    • 2 Baths
    • 3,921 Lot (sqft)
  19. Photo of 200 El Camino Drive #211, Winter Haven, FL 33884 (MLS # P4933320)
    $124,900
    Photo of 200 El Camino Drive #211, Winter Haven, FL 33884 (MLS # P4933320)
    Photo of 200 El Camino Drive #211, Winter Haven, FL 33884 (MLS # P4933320)
    200 El Camino Drive #211, Winter Haven, FL
    200 El Camino Drive #211
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,378 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
  20. Photo of 830 Turner Lane, Winter Haven, FL 33881 (MLS # O6269934)
    $370,000
    Photo of 830 Turner Lane, Winter Haven, FL 33881 (MLS # O6269934)
    Photo of 830 Turner Lane, Winter Haven, FL 33881 (MLS # O6269934)
    830 Turner Lane, Winter Haven, FL
    830 Turner Lane
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,254 Home (sqft)
    • 3 Baths
    • 6,099 Lot (sqft)
  21. Photo of 703 Avenue L SE, Winter Haven, FL 33880 (MLS # P4933299)
    $279,900
    Photo of 703 Avenue L SE, Winter Haven, FL 33880 (MLS # P4933299)
    Photo of 703 Avenue L SE, Winter Haven, FL 33880 (MLS # P4933299)
    703 Avenue L SE, Winter Haven, FL
    703 Avenue L SE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,830 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  22. Photo of 5880 Driftwood Drive, Winter Haven, FL 33884 (MLS # TB8337649)
    $289,000
    Photo of 5880 Driftwood Drive, Winter Haven, FL 33884 (MLS # TB8337649)
    Photo of 5880 Driftwood Drive, Winter Haven, FL 33884 (MLS # TB8337649)
    5880 Driftwood Drive, Winter Haven, FL
    5880 Driftwood Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,582 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  23. Photo of 916 25th Street NW, Winter Haven, FL 33881 (MLS # P4933332)
    $175,000
    Photo of 916 25th Street NW, Winter Haven, FL 33881 (MLS # P4933332)
    Photo of 916 25th Street NW, Winter Haven, FL 33881 (MLS # P4933332)
    916 25th Street NW, Winter Haven, FL
    916 25th Street NW
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,266 Home (sqft)
    • 1 Bath
    • 9,148 Lot (sqft)
  24. Photo of 707 Terranova Avenue, Winter Haven, FL 33884 (MLS # O6270937)
    $325,000
    Photo of 707 Terranova Avenue, Winter Haven, FL 33884 (MLS # O6270937)
    Photo of 707 Terranova Avenue, Winter Haven, FL 33884 (MLS # O6270937)
    35
     
    707 Terranova Avenue, Winter Haven, FL
    707 Terranova Avenue
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,572 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  25. Photo of 362 Alexzander Way, Winter Haven, FL 33881 (MLS # S5118345)
    $268,000
    Photo of 362 Alexzander Way, Winter Haven, FL 33881 (MLS # S5118345)
    Photo of 362 Alexzander Way, Winter Haven, FL 33881 (MLS # S5118345)
    362 Alexzander Way, Winter Haven, FL
    362 Alexzander Way
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,725 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  26. Photo of 1776 6th St NW #209, Winter Haven, FL 33881 (MLS # S5118172)
    $130,000
    Photo of 1776 6th St NW #209, Winter Haven, FL 33881 (MLS # S5118172)
    Photo of 1776 6th St NW #209, Winter Haven, FL 33881 (MLS # S5118172)
    1776 6th St NW #209, Winter Haven, FL
    1776 6th St NW #209
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,347 Home (sqft)
    • 2 Baths
    • 38.00 Lot (ac)
  27. Photo of 122 Magnolia Drive, Winter Haven, FL 33881 (MLS # O6270462)
    $218,000
    Photo of 122 Magnolia Drive, Winter Haven, FL 33881 (MLS # O6270462)
    Photo of 122 Magnolia Drive, Winter Haven, FL 33881 (MLS # O6270462)
    32
     
    122 Magnolia Drive, Winter Haven, FL
    122 Magnolia Drive
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 1,077 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  28. Photo of 810 Avenue L SW, Winter Haven, FL 33880 (MLS # TB8337136)
    $210,000
    Photo of 810 Avenue L SW, Winter Haven, FL 33880 (MLS # TB8337136)
    Photo of 810 Avenue L SW, Winter Haven, FL 33880 (MLS # TB8337136)
    19
     
    810 Avenue L SW, Winter Haven, FL
    810 Avenue L SW
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 640 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
  29. Photo of 551 Heather Glen Drive, Winter Haven, FL 33884 (MLS # P4933354)
    $300,000
    Photo of 551 Heather Glen Drive, Winter Haven, FL 33884 (MLS # P4933354)
    Photo of 551 Heather Glen Drive, Winter Haven, FL 33884 (MLS # P4933354)
    551 Heather Glen Drive, Winter Haven, FL
    551 Heather Glen Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,225 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  30. Photo of 1034 Corso Drive, Winter Haven, FL 33884 (MLS # L4949774)
    $299,000
    Photo of 1034 Corso Drive, Winter Haven, FL 33884 (MLS # L4949774)
    Photo of 1034 Corso Drive, Winter Haven, FL 33884 (MLS # L4949774)
    1034 Corso Drive, Winter Haven, FL
    1034 Corso Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,572 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
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