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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 808 Lake Elbert Court, Winter Haven, FL 33881 (MLS # P4933235)
    $395,000
    Photo of 808 Lake Elbert Court, Winter Haven, FL 33881 (MLS # P4933235)
    Photo of 808 Lake Elbert Court, Winter Haven, FL 33881 (MLS # P4933235)
    808 Lake Elbert Court, Winter Haven, FL
    808 Lake Elbert Court
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,644 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  2. Photo of 436 Avenue G SE, Winter Haven, FL 33880 (MLS # O6273110)
    $225,000
    Photo of 436 Avenue G SE, Winter Haven, FL 33880 (MLS # O6273110)
    Photo of 436 Avenue G SE, Winter Haven, FL 33880 (MLS # O6273110)
    436 Avenue G SE, Winter Haven, FL
    436 Avenue G SE
    Winter Haven, FL
    • 2 Beds
    • 3 Baths
    • 1,309 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
  3. Photo of 4004 Cypress Lndg S Lndg, Winter Haven, FL 33884 (MLS # P4933454)
    $260,000
    Photo of 4004 Cypress Lndg S Lndg, Winter Haven, FL 33884 (MLS # P4933454)
    Photo of 4004 Cypress Lndg S Lndg, Winter Haven, FL 33884 (MLS # P4933454)
    4004 Cypress Lndg S Lndg, Winter Haven, FL
    4004 Cypress Lndg S Lndg
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,572 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  4. Photo of 213 Lake Lucerne Way, Winter Haven, FL 33881 (MLS # O6275059)
    $299,990
    Photo of 213 Lake Lucerne Way, Winter Haven, FL 33881 (MLS # O6275059)
    Photo of 213 Lake Lucerne Way, Winter Haven, FL 33881 (MLS # O6275059)
    30
     
    213 Lake Lucerne Way, Winter Haven, FL
    213 Lake Lucerne Way
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,717 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  5. Photo of 4105 Oak Drive, Winter Haven, FL 33881 (MLS # P4933482)
    $265,000
    Photo of 4105 Oak Drive, Winter Haven, FL 33881 (MLS # P4933482)
    Photo of 4105 Oak Drive, Winter Haven, FL 33881 (MLS # P4933482)
    4105 Oak Drive, Winter Haven, FL
    4105 Oak Drive
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 1,253 Home (sqft)
    • 1 Bath
    • 23,523 Lot (sqft)
  6. Photo of 5819 Driftwood Drive, Winter Haven, FL 33884 (MLS # L4950219)
    $300,000
    Photo of 5819 Driftwood Drive, Winter Haven, FL 33884 (MLS # L4950219)
    Photo of 5819 Driftwood Drive, Winter Haven, FL 33884 (MLS # L4950219)
    5819 Driftwood Drive, Winter Haven, FL
    5819 Driftwood Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,755 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  7. Photo of 164 Brad Circle, Winter Haven, FL 33880 (MLS # O6274762)
    $264,000
    Photo of 164 Brad Circle, Winter Haven, FL 33880 (MLS # O6274762)
    Photo of 164 Brad Circle, Winter Haven, FL 33880 (MLS # O6274762)
    164 Brad Circle, Winter Haven, FL
    164 Brad Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,121 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  8. Photo of 1360 10th Court NE, Winter Haven, FL 33881 (MLS # W7871788)
    $284,000
    Photo of 1360 10th Court NE, Winter Haven, FL 33881 (MLS # W7871788)
    Photo of 1360 10th Court NE, Winter Haven, FL 33881 (MLS # W7871788)
    1360 10th Court NE, Winter Haven, FL
    1360 10th Court NE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,519 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  9. Photo of 952 N Heron Circle, Winter Haven, FL 33884 (MLS # P4933451)
    $650,000
    Photo of 952 N Heron Circle, Winter Haven, FL 33884 (MLS # P4933451)
    Photo of 952 N Heron Circle, Winter Haven, FL 33884 (MLS # P4933451)
    32
     
    952 N Heron Circle, Winter Haven, FL
    952 N Heron Circle
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 3,058 Home (sqft)
    • 3 Baths
    • 18,296 Lot (sqft)
  10. Photo of 2007 40th Street NW, Winter Haven, FL 33881 (MLS # S5119269)
    $369,127
    Photo of 2007 40th Street NW, Winter Haven, FL 33881 (MLS # S5119269)
    Photo of 2007 40th Street NW, Winter Haven, FL 33881 (MLS # S5119269)
    2007 40th Street NW, Winter Haven, FL
    2007 40th Street NW
    Winter Haven, FL
    • 8 Beds
    • 6 Baths
    • 3,304 Home (sqft)
    • 6 Baths
    • 20,909 Lot (sqft)
  11. Photo of 306 Avenue C NE, Winter Haven, FL 33881 (MLS # L4950240)
    $575,000
    Photo of 306 Avenue C NE, Winter Haven, FL 33881 (MLS # L4950240)
    Photo of 306 Avenue C NE, Winter Haven, FL 33881 (MLS # L4950240)
    306 Avenue C NE, Winter Haven, FL
    306 Avenue C NE
    Winter Haven, FL
    • 3 Beds
    • 4 Baths
    • 3,060 Home (sqft)
    • 4 Baths
    • 13,504 Lot (sqft)
  12. Photo of 1057 Cambridge Drive, Winter Haven, FL 33881 (MLS # S5119263)
    $340,000
    Photo of 1057 Cambridge Drive, Winter Haven, FL 33881 (MLS # S5119263)
    Photo of 1057 Cambridge Drive, Winter Haven, FL 33881 (MLS # S5119263)
    1057 Cambridge Drive, Winter Haven, FL
    1057 Cambridge Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,867 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  13. Photo of 1118 Cypress Point W, Winter Haven, FL 33884 (MLS # L4949869)
    $440,000
    Photo of 1118 Cypress Point W, Winter Haven, FL 33884 (MLS # L4949869)
    Photo of 1118 Cypress Point W, Winter Haven, FL 33884 (MLS # L4949869)
    1118 Cypress Point W, Winter Haven, FL
    1118 Cypress Point W
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,444 Home (sqft)
    • 3 Baths
    • 15,682 Lot (sqft)
  14. Photo of 4451 Rapallo Avenue, Winter Haven, FL 33884 (MLS # O6273529)
    $290,000
    Photo of 4451 Rapallo Avenue, Winter Haven, FL 33884 (MLS # O6273529)
    Photo of 4451 Rapallo Avenue, Winter Haven, FL 33884 (MLS # O6273529)
    4451 Rapallo Avenue, Winter Haven, FL
    4451 Rapallo Avenue
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,464 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  15. Photo of 4225 Shadow Wood Court, Winter Haven, FL 33880 (MLS # L4950216)
    $690,000
    Photo of 4225 Shadow Wood Court, Winter Haven, FL 33880 (MLS # L4950216)
    Photo of 4225 Shadow Wood Court, Winter Haven, FL 33880 (MLS # L4950216)
    4225 Shadow Wood Court, Winter Haven, FL
    4225 Shadow Wood Court
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 3,680 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
  16. Photo of 107 Las Flores St, Winter Haven, FL 33884 (MLS # P4933435)
    $299,000
    Photo of 107 Las Flores St, Winter Haven, FL 33884 (MLS # P4933435)
    Photo of 107 Las Flores St, Winter Haven, FL 33884 (MLS # P4933435)
    107 Las Flores St, Winter Haven, FL
    107 Las Flores St
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,737 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  17. Photo of 5269 Pebble Beach Boulevard, Winter Haven, FL 33884 (MLS # L4950209)
    $304,500
    Photo of 5269 Pebble Beach Boulevard, Winter Haven, FL 33884 (MLS # L4950209)
    Photo of 5269 Pebble Beach Boulevard, Winter Haven, FL 33884 (MLS # L4950209)
    5269 Pebble Beach Boulevard, Winter Haven, FL
    5269 Pebble Beach Boulevard
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,495 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  18. Photo of 1510 Avenue F NE, Winter Haven, FL 33881 (MLS # P4933443)
    $325,000
    Photo of 1510 Avenue F NE, Winter Haven, FL 33881 (MLS # P4933443)
    Photo of 1510 Avenue F NE, Winter Haven, FL 33881 (MLS # P4933443)
    1510 Avenue F NE, Winter Haven, FL
    1510 Avenue F NE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,056 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  19. Photo of 5521 Hogan Lane, Winter Haven, FL 33884 (MLS # O6272702)
    $575,000
    Photo of 5521 Hogan Lane, Winter Haven, FL 33884 (MLS # O6272702)
    Photo of 5521 Hogan Lane, Winter Haven, FL 33884 (MLS # O6272702)
    5521 Hogan Lane, Winter Haven, FL
    5521 Hogan Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,512 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
  20. Photo of 4852 Magnolia Preserve Drive, Winter Haven, FL 33880 (MLS # A4637186)
    $326,000
    Photo of 4852 Magnolia Preserve Drive, Winter Haven, FL 33880 (MLS # A4637186)
    Photo of 4852 Magnolia Preserve Drive, Winter Haven, FL 33880 (MLS # A4637186)
    4852 Magnolia Preserve Drive, Winter Haven, FL
    4852 Magnolia Preserve Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,726 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  21. Photo of 1913 Quail Fields Circle, Winter Haven, FL 33884 (MLS # W7871677)
    $304,990
    Photo of 1913 Quail Fields Circle, Winter Haven, FL 33884 (MLS # W7871677)
    Photo of 1913 Quail Fields Circle, Winter Haven, FL 33884 (MLS # W7871677)
    1913 Quail Fields Circle, Winter Haven, FL
    1913 Quail Fields Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,549 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  22. Photo of 5032 River Lake Road, Winter Haven, FL 33884 (MLS # O6272001)
    $535,000
    Photo of 5032 River Lake Road, Winter Haven, FL 33884 (MLS # O6272001)
    Photo of 5032 River Lake Road, Winter Haven, FL 33884 (MLS # O6272001)
    5032 River Lake Road, Winter Haven, FL
    5032 River Lake Road
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 2,460 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)
  23. Photo of 1909 Quail Fields Circle, Winter Haven, FL 33884 (MLS # W7871674)
    $343,990
    Photo of 1909 Quail Fields Circle, Winter Haven, FL 33884 (MLS # W7871674)
    Photo of 1909 Quail Fields Circle, Winter Haven, FL 33884 (MLS # W7871674)
    1909 Quail Fields Circle, Winter Haven, FL
    1909 Quail Fields Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 2,021 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  24. Photo of 221 Mclean Point, Winter Haven, FL 33884 (MLS # P4933293)
    $1,100,000
    Photo of 221 Mclean Point, Winter Haven, FL 33884 (MLS # P4933293)
    Photo of 221 Mclean Point, Winter Haven, FL 33884 (MLS # P4933293)
    99
     
    221 Mclean Point, Winter Haven, FL
    221 Mclean Point
    Winter Haven, FL
    • 4 Beds
    • 4 Baths
    • 3,925 Home (sqft)
    • 4 Baths
    • 25,265 Lot (sqft)
  25. Photo of 1067 Haines Drive, Winter Haven, FL 33881 (MLS # S5118986)
    $289,000
    Photo of 1067 Haines Drive, Winter Haven, FL 33881 (MLS # S5118986)
    Photo of 1067 Haines Drive, Winter Haven, FL 33881 (MLS # S5118986)
    1067 Haines Drive, Winter Haven, FL
    1067 Haines Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,708 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  26. Photo of 4505 Back Nine Drive, Winter Haven, FL 33884 (MLS # P4933379)
    $299,900
    Photo of 4505 Back Nine Drive, Winter Haven, FL 33884 (MLS # P4933379)
    Photo of 4505 Back Nine Drive, Winter Haven, FL 33884 (MLS # P4933379)
    4505 Back Nine Drive, Winter Haven, FL
    4505 Back Nine Drive
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,349 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
  27. Photo of 2105 Normandy Heights Lane, Winter Haven, FL 33880 (MLS # L4950189)
    $359,900
    Photo of 2105 Normandy Heights Lane, Winter Haven, FL 33880 (MLS # L4950189)
    Photo of 2105 Normandy Heights Lane, Winter Haven, FL 33880 (MLS # L4950189)
    2105 Normandy Heights Lane, Winter Haven, FL
    2105 Normandy Heights Lane
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,843 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  28. Photo of 1776 6th Street NW #407, Winter Haven, FL 33881 (MLS # P4933409)
    $155,000
    Photo of 1776 6th Street NW #407, Winter Haven, FL 33881 (MLS # P4933409)
    Photo of 1776 6th Street NW #407, Winter Haven, FL 33881 (MLS # P4933409)
    1776 6th Street NW #407, Winter Haven, FL
    1776 6th Street NW #407
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,347 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
  29. Photo of 1210 Michelangelo Lane, Winter Haven, FL 33884 (MLS # S5118969)
    $415,000
    Photo of 1210 Michelangelo Lane, Winter Haven, FL 33884 (MLS # S5118969)
    Photo of 1210 Michelangelo Lane, Winter Haven, FL 33884 (MLS # S5118969)
    1210 Michelangelo Lane, Winter Haven, FL
    1210 Michelangelo Lane
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,416 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  30. Photo of 1994 Sarah Street, Winter Haven, FL 33884 (MLS # TB8340764)
    $292,890
    Photo of 1994 Sarah Street, Winter Haven, FL 33884 (MLS # TB8340764)
    Photo of 1994 Sarah Street, Winter Haven, FL 33884 (MLS # TB8340764)
    1994 Sarah Street, Winter Haven, FL
    1994 Sarah Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,487 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
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