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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 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)
  2. 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)
  3. 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)
  4. 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)
  5. 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)
  6. 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)
  7. 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)
  8. 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)
  9. Photo of 1986 Sarah Street, Winter Haven, FL 33884 (MLS # TB8340762)
    $305,090
    Photo of 1986 Sarah Street, Winter Haven, FL 33884 (MLS # TB8340762)
    Photo of 1986 Sarah Street, Winter Haven, FL 33884 (MLS # TB8340762)
    1986 Sarah Street, Winter Haven, FL
    1986 Sarah Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,487 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  10. Photo of 351 Cloverdale Road, Winter Haven, FL 33884 (MLS # L4950126)
    $290,000
    Photo of 351 Cloverdale Road, Winter Haven, FL 33884 (MLS # L4950126)
    Photo of 351 Cloverdale Road, Winter Haven, FL 33884 (MLS # L4950126)
    351 Cloverdale Road, Winter Haven, FL
    351 Cloverdale Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,519 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  11. Photo of 5185 Pebble Beach Boulevard, Winter Haven, FL 33884 (MLS # P4933376)
    $339,900
    Photo of 5185 Pebble Beach Boulevard, Winter Haven, FL 33884 (MLS # P4933376)
    Photo of 5185 Pebble Beach Boulevard, Winter Haven, FL 33884 (MLS # P4933376)
    5185 Pebble Beach Boulevard, Winter Haven, FL
    5185 Pebble Beach Boulevard
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,530 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  12. Photo of 156 Whitman Road, Winter Haven, FL 33884 (MLS # TB8340650)
    $315,000
    Photo of 156 Whitman Road, Winter Haven, FL 33884 (MLS # TB8340650)
    Photo of 156 Whitman Road, Winter Haven, FL 33884 (MLS # TB8340650)
    156 Whitman Road, Winter Haven, FL
    156 Whitman Road
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,609 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
  13. Photo of 3457 Raleigh Drive, Winter Haven, FL 33884 (MLS # P4933397)
    $242,000
    Photo of 3457 Raleigh Drive, Winter Haven, FL 33884 (MLS # P4933397)
    Photo of 3457 Raleigh Drive, Winter Haven, FL 33884 (MLS # P4933397)
    3457 Raleigh Drive, Winter Haven, FL
    3457 Raleigh Drive
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,118 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  14. Photo of 4740 Summerfield Circle, Winter Haven, FL 33881 (MLS # P4933402)
    $255,000
    Photo of 4740 Summerfield Circle, Winter Haven, FL 33881 (MLS # P4933402)
    Photo of 4740 Summerfield Circle, Winter Haven, FL 33881 (MLS # P4933402)
    4740 Summerfield Circle, Winter Haven, FL
    4740 Summerfield Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,336 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  15. Photo of 2505 E Lake Hartridge Drive, Winter Haven, FL 33881 (MLS # P4933400)
    $645,000
    Photo of 2505 E Lake Hartridge Drive, Winter Haven, FL 33881 (MLS # P4933400)
    Photo of 2505 E Lake Hartridge Drive, Winter Haven, FL 33881 (MLS # P4933400)
    2505 E Lake Hartridge Drive, Winter Haven, FL
    2505 E Lake Hartridge Drive
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 2,534 Home (sqft)
    • 3 Baths
    • 24,830 Lot (sqft)
  16. Photo of 1700 6th Street NW #C27, Winter Haven, FL 33881 (MLS # L4950015)
    $84,900
    Photo of 1700 6th Street NW #C27, Winter Haven, FL 33881 (MLS # L4950015)
    Photo of 1700 6th Street NW #C27, Winter Haven, FL 33881 (MLS # L4950015)
    1700 6th Street NW #C27, Winter Haven, FL
    1700 6th Street NW #C27
    Winter Haven, FL
    • 1 Bed
    • 1 Bath
    • 640 Home (sqft)
    • 1 Bath
    • 436 Lot (sqft)
  17. Photo of 1408 28th Street NW, Winter Haven, FL 33881 (MLS # L4950117)
    $199,900
    Photo of 1408 28th Street NW, Winter Haven, FL 33881 (MLS # L4950117)
    Photo of 1408 28th Street NW, Winter Haven, FL 33881 (MLS # L4950117)
    1408 28th Street NW, Winter Haven, FL
    1408 28th Street NW
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,722 Home (sqft)
    • 2 Baths
    • 13,940 Lot (sqft)
  18. Photo of 2683 Wyndsor Oaks Way, Winter Haven, FL 33884 (MLS # P4933374)
    $899,000
    Photo of 2683 Wyndsor Oaks Way, Winter Haven, FL 33884 (MLS # P4933374)
    Photo of 2683 Wyndsor Oaks Way, Winter Haven, FL 33884 (MLS # P4933374)
    2683 Wyndsor Oaks Way, Winter Haven, FL
    2683 Wyndsor Oaks Way
    Winter Haven, FL
    • 4 Beds
    • 4 Baths
    • 3,440 Home (sqft)
    • 4 Baths
    • 24,830 Lot (sqft)
  19. Photo of 260 Winter Ridge Boulevard #38, Winter Haven, FL 33881 (MLS # TB8340542)
    $170,000
    Photo of 260 Winter Ridge Boulevard #38, Winter Haven, FL 33881 (MLS # TB8340542)
    Photo of 260 Winter Ridge Boulevard #38, Winter Haven, FL 33881 (MLS # TB8340542)
    260 Winter Ridge Boulevard #38, Winter Haven, FL
    260 Winter Ridge Boulevard #38
    Winter Haven, FL
    • 2 Beds
    • 2 Baths
    • 1,073 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
  20. Photo of 603 14th Street NE, Winter Haven, FL 33881 (MLS # O6272762)
    $449,900
    Photo of 603 14th Street NE, Winter Haven, FL 33881 (MLS # O6272762)
    Photo of 603 14th Street NE, Winter Haven, FL 33881 (MLS # O6272762)
    603 14th Street NE, Winter Haven, FL
    603 14th Street NE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,648 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  21. Photo of 3648 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4950097)
    $280,000
    Photo of 3648 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4950097)
    Photo of 3648 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # L4950097)
    3648 Julius Estates Boulevard, Winter Haven, FL
    3648 Julius Estates Boulevard
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,751 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  22. Photo of 3946 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4933346)
    $399,500
    Photo of 3946 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4933346)
    Photo of 3946 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4933346)
    3946 Bedford Avenue, Winter Haven, FL
    3946 Bedford Avenue
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,996 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  23. Photo of 1521 Avenue F NE, Winter Haven, FL 33881 (MLS # L4950053)
    $245,000
    Photo of 1521 Avenue F NE, Winter Haven, FL 33881 (MLS # L4950053)
    Photo of 1521 Avenue F NE, Winter Haven, FL 33881 (MLS # L4950053)
    1521 Avenue F NE, Winter Haven, FL
    1521 Avenue F NE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,232 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  24. Photo of 1734 Avenue C NE, Winter Haven, FL 33881 (MLS # P4933380)
    $250,000
    Photo of 1734 Avenue C NE, Winter Haven, FL 33881 (MLS # P4933380)
    Photo of 1734 Avenue C NE, Winter Haven, FL 33881 (MLS # P4933380)
    1734 Avenue C NE, Winter Haven, FL
    1734 Avenue C NE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,176 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
  25. Photo of 5861 Windridge Drive, Winter Haven, FL 33881 (MLS # O6272582)
    $350,000
    Photo of 5861 Windridge Drive, Winter Haven, FL 33881 (MLS # O6272582)
    Photo of 5861 Windridge Drive, Winter Haven, FL 33881 (MLS # O6272582)
    21
     
    5861 Windridge Drive, Winter Haven, FL
    5861 Windridge Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,422 Home (sqft)
    • 3 Baths
    • 8,277 Lot (sqft)
  26. Photo of 3464 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # O6273101)
    $345,000
    Photo of 3464 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # O6273101)
    Photo of 3464 Julius Estates Boulevard, Winter Haven, FL 33881 (MLS # O6273101)
    3464 Julius Estates Boulevard, Winter Haven, FL
    3464 Julius Estates Boulevard
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,867 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  27. Photo of 2062 Katie Court, Winter Haven, FL 33884 (MLS # B4901808)
    $389,000
    Photo of 2062 Katie Court, Winter Haven, FL 33884 (MLS # B4901808)
    Photo of 2062 Katie Court, Winter Haven, FL 33884 (MLS # B4901808)
    2062 Katie Court, Winter Haven, FL
    2062 Katie Court
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,664 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  28. Photo of 3440 Costello Circle, Winter Haven, FL 33884 (MLS # O6272422)
    $294,990
    Photo of 3440 Costello Circle, Winter Haven, FL 33884 (MLS # O6272422)
    Photo of 3440 Costello Circle, Winter Haven, FL 33884 (MLS # O6272422)
    3440 Costello Circle, Winter Haven, FL
    3440 Costello Circle
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
  29. Photo of 1505 Leamington Lane, Winter Haven, FL 33884 (MLS # L4950047)
    $343,967
    Photo of 1505 Leamington Lane, Winter Haven, FL 33884 (MLS # L4950047)
    Photo of 1505 Leamington Lane, Winter Haven, FL 33884 (MLS # L4950047)
    1505 Leamington Lane, Winter Haven, FL
    1505 Leamington Lane
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,405 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
  30. Photo of 1509 Leamington Lane, Winter Haven, FL 33884 (MLS # L4950051)
    $330,046
    Photo of 1509 Leamington Lane, Winter Haven, FL 33884 (MLS # L4950051)
    Photo of 1509 Leamington Lane, Winter Haven, FL 33884 (MLS # L4950051)
    1509 Leamington Lane, Winter Haven, FL
    1509 Leamington Lane
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,202 Home (sqft)
    • 3 Baths
    • 4,792 Lot (sqft)
Previous Page 3 of 17 Next
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