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 homes for sale under $400k 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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61 - 90 of 500+ | Previous Page 3 of 17 Next

1. 

   $365,000

   

   

   41

    

    

   6019 Live Oak Drive, Winter Haven, FL

   6019 Live Oak Drive
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 2,058 Home (sqft)
   • 2 Baths
   • 8,277 Lot (sqft)
2. 

   $259,900

   

   

   33

    

    

   708 Reflections Drive, Winter Haven, FL

   708 Reflections Drive
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,252 Home (sqft)
   • 2 Baths
   • 6,970 Lot (sqft)
3. 

   $339,366

   

   

   25

    

    

   2135 Cartgate Lane, Winter Haven, FL

   2135 Cartgate Lane
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,970 Home (sqft)
   • 2 Baths
   • 5,663 Lot (sqft)
4. 

   $354,366

   

   

   45

    

    

   1564 Leamington Lane, Winter Haven, FL

   1564 Leamington Lane
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,200 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
5. 

   $331,955

   

   

   25

    

    

   1576 Leamington Lane, Winter Haven, FL

   1576 Leamington Lane
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,970 Home (sqft)
   • 2 Baths
   • 5,663 Lot (sqft)
6. 

   $354,366

   

   

   45

    

    

   1580 Leamington Lane, Winter Haven, FL

   1580 Leamington Lane
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,200 Home (sqft)
   • 3 Baths
   • 5,663 Lot (sqft)
7. 

   $321,660

   

   

   34

    

    

   1584 Leamington Lane, Winter Haven, FL

   1584 Leamington Lane
   Winter Haven, FL

   • 4 Beds
   • 2 Baths
   • 1,820 Home (sqft)
   • 2 Baths
   • 5,663 Lot (sqft)
8. 

   $301,800

   

   

   12

    

    

   3077 Brenton Manor Loop, Winter Haven, FL

   3077 Brenton Manor Loop
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,020 Home (sqft)
   • 3 Baths
   • 6,970 Lot (sqft)
9. 

   $399,900

   

   

   42

    

   4264 Stafford Drive, Winter Haven, FL

   4264 Stafford Drive
   Winter Haven, FL

   • 3 Beds
   • 3 Baths
   • 2,778 Home (sqft)
   • 3 Baths
   • 16,989 Lot (sqft)
10. 

    $299,999

    

    

    32

     

     

    1800 4th Street NW, Winter Haven, FL

    1800 4th Street NW
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,740 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
11. 

    $249,900

    

    

    27

     

     

    316 Montego Court SE, Winter Haven, FL

    316 Montego Court SE
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,129 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
12. 

    $169,000

    

    

    60

     

     

    384 Winter Ridge Boulevard, Winter Haven, FL

    384 Winter Ridge Boulevard
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,073 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
13. 

    $330,990

    

    

    26

     

     

    4672 Ostero Street, Winter Haven, FL

    4672 Ostero Street
    Winter Haven, FL

    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
14. 

    $332,990

    

    

    26

     

     

    4668 Ostero Street, Winter Haven, FL

    4668 Ostero Street
    Winter Haven, FL

    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
15. 

    $294,990

    

    

    27

     

     

    4664 Ostero Street, Winter Haven, FL

    4664 Ostero Street
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
16. 

    $295,000

    

    

    13

     

     

    4824 Osprey Way, Winter Haven, FL

    4824 Osprey Way
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,621 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
17. 

    $175,000

    

    

    49

     

     

    394 Winter Ridge Boulevard #394, Winter Haven, FL

    394 Winter Ridge Boulevard #394
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,073 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
18. 

    $310,000

    

    

    57

     

     

    4163 Pirates Landing, Winter Haven, FL

    4163 Pirates Landing
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,935 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
19. 

    $292,990

    

    

    27

     

     

    4676 Ostero Street, Winter Haven, FL

    4676 Ostero Street
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
20. 

    $314,990

    

    

    1

     

    1580 Hummingbird Road, Winter Haven, FL

    1580 Hummingbird Road
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,593 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
21. 

    $235,000

    

    

    25

     

     

    115 2nd Street, Winter Haven, FL

    115 2nd Street
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 13,621 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
22. 

    $362,990

    

    

    36

     

     

    3537 Raleigh Drive, Winter Haven, FL

    3537 Raleigh Drive
    Winter Haven, FL

    • 3 Beds
    • 3 Baths
    • 2,006 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
23. 

    $360,000

    

    

    39

     

     

    122 22nd Street NW, Winter Haven, FL

    122 22nd Street NW
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,595 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
24. 

    $400,000

    

    

    34

     

     

    4314 Thomas Wood Lane E, Winter Haven, FL

    4314 Thomas Wood Lane E
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,981 Home (sqft)
    • 2 Baths
    • 13,068 Lot (sqft)
25. 

    $233,000

    

    

    21

     

     

    119 Summer View Circle, Winter Haven, FL

    119 Summer View Circle
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,070 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
26. 

    $219,000

    

    

    19

     

    2036 Leisure Drive, Winter Haven, FL

    2036 Leisure Drive
    Winter Haven, FL

    • 2 Beds
    • 1 Bath
    • 1,140 Home (sqft)
    • 1 Bath
    • 7,406 Lot (sqft)
27. 

    $369,000

    

    

    26

     

     

    3844 Bedford Avenue, Winter Haven, FL

    3844 Bedford Avenue
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 1,919 Home (sqft)
    • 3 Baths
    • 7,841 Lot (sqft)
28. 

    $185,000

    

    

    19

     

     

    2725 Avenue M NW, Winter Haven, FL

    2725 Avenue M NW
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,064 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
29. 

    $279,900

    

    

    31

     

     

    5 Twilight Lane, Winter Haven, FL

    5 Twilight Lane
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,454 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)
30. 

    $250,000

    

    

    35

     

     

    307 La Serena, Winter Haven, FL

    307 La Serena
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,389 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)

Previous Page 3 of 17 Next

The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 11/21/24 12:12 PM PST.

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