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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1 - 30 of 500+ | Previous Page 1 of 17 Next

1. 

   $267,490

   

   

   12

    

    

   2307 Scarlet Avenue, Winter Haven, FL

   2307 Scarlet Avenue
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,343 Home (sqft)
   • 2 Baths
   • 5,663 Lot (sqft)
2. 

   $278,750

   

   

   11

    

    

   1708 Teagan Lane, Winter Haven, FL

   1708 Teagan Lane
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,555 Home (sqft)
   • 2 Baths
   • 5,663 Lot (sqft)
3. 

   $228,000

   

   

   11

    

    

   1998 Sarah Street, Winter Haven, FL

   1998 Sarah Street
   Winter Haven, FL

   • 3 Beds
   • 1 Bath
   • 1,053 Home (sqft)
   • 1 Bath
   • 6,534 Lot (sqft)
4. 

   $207,500

   

   

   29

    

    

   2334 Isle Royale Court SE, Winter Haven, FL

   2334 Isle Royale Court SE
   Winter Haven, FL

   • 3 Beds
   • 3 Baths
   • 1,280 Home (sqft)
   • 3 Baths
   • 2,178 Lot (sqft)
5. 

   $378,490

   

   

   26

    

    

   1933 Sarah Street, Winter Haven, FL

   1933 Sarah Street
   Winter Haven, FL

   • 6 Beds
   • 3 Baths
   • 2,463 Home (sqft)
   • 3 Baths
   • 6,534 Lot (sqft)
6. 

   $355,490

   

   

   25

    

    

   1921 Sarah Street, Winter Haven, FL

   1921 Sarah Street
   Winter Haven, FL

   • 5 Beds
   • 3 Baths
   • 2,326 Home (sqft)
   • 3 Baths
   • 6,534 Lot (sqft)
7. 

   $358,490

   

   

   25

    

    

   1941 Sarah Street, Winter Haven, FL

   1941 Sarah Street
   Winter Haven, FL

   • 5 Beds
   • 3 Baths
   • 2,326 Home (sqft)
   • 3 Baths
   • 6,534 Lot (sqft)
8. 

   $345,490

   

   

   20

    

    

   1941 Sarah Street, Winter Haven, FL

   1941 Sarah Street
   Winter Haven, FL

   • 5 Beds
   • 3 Baths
   • 2,112 Home (sqft)
   • 3 Baths
   • 6,534 Lot (sqft)
9. 

   $255,490

   

   

   17

    

    

   2311 Scarlet Avenue, Winter Haven, FL

   2311 Scarlet Avenue
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,263 Home (sqft)
   • 2 Baths
   • 6,534 Lot (sqft)
10. 

    $270,000

    

    

    35

     

     

    4121 Fishermans Landing, Winter Haven, FL

    4121 Fishermans Landing
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,581 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
11. 

    $290,000

    

    

    26

     

     

    2108 Bretton Ridge Boulevard, Winter Haven, FL

    2108 Bretton Ridge Boulevard
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,568 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
12. 

    $237,000

    

    

    6

     

     

    1956 28th Street NW, Winter Haven, FL

    1956 28th Street NW
    Winter Haven, FL

    • 2 Beds
    • 1 Bath
    • 1,974 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
13. 

    $277,990

    

    

    1

     

    3404 Costello Circle, Winter Haven, FL

    3404 Costello Circle
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,504 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
14. 

    $292,990

    

    

    27

     

     

    3408 Costello Circle, Winter Haven, FL

    3408 Costello Circle
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,665 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
15. 

    $299,000

    

    

    40

     

     

    1383 Buckeye Trace Boulevard, Winter Haven, FL

    1383 Buckeye Trace Boulevard
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,507 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
16. 

    $259,000

    

    

    52

     

     

    1644 Linz Ct, Winter Haven, FL

    1644 Linz Ct
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,329 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
17. 

    $259,900

    

    

    47

     

     

    309 SE Avenue G SE, Winter Haven, FL

    309 SE Avenue G SE
    Winter Haven, FL

    • 3 Beds
    • 3 Baths
    • 1,564 Home (sqft)
    • 3 Baths
    • 10,455 Lot (sqft)
18. 

    $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)
19. 

    $355,000

    

    

    42

     

     

    346 Sterling Drive, Winter Haven, FL

    346 Sterling Drive
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,929 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
20. 

    $260,000

    

    

    63

     

     

    1807 Garden Lake Drive #1807, Winter Haven, FL

    1807 Garden Lake Drive #1807
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,103 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
21. 

    $220,000

    

    

    42

     

     

    2203 Starboard, Winter Haven, FL

    2203 Starboard
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,260 Home (sqft)
    • 2 Baths
    • 3,050 Lot (sqft)
22. 

    $332,990

    

    

    26

     

     

    3400 Costello Circle, Winter Haven, FL

    3400 Costello Circle
    Winter Haven, FL

    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
23. 

    $285,000

    

    

    57

     

     

    807 Avenue M SE, Winter Haven, FL

    807 Avenue M SE
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,590 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
24. 

    $250,000

    

    

    25

     

     

    157 Browning Circle, Winter Haven, FL

    157 Browning Circle
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,134 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
25. 

    $310,000

    

    

    44

     

     

    2725 Attwater Loop, Winter Haven, FL

    2725 Attwater Loop
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,841 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
26. 

    $330,375

    

    

    3

     

    3166 Laurel Oak Lane, Winter Haven, FL

    3166 Laurel Oak Lane
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,646 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
27. 

    $291,730

    

    

    15

     

     

    5108 Sylas Jax Avenue, Winter Haven, FL

    5108 Sylas Jax Avenue
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,358 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
28. 

    $329,990

    

    

    30

     

     

    1345 Daisy Field Drive, Winter Haven, FL

    1345 Daisy Field Drive
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,828 Home (sqft)
    • 2 Baths
    • 16,989 Lot (sqft)
29. 

    $289,000

    

    

    35

     

     

    217 W Lake Ina Drive, Winter Haven, FL

    217 W Lake Ina Drive
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,360 Home (sqft)
    • 3 Baths
    • 12,197 Lot (sqft)
30. 

    $285,000

    

    

    22

     

     

    1429 Wallace Manor Pass, Winter Haven, FL

    1429 Wallace Manor Pass
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,750 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)

Previous Page 1 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 11/23/24 12:13 AM PST.

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