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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211 - 240 of 500+ | Previous Page 8 of 17 Next

1. 

   $184,947

   

   

   34

    

    

   5850 Cypress Gardens Boulevard #304, Winter Haven, FL

   5850 Cypress Gardens Boulevard #304
   Winter Haven, FL

   • 2 Beds
   • 2 Baths
   • 1,332 Home (sqft)
   • 2 Baths
   • 872 Lot (sqft)
2. 

   $350,000

   

   

   39

    

    

   420 Lanham Drive, Winter Haven, FL

   420 Lanham Drive
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,607 Home (sqft)
   • 2 Baths
   • 9,584 Lot (sqft)
3. 

   $507,490

   

   

   27

    

    

   1613 Hummingbird Road, Winter Haven, FL

   1613 Hummingbird Road
   Winter Haven, FL

   • 5 Beds
   • 3 Baths
   • 2,240 Home (sqft)
   • 3 Baths
   • 7,406 Lot (sqft)
4. 

   $220,000

   

   

   15

    

    

   2642 Rutledge Court, Winter Haven, FL

   2642 Rutledge Court
   Winter Haven, FL

   • 2 Beds
   • 2 Baths
   • 1,419 Home (sqft)
   • 2 Baths
   • 3,050 Lot (sqft)
5. 

   $470,490

   

   

   1

    

    

   1605 Hummingbird Road, Winter Haven, FL

   1605 Hummingbird Road
   Winter Haven, FL

   • 5 Beds
   • 3 Baths
   • 2,457 Home (sqft)
   • 3 Baths
   • 13,940 Lot (sqft)
6. 

   $318,999

   

   

   1

    

    

   1552 Hummingbird Road, Winter Haven, FL

   1552 Hummingbird Road
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 1,792 Home (sqft)
   • 3 Baths
   • 6,099 Lot (sqft)
7. 

   $185,900

   

   

   29

    

    

   1060 29th Street NW, Winter Haven, FL

   1060 29th Street NW
   Winter Haven, FL

   • 3 Beds
   • 1 Bath
   • 854 Home (sqft)
   • 1 Bath
   • 8,712 Lot (sqft)
8. 

   $325,000

   

   

   25

    

    

   4710 Osprey Way, Winter Haven, FL

   4710 Osprey Way
   Winter Haven, FL

   • 4 Beds
   • 2 Baths
   • 1,992 Home (sqft)
   • 2 Baths
   • 6,970 Lot (sqft)
9. 

   $278,990

   

   

   86

    

    

   4407 Rapallo Ave, Winter Haven, FL

   4407 Rapallo Ave
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,483 Home (sqft)
   • 2 Baths
   • 4,356 Lot (sqft)
10. 

    $238,000

    

    

    12

     

     

    2880 Attwater Loop, Winter Haven, FL

    2880 Attwater Loop
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,400 Home (sqft)
    • 2 Baths
    • 2,614 Lot (sqft)
11. 

    $379,900

    

    

    34

     

     

    2231 Author Hills Street, Winter Haven, FL

    2231 Author Hills Street
    Winter Haven, FL

    • 5 Beds
    • 3 Baths
    • 2,616 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
12. 

    $345,000

    

    

    79

     

     

    3226 Oak Tree Lane, Winter Haven, FL

    3226 Oak Tree Lane
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 2,086 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
13. 

    $390,000

    

    

    13

     

     

    4060 Lake Marianna Drive, Winter Haven, FL

    4060 Lake Marianna Drive
    Winter Haven, FL

    • 3 Beds
    • 3 Baths
    • 2,346 Home (sqft)
    • 3 Baths
    • 16,553 Lot (sqft)
14. 

    $345,065

    

    

    20

     

     

    3171 Laurel Oak Lane, Winter Haven, FL

    3171 Laurel Oak Lane
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,029 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
15. 

    $350,000

    

    

    15

     

     

    811 Turner Lane, Winter Haven, FL

    811 Turner Lane
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,672 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
16. 

    $385,000

    

    

    37

     

     

    839 Sun Burst Road, Winter Haven, FL

    839 Sun Burst Road
    Winter Haven, FL

    • 5 Beds
    • 3 Baths
    • 2,616 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
17. 

    $399,500

    

    

    38

     

     

    218 College Grove Circle NE, Winter Haven, FL

    218 College Grove Circle NE
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 2,109 Home (sqft)
    • 2 Baths
    • 12,633 Lot (sqft)
18. 

    $250,000

    

    

    30

     

     

    409 Greenfield Road, Winter Haven, FL

    409 Greenfield Road
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 2,048 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
19. 

    $259,000

    

    

    40

     

     

    802 Magnolia Place, Winter Haven, FL

    802 Magnolia Place
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,012 Home (sqft)
    • 2 Baths
    • 0 Lot (sqft)
20. 

    $1,199,000

    

    

    74

     

     

    9 Skidmore Road, Winter Haven, FL

    9 Skidmore Road
    Winter Haven, FL

    • 5 Beds
    • 4 Baths
    • 5,028 Home (sqft)
    • 4 Baths
    • 40,076 Lot (sqft)
21. 

    $209,900

    

    

    16

     

     

    3931 Avenue R NW, Winter Haven, FL

    3931 Avenue R NW
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,180 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
22. 

    $235,000

    

    

    35

     

     

    128 Stevenson Road, Winter Haven, FL

    128 Stevenson Road
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,360 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
23. 

    $249,995

    

    

    21

     

    2304 Avenue C SW, Winter Haven, FL

    2304 Avenue C SW
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,105 Home (sqft)
    • 2 Baths
    • 15,682 Lot (sqft)
24. 

    $210,000

    

    

    30

     

     

    841 4th Street, Winter Haven, FL

    841 4th Street
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 912 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
25. 

    $239,000

    

    

    28

     

     

    305 Laurel Cove Way #305, Winter Haven, FL

    305 Laurel Cove Way #305
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,096 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
26. 

    $150,000

    

    

    19

     

     

    16 Kendra Court #16, Winter Haven, FL

    16 Kendra Court #16
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 936 Home (sqft)
    • 2 Baths
    • 1,307 Lot (sqft)
27. 

    $233,000

    

    

    18

     

     

    3401 Avenue V NW, Winter Haven, FL

    3401 Avenue V NW
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,300 Home (sqft)
    • 2 Baths
    • 7,406 Lot (sqft)
28. 

    $210,000

    

    

    35

     

     

    603 Sweet Bay Circle #603, Winter Haven, FL

    603 Sweet Bay Circle #603
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,090 Home (sqft)
    • 2 Baths
    • 872 Lot (sqft)
29. 

    $319,800

    

    

    17

     

     

    2521 Avenue A SW, Winter Haven, FL

    2521 Avenue A SW
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,075 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
30. 

    $349,900

    

    

    47

     

     

    666 Avenue B SW, Winter Haven, FL

    666 Avenue B SW
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,088 Home (sqft)
    • 2 Baths
    • 7,841 Lot (sqft)

Previous Page 8 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 1/31/25 4:30 AM PST.

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