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 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 - 30 of 38 | Previous Page 1 of 2 Next

1. 

   $895,000

   

   

   27

    

   4593 Emerald Palms Drive, Winter Haven, FL

   4593 Emerald Palms Drive
   Winter Haven, FL

   • 3 Beds
   • 3 Baths
   • 2,807 Home (sqft)
   • 3 Baths
   • 17,424 Lot (sqft)
2. 

   $650,000

   

   

   32

    

   952 N Heron Circle, Winter Haven, FL

   952 N Heron Circle
   Winter Haven, FL

   • 3 Beds
   • 3 Baths
   • 3,058 Home (sqft)
   • 3 Baths
   • 18,296 Lot (sqft)
3. 

   $690,000

   

   

   49

    

    

   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)
4. 

   $1,100,000

   

   

   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)
5. 

   $645,000

   

   

   76

    

    

   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)
6. 

   $899,000

   

   

   64

    

    

   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)
7. 

   $700,000

   

   

   74

    

    

   3340 Crump Road, Winter Haven, FL

   3340 Crump Road
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,947 Home (sqft)
   • 3 Baths
   • 35,284 Lot (sqft)
8. 

   $1,800,000

   

   

   100

    

    

   3001 Crystal Beach Road, Winter Haven, FL

   3001 Crystal Beach Road
   Winter Haven, FL

   • 8 Beds
   • 7 Baths
   • 7,810 Home (sqft)
   • 7 Baths
   • 1.45 Lot (ac)
9. 

   $625,000

   

   

   40

    

    

   2428 Wildwood Court, Winter Haven, FL

   2428 Wildwood Court
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 3,001 Home (sqft)
   • 3 Baths
   • 23,958 Lot (sqft)
10. 

    $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)
11. 

    $689,900

    

    

    52

     

     

    3206 Heron Cove, Winter Haven, FL

    3206 Heron Cove
    Winter Haven, FL

    • 3 Beds
    • 3 Baths
    • 3,050 Home (sqft)
    • 3 Baths
    • 20,038 Lot (sqft)
12. 

    $1,199,000

    

    

    91

     

     

    1324 Mirror Terrace NW, Winter Haven, FL

    1324 Mirror Terrace NW
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 3,897 Home (sqft)
    • 3 Baths
    • 17,424 Lot (sqft)
13. 

    $799,000

    

    

    58

     

     

    4040 Palma Ceia Circle, Winter Haven, FL

    4040 Palma Ceia Circle
    Winter Haven, FL

    • 3 Beds
    • 4 Baths
    • 2,493 Home (sqft)
    • 4 Baths
    • 13,068 Lot (sqft)
14. 

    $629,000

    

    

    42

     

     

    123 Old Spanish Way, Winter Haven, FL

    123 Old Spanish Way
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,916 Home (sqft)
    • 3 Baths
    • 3.10 Lot (ac)
15. 

    $600,000

    

    

    62

     

     

    1935 Austin Terrace, Winter Haven, FL

    1935 Austin Terrace
    Winter Haven, FL

    • 3 Beds
    • 3 Baths
    • 2,494 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
16. 

    $1,650,000

    

    

    48

     

     

    1957 Rifle Range Road, Winter Haven, FL

    1957 Rifle Range Road
    Winter Haven, FL

    • 8 Beds
    • 6 Baths
    • 5,194 Home (sqft)
    • 6 Baths
    • 14.22 Lot (ac)
17. 

    $740,000

    

    

    58

     

     

    3041 Eagle Haven Drive, Winter Haven, FL

    3041 Eagle Haven Drive
    Winter Haven, FL

    • 3 Beds
    • 4 Baths
    • 3,456 Home (sqft)
    • 4 Baths
    • 1.10 Lot (ac)
18. 

    $726,000

    

    

    37

     

     

    2609 Wyndsor Oaks Court, Winter Haven, FL

    2609 Wyndsor Oaks Court
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 3,322 Home (sqft)
    • 3 Baths
    • 22,652 Lot (sqft)
19. 

    $1,650,000

    

    

    100

     

     

    999 Oleander Drive SE, Winter Haven, FL

    999 Oleander Drive SE
    Winter Haven, FL

    • 5 Beds
    • 8 Baths
    • 8,505 Home (sqft)
    • 8 Baths
    • 3.22 Lot (ac)
20. 

    $859,000

    

    

    42

     

     

    2418 Berkshire Drive, Winter Haven, FL

    2418 Berkshire Drive
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 3,790 Home (sqft)
    • 3 Baths
    • 32,670 Lot (sqft)
21. 

    $650,000

    

    

    100

     

     

    6261 Pinehurst Loop, Winter Haven, FL

    6261 Pinehurst Loop
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 2,512 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
22. 

    $649,900

    

    

    40

     

     

    3350 Crump Road, Winter Haven, FL

    3350 Crump Road
    Winter Haven, FL

    • 2 Beds
    • 4 Baths
    • 2,387 Home (sqft)
    • 4 Baths
    • 36,155 Lot (sqft)
23. 

    $1,250,000

    

    

    81

     

     

    121 E Lake Summit Drive, Winter Haven, FL

    121 E Lake Summit Drive
    Winter Haven, FL

    • 5 Beds
    • 4 Baths
    • 4,591 Home (sqft)
    • 4 Baths
    • 29,186 Lot (sqft)
24. 

    $1,070,000

    

    

    51

     

     

    341 Hamilton Shores Dr. NE, Winter Haven, FL

    341 Hamilton Shores Dr. NE
    Winter Haven, FL

    • 3 Beds
    • 3 Baths
    • 3,233 Home (sqft)
    • 3 Baths
    • 40,076 Lot (sqft)
25. 

    $724,900

    

    

    67

     

     

    2606 Wyndsor Oaks Court, Winter Haven, FL

    2606 Wyndsor Oaks Court
    Winter Haven, FL

    • 5 Beds
    • 4 Baths
    • 3,233 Home (sqft)
    • 4 Baths
    • 23,958 Lot (sqft)
26. 

    $1,290,000

    

    

    75

     

     

    108 Campbell Drive, Winter Haven, FL

    108 Campbell Drive
    Winter Haven, FL

    • 4 Beds
    • 5 Baths
    • 5,861 Home (sqft)
    • 5 Baths
    • 1.06 Lot (ac)
27. 

    $1,350,000

    

    

    48

     

     

    1441 S Lake Roy Drive, Winter Haven, FL

    1441 S Lake Roy Drive
    Winter Haven, FL

    • 5 Beds
    • 5 Baths
    • 4,513 Home (sqft)
    • 5 Baths
    • 22,652 Lot (sqft)
28. 

    $799,000

    

    

    51

     

    1793 Lakehill Drive, Winter Haven, FL

    1793 Lakehill Drive
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,549 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
29. 

    $2,000,000

    

    

    100

     

     

    1955 W Lake Hamilton Drive, Winter Haven, FL

    1955 W Lake Hamilton Drive
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 2,814 Home (sqft)
    • 2 Baths
    • 19.39 Lot (ac)
30. 

    $1,499,995

    

    

    100

     

     

    2841 Country Club Road N, Winter Haven, FL

    2841 Country Club Road N
    Winter Haven, FL

    • 5 Beds
    • 6 Baths
    • 5,448 Home (sqft)
    • 6 Baths
    • 2.96 Lot (ac)

Previous Page 1 of 2 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 1/28/25 8:30 PM PST.

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