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

1. 

   $430,000

   

   

   26

    

   1125 Michelangelo Lane, Winter Haven, FL

   1125 Michelangelo Lane
   Winter Haven, FL

   • 4 Beds
   • 4 Baths
   • 2,513 Home (sqft)
   • 4 Baths
   • 8,277 Lot (sqft)
2. 

   $345,640

   

   

   11

    

   3130 Laurel Oak Lane, Winter Haven, FL

   3130 Laurel Oak Lane
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,029 Home (sqft)
   • 3 Baths
   • 6,099 Lot (sqft)
3. 

   $380,580

   

   

   15

    

   3142 Laurel Oak Lane, Winter Haven, FL

   3142 Laurel Oak Lane
   Winter Haven, FL

   • 5 Beds
   • 4 Baths
   • 2,819 Home (sqft)
   • 4 Baths
   • 6,534 Lot (sqft)
4. 

   $449,605

   

   

   37

    

   2623 Sage Valley Way, Winter Haven, FL

   2623 Sage Valley Way
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,773 Home (sqft)
   • 3 Baths
   • 7,406 Lot (sqft)
5. 

   $250,000

   

   

   53

    

   2004 Varner Circle, Winter Haven, FL

   2004 Varner Circle
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,918 Home (sqft)
   • 2 Baths
   • 11,762 Lot (sqft)
6. 

   $695,000

   

   

    

   1027 Bradbury Road, Winter Haven, FL

   1027 Bradbury Road
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 3,481 Home (sqft)
   • 3 Baths
   • 37,026 Lot (sqft)
7. 

   $395,000

   

   

   75

    

    

   514 Lake Mariam Terrace, Winter Haven, FL

   514 Lake Mariam Terrace
   Winter Haven, FL

   • 3 Beds
   • 3 Baths
   • 1,955 Home (sqft)
   • 3 Baths
   • 10,890 Lot (sqft)
8. 

   $279,999

   

   

   24

    

   6244 Water Lily Court, Winter Haven, FL

   6244 Water Lily Court
   Winter Haven, FL

   • 3 Beds
   • 2 Baths
   • 1,604 Home (sqft)
   • 2 Baths
   • 9,148 Lot (sqft)
9. 

   $371,995

   

   

   15

    

    

   3801 Giorgio Drive, Winter Haven, FL

   3801 Giorgio Drive
   Winter Haven, FL

   • 4 Beds
   • 3 Baths
   • 2,631 Home (sqft)
   • 3 Baths
   • 4,356 Lot (sqft)
10. 

    $309,000

    

    

    18

     

     

    3537 Raleigh Drive, Winter Haven, FL

    3537 Raleigh Drive
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 2,006 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
11. 

    $374,285

    

    

    15

     

     

    3833 Giorgio Drive, Winter Haven, FL

    3833 Giorgio Drive
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,631 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
12. 

    $306,270

    

    

    15

     

     

    3829 Giorgio Drive, Winter Haven, FL

    3829 Giorgio Drive
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,695 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
13. 

    $353,355

    

    

    15

     

     

    3852 Giorgio Drive, Winter Haven, FL

    3852 Giorgio Drive
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,387 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
14. 

    $300,705

    

    

    15

     

     

    3864 Giorgio Drive, Winter Haven, FL

    3864 Giorgio Drive
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,607 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
15. 

    $283,190

    

    

    15

     

     

    3849 Giorgio Drive, Winter Haven, FL

    3849 Giorgio Drive
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,269 Home (sqft)
    • 2 Baths
    • 4,356 Lot (sqft)
16. 

    $305,000

    

    

    73

     

     

    1012 Robin Lane, Winter Haven, FL

    1012 Robin Lane
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,496 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
17. 

    $294,900

    

    

    46

     

    264 Spirit Landings Circle, Winter Haven, FL

    264 Spirit Landings Circle
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,537 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
18. 

    $279,000

    

    

    28

     

    1424 Sheridan Street SW, Winter Haven, FL

    1424 Sheridan Street SW
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,362 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
19. 

    $289,000

    

    

    85

     

     

    2227 Howard West Avenue, Winter Haven, FL

    2227 Howard West Avenue
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,391 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
20. 

    $1,299,000

    

    

     

    2682 Wyndsor Oaks Place, Winter Haven, FL

    2682 Wyndsor Oaks Place
    Winter Haven, FL

    • 4 Beds
    • 4 Baths
    • 4,070 Home (sqft)
    • 4 Baths
    • 1.05 Lot (ac)
21. 

    $259,900

    

    

    34

     

     

    428 Durrell Court, Winter Haven, FL

    428 Durrell Court
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,217 Home (sqft)
    • 2 Baths
    • 14,375 Lot (sqft)
22. 

    $265,000

    

    

    22

     

     

    4941 Kaia Avenue, Winter Haven, FL

    4941 Kaia Avenue
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,483 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
23. 

    $249,900

    

    

    37

     

     

    1423 Grand Cayman Circle, Winter Haven, FL

    1423 Grand Cayman Circle
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,588 Home (sqft)
    • 2 Baths
    • 6,970 Lot (sqft)
24. 

    $275,000

    

    

    1

     

    4032 Doral, Winter Haven, FL

    4032 Doral
    Winter Haven, FL

    • 3 Beds
    • 2 Baths
    • 1,692 Home (sqft)
    • 2 Baths
    • 10,019 Lot (sqft)
25. 

    $125,000

    

    

    8

     

     

    100 El Camino Drive #102, Winter Haven, FL

    100 El Camino Drive #102
    Winter Haven, FL

    • 2 Beds
    • 2 Baths
    • 1,361 Home (sqft)
    • 2 Baths
    • 436 Lot (sqft)
26. 

    $350,000

    

    

    29

     

     

    2070 Katie Court, Winter Haven, FL

    2070 Katie Court
    Winter Haven, FL

    • 4 Beds
    • 3 Baths
    • 2,012 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
27. 

    $390,000

    

    

    42

     

     

    3112 St Charles Place, Winter Haven, FL

    3112 St Charles Place
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,829 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
28. 

    $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)
29. 

    $205,000

    

    

    43

     

     

    2500 21st Street NW #22, Winter Haven, FL

    2500 21st Street NW #22
    Winter Haven, FL

    • 2 Beds
    • 3 Baths
    • 1,334 Home (sqft)
    • 3 Baths
    • 1,307 Lot (sqft)
30. 

    $309,000

    

    

    40

     

     

    764 Sarner Pass Way, Winter Haven, FL

    764 Sarner Pass Way
    Winter Haven, FL

    • 4 Beds
    • 2 Baths
    • 1,989 Home (sqft)
    • 2 Baths
    • 6,099 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 1/30/25 12:30 PM PST.

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