fbpx

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.


Hide Map
  • List View
  • Grid View
Sorted by
271 - 300 of 500+ | Previous Page 10 of 17 Next
  1. Photo of 4956 Jackson Street, Winter Haven, FL 33884 (MLS # P4933003)
    $360,000
    Photo of 4956 Jackson Street, Winter Haven, FL 33884 (MLS # P4933003)
    Photo of 4956 Jackson Street, Winter Haven, FL 33884 (MLS # P4933003)
    4956 Jackson Street, Winter Haven, FL
    4956 Jackson Street
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,876 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  2. Photo of 1226 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327605)
    $115,000
    Photo of 1226 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327605)
    Photo of 1226 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327605)
    1226 35th Street NW, Winter Haven, FL
    1226 35th Street NW
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,704 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  3. Photo of 4807 Khloe Court, Winter Haven, FL 33884 (MLS # O6262665)
    $395,490
    Photo of 4807 Khloe Court, Winter Haven, FL 33884 (MLS # O6262665)
    Photo of 4807 Khloe Court, Winter Haven, FL 33884 (MLS # O6262665)
    4807 Khloe Court, Winter Haven, FL
    4807 Khloe Court
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,601 Home (sqft)
    • 3 Baths
    • 5,663 Lot (sqft)
  4. Photo of 3412 Costello Circle, Winter Haven, FL 33884 (MLS # O6262654)
    $328,990
    Photo of 3412 Costello Circle, Winter Haven, FL 33884 (MLS # O6262654)
    Photo of 3412 Costello Circle, Winter Haven, FL 33884 (MLS # O6262654)
    3412 Costello Circle, Winter Haven, FL
    3412 Costello Circle
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  5. Photo of 3416 Costello Circle, Winter Haven, FL 33884 (MLS # O6262638)
    $330,990
    Photo of 3416 Costello Circle, Winter Haven, FL 33884 (MLS # O6262638)
    Photo of 3416 Costello Circle, Winter Haven, FL 33884 (MLS # O6262638)
    3416 Costello Circle, Winter Haven, FL
    3416 Costello Circle
    Winter Haven, FL
    • 5 Beds
    • 3 Baths
    • 2,447 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  6. Photo of 1228 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327554)
    $79,000
    Photo of 1228 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327554)
    Photo of 1228 35th Street NW, Winter Haven, FL 33881 (MLS # TB8327554)
    1228 35th Street NW, Winter Haven, FL
    1228 35th Street NW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 660 Home (sqft)
    • 1 Bath
    • 6,970 Lot (sqft)
  7. Photo of 4150 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4932967)
    $304,900
    Photo of 4150 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4932967)
    Photo of 4150 Bedford Avenue, Winter Haven, FL 33884 (MLS # P4932967)
    4150 Bedford Avenue, Winter Haven, FL
    4150 Bedford Avenue
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,831 Home (sqft)
    • 2 Baths
    • 8,277 Lot (sqft)
  8. Photo of 5105 Sylas Jax Avenue, Winter Haven, FL 33884 (MLS # L4949232)
    $369,065
    Photo of 5105 Sylas Jax Avenue, Winter Haven, FL 33884 (MLS # L4949232)
    Photo of 5105 Sylas Jax Avenue, Winter Haven, FL 33884 (MLS # L4949232)
    5105 Sylas Jax Avenue, Winter Haven, FL
    5105 Sylas Jax Avenue
    Winter Haven, FL
    • 4 Beds
    • 4 Baths
    • 2,587 Home (sqft)
    • 4 Baths
    • 7,406 Lot (sqft)
  9. Photo of 313 Wharf Way, Winter Haven, FL 33881 (MLS # L4949217)
    $271,900
    Photo of 313 Wharf Way, Winter Haven, FL 33881 (MLS # L4949217)
    Photo of 313 Wharf Way, Winter Haven, FL 33881 (MLS # L4949217)
    313 Wharf Way, Winter Haven, FL
    313 Wharf Way
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,604 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  10. Photo of 309 Wharf Way, Winter Haven, FL 33881 (MLS # L4949216)
    $273,750
    Photo of 309 Wharf Way, Winter Haven, FL 33881 (MLS # L4949216)
    Photo of 309 Wharf Way, Winter Haven, FL 33881 (MLS # L4949216)
    309 Wharf Way, Winter Haven, FL
    309 Wharf Way
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,604 Home (sqft)
    • 3 Baths
    • 2,178 Lot (sqft)
  11. Photo of 2069 Canton Park Drive, Winter Haven, FL 33881 (MLS # O6264043)
    $448,000
    Photo of 2069 Canton Park Drive, Winter Haven, FL 33881 (MLS # O6264043)
    Photo of 2069 Canton Park Drive, Winter Haven, FL 33881 (MLS # O6264043)
    2069 Canton Park Drive, Winter Haven, FL
    2069 Canton Park Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,110 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  12. Photo of 1610 Meadow Lane NE, Winter Haven, FL 33881 (MLS # P4932958)
    $359,900
    Photo of 1610 Meadow Lane NE, Winter Haven, FL 33881 (MLS # P4932958)
    Photo of 1610 Meadow Lane NE, Winter Haven, FL 33881 (MLS # P4932958)
    1610 Meadow Lane NE, Winter Haven, FL
    1610 Meadow Lane NE
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,672 Home (sqft)
    • 2 Baths
    • 13,504 Lot (sqft)
  13. Photo of 305 Wharf Way, Winter Haven, FL 33881 (MLS # L4949204)
    $286,900
    Photo of 305 Wharf Way, Winter Haven, FL 33881 (MLS # L4949204)
    Photo of 305 Wharf Way, Winter Haven, FL 33881 (MLS # L4949204)
    305 Wharf Way, Winter Haven, FL
    305 Wharf Way
    Winter Haven, FL
    • 3 Beds
    • 3 Baths
    • 1,604 Home (sqft)
    • 3 Baths
    • 3,485 Lot (sqft)
  14. Photo of 2668 Whispering Trails Drive, Winter Haven, FL 33884 (MLS # S5115950)
    $350,000
    Photo of 2668 Whispering Trails Drive, Winter Haven, FL 33884 (MLS # S5115950)
    Photo of 2668 Whispering Trails Drive, Winter Haven, FL 33884 (MLS # S5115950)
    2668 Whispering Trails Drive, Winter Haven, FL
    2668 Whispering Trails Drive
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,150 Home (sqft)
    • 3 Baths
    • 7,406 Lot (sqft)
  15. Photo of 596 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949197)
    $382,375
    Photo of 596 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949197)
    Photo of 596 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949197)
    596 Ituna Circle, Winter Haven, FL
    596 Ituna Circle
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,005 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  16. Photo of 468 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949196)
    $363,530
    Photo of 468 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949196)
    Photo of 468 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949196)
    468 Ituna Circle, Winter Haven, FL
    468 Ituna Circle
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,819 Home (sqft)
    • 2 Baths
    • 6,099 Lot (sqft)
  17. Photo of 202 Golf Aire Boulevard, Winter Haven, FL 33884 (MLS # L4949188)
    $345,000
    Photo of 202 Golf Aire Boulevard, Winter Haven, FL 33884 (MLS # L4949188)
    Photo of 202 Golf Aire Boulevard, Winter Haven, FL 33884 (MLS # L4949188)
    202 Golf Aire Boulevard, Winter Haven, FL
    202 Golf Aire Boulevard
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,927 Home (sqft)
    • 2 Baths
    • 10,890 Lot (sqft)
  18. Photo of 1503 33rd Street NW, Winter Haven, FL 33881 (MLS # O6261070)
    $188,000
    Photo of 1503 33rd Street NW, Winter Haven, FL 33881 (MLS # O6261070)
    Photo of 1503 33rd Street NW, Winter Haven, FL 33881 (MLS # O6261070)
    1503 33rd Street NW, Winter Haven, FL
    1503 33rd Street NW
    Winter Haven, FL
    • 2 Beds
    • 1 Bath
    • 648 Home (sqft)
    • 1 Bath
    • 7,841 Lot (sqft)
  19. Photo of 5808 Driftwood Drive, Winter Haven, FL 33884 (MLS # P4932914)
    $425,000
    Photo of 5808 Driftwood Drive, Winter Haven, FL 33884 (MLS # P4932914)
    Photo of 5808 Driftwood Drive, Winter Haven, FL 33884 (MLS # P4932914)
    5808 Driftwood Drive, Winter Haven, FL
    5808 Driftwood Drive
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 2,046 Home (sqft)
    • 2 Baths
    • 9,584 Lot (sqft)
  20. Photo of 2205 12th Street NW, Winter Haven, FL 33881 (MLS # O6261564)
    $299,000
    Photo of 2205 12th Street NW, Winter Haven, FL 33881 (MLS # O6261564)
    Photo of 2205 12th Street NW, Winter Haven, FL 33881 (MLS # O6261564)
    13
     
    2205 12th Street NW, Winter Haven, FL
    2205 12th Street NW
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 1,855 Home (sqft)
    • 3 Baths
    • 13,504 Lot (sqft)
  21. Photo of 1082 Sunshine Way SW, Winter Haven, FL 33880 (MLS # P4932934)
    $214,999
    Photo of 1082 Sunshine Way SW, Winter Haven, FL 33880 (MLS # P4932934)
    Photo of 1082 Sunshine Way SW, Winter Haven, FL 33880 (MLS # P4932934)
    1082 Sunshine Way SW, Winter Haven, FL
    1082 Sunshine Way SW
    Winter Haven, FL
    • 3 Beds
    • 1 Bath
    • 1,258 Home (sqft)
    • 1 Bath
    • 5,228 Lot (sqft)
  22. Photo of 817 Carlton Court, Winter Haven, FL 33884 (MLS # P4932913)
    $429,900
    Photo of 817 Carlton Court, Winter Haven, FL 33884 (MLS # P4932913)
    Photo of 817 Carlton Court, Winter Haven, FL 33884 (MLS # P4932913)
    46
     
    817 Carlton Court, Winter Haven, FL
    817 Carlton Court
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,604 Home (sqft)
    • 3 Baths
    • 13,940 Lot (sqft)
  23. Photo of 3206 Heron Cove, Winter Haven, FL 33884 (MLS # L4949141)
    $689,900
    Photo of 3206 Heron Cove, Winter Haven, FL 33884 (MLS # L4949141)
    Photo of 3206 Heron Cove, Winter Haven, FL 33884 (MLS # L4949141)
    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)
  24. Photo of 5424 Struthers Road SE, Winter Haven, FL 33884 (MLS # L4949084)
    $274,900
    Photo of 5424 Struthers Road SE, Winter Haven, FL 33884 (MLS # L4949084)
    Photo of 5424 Struthers Road SE, Winter Haven, FL 33884 (MLS # L4949084)
    5424 Struthers Road SE, Winter Haven, FL
    5424 Struthers Road SE
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,362 Home (sqft)
    • 2 Baths
    • 6,534 Lot (sqft)
  25. Photo of 2220 Garden Lake Drive, Winter Haven, FL 33884 (MLS # P4932822)
    $375,000
    Photo of 2220 Garden Lake Drive, Winter Haven, FL 33884 (MLS # P4932822)
    Photo of 2220 Garden Lake Drive, Winter Haven, FL 33884 (MLS # P4932822)
    2220 Garden Lake Drive, Winter Haven, FL
    2220 Garden Lake Drive
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,717 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  26. Photo of 206 Clovis Pass, Winter Haven, FL 33880 (MLS # L4947668)
    $549,500
    Photo of 206 Clovis Pass, Winter Haven, FL 33880 (MLS # L4947668)
    Photo of 206 Clovis Pass, Winter Haven, FL 33880 (MLS # L4947668)
    206 Clovis Pass, Winter Haven, FL
    206 Clovis Pass
    Winter Haven, FL
    • 4 Beds
    • 3 Baths
    • 2,728 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  27. Photo of 161 Andreas Street, Winter Haven, FL 33881 (MLS # S5116133)
    $300,000
    Photo of 161 Andreas Street, Winter Haven, FL 33881 (MLS # S5116133)
    Photo of 161 Andreas Street, Winter Haven, FL 33881 (MLS # S5116133)
    48
     
    161 Andreas Street, Winter Haven, FL
    161 Andreas Street
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,734 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  28. Photo of 452 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949119)
    $332,680
    Photo of 452 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949119)
    Photo of 452 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949119)
    452 Ituna Circle, Winter Haven, FL
    452 Ituna Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,646 Home (sqft)
    • 2 Baths
    • 4,792 Lot (sqft)
  29. Photo of 720 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949121)
    $346,345
    Photo of 720 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949121)
    Photo of 720 Bayside Boulevard, Winter Haven, FL 33881 (MLS # L4949121)
    720 Bayside Boulevard, Winter Haven, FL
    720 Bayside Boulevard
    Winter Haven, FL
    • 4 Beds
    • 2 Baths
    • 1,715 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  30. Photo of 428 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949122)
    $298,790
    Photo of 428 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949122)
    Photo of 428 Ituna Circle, Winter Haven, FL 33881 (MLS # L4949122)
    428 Ituna Circle, Winter Haven, FL
    428 Ituna Circle
    Winter Haven, FL
    • 3 Beds
    • 2 Baths
    • 1,358 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
Previous Page 10 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 10:31 AM PST.

This IDX Software is (c) Diverse Solutions 2025. Privacy | Terms & Conditions