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Winter Haven Single Family Homes For Sale - 755 homes

Winter Haven Single Family Homes for Sale are located in Polk County, Florida. Find single family homes for sale in Winter Haven with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven single family houses.

Location: Winter Haven

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  • 1444 KINGFISH LN, WINTER HAVEN, FL 33884

    $270,000125 Days on yellowkey   MLS ID: P4937632

    REDUCED by $15,000 (5.3%) on 03/31/2026

    For Sale P4937632 - 1444 KINGFISH LN, WINTER HAVEN, FL 33884 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2004
    Monthly Fee: $45
       Tax: $2,715 (2025)
    Community: Lake Dexter Moorings
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,479) + Fees ($45) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000209 Days on yellowkey   MLS ID: L4956453

    For Sale L4956453 - 21 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,325 (2024)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,562) + Fees ($310) + Taxes in 2024 ($277)


    Taxes:$3,325

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $303,90067 Days on yellowkey   MLS ID: TB8490344

    For Sale TB8490344 - 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,665) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900435 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00074 Days on yellowkey   MLS ID: S5145959

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 450 AVENUE B NE, WINTER HAVEN, FL 33881

    $259,000196 Days on yellowkey   MLS ID: TB8448756

    For Sale TB8448756 - 450 AVENUE B NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1624
       Built: 1946   Tax: $3,747 (2024)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($312)


    Taxes:$3,747

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1301 EVALYN DR SE, WINTER HAVEN, FL 33880

    $300,000149 Days on yellowkey   MLS ID: L4957933

    For Sale L4957933 - 1301 EVALYN DR SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1817
       Built: 1954   Tax: $3,748 (2025)
    Community: Elbert Hills
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881

    $229,000124 Days on yellowkey   MLS ID: S5142572

    0 Days Off yellowkey (back on 2/4/2026)

    For Sale S5142572 - 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2001
    Monthly Fee: $13
       Tax: $4,388 (2025)
    Community: Sabal Bend Ph 02
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,255) + Fees ($13) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $359,500142 Days on yellowkey   MLS ID: P4937444

    For Sale P4937444 - 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884 57 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2018
    Monthly Fee: $485
       Tax: $2,824 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,690 (change assumption)
    Mortgage ($1,970) + Fees ($485) + Taxes in 2025 ($235)


    Taxes:$2,824

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3306 OAK HILL PL, WINTER HAVEN, FL 33884

    $297,500107 Days on yellowkey   MLS ID: L4959302

    0 Days Off yellowkey (back on 3/12/2026)

    For Sale L4959302 - 3306 OAK HILL PL, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1722
       Built: 2004
    Monthly Fee: $148
       Tax: $4,783 (2025)
    Community: Oakgrove Sub
    Single Family


    Estimated Monthly Payment: $2,177 (change assumption)
    Mortgage ($1,630) + Fees ($148) + Taxes in 2025 ($399)


    Taxes:$4,783

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 865 3RD ST, WINTER HAVEN, FL 33881

    $270,000230 Days on yellowkey   MLS ID: O6351732

    For Sale O6351732 - 865 3RD ST, WINTER HAVEN, FL 33881 10 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1550
       Built: 2025   Tax: $37 (2025)
    Community: Ida Lake Sub
    Single Family


    Estimated Monthly Payment: $1,482 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($3)


    Taxes:$37

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880

    $260,000121 Days on yellowkey   MLS ID: L4958444

    For Sale L4958444 - 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1075
       Built: 1984   Tax: $1,330 (2025)
    Community: Sandalwood Sub
    Single Family


    Estimated Monthly Payment: $1,535 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($111)


    Taxes:$1,330

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1630 TEAGAN LN, WINTER HAVEN, FL 33884

    $315,000135 Days on yellowkey   MLS ID: A4678440

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale A4678440 - 1630 TEAGAN LN, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2025
    Monthly Fee: $16
       Tax: $3,665 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,047 (change assumption)
    Mortgage ($1,726) + Fees ($16) + Taxes in 2025 ($305)


    Taxes:$3,665

    Elementary School: Bartow Elem Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 3873 GIORGIO DR, WINTER HAVEN, FL 33884

    $274,990313 Days on yellowkey   MLS ID: O6327569

    0 Days Off yellowkey (back on 4/6/2026)

    REDUCED by $15,000 (5.2%) on 04/02/2026

    For Sale O6327569 - 3873 GIORGIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 2025
    Monthly Fee: $15

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,522 (change assumption)
    Mortgage ($1,507) + Fees ($15) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5365 HOGAN LN, WINTER HAVEN, FL 33884

    $599,90062 Days on yellowkey   MLS ID: P4938226

    For Sale P4938226 - 5365 HOGAN LN, WINTER HAVEN, FL 33884 100 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2591
       Built: 2007
    Monthly Fee: $5
       Tax: $5,104 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,717 (change assumption)
    Mortgage ($3,287) + Fees ($5) + Taxes in 2025 ($425)


    Taxes:$5,104

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1812 2ND ST NW, WINTER HAVEN, FL 33881

    $189,000122 Days on yellowkey   MLS ID: TB8469792

    1 Days Off yellowkey (back on 3/11/2026)

    For Sale TB8469792 - 1812 2ND ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1163
       Built: 1995   Tax: $1,940 (2025)
    Community: Habitat For Humanity 01
    Single Family


    Estimated Monthly Payment: $1,197 (change assumption)
    Mortgage ($1,036) + Taxes in 2025 ($162)


    Taxes:$1,940

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $274,900100 Days on yellowkey   MLS ID: O6384404

    For Sale O6384404 - 2362 BRASSIE CT, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2022
    Monthly Fee: $18
       Tax: $5,003 (2025)
    Community: Villmar
    Single Family


    Estimated Monthly Payment: $1,941 (change assumption)
    Mortgage ($1,506) + Fees ($18) + Taxes in 2025 ($417)


    Taxes:$5,003

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1148 TYLER LOOP, WINTER HAVEN, FL 33884

    $265,00073 Days on yellowkey   MLS ID: L4960292

    4 Days Off yellowkey (back on 4/5/2026)

    SHORT SALE L4960292 - 1148 TYLER LOOP, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2024
    Monthly Fee: $16
       Tax: $7,039 (2025)
    Community: Peace River Reserve
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,452) + Fees ($16) + Taxes in 2025 ($587)


    Taxes:$7,039

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884

    $370,09058 Days on yellowkey   MLS ID: L4960822

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale L4960822 - 5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2026
    Monthly Fee: $17

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,045 (change assumption)
    Mortgage ($2,028) + Fees ($17) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 688 AUGUSTA RD, WINTER HAVEN, FL 33884

    $337,00095 Days on yellowkey   MLS ID: P4937966

    For Sale P4937966 - 688 AUGUSTA RD, WINTER HAVEN, FL 33884 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1586
       Built: 1980
    Monthly Fee: $137
       Tax: $3,636 (2025)
    Community: Cypresswood Fairway Patio Homes
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,847) + Fees ($137) + Taxes in 2025 ($303)


    Taxes:$3,636

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

Winter Haven home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.