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Winter Haven Single Family Homes For Sale - 778 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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  • 447 SAN JOSE DR, WINTER HAVEN, FL 33884

    $239,900121 Days on yellowkey   MLS ID: P4937807

    For Sale P4937807 - 447 SAN JOSE DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 1980
    Monthly Fee: $5
       Tax: $1,532 (2025)
    Community: Orchid Springs Patio Homes
    Single Family


    Estimated Monthly Payment: $1,447 (change assumption)
    Mortgage ($1,314) + Fees ($5) + Taxes in 2025 ($128)


    Taxes:$1,532

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $265,00091 Days on yellowkey   MLS ID: S5145776

    REDUCED by $4,999 (1.9%) on 06/08/2026

    For Sale S5145776 - 4019 CARTERET DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2006
    Monthly Fee: $484
       Tax: $1,704 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,078 (change assumption)
    Mortgage ($1,452) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $335,00063 Days on yellowkey   MLS ID: O6398240

    REDUCED by $18,000 (5.1%) on 05/26/2026

    For Sale O6398240 - 441 MCKENNA DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $17
       Tax: $6,548 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,398 (change assumption)
    Mortgage ($1,836) + Fees ($17) + Taxes in 2025 ($546)


    Taxes:$6,548

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $269,999134 Days on yellowkey   MLS ID: O6377141

    REDUCED by $15,001 (5.3%) on 06/08/2026

    SHORT SALE O6377141 - 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1453
       Built: 2000
    Monthly Fee: $33
       Tax: $740 (2025)
    Community: Heather Glen Ph 01
    Single Family


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,479) + Fees ($33) + Taxes in 2025 ($62)


    Taxes:$740

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1215 26TH ST NW, WINTER HAVEN, FL 33881

    $374,00093 Days on yellowkey   MLS ID: S5145609

    REDUCED by $5,000 (1.3%) on 05/08/2026

    For Sale S5145609 - 1215 26TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2083
       Built: 1940   Tax: $4,946 (2025)
    Community: Inwood #1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,461 (change assumption)
    Mortgage ($2,049) + Taxes in 2025 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,99977 Days on yellowkey   MLS ID: TB8491382

    0 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $5,000 (1.5%) on 06/04/2026

    For Sale TB8491382 - 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,781) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 624 HONEY BELL RD, WINTER HAVEN, FL 33880

    $292,000163 Days on yellowkey   MLS ID: S5140630

    REDUCED by $2,000 (0.7%) on 05/01/2026

    For Sale S5140630 - 624 HONEY BELL RD, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2022
    Monthly Fee: $49
       Tax: $281 (2024)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $1,672 (change assumption)
    Mortgage ($1,600) + Fees ($49) + Taxes in 2024 ($23)


    Taxes:$281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 106 LANTERN LN, WINTER HAVEN, FL 33884

    $212,000148 Days on yellowkey   MLS ID: O6374164

    REDUCED by $3,000 (1.4%) on 06/08/2026

    For Sale O6374164 - 106 LANTERN LN, WINTER HAVEN, FL 33884 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1134
       Built: 1973   Tax: $2,698 (2025)
    Community: Unincorporated
    Single Family


    Estimated Monthly Payment: $1,386 (change assumption)
    Mortgage ($1,162) + Taxes in 2025 ($225)


    Taxes:$2,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 142 MORNING GLORY CIR, WINTER HAVEN, FL 33884

    $290,00037 Days on yellowkey   MLS ID: P4938643

    REDUCED by $14,500 (4.8%) on 06/08/2026

    For Sale P4938643 - 142 MORNING GLORY CIR, WINTER HAVEN, FL 33884 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1887
       Built: 2005
    Monthly Fee: $160
       Tax: $4,331 (2025)
    Community: Morningside
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,110 (change assumption)
    Mortgage ($1,589) + Fees ($160) + Taxes in 2025 ($361)


    Taxes:$4,331

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 548 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881

    $160,000247 Days on yellowkey   MLS ID: L4956442

    3 Days Off yellowkey (back on 6/8/2026)

    For Sale L4956442 - 548 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2182
       Built: 1970   Tax: $3,632 (2024)
    Community: Campbell & Henry Sub
    Single Family


    Estimated Monthly Payment: $1,179 (change assumption)
    Mortgage ($877) + Taxes in 2024 ($303)


    Taxes:$3,632

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 507 LAKE LULU DR, WINTER HAVEN, FL 33880

    $309,99929 Days on yellowkey   MLS ID: L4961910

    REDUCED by $5,000 (1.6%) on 06/08/2026

    For Sale L4961910 - 507 LAKE LULU DR, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1829
       Built: 1961   Tax: $4,193 (2025)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $2,048 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $269,90077 Days on yellowkey   MLS ID: L4960645

    REDUCED by $9,100 (3.3%) on 06/08/2026

    For Sale L4960645 - 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2021
    Monthly Fee: $86
       Tax: $4,088 (2024)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $1,906 (change assumption)
    Mortgage ($1,479) + Fees ($86) + Taxes in 2024 ($341)


    Taxes:$4,088

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 1508 MAJESTIC LN, WINTER HAVEN, FL 33880

    $327,50021 Days on yellowkey   MLS ID: L4962086

    For Sale L4962086 - 1508 MAJESTIC LN, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,775 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,794) + Fees ($38) + Taxes in 2025 ($315)


    Taxes:$3,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2026 KINGS XING SW, WINTER HAVEN, FL 33880

    $229,90014 Days on yellowkey   MLS ID: O6410748

    REDUCED by $5,100 (2.2%) on 06/04/2026

    For Sale O6410748 - 2026 KINGS XING SW, WINTER HAVEN, FL 33880 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1980
    Monthly Fee: $165
       Tax: $3,604 (2025)
    Community: Stonebridge Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,725 (change assumption)
    Mortgage ($1,260) + Fees ($165) + Taxes in 2025 ($300)


    Taxes:$3,604

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3686 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $369,900227 Days on yellowkey   MLS ID: P4936787

    0 Days Off yellowkey (back on 6/5/2026)

    For Sale P4936787 - 3686 PLYMOUTH DR, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2404
       Built: 2015
    Monthly Fee: $485
       Tax: $3,398 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,027) + Fees ($485) + Taxes in 2025 ($283)


    Taxes:$3,398

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 445 TALAMONE DR, WINTER HAVEN, FL 33884

    $579,0007 Days on yellowkey   MLS ID: P4938949

    For Sale P4938949 - 445 TALAMONE DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2653
       Built: 2002
    Monthly Fee: $83
       Tax: $6,593 (2025)
    Community: Tuscany At Winterset
    Single Family


    Estimated Monthly Payment: $3,805 (change assumption)
    Mortgage ($3,173) + Fees ($83) + Taxes in 2025 ($549)


    Taxes:$6,593

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 542 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884

    $240,0005 Days on yellowkey   MLS ID: L4962517

    For Sale L4962517 - 542 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884 44 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1987
    Monthly Fee: $33
       Tax: $2,905 (2025)
    Community: Lake Dexter Woods Ph 02
    Single Family


    Estimated Monthly Payment: $1,590 (change assumption)
    Mortgage ($1,315) + Fees ($33) + Taxes in 2025 ($242)


    Taxes:$2,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5580 STATE ROAD 542 W, WINTER HAVEN, FL 33880

    $235,000212 Days on yellowkey   MLS ID: A4671922

    For Sale A4671922 - 5580 STATE ROAD 542 W, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2174
       Built: 1952   Tax: $1,740 (2024)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,433 (change assumption)
    Mortgage ($1,288) + Taxes in 2024 ($145)


    Taxes:$1,740

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3337 COSTELLO CIR, WINTER HAVEN, FL 33884

    $345,000126 Days on yellowkey   MLS ID: L4959241

    For Sale L4959241 - 3337 COSTELLO CIR, WINTER HAVEN, FL 33884 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $17
       Tax: $7,388 (2025)
    Community: Villamar Phase 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,523 (change assumption)
    Mortgage ($1,890) + Fees ($17) + Taxes in 2025 ($616)


    Taxes:$7,388

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 5351 MICKEY AVE, WINTER HAVEN, FL 33884

    $308,950204 Days on yellowkey   MLS ID: S5138935

    INCREASED by $8,951 (3.0%) on 05/05/2026

    For Sale S5138935 - 5351 MICKEY AVE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,693) + Fees ($38) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.