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Winter Haven Homes For Sale & Real Estate - 1041 homes

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

Location: Winter Haven

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  • 132 ALACHUA DR, WINTER HAVEN, FL 33884

    $320,000140 Days on yellowkey   MLS ID: P4937917

    REDUCED by $1,000 (0.3%) on 05/01/2026

    For Sale P4937917 - 132 ALACHUA DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2466
       Built: 1976   Tax: $3,975 (2025)
    Community: Eloise Woods Lake Mariam Un
    Single Family


    Estimated Monthly Payment: $2,085 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 496 TERRANOVA ST, WINTER HAVEN, FL 33884

    $430,000159 Days on yellowkey   MLS ID: O6380041

    REDUCED by $17,500 (3.9%) on 06/15/2026

    For Sale O6380041 - 496 TERRANOVA ST, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2004
    Monthly Fee: $56
       Tax: $6,005 (2025)
    Community: Terranova Ph 02
    Single Family


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,356) + Fees ($56) + Taxes in 2025 ($500)


    Taxes:$6,005

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 317 AVENUE G SE, WINTER HAVEN, FL 33880

    $255,00065 Days on yellowkey   MLS ID: O6406631

    4 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $10,000 (3.8%) on 06/04/2026

    For Sale O6406631 - 317 AVENUE G SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1610
       Built: 1957   Tax: $3,447 (2025)
    Community: Havencrest Add
    Single Family


    Estimated Monthly Payment: $1,684 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($287)


    Taxes:$3,447

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $450,000108 Days on yellowkey   MLS ID: S5146723

    REDUCED by $19,900 (4.2%) on 06/06/2026

    For Sale S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1828
       Built: 1948   Tax: $4,023 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881

    $132,500108 Days on yellowkey   MLS ID: S5146696

    REDUCED by $4,400 (3.2%) on 05/18/2026

    For Sale S5146696 - 6775 BRENTWOOD DR NE, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1985
    Monthly Fee: $46
       Tax: $147 (2025)
    Community: Lake N Golf Estates
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $784 (change assumption)
    Mortgage ($726) + Fees ($46) + Taxes in 2025 ($12)


    Taxes:$147

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 530 SANCTUARY BLVD, WINTER HAVEN, FL 33881

    $639,900143 Days on yellowkey   MLS ID: S5144344

    For Sale S5144344 - 530 SANCTUARY BLVD, WINTER HAVEN, FL 33881 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3619
       Built: 2023
    Monthly Fee: $83
       Tax: $7,594 (2025)
    Community: Sanctuary By The Lake Ph One
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,222 (change assumption)
    Mortgage ($3,506) + Fees ($83) + Taxes in 2025 ($633)


    Taxes:$7,594

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6825 S LAKE HENRY DR NE, WINTER HAVEN, FL 33881

    $239,000153 Days on yellowkey   MLS ID: S5143698

    For Sale S5143698 - 6825 S LAKE HENRY DR NE, WINTER HAVEN, FL 33881 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1790
       Built: 1991
    Monthly Fee: $46
       Tax: $2,317 (2025)
    Community: Lucerne Park Fruit Assn
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,549 (change assumption)
    Mortgage ($1,310) + Fees ($46) + Taxes in 2025 ($193)


    Taxes:$2,317

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $145,000425 Days on yellowkey   MLS ID: S5126925

    REDUCED by $24,900 (14.7%) on 06/25/2026

    For Sale S5126925 - 6044 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1248
       Built: 1982
    Monthly Fee: $65
       Tax: $1,287 (2025)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $967 (change assumption)
    Mortgage ($795) + Fees ($65) + Taxes in 2025 ($107)


    Taxes:$1,287

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99964 Days on yellowkey   MLS ID: TB8507170

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $1,446 (0.4%) on 05/19/2026

    For Sale TB8507170 - 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,000) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1709 TEAGAN LN, WINTER HAVEN, FL 33884

    $249,00055 Days on yellowkey   MLS ID: O6409550

    REDUCED by $1,000 (0.4%) on 06/29/2026

    For Sale O6409550 - 1709 TEAGAN LN, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1060
       Built: 2024
    Monthly Fee: $78
       Tax: $5,619 (2025)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,364) + Fees ($78) + Taxes in 2025 ($468)


    Taxes:$5,619

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6417 DOMIZIO DR, WINTER HAVEN, FL 33884

    $296,49028 Days on yellowkey   MLS ID: O6417322

    2 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $8,000 (2.6%) on 06/19/2026

    For Sale O6417322 - 6417 DOMIZIO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,625) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $296,49040 Days on yellowkey   MLS ID: O6413726

    2 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $8,000 (2.6%) on 06/19/2026

    For Sale O6413726 - 6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,625) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1740 2ND ST NE, WINTER HAVEN, FL 33881

    $230,000274 Days on yellowkey   MLS ID: L4956531

    REDUCED by $5,000 (2.1%) on 06/18/2026

    For Sale L4956531 - 1740 2ND ST NE, WINTER HAVEN, FL 33881 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1683
       Built: 2025   Tax: $308 (2024)
    Community: Maud Meadows
    Single Family


    Estimated Monthly Payment: $1,286 (change assumption)
    Mortgage ($1,260) + Taxes in 2024 ($26)


    Taxes:$308

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1818 6TH ST SE, WINTER HAVEN, FL 33880

    $500,000313 Days on yellowkey   MLS ID: O6341480

    For Sale O6341480 - 1818 6TH ST SE, WINTER HAVEN, FL 33880 69 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2006
       Built: 1963   Tax: $3,632 (2023)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $3,042 (change assumption)
    Mortgage ($2,740) + Taxes in 2023 ($303)


    Taxes:$3,632

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison Middle


  • 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884

    $280,000264 Days on yellowkey   MLS ID: S5137072

    1 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $45,000 (13.8%) on 06/17/2026

    SHORT SALE S5137072 - 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $22
       Tax: $7,612 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,534) + Fees ($22) + Taxes in 2024 ($634)


    Taxes:$7,612

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL 33881

    $279,00029 Days on yellowkey   MLS ID: L4962781

    REDUCED by $19,000 (6.4%) on 06/29/2026

    For Sale L4962781 - 1303 NE STATELY OAKS DR NW, WINTER HAVEN, FL 33881 64 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1693
       Built: 1960   Tax: $3,477 (2025)
    Community: Stately Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,818 (change assumption)
    Mortgage ($1,529) + Taxes in 2025 ($290)


    Taxes:$3,477

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 28 CASARENA CT, WINTER HAVEN, FL 33881

    $165,000113 Days on yellowkey   MLS ID: S5146381

    REDUCED by $10,000 (5.7%) on 06/29/2026

    For Sale S5146381 - 28 CASARENA CT, WINTER HAVEN, FL 33881 8 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 1989
    Monthly Fee: $310
       Tax: $3,928 (2025)
    Community: Casarena On Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,541 (change assumption)
    Mortgage ($904) + Fees ($310) + Taxes in 2025 ($327)


    Taxes:$3,928

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2710 AVENUE J NW, WINTER HAVEN, FL 33881

    $169,00038 Days on yellowkey   MLS ID: TB8515967

    REDUCED by $10,000 (5.6%) on 06/29/2026

    For Sale TB8515967 - 2710 AVENUE J NW, WINTER HAVEN, FL 33881 19 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 672
       Built: 1956   Tax: $2,320 (2025)
    Community: Inwood
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,119 (change assumption)
    Mortgage ($926) + Taxes in 2025 ($193)


    Taxes:$2,320

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2105 9TH ST NE, WINTER HAVEN, FL 33881

    $245,000105 Days on yellowkey   MLS ID: O6395140

    REDUCED by $9,900 (3.9%) on 05/21/2026

    For Sale O6395140 - 2105 9TH ST NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1042
       Built: 1967   Tax: $2,442 (2025)
    Community: Lake Idyll Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($204)


    Taxes:$2,442

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1871 EMILY DR, WINTER HAVEN, FL 33884

    $312,50063 Days on yellowkey   MLS ID: S5149517

    For Sale S5149517 - 1871 EMILY DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2005
    Monthly Fee: $38
       Tax: $3,862 (2025)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,712) + Fees ($38) + Taxes in 2025 ($322)


    Taxes:$3,862

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

Winter Haven home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Haven. You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. 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 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.