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Winter Haven Homes For Sale & Real Estate - 805 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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  • 3826 GAINES CT, WINTER HAVEN, FL 33884

    $1,779,90074 Days on yellowkey   MLS ID: P4937567

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

    For Sale P4937567 - 3826 GAINES CT, WINTER HAVEN, FL 33884 89 photos

    Bed: 6   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5400
       Built: 1989
    Monthly Fee: $44
       Tax: $14,471 (2025)
    Community: Gaines Cove
    Single Family


    Estimated Monthly Payment: $11,003 (change assumption)
    Mortgage ($9,753) + Fees ($44) + Taxes in 2025 ($1,206)


    Taxes:$14,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6204 KNOTTY PINE DR SE, WINTER HAVEN, FL 33884

    $120,000281 Days on yellowkey   MLS ID: P4935440

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

    For Sale P4935440 - 6204 KNOTTY PINE DR SE, WINTER HAVEN, FL 33884 63 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1014
       Built: 1985
    Monthly Fee: $65
       Tax: $696 (2024)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $780 (change assumption)
    Mortgage ($658) + Fees ($65) + Taxes in 2024 ($58)


    Taxes:$696

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 260 GREENFIELD RD, WINTER HAVEN, FL 33884

    $393,00064 Days on yellowkey   MLS ID: P4937787

    For Sale P4937787 - 260 GREENFIELD RD, WINTER HAVEN, FL 33884 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1947
       Built: 1978
    Monthly Fee: $152
       Tax: $5,885 (2025)
    Community: Cypresswood Greenfield Village
    Single Family


    Estimated Monthly Payment: $2,796 (change assumption)
    Mortgage ($2,153) + Fees ($152) + Taxes in 2025 ($490)


    Taxes:$5,885

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 688 AUGUSTA RD, WINTER HAVEN, FL 33884

    $337,00049 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


  • 2336 W CANNON TER NW, WINTER HAVEN, FL 33881

    $729,00092 Days on yellowkey   MLS ID: L4958323

    For Sale L4958323 - 2336 W CANNON TER NW, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1856
       Built: 1995   Tax: $6,634 (2025)
    Community: West Cannon Terrace
    Single Family


    Estimated Monthly Payment: $4,547 (change assumption)
    Mortgage ($3,994) + Taxes in 2025 ($553)


    Taxes:$6,634

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1864 EMILY DR, WINTER HAVEN, FL 33884

    $297,000154 Days on yellowkey   MLS ID: TB8447490

    For Sale TB8447490 - 1864 EMILY DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2005
    Monthly Fee: $25
       Tax: $3,788 (2024)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $1,968 (change assumption)
    Mortgage ($1,627) + Fees ($25) + Taxes in 2024 ($316)


    Taxes:$3,788

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 345 24TH ST NW #25, WINTER HAVEN, FL 33880

    $158,00069 Days on yellowkey   MLS ID: P4937740

    For Sale P4937740 - 345 24TH ST NW #25, WINTER HAVEN, FL 33880 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1979
    Monthly Fee: $270
       Tax: $1,776 (2025)
    Community: Imperial Villas
    Villa


    Estimated Monthly Payment: $1,284 (change assumption)
    Mortgage ($866) + Fees ($270) + Taxes in 2025 ($148)


    Taxes:$1,776

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 333 LAKE HOWARD DR NW #113D, WINTER HAVEN, FL 33880

    $112,00018 Days on yellowkey   MLS ID: P4938082

    For Sale P4938082 - 333 LAKE HOWARD DR NW #113D, WINTER HAVEN, FL 33880 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1030
       Built: 1974   Tax: $1,073 (2025)
    Community: Imperial Harboursphases 01 & 02
    Condo


    Estimated Monthly Payment: $703 (change assumption)
    Mortgage ($614) + Taxes in 2025 ($89)


    Taxes:$1,073

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2800 SUNSET DR NW, WINTER HAVEN, FL 33881

    $349,000300 Days on yellowkey   MLS ID: P4935252

    For Sale P4935252 - 2800 SUNSET DR NW, WINTER HAVEN, FL 33881 52 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1536
       Built: 1972   Tax: $1,432 (2024)
    Community: Idylwild Heights
    Single Family


    Estimated Monthly Payment: $2,032 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($119)


    Taxes:$1,432

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 4749 MAGNOLIA PRESERVE AVE, WINTER HAVEN, FL 33880

    $299,90022 Days on yellowkey   MLS ID: O6393069

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

    For Sale O6393069 - 4749 MAGNOLIA PRESERVE AVE, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2015
    Monthly Fee: $32
       Tax: $2,273 (2025)
    Community: Magnolia Preserve Phase Two
    Single Family


    Estimated Monthly Payment: $1,865 (change assumption)
    Mortgage ($1,643) + Fees ($32) + Taxes in 2025 ($189)


    Taxes:$2,273

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884

    $244,90030 Days on yellowkey   MLS ID: O6390069

    REDUCED by $5,000 (2.0%) on 04/03/2026

    For Sale O6390069 - 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1316
       Built: 1989
    Monthly Fee: $35
       Tax: $3,649 (2025)
    Community: Lake Dexter Woods Ph 02
    Single Family


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,342) + Fees ($35) + Taxes in 2025 ($304)


    Taxes:$3,649

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 214 GROVE RIDGE DR, WINTER HAVEN, FL 33880

    $280,00060 Days on yellowkey   MLS ID: O6382247

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

    For Sale O6382247 - 214 GROVE RIDGE DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1560
       Built: 2019   Tax: $1,536 (2025)
    Community: Grove Ridge
    Manufactured Home


    Estimated Monthly Payment: $1,662 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($128)


    Taxes:$1,536

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 WESTWOOD AVE, WINTER HAVEN, FL 33880

    $210,00033 Days on yellowkey   MLS ID: TB8485945

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

    For Sale TB8485945 - 205 WESTWOOD AVE, WINTER HAVEN, FL 33880 30 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 806
       Built: 2021   Tax: $2,703 (2025)
    Community: Brysons R H Sub
    Single Family


    Estimated Monthly Payment: $1,376 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($225)


    Taxes:$2,703

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6036 NAVONA WAY, WINTER HAVEN, FL 33884

    $304,999202 Days on yellowkey   MLS ID: TB8431493

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8431493 - 6036 NAVONA WAY, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2025
    Monthly Fee: $18
       Tax: $8,495 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($1,671) + Fees ($18) + Taxes in 2025 ($708)


    Taxes:$8,495

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5480 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $378,120246 Days on yellowkey   MLS ID: TB8416862

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

    For Sale TB8416862 - 5480 SAN PIETRO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2025
    Monthly Fee: $18
       Tax: $2,768 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($2,072) + Fees ($18) + Taxes in 2025 ($231)


    Taxes:$2,768

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3324 FOX RIDGE DR, WINTER HAVEN, FL 33884

    $275,00021 Days on yellowkey   MLS ID: TB8490277

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

    For Sale TB8490277 - 3324 FOX RIDGE DR, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1422
       Built: 1985   Tax: $3,619 (2025)
    Community: Fox Ridge Ph 01
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($302)


    Taxes:$3,619

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6617 WESTCHESTER DR NE, WINTER HAVEN, FL 33881

    $135,00019 Days on yellowkey   MLS ID: S5146646

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

    For Sale S5146646 - 6617 WESTCHESTER DR NE, WINTER HAVEN, FL 33881 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1200
       Built: 1987
    Monthly Fee: $46
       Tax: $1,848 (2025)
    Community: Lake N Golf Estates Add
    Manufactured Home


    Estimated Monthly Payment: $940 (change assumption)
    Mortgage ($740) + Fees ($46) + Taxes in 2025 ($154)


    Taxes:$1,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 400 EL CAMINO DR #223, WINTER HAVEN, FL 33884

    $59,900162 Days on yellowkey   MLS ID: O6354793

    For Sale O6354793 - 400 EL CAMINO DR #223, WINTER HAVEN, FL 33884 11 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 850
       Built: 1974   Tax: $945 (2023)
    Community: Orchid Spgs Vill 400 San Miguel
    Condo


    Estimated Monthly Payment: $407 (change assumption)
    Mortgage ($328) + Taxes in 2023 ($79)


    Taxes:$945

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1546 JESSICA BLVD, WINTER HAVEN, FL 33884

    $275,490181 Days on yellowkey   MLS ID: O6353135

    For Sale O6353135 - 1546 JESSICA BLVD, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2025
    Monthly Fee: $14
       Tax: $32 (2024)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $1,526 (change assumption)
    Mortgage ($1,509) + Fees ($14) + Taxes in 2024 ($3)


    Taxes:$32

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 6033 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $140,000164 Days on yellowkey   MLS ID: P4936903

    For Sale P4936903 - 6033 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1982
    Monthly Fee: $65
       Tax: $1,784 (2024)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $981 (change assumption)
    Mortgage ($767) + Fees ($65) + Taxes in 2024 ($149)


    Taxes:$1,784

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.