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Winter Haven Homes For Sale & Real Estate - 1038 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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  • 4815 KHLOE CT, WINTER HAVEN, FL 33884

    $281,99012 Days on yellowkey   MLS ID: O6414954

    INCREASED by $2,090 (0.7%) on 06/09/2026

    For Sale O6414954 - 4815 KHLOE CT, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,816 (change assumption)
    Mortgage ($1,545) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 3048 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $219,99060 Days on yellowkey   MLS ID: O6401056

    REDUCED by $7,500 (3.3%) on 05/14/2026

    For Sale O6401056 - 3048 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2026
    Monthly Fee: $193
       Tax: $32 (2025)
    Community: Serenity At Peace Creek Th
    Townhouse


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,205) + Fees ($193) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: None

    High School: Bartow High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 563 HONEY BELL RD, WINTER HAVEN, FL 33880

    $305,00011 Days on yellowkey   MLS ID: S5151545

    For Sale S5151545 - 563 HONEY BELL RD, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2022
    Monthly Fee: $63
       Tax: $5,252 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,172 (change assumption)
    Mortgage ($1,671) + Fees ($63) + Taxes in 2025 ($438)


    Taxes:$5,252

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 276 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $329,99012 Days on yellowkey   MLS ID: G5113493

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

    For Sale G5113493 - 276 MEREDITH BLVD, WINTER HAVEN, FL 33881 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $7
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,808) + Fees ($7) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 151 1ST ST S, WINTER HAVEN, FL 33880

    $258,00012 Days on yellowkey   MLS ID: O6413676

    For Sale O6413676 - 151 1ST ST S, WINTER HAVEN, FL 33880 2 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1259
       Built: 2024   Tax: $2,032 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,583 (change assumption)
    Mortgage ($1,414) + Taxes in 2025 ($169)


    Taxes:$2,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $273,900120 Days on yellowkey   MLS ID: O6384404

    REDUCED by $1,000 (0.4%) on 06/08/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,501) + 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


  • 3322 OAK HILL PL, WINTER HAVEN, FL 33884

    $333,00050 Days on yellowkey   MLS ID: O6404080

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

    REDUCED by $4,000 (1.2%) on 05/21/2026

    For Sale O6404080 - 3322 OAK HILL PL, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $155

    Community: Oakgrove Sub
    Single Family


    Estimated Monthly Payment: $1,980 (change assumption)
    Mortgage ($1,825) + Fees ($155) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,90023 Days on yellowkey   MLS ID: P4938830

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

    For Sale P4938830 - 2954 PLANTATION RD, WINTER HAVEN, FL 33884 90 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4190
       Built: 1989
    Monthly Fee: $137
       Tax: $7,558 (2025)
    Community: Cypress Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,848 (change assumption)
    Mortgage ($4,082) + Fees ($137) + Taxes in 2025 ($630)


    Taxes:$7,558

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $215,000289 Days on yellowkey   MLS ID: O6339713

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

    REDUCED by $10,000 (4.4%) on 04/13/2026

    For Sale O6339713 - 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1419
       Built: 2006
    Monthly Fee: $250
       Tax: $1,325 (2024)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,538 (change assumption)
    Mortgage ($1,178) + Fees ($250) + Taxes in 2024 ($110)


    Taxes:$1,325

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 472 ARCHAIC DR, WINTER HAVEN, FL 33880

    $538,00015 Days on yellowkey   MLS ID: L4962519

    For Sale L4962519 - 472 ARCHAIC DR, WINTER HAVEN, FL 33880 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2725
       Built: 2003
    Monthly Fee: $79
       Tax: $3,572 (2025)
    Community: Village Spirit Lake Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,325 (change assumption)
    Mortgage ($2,948) + Fees ($79) + Taxes in 2025 ($298)


    Taxes:$3,572

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1522 ECKART DR, WINTER HAVEN, FL 33881

    $359,99980 Days on yellowkey   MLS ID: L4959745

    REDUCED by $19,901 (5.2%) on 06/08/2026

    For Sale L4959745 - 1522 ECKART DR, WINTER HAVEN, FL 33881 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1524
       Built: 1982   Tax: $3,192 (2025)
    Community: Rochelle Gardens
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($266)


    Taxes:$3,192

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 447 SAN JOSE DR, WINTER HAVEN, FL 33884

    $239,900129 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


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $335,00071 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


  • 3036 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $239,99021 Days on yellowkey   MLS ID: O6412167

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

    REDUCED by $7,000 (2.8%) on 06/01/2026

    For Sale O6412167 - 3036 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1423
       Built: 2026
    Monthly Fee: $193
       Tax: $32 (2025)
    Community: Serenity At Peace Creek Th
    Townhouse


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,315) + Fees ($193) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: None

    High School: Bartow High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 4420 LIMEWOOD ST, WINTER HAVEN, FL 33880

    $105,000149 Days on yellowkey   MLS ID: S5142224

    REDUCED by $7,000 (6.3%) on 06/08/2026

    For Sale S5142224 - 4420 LIMEWOOD ST, WINTER HAVEN, FL 33880 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 864
       Built: 1980
    Monthly Fee: $159
       Tax: $708 (2025)
    Community: Oakwood Estates
    Manufactured Home


    Estimated Monthly Payment: $793 (change assumption)
    Mortgage ($575) + Fees ($159) + Taxes in 2025 ($59)


    Taxes:$708

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3040 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $242,49060 Days on yellowkey   MLS ID: O6400954

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

    REDUCED by $10,000 (4.0%) on 05/14/2026

    For Sale O6400954 - 3040 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1423
       Built: 2026
    Monthly Fee: $193
       Tax: $32 (2025)
    Community: Serenity At Peace Creek Th
    Townhouse


    Estimated Monthly Payment: $1,524 (change assumption)
    Mortgage ($1,329) + Fees ($193) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: None

    High School: Bartow High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 3056 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $222,49060 Days on yellowkey   MLS ID: O6401065

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

    REDUCED by $5,000 (2.2%) on 05/14/2026

    For Sale O6401065 - 3056 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1386
       Built: 2026
    Monthly Fee: $193
       Tax: $32 (2025)
    Community: Serenity At Peace Creek Th
    Townhouse


    Estimated Monthly Payment: $1,415 (change assumption)
    Mortgage ($1,219) + Fees ($193) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: None

    High School: Bartow High

    Tax Year: 2025

    Middle School: Bartow Middle


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

    $374,000101 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

    $324,99985 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


  • 106 LANTERN LN, WINTER HAVEN, FL 33884

    $212,000156 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




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.