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Winter Haven Homes For Sale & Real Estate - 1002 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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  • 3322 OAK HILL PL, WINTER HAVEN, FL 33884

    $333,00044 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


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,000137 Days on yellowkey   MLS ID: S5142551

    REDUCED by $4,000 (1.1%) on 04/29/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2024
    Monthly Fee: $55
       Tax: $3,878 (2025)
    Community: Estates/Lk Florence
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($2,000) + Fees ($55) + Taxes in 2025 ($323)


    Taxes:$3,878

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,90017 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

    $215,000283 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

    $538,0009 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


  • 113 CITRUS DR, WINTER HAVEN, FL 33884

    $288,000122 Days on yellowkey   MLS ID: O6382305

    SHORT SALE O6382305 - 113 CITRUS DR, WINTER HAVEN, FL 33884 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2016
       Built: 1960   Tax: $3,241 (2024)
    Community: Elwood Heights
    Single Family


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,578) + Taxes in 2024 ($270)


    Taxes:$3,241

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1522 ECKART DR, WINTER HAVEN, FL 33881

    $359,99974 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

    $239,900123 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

    $265,00093 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

    $335,00065 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

    $239,99015 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


  • 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $269,999136 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


  • 4420 LIMEWOOD ST, WINTER HAVEN, FL 33880

    $105,000143 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

    $242,49054 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

    $222,49054 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

    $374,00095 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

    $324,99979 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

    $292,000165 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

    $212,000150 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

    $290,00039 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




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.