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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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  • 265 MAJESTIC GARDENS LN, WINTER HAVEN, FL 33880

    $310,0004 Days on yellowkey   MLS ID: L4962565

    For Sale L4962565 - 265 MAJESTIC GARDENS LN, WINTER HAVEN, FL 33880 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1951
       Built: 2006
    Monthly Fee: $33
       Tax: $4,273 (2025)
    Community: Gardens Ph 01
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,699) + Fees ($33) + Taxes in 2025 ($356)


    Taxes:$4,273

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $258,0004 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

    $273,900112 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


  • 871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884

    $213,000177 Days on yellowkey   MLS ID: O6367947

    For Sale O6367947 - 871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1264
       Built: 2002
    Monthly Fee: $23
       Tax: $543 (2024)
    Community: Reflections East Ph 02
    Single Family


    Estimated Monthly Payment: $1,235 (change assumption)
    Mortgage ($1,167) + Fees ($23) + Taxes in 2024 ($45)


    Taxes:$543

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


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

    $235,000242 Days on yellowkey   MLS ID: L4956531

    REDUCED by $5,000 (2.1%) on 06/08/2026

    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: $1,313 (change assumption)
    Mortgage ($1,288) + Taxes in 2024 ($26)


    Taxes:$308

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,50042 Days on yellowkey   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 1989
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,784 (change assumption)
    Mortgage ($3,394) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3322 OAK HILL PL, WINTER HAVEN, FL 33884

    $333,00042 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

    $365,000135 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

    $744,90015 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

    $215,000281 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

    $538,0007 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

    $288,000120 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

    $359,99972 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

    $239,900121 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


  • 3036 CAPTAIN JAX WAY, WINTER HAVEN, FL 33884

    $239,99013 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

    $269,999134 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


  • 4420 LIMEWOOD ST, WINTER HAVEN, FL 33880

    $105,000141 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

    $242,49052 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




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.