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Winter Haven Homes For Sale & Real Estate - 790 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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  • 2218 ABBEY RD, WINTER HAVEN, FL 33880

    $189,900356 Days on yellowkey   MLS ID: O6301632

    For Sale O6301632 - 2218 ABBEY RD, WINTER HAVEN, FL 33880 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1252
       Built: 1984
    Monthly Fee: $135
       Tax: $2,635 (2024)
    Community: Stonebridge Vls Ph 02
    Spa: No

    Villa


    Estimated Monthly Payment: $1,395 (change assumption)
    Mortgage ($1,041) + Fees ($135) + Taxes in 2024 ($220)


    Taxes:$2,635

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1776 6TH STREET NW #305, WINTER HAVEN, FL 33881

    $155,00029 Days on yellowkey   MLS ID: P4938080

    4 Days Off yellowkey (back on 4/13/2026)

    For Sale P4938080 - 1776 6TH STREET NW #305, WINTER HAVEN, FL 33881 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1549
       Built: 1974
    Monthly Fee: $650
       Tax: $576 (2025)
    Community: Lakeridge Condo
    Condo


    Estimated Monthly Payment: $1,547 (change assumption)
    Mortgage ($849) + Fees ($650) + Taxes in 2025 ($48)


    Taxes:$576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1522 ECKART DR, WINTER HAVEN, FL 33881

    $389,99912 Days on yellowkey   MLS ID: L4959745

    REDUCED by $10,001 (2.5%) on 04/13/2026

    For Sale L4959745 - 1522 ECKART DR, WINTER HAVEN, FL 33881 47 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: $2,403 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($266)


    Taxes:$3,192

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5520 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $279,999249 Days on yellowkey   MLS ID: TB8415205

    0 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $10,000 (3.4%) on 04/07/2026

    For Sale TB8415205 - 5520 TAVERNA LOOP, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $18
       Tax: $2,292 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,743 (change assumption)
    Mortgage ($1,534) + Fees ($18) + Taxes in 2025 ($191)


    Taxes:$2,292

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000161 Days on yellowkey   MLS ID: L4956453

    For Sale L4956453 - 21 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,325 (2024)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,562) + Fees ($310) + Taxes in 2024 ($277)


    Taxes:$3,325

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $274,90031 Days on yellowkey   MLS ID: S5145776

    For Sale S5145776 - 4019 CARTERET DR, WINTER HAVEN, FL 33884 57 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: $2,132 (change assumption)
    Mortgage ($1,506) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $303,90019 Days on yellowkey   MLS ID: TB8490344

    For Sale TB8490344 - 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,665) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $269,99911 Days on yellowkey   MLS ID: O6395048

    3 Days Off yellowkey (back on 4/13/2026)

    For Sale O6395048 - 2708 ATTWATER LOOP, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1561
       Built: 2017
    Monthly Fee: $486
       Tax: $769 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,029 (change assumption)
    Mortgage ($1,479) + Fees ($486) + Taxes in 2025 ($64)


    Taxes:$769

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $299,000347 Days on yellowkey   MLS ID: O6305100

    SHORT SALE O6305100 - 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2332
       Built: 2023
    Monthly Fee: $102
       Tax: $4,760 (2024)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,137 (change assumption)
    Mortgage ($1,638) + Fees ($102) + Taxes in 2024 ($397)


    Taxes:$4,760

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900387 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00026 Days on yellowkey   MLS ID: S5145959

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5147 KINSLEY DR, WINTER HAVEN, FL 33884

    $318,635320 Days on yellowkey   MLS ID: S5127810

    INCREASED by $3,636 (1.2%) on 04/13/2026

    For Sale S5127810 - 5147 KINSLEY DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,784 (change assumption)
    Mortgage ($1,746) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5323 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,999242 Days on yellowkey   MLS ID: S5132794

    INCREASED by $5,000 (1.5%) on 04/13/2026

    For Sale S5132794 - 5323 MICKEY AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $3

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,808) + Fees ($3) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5351 MICKEY AVE, WINTER HAVEN, FL 33884

    $299,999144 Days on yellowkey   MLS ID: S5138935

    INCREASED by $10,049 (3.5%) on 04/13/2026

    For Sale S5138935 - 5351 MICKEY AVE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,682 (change assumption)
    Mortgage ($1,644) + Fees ($38) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $229,9004 Days on yellowkey   MLS ID: A4688897

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale A4688897 - 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2007   Tax: $1,610 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $825,00025 Days on yellowkey   MLS ID: L4960380

    REDUCED by $9,900 (1.2%) on 04/13/2026

    For Sale L4960380 - 1 BROGDEN CT SE, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 3020
       Built: 2022   Tax: $9,754 (2025)
    Community: Brogden Point Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,333 (change assumption)
    Mortgage ($4,520) + Taxes in 2025 ($813)


    Taxes:$9,754

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $495,00038 Days on yellowkey   MLS ID: L4959864

    REDUCED by $4,900 (1.0%) on 04/13/2026

    For Sale L4959864 - 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2467
       Built: 2018
    Monthly Fee: $133
       Tax: $2,645 (2025)
    Community: Crossroads At Lake Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,066 (change assumption)
    Mortgage ($2,712) + Fees ($133) + Taxes in 2025 ($220)


    Taxes:$2,645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4502 RAPALLO AVE, WINTER HAVEN, FL 33884

    $340,990Listed 04/13/2026 9:00AM   MLS ID: L4961043

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale L4961043 - 4502 RAPALLO AVE, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,886 (change assumption)
    Mortgage ($1,868) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2436 EDWIN ST NE, WINTER HAVEN, FL 33881

    $249,75272 Days on yellowkey   MLS ID: P4937644

    REDUCED by $2 (0.0%) on 04/13/2026

    For Sale P4937644 - 2436 EDWIN ST NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1813
       Built: 2026   Tax: $313 (2025)
    Community: Smart Sub
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,395 (change assumption)
    Mortgage ($1,368) + Taxes in 2025 ($26)


    Taxes:$313

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4494 RAPALLO AVE, WINTER HAVEN, FL 33884

    $316,90018 Days on yellowkey   MLS ID: L4960627

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale L4960627 - 4494 RAPALLO AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,736) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.