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Winter Haven Single Family Homes For Sale - 810 homes

Winter Haven Single Family Homes for Sale are located in Polk County, Florida. Find single family homes for sale in Winter Haven with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven single family houses.

Location: Winter Haven

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  • 3935 PALAZZO PL, WINTER HAVEN, FL 33884

    $290,000127 Days on yellowkey   MLS ID: L4960079

    SHORT SALE L4960079 - 3935 PALAZZO PL, WINTER HAVEN, FL 33884 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $250
       Tax: $6,788 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,589) + Fees ($250) + Taxes in 2025 ($566)


    Taxes:$6,788

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1114 30TH ST NW, WINTER HAVEN, FL 33881

    $120,00028 Days on yellowkey   MLS ID: TB8519843

    REDUCED by $10,000 (7.7%) on 07/07/2026

    For Sale TB8519843 - 1114 30TH ST NW, WINTER HAVEN, FL 33881 9 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 856
       Built: 1955   Tax: $2,419 (2025)
    Community: Rosewood Manor
    Single Family


    Estimated Monthly Payment: $859 (change assumption)
    Mortgage ($658) + Taxes in 2025 ($202)


    Taxes:$2,419

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $465,00046 Days on yellowkey   MLS ID: O6412012

    4 Days Off yellowkey (back on 7/7/2026)

    REDUCED by $10,000 (2.1%) on 06/26/2026

    For Sale O6412012 - 1061 SANDPIPER LOOP, WINTER HAVEN, FL 33881 49 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2472
       Built: 2023
    Monthly Fee: $63
       Tax: $5,302 (2025)
    Community: Chestnut Crk
    Single Family


    Estimated Monthly Payment: $3,053 (change assumption)
    Mortgage ($2,548) + Fees ($63) + Taxes in 2025 ($442)


    Taxes:$5,302

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881

    $205,000356 Days on yellowkey   MLS ID: P4935577

    REDUCED by $4,000 (1.9%) on 07/03/2026

    For Sale P4935577 - 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1190
       Built: 1946   Tax: $1,783 (2024)
    Community: Silvercrest Add
    Single Family


    Estimated Monthly Payment: $1,272 (change assumption)
    Mortgage ($1,123) + Taxes in 2024 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $262,500123 Days on yellowkey   MLS ID: S5145776

    REDUCED by $2,500 (0.9%) on 07/07/2026

    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: $2,064 (change assumption)
    Mortgage ($1,438) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $229,90035 Days on yellowkey   MLS ID: TB8517299

    0 Days Off yellowkey (back on 7/7/2026)

    For Sale TB8517299 - 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2007
    Monthly Fee: $52
       Tax: $1,217 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,413 (change assumption)
    Mortgage ($1,260) + Fees ($52) + Taxes in 2025 ($101)


    Taxes:$1,217

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $359,500251 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $400 (0.1%) on 07/07/2026

    For Sale TB8443346 - 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2020
    Monthly Fee: $30
       Tax: $5,440 (2024)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,453 (change assumption)
    Mortgage ($1,970) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1473 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881

    $260,00057 Days on yellowkey   MLS ID: TB8509100

    REDUCED by $15,000 (5.5%) on 07/07/2026

    For Sale TB8509100 - 1473 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2019
    Monthly Fee: $30
       Tax: $4,065 (2025)
    Community: Lucerne Park
    Single Family


    Estimated Monthly Payment: $1,793 (change assumption)
    Mortgage ($1,425) + Fees ($30) + Taxes in 2025 ($339)


    Taxes:$4,065

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881

    $269,00067 Days on yellowkey   MLS ID: TB8506713

    REDUCED by $10,000 (3.6%) on 07/07/2026

    For Sale TB8506713 - 1373 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2019
    Monthly Fee: $30
       Tax: $4,363 (2025)
    Community: Lucerne Park
    Single Family


    Estimated Monthly Payment: $1,867 (change assumption)
    Mortgage ($1,474) + Fees ($30) + Taxes in 2025 ($364)


    Taxes:$4,363

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880

    $279,900221 Days on yellowkey   MLS ID: P4937137

    2 Days Off yellowkey (back on 7/1/2026)

    REDUCED by $10,000 (3.4%) on 05/11/2026

    For Sale P4937137 - 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1429
       Built: 2014
    Monthly Fee: $68
       Tax: $1,888 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,759 (change assumption)
    Mortgage ($1,534) + Fees ($68) + Taxes in 2024 ($157)


    Taxes:$1,888

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5135 KINSLEY DR, WINTER HAVEN, FL 33884

    $319,950413 Days on yellowkey   MLS ID: S5127745

    INCREASED by $4,951 (1.6%) on 05/05/2026

    For Sale S5127745 - 5135 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: $1,791 (change assumption)
    Mortgage ($1,753) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5163 KINSLEY DR, WINTER HAVEN, FL 33884

    $339,999365 Days on yellowkey   MLS ID: S5130838

    For Sale S5130838 - 5163 KINSLEY DR, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,863) + 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

    $324,999334 Days on yellowkey   MLS ID: S5132794

    REDUCED by $10,000 (3.0%) on 06/26/2026

    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: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,819 (change assumption)
    Mortgage ($1,781) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5171 KINSLEY DR, WINTER HAVEN, FL 33884

    $336,899323 Days on yellowkey   MLS ID: S5133352

    REDUCED by $3,100 (0.9%) on 05/05/2026

    For Sale S5133352 - 5171 KINSLEY DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,846) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,521105 Days on yellowkey   MLS ID: S5146851

    REDUCED by $478 (0.1%) on 05/20/2026

    For Sale S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,915) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $266,90088 Days on yellowkey   MLS ID: G5111142

    REDUCED by $5,000 (1.8%) on 07/07/2026

    SHORT SALE G5111142 - 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2022
    Monthly Fee: $13
       Tax: $3,310 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,462) + Fees ($13) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5331 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,999253 Days on yellowkey   MLS ID: S5137804

    INCREASED by $5,000 (1.4%) on 06/11/2026

    For Sale S5137804 - 5331 MICKEY AVE, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2670
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,918) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1209 SAWGRASS DR, WINTER HAVEN, FL 33884

    $439,000176 Days on yellowkey   MLS ID: P4937555

    For Sale P4937555 - 1209 SAWGRASS DR, WINTER HAVEN, FL 33884 72 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2017
    Monthly Fee: $5
       Tax: $4,304 (2025)
    Community: Lake Ashton West Ph Ii South
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,769 (change assumption)
    Mortgage ($2,405) + Fees ($5) + Taxes in 2025 ($359)


    Taxes:$4,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1658 TEAGAN LN, WINTER HAVEN, FL 33884

    $315,99097 Days on yellowkey   MLS ID: S5146407

    For Sale S5146407 - 1658 TEAGAN LN, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $4,170 (2025)
    Community: Peace Creek Reserve
    Single Family


    Estimated Monthly Payment: $2,095 (change assumption)
    Mortgage ($1,731) + Fees ($16) + Taxes in 2025 ($348)


    Taxes:$4,170

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2782 ADELINE AVE, WINTER HAVEN, FL 33881

    $266,900118 Days on yellowkey   MLS ID: O6391785

    2 Days Off yellowkey (back on 7/7/2026)

    REDUCED by $13,000 (4.6%) on 06/30/2026

    For Sale O6391785 - 2782 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,758 (change assumption)
    Mortgage ($1,462) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

Winter Haven home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Haven. You can use our website to view Multiple Listing Service (MLS) data on Winter Haven single family homes. 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 single family home 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.