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Winter Haven Single Family Homes For Sale - 797 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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  • 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,49941 Days on yellowkey   MLS ID: TB8507486

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8507486 - 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,778) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99941 Days on yellowkey   MLS ID: TB8507170

    REDUCED by $1,446 (0.4%) on 05/19/2026

    For Sale TB8507170 - 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,000) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 936 AVENUE T SE, WINTER HAVEN, FL 33880

    $18,00090 Days on yellowkey   MLS ID: O6392455

    2 Days Off yellowkey (back on 5/17/2026)

    REDUCED by $262,000 (93.6%) on 05/19/2026

    SHORT SALE O6392455 - 936 AVENUE T SE, WINTER HAVEN, FL 33880 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1410
       Built: 1960   Tax: $3,545 (2025)
    Community: Woodmere
    Single Family


    Estimated Monthly Payment: $394 (change assumption)
    Mortgage ($99) + Taxes in 2025 ($295)


    Taxes:$3,545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $299,90036 Days on yellowkey   MLS ID: P4938726

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale P4938726 - 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1784
       Built: 2007
    Monthly Fee: $5
       Tax: $3,423 (2025)
    Community: Lake Ashton West Ph I
    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,643) + Fees ($5) + Taxes in 2025 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880

    $279,900198 Days on yellowkey   MLS ID: P4937137

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

    For Sale P4937137 - 874 BUCCANEER BLVD, WINTER HAVEN, FL 33880 34 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


  • 213 CLEVELAND AVE, WINTER HAVEN, FL 33881

    $180,00082 Days on yellowkey   MLS ID: P4938281

    REDUCED by $10,000 (5.3%) on 05/19/2026

    For Sale P4938281 - 213 CLEVELAND AVE, WINTER HAVEN, FL 33881 38 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 728
       Built: 1949   Tax: $1,588 (2025)
    Community: Eastwood Sub
    Single Family


    Estimated Monthly Payment: $1,119 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 401 ROBERT AVE, WINTER HAVEN, FL 33880

    $249,900213 Days on yellowkey   MLS ID: O6362338

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6362338 - 401 ROBERT AVE, WINTER HAVEN, FL 33880 32 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1195
       Built: 2019   Tax: $3,206 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,636 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($267)


    Taxes:$3,206

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3843 ELOISE ESTATES CT, WINTER HAVEN, FL 33881

    $280,000254 Days on yellowkey   MLS ID: P4936639

    For Sale P4936639 - 3843 ELOISE ESTATES CT, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2014
    Monthly Fee: $88
       Tax: $3,237 (2024)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,534) + Fees ($88) + Taxes in 2024 ($270)


    Taxes:$3,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 731 CANBERRA RD, WINTER HAVEN, FL 33884

    $325,000212 Days on yellowkey   MLS ID: L4957294

    0 Days Off yellowkey (back on 5/6/2026)

    REDUCED by $10,000 (3.0%) on 04/25/2026

    For Sale L4957294 - 731 CANBERRA RD, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1989
    Monthly Fee: $17
       Tax: $2,207 (2024)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,982 (change assumption)
    Mortgage ($1,781) + Fees ($17) + Taxes in 2024 ($184)


    Taxes:$2,207

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $275,00034 Days on yellowkey   MLS ID: TB8509100

    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: $1,876 (change assumption)
    Mortgage ($1,507) + 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


  • 4450 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,00086 Days on yellowkey   MLS ID: O6394240

    REDUCED by $6,000 (1.7%) on 05/18/2026

    For Sale O6394240 - 4450 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2480
       Built: 2024
    Monthly Fee: $18
       Tax: $6,608 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($1,857) + Fees ($18) + Taxes in 2025 ($551)


    Taxes:$6,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1646 TRESSEL CT, WINTER HAVEN, FL 33881

    $290,00066 Days on yellowkey   MLS ID: P4938246

    For Sale P4938246 - 1646 TRESSEL CT, WINTER HAVEN, FL 33881 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $50
       Tax: $4,864 (2025)
    Community: Buckeye Trace
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,589) + Fees ($50) + Taxes in 2025 ($405)


    Taxes:$4,864

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 419 BIGSTAFF CT, WINTER HAVEN, FL 33884

    $269,90038 Days on yellowkey   MLS ID: L4961921

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale L4961921 - 419 BIGSTAFF CT, WINTER HAVEN, FL 33884 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1405
       Built: 1998
    Monthly Fee: $24
       Tax: $1,562 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,479) + Fees ($24) + Taxes in 2025 ($130)


    Taxes:$1,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1228 DENALI DR, WINTER HAVEN, FL 33881

    $315,000291 Days on yellowkey   MLS ID: P4936142

    For Sale P4936142 - 1228 DENALI DR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $73
       Tax: $4,208 (2024)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,726) + Fees ($73) + Taxes in 2024 ($351)


    Taxes:$4,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $254,00078 Days on yellowkey   MLS ID: B4902225

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $5,000 (1.9%) on 05/05/2026

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2006
    Monthly Fee: $484
       Tax: $1,588 (2024)
    Community: Traditions Phase 1
    Single Family


    Estimated Monthly Payment: $2,008 (change assumption)
    Mortgage ($1,392) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 420 ITUNA CIR, WINTER HAVEN, FL 33881

    $324,900201 Days on yellowkey   MLS ID: L4957641

    0 Days Off yellowkey (back on 5/18/2026)

    For Sale L4957641 - 420 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,780) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 961 HAROLD PASS, WINTER HAVEN, FL 33884

    $259,90074 Days on yellowkey   MLS ID: O6397178

    REDUCED by $5,100 (1.9%) on 05/18/2026

    For Sale O6397178 - 961 HAROLD PASS, WINTER HAVEN, FL 33884 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1432
       Built: 2024
    Monthly Fee: $16
       Tax: $6,703 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $1,999 (change assumption)
    Mortgage ($1,424) + Fees ($16) + Taxes in 2025 ($559)


    Taxes:$6,703

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 254 CLOVERDALE RD, WINTER HAVEN, FL 33884

    $259,90068 Days on yellowkey   MLS ID: O6396049

    For Sale O6396049 - 254 CLOVERDALE RD, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1463
       Built: 2006
    Monthly Fee: $31
       Tax: $3,956 (2025)
    Community: Savanna Pointe
    Single Family


    Estimated Monthly Payment: $1,785 (change assumption)
    Mortgage ($1,424) + Fees ($31) + Taxes in 2025 ($330)


    Taxes:$3,956

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 505 HOLT CIR, WINTER HAVEN, FL 33880

    $185,00035 Days on yellowkey   MLS ID: O6408441

    SHORT SALE O6408441 - 505 HOLT CIR, WINTER HAVEN, FL 33880 16 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1304
       Built: 1974   Tax: $3,187 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,279 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($266)


    Taxes:$3,187

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 525 AVENUE A NE, WINTER HAVEN, FL 33881

    $349,99996 Days on yellowkey   MLS ID: S5146036

    For Sale S5146036 - 525 AVENUE A NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1870
       Built: 2006   Tax: $884 (2025)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($74)


    Taxes:$884

    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.