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Winter Haven Single Family Homes For Sale - 760 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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  • 3180 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $260,000128 Days on yellowkey   MLS ID: W7882124

    INCREASED by $10,000 (4.0%) on 05/18/2026

    SHORT SALE W7882124 - 3180 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2019
    Monthly Fee: $30
       Tax: $4,663 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,425) + Fees ($30) + Taxes in 2025 ($389)


    Taxes:$4,663

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00053 Days on yellowkey   MLS ID: P4938326

    For Sale P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2676
       Built: 2013
    Monthly Fee: $5
       Tax: $8,313 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($3,227) + Fees ($5) + Taxes in 2025 ($693)


    Taxes:$8,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $254,00056 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

    $324,900179 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


  • 2327 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529227 Days on yellowkey   MLS ID: L4956621

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

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4956621 - 2327 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 961 HAROLD PASS, WINTER HAVEN, FL 33884

    $259,90052 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

    $259,90046 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

    $185,00013 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


  • 116 MANDOLIN DR, WINTER HAVEN, FL 33884

    $365,00031 Days on yellowkey   MLS ID: O6403313

    REDUCED by $5,000 (1.4%) on 05/18/2026

    For Sale O6403313 - 116 MANDOLIN DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2009
    Monthly Fee: $56
       Tax: $5,678 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,529 (change assumption)
    Mortgage ($2,000) + Fees ($56) + Taxes in 2025 ($473)


    Taxes:$5,678

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 525 AVENUE A NE, WINTER HAVEN, FL 33881

    $349,99974 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


  • 1911 BROWN ST NE, WINTER HAVEN, FL 33881

    $259,900138 Days on yellowkey   MLS ID: O6373193

    For Sale O6373193 - 1911 BROWN ST NE, WINTER HAVEN, FL 33881 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1440
       Built: 2020   Tax: $3,345 (2025)
    Community: Not In A Subdivision
    Single Family


    Estimated Monthly Payment: $1,703 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($279)


    Taxes:$3,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 390 16TH ST NE, WINTER HAVEN, FL 33881

    $238,900101 Days on yellowkey   MLS ID: P4937879

    REDUCED by $1,000 (0.4%) on 04/07/2026

    For Sale P4937879 - 390 16TH ST NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2178
       Built: 1959   Tax: $3,631 (2025)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,309) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 353 MANDOLIN LN, WINTER HAVEN, FL 33884

    $379,00044 Days on yellowkey   MLS ID: L4961166

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

    For Sale L4961166 - 353 MANDOLIN LN, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2010
    Monthly Fee: $46
       Tax: $2,370 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,320 (change assumption)
    Mortgage ($2,077) + Fees ($46) + Taxes in 2025 ($198)


    Taxes:$2,370

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $405,000281 Days on yellowkey   MLS ID: P4935966

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

    For Sale P4935966 - 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2022
    Monthly Fee: $5
       Tax: $5,880 (2024)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,219) + Fees ($5) + Taxes in 2024 ($490)


    Taxes:$5,880

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1517 AXEL CIR, WINTER HAVEN, FL 33880

    $489,00013 Days on yellowkey   MLS ID: P4938741

    For Sale P4938741 - 1517 AXEL CIR, WINTER HAVEN, FL 33880 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2023
    Monthly Fee: $71
       Tax: $4,964 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $3,164 (change assumption)
    Mortgage ($2,679) + Fees ($71) + Taxes in 2025 ($414)


    Taxes:$4,964

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2415 BRASSIE CT, WINTER HAVEN, FL 33884

    $289,00046 Days on yellowkey   MLS ID: P4938435

    For Sale P4938435 - 2415 BRASSIE CT, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2022
    Monthly Fee: $18
       Tax: $2,101 (2025)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,584) + Fees ($18) + Taxes in 2025 ($175)


    Taxes:$2,101

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3931 AVENUE R NW, WINTER HAVEN, FL 33881

    $185,000446 Days on yellowkey   MLS ID: O6288718

    For Sale O6288718 - 3931 AVENUE R NW, WINTER HAVEN, FL 33881 6 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 928
       Built: 1956   Tax: $1,045 (2024)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,101 (change assumption)
    Mortgage ($1,014) + Taxes in 2024 ($87)


    Taxes:$1,045

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1124 SAWGRASS DR, WINTER HAVEN, FL 33884

    $360,000417 Days on yellowkey   MLS ID: P4934195

    REDUCED by $8,000 (2.2%) on 04/06/2026

    For Sale P4934195 - 1124 SAWGRASS DR, WINTER HAVEN, FL 33884 85 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2022
    Monthly Fee: $5
       Tax: $5,743 (2024)
    Community: Lake Ashton West Ph Ii South
    Single Family


    Estimated Monthly Payment: $2,456 (change assumption)
    Mortgage ($1,973) + Fees ($5) + Taxes in 2024 ($479)


    Taxes:$5,743

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $585,00082 Days on yellowkey   MLS ID: L4959857

    For Sale L4959857 - 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2512
       Built: 2021
    Monthly Fee: $5
       Tax: $10,832 (2025)
    Community: Lake Ashton West Ph Ii North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,205) + Fees ($5) + Taxes in 2025 ($903)


    Taxes:$10,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $309,00082 Days on yellowkey   MLS ID: P4938087

    For Sale P4938087 - 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2022
    Monthly Fee: $18
       Tax: $5,703 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,693) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,703

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence




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.