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Winter Haven Homes For Sale & Real Estate - 909 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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  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $469,90026 Days on yellowkey   MLS ID: S5146723

    For Sale S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881 49 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1828
       Built: 1948   Tax: $4,023 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2302 BRASSIE CT, WINTER HAVEN, FL 33884

    $269,900155 Days on yellowkey   MLS ID: S5138665

    For Sale S5138665 - 2302 BRASSIE CT, WINTER HAVEN, FL 33884 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2022
    Monthly Fee: $17
       Tax: $5,679 (2024)
    Community: Villamar Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,969 (change assumption)
    Mortgage ($1,479) + Fees ($17) + Taxes in 2024 ($473)


    Taxes:$5,679

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Middle


  • 4319 CHERRYWOOD ST, WINTER HAVEN, FL 33880

    $69,900110 Days on yellowkey   MLS ID: P4937395

    1 Days Off yellowkey (back on 4/9/2026)

    For Sale P4937395 - 4319 CHERRYWOOD ST, WINTER HAVEN, FL 33880 67 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1488
       Built: 1984
    Monthly Fee: $163
       Tax: $409 (2024)
    Community: Oakwood Estates
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $580 (change assumption)
    Mortgage ($383) + Fees ($163) + Taxes in 2024 ($34)


    Taxes:$409

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1568 S LAKE SHIPP DR, WINTER HAVEN, FL 33880

    $279,90066 Days on yellowkey   MLS ID: P4937858

    REDUCED by $5,000 (1.8%) on 04/09/2026

    For Sale P4937858 - 1568 S LAKE SHIPP DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1032
       Built: 1955   Tax: $3,517 (2025)
    Community: Lake Shipp Heights
    Single Family


    Estimated Monthly Payment: $1,827 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1150 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $278,900134 Days on yellowkey   MLS ID: O6366431

    REDUCED by $9,700 (3.4%) on 04/09/2026

    For Sale O6366431 - 1150 HIGH SEAS ST, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1702
       Built: 2013
    Monthly Fee: $67
       Tax: $3,910 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,528) + Fees ($67) + Taxes in 2024 ($326)


    Taxes:$3,910

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1301 EVALYN DR SE, WINTER HAVEN, FL 33880

    $300,000111 Days on yellowkey   MLS ID: L4957933

    For Sale L4957933 - 1301 EVALYN DR SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1817
       Built: 1954   Tax: $3,748 (2025)
    Community: Elbert Hills
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5548 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $344,99978 Days on yellowkey   MLS ID: TB8472684

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

    For Sale TB8472684 - 5548 TAVERNA LOOP, WINTER HAVEN, FL 33884 34 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,167 (change assumption)
    Mortgage ($1,890) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5405 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $318,99996 Days on yellowkey   MLS ID: TB8465865

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale TB8465865 - 5405 SAN PIETRO DR, WINTER HAVEN, FL 33884 30 photos

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


    Estimated Monthly Payment: $2,025 (change assumption)
    Mortgage ($1,748) + 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


  • 5389 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $354,99950 Days on yellowkey   MLS ID: TB8482823

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale TB8482823 - 5389 SAN PIETRO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,222 (change assumption)
    Mortgage ($1,945) + 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


  • 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $405,000244 Days on yellowkey   MLS ID: P4935966

    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


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00017 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4504 RIVIERA DR, WINTER HAVEN, FL 33884

    $449,00055 Days on yellowkey   MLS ID: P4937990

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale P4937990 - 4504 RIVIERA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1986   Tax: $2,327 (2025)
    Community: Cypress Grove Ph 04
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881

    $815,00099 Days on yellowkey   MLS ID: P4937480

    For Sale P4937480 - 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1977   Tax: $760 (2025)
    Community: Not In Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,529 (change assumption)
    Mortgage ($4,466) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 125 LAKE HAZEL DR, WINTER HAVEN, FL 33884

    $115,00022 Days on yellowkey   MLS ID: P4938311

    For Sale P4938311 - 125 LAKE HAZEL DR, WINTER HAVEN, FL 33884 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1985
    Monthly Fee: $279
       Tax: $1,272 (2025)
    Community: Orange Manor West Coop Inc
    Manufactured Home


    Estimated Monthly Payment: $1,015 (change assumption)
    Mortgage ($630) + Fees ($279) + Taxes in 2025 ($106)


    Taxes:$1,272

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $269,90015 Days on yellowkey   MLS ID: O6393480

    For Sale O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1991
    Monthly Fee: $8
       Tax: $3,704 (2025)
    Community: Planters Walk
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,479) + Fees ($8) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 409 VILLAGE CIR SW, WINTER HAVEN, FL 33880

    $138,90027 Days on yellowkey   MLS ID: L4960521

    REDUCED by $4,600 (3.2%) on 04/08/2026

    For Sale L4960521 - 409 VILLAGE CIR SW, WINTER HAVEN, FL 33880 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1986
    Monthly Fee: $55
       Tax: $1,274 (2025)
    Community: Village Park
    Manufactured Home


    Estimated Monthly Payment: $922 (change assumption)
    Mortgage ($761) + Fees ($55) + Taxes in 2025 ($106)


    Taxes:$1,274

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $489,000184 Days on yellowkey   MLS ID: L4956715

    1 Days Off yellowkey (back on 3/25/2026)

    For Sale L4956715 - 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,358 (2025)
    Community: Crossroads/Lk Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,092 (change assumption)
    Mortgage ($2,679) + Fees ($133) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 961 HAROLD PASS, WINTER HAVEN, FL 33884

    $265,00015 Days on yellowkey   MLS ID: O6397178

    For Sale O6397178 - 961 HAROLD PASS, WINTER HAVEN, FL 33884 1 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: $2,027 (change assumption)
    Mortgage ($1,452) + Fees ($16) + Taxes in 2025 ($559)


    Taxes:$6,703

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881

    $350,00016 Days on yellowkey   MLS ID: L4960890

    For Sale L4960890 - 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2087
       Built: 1985   Tax: $2,372 (2025)
    Community: College Grove Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,115 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($198)


    Taxes:$2,372

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881

    $229,00086 Days on yellowkey   MLS ID: S5142572

    0 Days Off yellowkey (back on 2/4/2026)

    For Sale S5142572 - 3034 SABAL BEND DR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2001
    Monthly Fee: $13
       Tax: $4,388 (2025)
    Community: Sabal Bend Ph 02
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,255) + Fees ($13) + Taxes in 2025 ($366)


    Taxes:$4,388

    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.