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Winter Haven Single Family Homes For Sale - 667 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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  • 450 AVENUE B NE, WINTER HAVEN, FL 33881

    $259,000155 Days on yellowkey   MLS ID: TB8448756

    For Sale TB8448756 - 450 AVENUE B NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1624
       Built: 1946   Tax: $3,747 (2024)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($312)


    Taxes:$3,747

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $469,90023 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


  • 1125 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $295,000131 Days on yellowkey   MLS ID: S5140049

    REDUCED by $4,500 (1.5%) on 04/09/2026

    For Sale S5140049 - 1125 BRENTON MANOR DR, WINTER HAVEN, FL 33881 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1576
       Built: 2014
    Monthly Fee: $32
       Tax: $115 (2024)
    Community: Brenton Manor
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,658 (change assumption)
    Mortgage ($1,616) + Fees ($32) + Taxes in 2024 ($10)


    Taxes:$115

    Elementary School: Alta Vista Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 2302 BRASSIE CT, WINTER HAVEN, FL 33884

    $269,900152 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


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

    $279,90063 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


  • 5158 OLD BARTOW EAGLE LAKE RD, WINTER HAVEN, FL 33880

    $259,00051 Days on yellowkey   MLS ID: P4937993

    1 Days Off yellowkey (back on 3/7/2026)

    For Sale P4937993 - 5158 OLD BARTOW EAGLE LAKE RD, WINTER HAVEN, FL 33880 63 photos

    Bed: 5   Bath: 2.0
    Liv Area Sq Ft: 2056
       Built: 1939   Tax: $3,740 (2025)
    Community: Millsite Shores
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($312)


    Taxes:$3,740

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1150 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $278,900131 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

    $300,000108 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

    $344,99975 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

    $318,99993 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

    $354,99947 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

    $405,000241 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

    $290,00014 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

    $449,00052 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

    $815,00096 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


  • 1658 TEAGAN LN, WINTER HAVEN, FL 33884

    $315,99012 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


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $269,90012 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


  • 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $489,000181 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

    $265,00012 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

    $350,00013 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




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.