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Winter Haven Single Family Homes For Sale - 799 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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  • 250 VOLUSIA DR, WINTER HAVEN, FL 33884

    $294,000135 Days on yellowkey   MLS ID: L4958940

    REDUCED by $5,000 (1.7%) on 06/16/2026

    For Sale L4958940 - 250 VOLUSIA DR, WINTER HAVEN, FL 33884 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1449
       Built: 1974   Tax: $2,344 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,611) + Taxes in 2025 ($195)


    Taxes:$2,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $319,000204 Days on yellowkey   MLS ID: B4902112

    For Sale B4902112 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $68
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,748) + Fees ($68) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 878 KILLEARN BLVD, WINTER HAVEN, FL 33880

    $245,000138 Days on yellowkey   MLS ID: O6377826

    REDUCED by $10,000 (3.9%) on 05/23/2026

    SHORT SALE O6377826 - 878 KILLEARN BLVD, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1983   Tax: $3,710 (2025)
    Community: Cinnamon Ridge Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($309)


    Taxes:$3,710

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,50047 Days on yellowkey   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 1989
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,784 (change assumption)
    Mortgage ($3,394) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $319,950113 Days on yellowkey   MLS ID: L4959685

    REDUCED by $20,000 (5.9%) on 06/16/2026

    For Sale L4959685 - 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1517
       Built: 1985   Tax: $1,169 (2025)
    Community: Timber Wood
    Single Family


    Estimated Monthly Payment: $1,851 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($97)


    Taxes:$1,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3027 RICHMOND DR, WINTER HAVEN, FL 33884

    $289,00054 Days on yellowkey   MLS ID: L4961338

    REDUCED by $6,000 (2.0%) on 06/16/2026

    For Sale L4961338 - 3027 RICHMOND DR, WINTER HAVEN, FL 33884 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2006
    Monthly Fee: $236
       Tax: $3,832 (2025)
    Community: Richmond Square Ph 02
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,584) + Fees ($236) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $349,950119 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.8%) on 06/16/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($1,917) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $379,9992 Days on yellowkey   MLS ID: TB8519660

    For Sale TB8519660 - 276 TERRANOVA BLVD, WINTER HAVEN, FL 33884 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2262
       Built: 2005
    Monthly Fee: $55
       Tax: $2,996 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,387 (change assumption)
    Mortgage ($2,082) + Fees ($55) + Taxes in 2025 ($250)


    Taxes:$2,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 852 CINNAMON DR, WINTER HAVEN, FL 33880

    $235,0002 Days on yellowkey   MLS ID: O6416669

    For Sale O6416669 - 852 CINNAMON DR, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1981   Tax: $1,109 (2025)
    Community: Cinnamon Ridge Ph 02
    Single Family


    Estimated Monthly Payment: $1,380 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($92)


    Taxes:$1,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3905 WARBLER DR, WINTER HAVEN, FL 33880

    $282,90025 Days on yellowkey   MLS ID: G5112816

    4 Days Off yellowkey (back on 6/16/2026)

    INCREASED by $3,000 (1.1%) on 06/16/2026

    For Sale G5112816 - 3905 WARBLER DR, WINTER HAVEN, FL 33880 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2004
    Monthly Fee: $12
       Tax: $3,712 (2025)
    Community: Queens Cove Ph 04
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,871 (change assumption)
    Mortgage ($1,550) + Fees ($12) + Taxes in 2025 ($309)


    Taxes:$3,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 316 LAKE SMART CIR, WINTER HAVEN, FL 33881

    $274,90049 Days on yellowkey   MLS ID: L4961472

    REDUCED by $15,000 (5.2%) on 06/16/2026

    FORECLOSURE L4961472 - 316 LAKE SMART CIR, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1500
       Built: 2022
    Monthly Fee: $50
       Tax: $4,224 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $1,908 (change assumption)
    Mortgage ($1,506) + Fees ($50) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $374,999198 Days on yellowkey   MLS ID: TB8452537

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $5,000 (1.3%) on 06/09/2026

    For Sale TB8452537 - 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2892
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,332 (change assumption)
    Mortgage ($2,055) + 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


  • 1864 EMILY DR, WINTER HAVEN, FL 33884

    $291,900217 Days on yellowkey   MLS ID: TB8447490

    REDUCED by $1,000 (0.3%) on 06/12/2026

    For Sale TB8447490 - 1864 EMILY DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2005
    Monthly Fee: $25
       Tax: $3,788 (2024)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $1,940 (change assumption)
    Mortgage ($1,599) + Fees ($25) + Taxes in 2024 ($316)


    Taxes:$3,788

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1985 SARAH ST, WINTER HAVEN, FL 33884

    $298,00049 Days on yellowkey   MLS ID: P4938491

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $8,000 (2.6%) on 06/11/2026

    For Sale P4938491 - 1985 SARAH ST, WINTER HAVEN, FL 33884 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2025
    Monthly Fee: $14
       Tax: $3,519 (2025)
    Community: Peace Creek Reserve
    Single Family


    Estimated Monthly Payment: $1,940 (change assumption)
    Mortgage ($1,633) + Fees ($14) + Taxes in 2025 ($293)


    Taxes:$3,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 248 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $259,99053 Days on yellowkey   MLS ID: G5111557

    0 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $25,000 (8.8%) on 06/04/2026

    For Sale G5111557 - 248 MEREDITH BLVD, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 2026
    Monthly Fee: $6
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,472 (change assumption)
    Mortgage ($1,425) + Fees ($6) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $457,400212 Days on yellowkey   MLS ID: P4936971

    REDUCED by $2,500 (0.5%) on 06/16/2026

    For Sale P4936971 - 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 2014
    Monthly Fee: $17
       Tax: $4,603 (2024)
    Community: Island Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,907 (change assumption)
    Mortgage ($2,506) + Fees ($17) + Taxes in 2024 ($384)


    Taxes:$4,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 419 GREENFIELD RD, WINTER HAVEN, FL 33884

    $344,99018 Days on yellowkey   MLS ID: TB8513442

    REDUCED by $5,000 (1.4%) on 06/16/2026

    For Sale TB8513442 - 419 GREENFIELD RD, WINTER HAVEN, FL 33884 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1924
       Built: 1990
    Monthly Fee: $158
       Tax: $2,715 (2025)
    Community: Cypresswood Mdws
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,275 (change assumption)
    Mortgage ($1,890) + Fees ($158) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 919 AVENUE S SE, WINTER HAVEN, FL 33880

    $330,000238 Days on yellowkey   MLS ID: P4936785

    For Sale P4936785 - 919 AVENUE S SE, WINTER HAVEN, FL 33880 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1751
       Built: 1958   Tax: $3,916 (2024)
    Community: Almeda Park
    Single Family


    Estimated Monthly Payment: $2,134 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($326)


    Taxes:$3,916

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,000140 Days on yellowkey   MLS ID: S5142551

    REDUCED by $4,000 (1.1%) on 04/29/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2024
    Monthly Fee: $55
       Tax: $3,878 (2025)
    Community: Estates/Lk Florence
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($2,000) + Fees ($55) + Taxes in 2025 ($323)


    Taxes:$3,878

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 264 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $279,99093 Days on yellowkey   MLS ID: G5109678

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale G5109678 - 264 MEREDITH BLVD, WINTER HAVEN, FL 33881 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1598
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,582 (change assumption)
    Mortgage ($1,534) + Fees ($6) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier 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.