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Winter Haven Single Family Homes For Sale - 807 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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  • 440 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880

    $263,000191 Days on yellowkey   MLS ID: G5105497

    1 Days Off yellowkey (back on 4/15/2026)

    INCREASED by $23,000 (9.6%) on 04/15/2026

    SHORT SALE G5105497 - 440 KENSINGTON VIEW DR, WINTER HAVEN, FL 33880 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 2020
    Monthly Fee: $53
       Tax: $3,809 (2024)
    Community: Kensington View
    Single Family


    Estimated Monthly Payment: $1,812 (change assumption)
    Mortgage ($1,441) + Fees ($53) + Taxes in 2024 ($317)


    Taxes:$3,809

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4020 CARTERET DR, WINTER HAVEN, FL 33884

    $405,900105 Days on yellowkey   MLS ID: O6389154

    REDUCED by $14,000 (3.3%) on 05/22/2026

    For Sale O6389154 - 4020 CARTERET DR, WINTER HAVEN, FL 33884 28 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2282
       Built: 2015
    Monthly Fee: $484
       Tax: $3,537 (2025)
    Community: Traditions
    Single Family


    Estimated Monthly Payment: $3,003 (change assumption)
    Mortgage ($2,224) + Fees ($484) + Taxes in 2025 ($295)


    Taxes:$3,537

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $585,000106 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


  • 136 MADERA DR, WINTER HAVEN, FL 33880

    $175,000264 Days on yellowkey   MLS ID: L4956309

    0 Days Off yellowkey (back on 6/1/2026)

    SHORT SALE L4956309 - 136 MADERA DR, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1448
       Built: 1996   Tax: $2,625 (2026)
    Community: Madera Park Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,178 (change assumption)
    Mortgage ($959) + Taxes in 2026 ($219)


    Taxes:$2,625

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Westwood Middle


  • 1212 W LAKE BUCKEYE DR, WINTER HAVEN, FL 33881

    $375,00048 Days on yellowkey   MLS ID: L4961610

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale L4961610 - 1212 W LAKE BUCKEYE DR, WINTER HAVEN, FL 33881 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2395
       Built: 1962   Tax: $1,991 (2025)
    Community: Buckeye Hills
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($166)


    Taxes:$1,991

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 503 HOLT CIR, WINTER HAVEN, FL 33880

    $185,000409 Days on yellowkey   MLS ID: TB8384455

    0 Days Off yellowkey (back on 6/1/2026)

    SHORT SALE TB8384455 - 503 HOLT CIR, WINTER HAVEN, FL 33880 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1305
       Built: 1974   Tax: $2,956 (2024)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,260 (change assumption)
    Mortgage ($1,014) + Taxes in 2024 ($246)


    Taxes:$2,956

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $319,90083 Days on yellowkey   MLS ID: L4960750

    1 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $10,000 (3.0%) on 05/21/2026

    For Sale L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $5,617 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,226 (change assumption)
    Mortgage ($1,753) + Fees ($5) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 769 AVENUE Q SE, WINTER HAVEN, FL 33880

    $199,500115 Days on yellowkey   MLS ID: L4959823

    0 Days Off yellowkey (back on 6/1/2026)

    For Sale L4959823 - 769 AVENUE Q SE, WINTER HAVEN, FL 33880 26 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 960
       Built: 1969
    Monthly Fee: $110
       Tax: $1,783 (2025)
    Community: Parkland Village
    Single Family


    Estimated Monthly Payment: $1,352 (change assumption)
    Mortgage ($1,093) + Fees ($110) + Taxes in 2025 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 446 TERRANOVA ST, WINTER HAVEN, FL 33884

    $419,900120 Days on yellowkey   MLS ID: P4937910

    1 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $5,100 (1.2%) on 05/12/2026

    For Sale P4937910 - 446 TERRANOVA ST, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2121
       Built: 2004
    Monthly Fee: $55
       Tax: $2,816 (2025)
    Community: Terranova Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,590 (change assumption)
    Mortgage ($2,301) + Fees ($55) + Taxes in 2025 ($235)


    Taxes:$2,816

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884

    $289,90066 Days on yellowkey   MLS ID: L4961184

    For Sale L4961184 - 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1674
       Built: 1987
    Monthly Fee: $83
       Tax: $1,477 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,588) + Fees ($83) + Taxes in 2025 ($123)


    Taxes:$1,477

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5122 KINSLEY DR, WINTER HAVEN, FL 33884

    $422,948137 Days on yellowkey   MLS ID: S5143312

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

    For Sale S5143312 - 5122 KINSLEY DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,317) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 802 MARCIA LOOP, WINTER HAVEN, FL 33884

    $349,900117 Days on yellowkey   MLS ID: P4937120

    REDUCED by $10,000 (2.8%) on 06/01/2026

    For Sale P4937120 - 802 MARCIA LOOP, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2003
    Monthly Fee: $27
       Tax: $2,905 (2024)
    Community: Crystals Landing
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,917) + Fees ($27) + Taxes in 2024 ($242)


    Taxes:$2,905

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


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

    $238,900125 Days on yellowkey   MLS ID: P4937879

    0 Days Off yellowkey (back on 6/1/2026)

    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


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $384,90096 Days on yellowkey   MLS ID: O6392049

    REDUCED by $5,100 (1.3%) on 06/01/2026

    For Sale O6392049 - 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884 71 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2023
    Monthly Fee: $89
       Tax: $4,323 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,558 (change assumption)
    Mortgage ($2,109) + Fees ($89) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 851 VIENNA DR, WINTER HAVEN, FL 33884

    $279,90071 Days on yellowkey   MLS ID: L4961034

    REDUCED by $5,100 (1.8%) on 04/21/2026

    For Sale L4961034 - 851 VIENNA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1569
       Built: 2022
    Monthly Fee: $15
       Tax: $6,253 (2025)
    Community: Villamar Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,534) + Fees ($15) + Taxes in 2025 ($521)


    Taxes:$6,253

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1787 LAKEHILL DR, WINTER HAVEN, FL 33884

    $759,90057 Days on yellowkey   MLS ID: P4938572

    2 Days Off yellowkey (back on 5/31/2026)

    For Sale P4938572 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2024
    Monthly Fee: $86
       Tax: $1,460 (2024)
    Community: Woodpointe Phase Three
    Single Family


    Estimated Monthly Payment: $4,371 (change assumption)
    Mortgage ($4,164) + Fees ($86) + Taxes in 2024 ($122)


    Taxes:$1,460

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $419,000327 Days on yellowkey   MLS ID: P4935563

    REDUCED by $900 (0.2%) on 05/30/2026

    For Sale P4935563 - 1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881 54 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,762 (2024)
    Community: Crossroads At Lake Region
    Single Family


    Estimated Monthly Payment: $2,742 (change assumption)
    Mortgage ($2,296) + Fees ($133) + Taxes in 2024 ($314)


    Taxes:$3,762

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 8 THE VILLAGE BLVD, WINTER HAVEN, FL 33880

    $349,90048 Days on yellowkey   MLS ID: O6404562

    1 Days Off yellowkey (back on 5/31/2026)

    For Sale O6404562 - 8 THE VILLAGE BLVD, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1973
       Built: 2002
    Monthly Fee: $79
       Tax: $2,778 (2025)
    Community: Village Spirit Lake Ph 02
    Single Family


    Estimated Monthly Payment: $2,228 (change assumption)
    Mortgage ($1,917) + Fees ($79) + Taxes in 2025 ($231)


    Taxes:$2,778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2014 10TH ST NW, WINTER HAVEN, FL 33881

    $215,000159 Days on yellowkey   MLS ID: O6374317

    2 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $5,000 (2.3%) on 05/08/2026

    For Sale O6374317 - 2014 10TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1229
       Built: 1953   Tax: $2,753 (2024)
    Community: Villa Manor
    Single Family


    Estimated Monthly Payment: $1,407 (change assumption)
    Mortgage ($1,178) + Taxes in 2024 ($229)


    Taxes:$2,753

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $300,00025 Days on yellowkey   MLS ID: S5150893

    For Sale S5150893 - 3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2020
    Monthly Fee: $43
       Tax: $3,896 (2025)
    Community: Country Walk/Winter Winter Hav
    Single Family


    Estimated Monthly Payment: $2,011 (change assumption)
    Mortgage ($1,644) + Fees ($43) + Taxes in 2025 ($325)


    Taxes:$3,896

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.