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Winter Haven Single Family Homes For Sale - 749 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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  • 390 16TH ST NE, WINTER HAVEN, FL 33881

    $238,900105 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


  • 231 AVENUE A NE, WINTER HAVEN, FL 33881

    $195,00054 Days on yellowkey   MLS ID: L4960914

    REDUCED by $15,000 (7.1%) on 06/01/2026

    For Sale L4960914 - 231 AVENUE A NE, WINTER HAVEN, FL 33881 11 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1144
       Built: 1920   Tax: $2,944 (2025)
    Community: Winter Haven Heights
    Single Family


    Estimated Monthly Payment: $1,314 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($245)


    Taxes:$2,944

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $384,90076 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


  • 6103 GREY HERON DR, WINTER HAVEN, FL 33881

    $304,99934 Days on yellowkey   MLS ID: O6403532

    REDUCED by $1 (0.0%) on 06/01/2026

    For Sale O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2018
    Monthly Fee: $15
       Tax: $5,214 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,121 (change assumption)
    Mortgage ($1,671) + Fees ($15) + Taxes in 2025 ($434)


    Taxes:$5,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 337 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $294,990117 Days on yellowkey   MLS ID: O6379298

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

    For Sale O6379298 - 337 MEREDITH BLVD, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1480
       Built: 2026
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,616) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $339,95099 Days on yellowkey   MLS ID: L4959685

    REDUCED by $9,000 (2.6%) on 05/14/2026

    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: $1,960 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($97)


    Taxes:$1,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,9006 Days on yellowkey   MLS ID: P4938830

    For Sale P4938830 - 2954 PLANTATION RD, WINTER HAVEN, FL 33884 90 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4190
       Built: 1989
    Monthly Fee: $137
       Tax: $7,558 (2025)
    Community: Cypress Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,848 (change assumption)
    Mortgage ($4,082) + Fees ($137) + Taxes in 2025 ($630)


    Taxes:$7,558

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 460 PINEHURST CT, WINTER HAVEN, FL 33884

    $249,0006 Days on yellowkey   MLS ID: L4962087

    For Sale L4962087 - 460 PINEHURST CT, WINTER HAVEN, FL 33884 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1980
    Monthly Fee: $144
       Tax: $3,311 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,784 (change assumption)
    Mortgage ($1,364) + Fees ($144) + Taxes in 2025 ($276)


    Taxes:$3,311

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00058 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


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

    $268,750107 Days on yellowkey   MLS ID: P4937858

    REDUCED by $1,150 (0.4%) on 05/31/2026

    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: $1,766 (change assumption)
    Mortgage ($1,473) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 146 KINGS POND AVE, WINTER HAVEN, FL 33880

    $265,00012 Days on yellowkey   MLS ID: TB8511659

    For Sale TB8511659 - 146 KINGS POND AVE, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1228
       Built: 2004
    Monthly Fee: $17
       Tax: $2,546 (2025)
    Community: Kings Pond Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,452) + Fees ($17) + Taxes in 2025 ($212)


    Taxes:$2,546

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880

    $338,00047 Days on yellowkey   MLS ID: L4961188

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

    REDUCED by $6,900 (2.0%) on 05/08/2026

    For Sale L4961188 - 1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2009
    Monthly Fee: $50
       Tax: $4,839 (2025)
    Community: Normandy Heights
    Single Family


    Estimated Monthly Payment: $2,305 (change assumption)
    Mortgage ($1,852) + Fees ($50) + Taxes in 2025 ($403)


    Taxes:$4,839

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6006 NAVONA WAY, WINTER HAVEN, FL 33884

    $279,49969 Days on yellowkey   MLS ID: TB8490938

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8490938 - 6006 NAVONA WAY, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,809 (change assumption)
    Mortgage ($1,531) + 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


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $379,999184 Days on yellowkey   MLS ID: TB8452537

    REDUCED by $2,500 (0.7%) on 05/19/2026

    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: $2,359 (change assumption)
    Mortgage ($2,082) + 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


  • 5351 MICKEY AVE, WINTER HAVEN, FL 33884

    $308,950195 Days on yellowkey   MLS ID: S5138935

    INCREASED by $8,951 (3.0%) on 05/05/2026

    For Sale S5138935 - 5351 MICKEY AVE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,693) + Fees ($38) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6056 NAVONA WAY, WINTER HAVEN, FL 33884

    $274,999300 Days on yellowkey   MLS ID: TB8415411

    INCREASED by $5,000 (1.9%) on 05/06/2026

    For Sale TB8415411 - 6056 NAVONA WAY, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $18
       Tax: $2,271 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,714 (change assumption)
    Mortgage ($1,507) + Fees ($18) + Taxes in 2025 ($189)


    Taxes:$2,271

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5147 KINSLEY DR, WINTER HAVEN, FL 33884

    $299,999371 Days on yellowkey   MLS ID: S5127810

    REDUCED by $23,636 (7.3%) on 05/20/2026

    For Sale S5127810 - 5147 KINSLEY DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,682 (change assumption)
    Mortgage ($1,644) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 WYNDHAM DR, WINTER HAVEN, FL 33884

    $799,00083 Days on yellowkey   MLS ID: L4960173

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $900 (0.1%) on 04/02/2026

    For Sale L4960173 - 100 WYNDHAM DR, WINTER HAVEN, FL 33884 64 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3974
       Built: 2001
    Monthly Fee: $258
       Tax: $8,188 (2025)
    Community: Wyndham At Lake Winterset
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,318 (change assumption)
    Mortgage ($4,378) + Fees ($258) + Taxes in 2025 ($682)


    Taxes:$8,188

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1701 36TH ST NW, WINTER HAVEN, FL 33881

    $259,999109 Days on yellowkey   MLS ID: S5143914

    REDUCED by $3,000 (1.1%) on 05/20/2026

    For Sale S5143914 - 1701 36TH ST NW, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1815
       Built: 1960   Tax: $2,806 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,658 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($234)


    Taxes:$2,806

    Elementary School: Frank E. Brigham Academy

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 851 VIENNA DR, WINTER HAVEN, FL 33884

    $279,90051 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




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.