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Winter Haven Single Family Homes For Sale - 615 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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  • 3480 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $299,00088 Days on yellowkey   MLS ID: S5141950

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

    For Sale S5141950 - 3480 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2795
       Built: 2012
    Monthly Fee: $40
       Tax: $5,650 (2025)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,638) + Fees ($40) + Taxes in 2025 ($471)


    Taxes:$5,650

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 329 OKALOOSA DR, WINTER HAVEN, FL 33884

    $275,00025 Days on yellowkey   MLS ID: P4938205

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

    For Sale P4938205 - 329 OKALOOSA DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1900
       Built: 1972   Tax: $1,593 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($133)


    Taxes:$1,593

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 569 REGGIE RD, WINTER HAVEN, FL 33884

    $320,00014 Days on yellowkey   MLS ID: L4960715

    For Sale L4960715 - 569 REGGIE RD, WINTER HAVEN, FL 33884 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $6,476 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,753) + Fees ($16) + Taxes in 2025 ($540)


    Taxes:$6,476

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 153 STEVENSON RD, WINTER HAVEN, FL 33884

    $339,90014 Days on yellowkey   MLS ID: L4960685

    For Sale L4960685 - 153 STEVENSON RD, WINTER HAVEN, FL 33884 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1867
       Built: 1961   Tax: $4,041 (2025)
    Community: Garden Grove
    Single Family


    Estimated Monthly Payment: $2,199 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($337)


    Taxes:$4,041

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 213 CLEVELAND AVE, WINTER HAVEN, FL 33881

    $190,00014 Days on yellowkey   MLS ID: P4938281

    For Sale P4938281 - 213 CLEVELAND AVE, WINTER HAVEN, FL 33881 38 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 728
       Built: 1949   Tax: $1,588 (2025)
    Community: Eastwood Sub
    Single Family


    Estimated Monthly Payment: $1,173 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,52114 Days on yellowkey   MLS ID: S5146851

    For Sale S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,915) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 126 LAKE REGION CIRCLE, WINTER HAVEN, FL 33881

    $400,000180 Days on yellowkey   MLS ID: P4936583

    For Sale P4936583 - 126 LAKE REGION CIRCLE, WINTER HAVEN, FL 33881 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2142
       Built: 2003
    Monthly Fee: $95
       Tax: $3,169 (2025)
    Community: Gates Of Lake Region
    Single Family


    Estimated Monthly Payment: $2,551 (change assumption)
    Mortgage ($2,192) + Fees ($95) + Taxes in 2025 ($264)


    Taxes:$3,169

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4094 GREAT EGRET DR, WINTER HAVEN, FL 33881

    $305,000223 Days on yellowkey   MLS ID: S5133843

    1 Days Off yellowkey (back on 3/9/2026)

    For Sale S5133843 - 4094 GREAT EGRET DR, WINTER HAVEN, FL 33881 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2019
    Monthly Fee: $12
       Tax: $4,235 (2024)
    Community: Lakeside Lndgs Ph 3
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,671) + Fees ($12) + Taxes in 2024 ($353)


    Taxes:$4,235

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Davenport School of the Arts


  • 3310 WHITE INDIGO RD, WINTER HAVEN, FL 33884

    $304,99050 Days on yellowkey   MLS ID: O6385000

    For Sale O6385000 - 3310 WHITE INDIGO RD, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $69
       Tax: $2,310 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,671) + Fees ($69) + Taxes in 2025 ($193)


    Taxes:$2,310

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3322 WHITE INDIGO RD, WINTER HAVEN, FL 33884

    $302,99050 Days on yellowkey   MLS ID: O6384999

    For Sale O6384999 - 3322 WHITE INDIGO RD, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $30
       Tax: $2,310 (2025)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $1,883 (change assumption)
    Mortgage ($1,660) + Fees ($30) + Taxes in 2025 ($193)


    Taxes:$2,310

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3815 POMELO, WINTER HAVEN, FL 33884

    $317,49050 Days on yellowkey   MLS ID: O6384844

    SHORT SALE O6384844 - 3815 POMELO, WINTER HAVEN, FL 33884 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2026
    Monthly Fee: $30
       Tax: $155 (2025)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $1,783 (change assumption)
    Mortgage ($1,740) + Fees ($30) + Taxes in 2025 ($13)


    Taxes:$155

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3811 POMELO DR, WINTER HAVEN, FL 33884

    $321,49096 Days on yellowkey   MLS ID: O6372268

    For Sale O6372268 - 3811 POMELO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,048 (change assumption)
    Mortgage ($1,762) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3105 FIREBRUSH LN, WINTER HAVEN, FL 33884

    $291,99096 Days on yellowkey   MLS ID: O6372244

    For Sale O6372244 - 3105 FIREBRUSH LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $69
       Tax: $2,310 (2025)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $1,861 (change assumption)
    Mortgage ($1,600) + Fees ($69) + Taxes in 2025 ($193)


    Taxes:$2,310

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1726 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $306,99096 Days on yellowkey   MLS ID: O6372105

    For Sale O6372105 - 1726 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1593
       Built: 2025
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $1,968 (change assumption)
    Mortgage ($1,682) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 525 DRAYTON RD, WINTER HAVEN, FL 33884

    $289,90057 Days on yellowkey   MLS ID: R4910727

    REDUCED by $4,100 (1.4%) on 03/31/2026

    For Sale R4910727 - 525 DRAYTON RD, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2006
    Monthly Fee: $31
       Tax: $4,580 (2025)
    Community: Savanna Pointe
    Single Family


    Estimated Monthly Payment: $2,001 (change assumption)
    Mortgage ($1,588) + Fees ($31) + Taxes in 2025 ($382)


    Taxes:$4,580

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 4020 CARTERET DR, WINTER HAVEN, FL 33884

    $419,90035 Days on yellowkey   MLS ID: O6389154

    For Sale O6389154 - 4020 CARTERET DR, WINTER HAVEN, FL 33884 32 photos

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


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,301) + 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 Middle


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $369,95055 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.6%) on 03/31/2026

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

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


    Estimated Monthly Payment: $2,589 (change assumption)
    Mortgage ($2,027) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 730 CANBERRA RD, WINTER HAVEN, FL 33884

    $250,00049 Days on yellowkey   MLS ID: P4937918

    For Sale P4937918 - 730 CANBERRA RD, WINTER HAVEN, FL 33884 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1571
       Built: 1985
    Monthly Fee: $17
       Tax: $1,363 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,500 (change assumption)
    Mortgage ($1,370) + Fees ($17) + Taxes in 2025 ($114)


    Taxes:$1,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3807 POMELO DR, WINTER HAVEN, FL 33880

    $317,490112 Days on yellowkey   MLS ID: O6369075

    REDUCED by $4,000 (1.2%) on 03/31/2026

    For Sale O6369075 - 3807 POMELO DR, WINTER HAVEN, FL 33880 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1672
       Built: 2025
    Monthly Fee: $69
       Tax: $2,605 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,740) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,605

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3316 WHITE INDIGO RD, WINTER HAVEN, FL 33884

    $292,99036 Days on yellowkey   MLS ID: O6389109

    For Sale O6389109 - 3316 WHITE INDIGO RD, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1504
       Built: 2026   Tax: $155 (2025)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $1,618 (change assumption)
    Mortgage ($1,605) + Taxes in 2025 ($13)


    Taxes:$155

    Elementary School: John Snively Elem

    High School: Lake Region High

    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.