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Winter Haven Homes For Sale & Real Estate - 805 homes

Winter Haven homes for sale are located in Polk County, Florida. Find homes in Winter Haven for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven houses.

Location: Winter Haven

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  • 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


  • 2500 21ST ST NW #88, WINTER HAVEN, FL 33881

    $198,00059 Days on yellowkey   MLS ID: P4937851

    3 Days Off yellowkey (back on 3/31/2026)

    For Sale P4937851 - 2500 21ST ST NW #88, WINTER HAVEN, FL 33881 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1585
       Built: 1976
    Monthly Fee: $467
       Tax: $2,419 (2024)
    Community: Casa Del Sol Condo Village Ph 01
    Condo


    Estimated Monthly Payment: $1,753 (change assumption)
    Mortgage ($1,085) + Fees ($467) + Taxes in 2024 ($202)


    Taxes:$2,419

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 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


  • 1100 MARTINIQUE DR #208, WINTER HAVEN, FL 33884

    $94,999585 Days on yellowkey   MLS ID: P4931920

    For Sale P4931920 - 1100 MARTINIQUE DR #208, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1024
       Built: 1974
    Monthly Fee: $313
       Tax: $1,085 (2025)
    Community: Orchid Spgs Vill 300 Barcelona
    Condo


    Estimated Monthly Payment: $924 (change assumption)
    Mortgage ($521) + Fees ($313) + Taxes in 2025 ($90)


    Taxes:$1,085

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 2729 GLADIOLA RD, WINTER HAVEN, FL 33884

    $254,99082 Days on yellowkey   MLS ID: O6376046

    For Sale O6376046 - 2729 GLADIOLA RD, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1673
       Built: 2025
    Monthly Fee: $164
       Tax: $1,773 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Townhouse


    Estimated Monthly Payment: $1,709 (change assumption)
    Mortgage ($1,397) + Fees ($164) + Taxes in 2025 ($148)


    Taxes:$1,773

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 148 SWEET CIR, WINTER HAVEN, FL 33884

    $79,900369 Days on yellowkey   MLS ID: P4934464

    For Sale P4934464 - 148 SWEET CIR, WINTER HAVEN, FL 33884 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1248
       Built: 1986
    Monthly Fee: $280
       Tax: $1,163 (2024)
    Community: Orange Manor West Coop Inc
    Manufactured Home


    Estimated Monthly Payment: $815 (change assumption)
    Mortgage ($438) + Fees ($280) + Taxes in 2024 ($97)


    Taxes:$1,163

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 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


  • 126 BERMUDA CT, WINTER HAVEN, FL 33880

    $325,000519 Days on yellowkey   MLS ID: P4932418

    For Sale P4932418 - 126 BERMUDA CT, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2052
       Built: 1996   Tax: $2,859 (2024)
    Community: Lakewood Acres
    Manufactured Home


    Estimated Monthly Payment: $2,019 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($238)


    Taxes:$2,859

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 95 PARSON DR, WINTER HAVEN, FL 33884

    $115,000256 Days on yellowkey   MLS ID: P4935492

    For Sale P4935492 - 95 PARSON DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1176
       Built: 1984
    Monthly Fee: $282
       Tax: $1,200 (2024)
    Community: Orange Manor West Coop Inc
    Manufactured Home


    Estimated Monthly Payment: $1,012 (change assumption)
    Mortgage ($630) + Fees ($282) + Taxes in 2024 ($100)


    Taxes:$1,200

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 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




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Winter Haven home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. 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 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.