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Winter Haven Homes For Sale & Real Estate - 981 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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  • 2026 KINGS XING SW, WINTER HAVEN, FL 33880

    $229,9008 Days on yellowkey   MLS ID: O6410748

    REDUCED by $5,100 (2.2%) on 06/04/2026

    For Sale O6410748 - 2026 KINGS XING SW, WINTER HAVEN, FL 33880 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1980
    Monthly Fee: $165
       Tax: $3,604 (2025)
    Community: Stonebridge Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,725 (change assumption)
    Mortgage ($1,260) + Fees ($165) + Taxes in 2025 ($300)


    Taxes:$3,604

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881

    $209,000318 Days on yellowkey   MLS ID: P4935577

    REDUCED by $8,000 (3.7%) on 04/14/2026

    For Sale P4935577 - 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1190
       Built: 1946   Tax: $1,783 (2024)
    Community: Silvercrest Add
    Single Family


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,145) + Taxes in 2024 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 509 CLAYTON CIR, WINTER HAVEN, FL 33880

    $305,000100 Days on yellowkey   MLS ID: O6385911

    1 Days Off yellowkey (back on 3/23/2026)

    For Sale O6385911 - 509 CLAYTON CIR, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1974   Tax: $2,876 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($240)


    Taxes:$2,876

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 111 SUNSET DR E, WINTER HAVEN, FL 33881

    $200,000101 Days on yellowkey   MLS ID: P4937961

    REDUCED by $15,000 (7.0%) on 06/04/2026

    For Sale P4937961 - 111 SUNSET DR E, WINTER HAVEN, FL 33881 44 photos

    Bed: 4   Bath: 1.0
    Liv Area Sq Ft: 2078
       Built: 1964   Tax: $1,193 (2025)
    Community: Chris Brown Cemetery Replat
    Single Family


    Estimated Monthly Payment: $1,195 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($99)


    Taxes:$1,193

    Elementary School: Jewett School of the Arts

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2540 14TH ST SE, WINTER HAVEN, FL 33884

    $369,90010 Days on yellowkey   MLS ID: O6411362

    For Sale O6411362 - 2540 14TH ST SE, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1753
       Built: 1956   Tax: $3,789 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($316)


    Taxes:$3,789

    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

    $259,999112 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


  • 6004 KALEY DR, WINTER HAVEN, FL 33880

    $274,99043 Days on yellowkey   MLS ID: S5148589

    For Sale S5148589 - 6004 KALEY DR, WINTER HAVEN, FL 33880 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2004
    Monthly Fee: $14
       Tax: $4,038 (2025)
    Community: Sunridge Village East
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,507) + Fees ($14) + Taxes in 2025 ($336)


    Taxes:$4,038

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 118 CROTON RD, WINTER HAVEN, FL 33880

    $100,00051 Days on yellowkey   MLS ID: L4961165

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

    For Sale L4961165 - 118 CROTON RD, WINTER HAVEN, FL 33880 6 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1152
       Built: 1996   Tax: $1,027 (2025)
    Community: Kings Sub
    Manufactured Home


    Estimated Monthly Payment: $634 (change assumption)
    Mortgage ($548) + Taxes in 2025 ($86)


    Taxes:$1,027

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880

    $180,0008 Days on yellowkey   MLS ID: O6411867

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

    For Sale O6411867 - 2107 HIGH POINT AVE SW, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1014
       Built: 1976   Tax: $844 (2025)
    Community: High Point
    Single Family


    Estimated Monthly Payment: $1,057 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($70)


    Taxes:$844

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 126 LAKE REGION CIRCLE, WINTER HAVEN, FL 33881

    $400,000233 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
    Spa: No

    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


  • 1871 EMILY DR, WINTER HAVEN, FL 33884

    $312,50025 Days on yellowkey   MLS ID: S5149517

    For Sale S5149517 - 1871 EMILY DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2005
    Monthly Fee: $38
       Tax: $3,862 (2025)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,712) + Fees ($38) + Taxes in 2025 ($322)


    Taxes:$3,862

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 103 EAGLE LAKE LOOP RD, WINTER HAVEN, FL 33884

    $700,000775 Days on yellowkey   MLS ID: B4901530

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

    REDUCED by $300,000 (30.0%) on 04/17/2026

    For Sale B4901530 - 103 EAGLE LAKE LOOP RD, WINTER HAVEN, FL 33884 19 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 840
       Built: 1959   Tax: $1,907 (2023)
    Community: Not In Subdivision
    Single Family


    Estimated Monthly Payment: $3,994 (change assumption)
    Mortgage ($3,836) + Taxes in 2023 ($159)


    Taxes:$1,907

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3425 COVE CT E, WINTER HAVEN, FL 33880

    $255,00022 Days on yellowkey   MLS ID: O6408206

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

    For Sale O6408206 - 3425 COVE CT E, WINTER HAVEN, FL 33880 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1991
    Monthly Fee: $14
       Tax: $2,851 (2025)
    Community: Queens Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($1,397) + Fees ($14) + Taxes in 2025 ($238)


    Taxes:$2,851

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1290 N LAKE SHIPP DR N, WINTER HAVEN, FL 33880

    $795,00050 Days on yellowkey   MLS ID: L4961193

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

    For Sale L4961193 - 1290 N LAKE SHIPP DR N, WINTER HAVEN, FL 33880 57 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2001
       Built: 2021   Tax: $7,094 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $4,947 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($591)


    Taxes:$7,094

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3356 AVENUE Q NW, WINTER HAVEN, FL 33881

    $298,500298 Days on yellowkey   MLS ID: S5132588

    REDUCED by $500 (0.2%) on 06/04/2026

    For Sale S5132588 - 3356 AVENUE Q NW, WINTER HAVEN, FL 33881 15 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1488
       Built: 1980   Tax: $3,556 (2024)
    Community: Inwood
    Apartment


    Estimated Monthly Payment: $1,932 (change assumption)
    Mortgage ($1,636) + Taxes in 2024 ($296)


    Taxes:$3,556

    Elementary School: Fred G. Garnier Elem

    High School: Auburndale High School

    Tax Year: 2024

    Middle School: Westwood Middle


  • 428 GLENEAGLES CT, WINTER HAVEN, FL 33884

    $289,00085 Days on yellowkey   MLS ID: L4960230

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

    For Sale L4960230 - 428 GLENEAGLES CT, WINTER HAVEN, FL 33884 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1621
       Built: 1979
    Monthly Fee: $129
       Tax: $1,717 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,584) + Fees ($129) + Taxes in 2025 ($143)


    Taxes:$1,717

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 940 OLEANDER DR SE, WINTER HAVEN, FL 33880

    $250,000141 Days on yellowkey   MLS ID: S5141917

    For Sale S5141917 - 940 OLEANDER DR SE, WINTER HAVEN, FL 33880 26 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1527
       Built: 1958   Tax: $3,326 (2025)
    Community: Cooper Estates
    Single Family


    Estimated Monthly Payment: $1,647 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 29 ENCLAVE DR, WINTER HAVEN, FL 33884

    $259,90094 Days on yellowkey   MLS ID: L4959890

    For Sale L4959890 - 29 ENCLAVE DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 1995
    Monthly Fee: $433
       Tax: $1,844 (2025)
    Community: Cypresswood Enclave Ph 01
    Villa


    Estimated Monthly Payment: $2,011 (change assumption)
    Mortgage ($1,424) + Fees ($433) + Taxes in 2025 ($154)


    Taxes:$1,844

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1522 ECKART DR, WINTER HAVEN, FL 33881

    $379,90066 Days on yellowkey   MLS ID: L4959745

    REDUCED by $10,099 (2.6%) on 05/01/2026

    For Sale L4959745 - 1522 ECKART DR, WINTER HAVEN, FL 33881 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1524
       Built: 1982   Tax: $3,192 (2025)
    Community: Rochelle Gardens
    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($266)


    Taxes:$3,192

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3440 GRENVILLE DR, WINTER HAVEN, FL 33884

    $248,90031 Days on yellowkey   MLS ID: O6401312

    REDUCED by $6,000 (2.4%) on 05/14/2026

    For Sale O6401312 - 3440 GRENVILLE DR, WINTER HAVEN, FL 33884 39 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1275
       Built: 2006
    Monthly Fee: $475
       Tax: $2,872 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,078 (change assumption)
    Mortgage ($1,364) + Fees ($475) + Taxes in 2025 ($239)


    Taxes:$2,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

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.