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Winter Haven Homes For Sale & Real Estate - 1002 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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  • 448 ITUNA CIR, WINTER HAVEN, FL 33881

    $318,9002 Days on yellowkey   MLS ID: L4962701

    For Sale L4962701 - 448 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,747) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 140 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $270,0001 Day on yellowkey   MLS ID: G5113525

    For Sale G5113525 - 140 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1479
       Built: 2022
    Monthly Fee: $58
       Tax: $3,522 (2025)
    Community: Krenson Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,831 (change assumption)
    Mortgage ($1,479) + Fees ($58) + Taxes in 2025 ($294)


    Taxes:$3,522

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5553 HOGAN LN, WINTER HAVEN, FL 33884

    $379,0001 Day on yellowkey   MLS ID: P4938985

    For Sale P4938985 - 5553 HOGAN LN, WINTER HAVEN, FL 33884 64 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1858
       Built: 2014
    Monthly Fee: $5
       Tax: $4,984 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,077) + Fees ($5) + Taxes in 2025 ($415)


    Taxes:$4,984

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3014 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $309,9901 Day on yellowkey   MLS ID: R4911379

    For Sale R4911379 - 3014 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2022
    Monthly Fee: $33
       Tax: $3,544 (2025)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $2,027 (change assumption)
    Mortgage ($1,699) + Fees ($33) + Taxes in 2025 ($295)


    Taxes:$3,544

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2408 AVENUE A TER NW, WINTER HAVEN, FL 33880

    $189,00010 Days on yellowkey   MLS ID: L4962459

    For Sale L4962459 - 2408 AVENUE A TER NW, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1624
       Built: 1956   Tax: $3,160 (2025)
    Community: Haven Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,299 (change assumption)
    Mortgage ($1,036) + Taxes in 2025 ($263)


    Taxes:$3,160

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 815 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $620,00030 Days on yellowkey   MLS ID: S5149974

    REDUCED by $30,000 (4.6%) on 06/12/2026

    For Sale S5149974 - 815 LAKE JESSIE DR, WINTER HAVEN, FL 33881 67 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4128
       Built: 1949   Tax: $7,136 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,992 (change assumption)
    Mortgage ($3,397) + Taxes in 2025 ($595)


    Taxes:$7,136

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 505 MAGGIE CIR, WINTER HAVEN, FL 33880

    $249,90026 Days on yellowkey   MLS ID: P4938744

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale P4938744 - 505 MAGGIE CIR, WINTER HAVEN, FL 33880 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1592
       Built: 1973   Tax: $2,729 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,597 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($227)


    Taxes:$2,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $310,0005 Days on yellowkey   MLS ID: P4938974

    For Sale P4938974 - 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2006
    Monthly Fee: $25
       Tax: $3,749 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,699) + Fees ($25) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 3022 HICKORY ST NW, WINTER HAVEN, FL 33881

    $265,000185 Days on yellowkey   MLS ID: A4674941

    REDUCED by $5,000 (1.9%) on 06/09/2026

    For Sale A4674941 - 3022 HICKORY ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1602
       Built: 1955   Tax: $1,866 (2024)
    Community: Biltmore Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,608 (change assumption)
    Mortgage ($1,452) + Taxes in 2024 ($156)


    Taxes:$1,866

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2024

    Middle School: Westwood Middle


  • 318 GREENFIELD RD, WINTER HAVEN, FL 33884

    $330,00031 Days on yellowkey   MLS ID: L4961904

    REDUCED by $20,000 (5.7%) on 06/12/2026

    For Sale L4961904 - 318 GREENFIELD RD, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 1981
    Monthly Fee: $152
       Tax: $6,022 (2025)
    Community: Cypresswood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,462 (change assumption)
    Mortgage ($1,808) + Fees ($152) + Taxes in 2025 ($502)


    Taxes:$6,022

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 719 AVENUE Q SE, WINTER HAVEN, FL 33880

    $220,0009 Days on yellowkey   MLS ID: O6409223

    3 Days Off yellowkey (back on 6/8/2026)

    For Sale O6409223 - 719 AVENUE Q SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1181
       Built: 1968
    Monthly Fee: $110
       Tax: $487 (2025)
    Community: Parkland Village
    Single Family


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($1,205) + Fees ($110) + Taxes in 2025 ($41)


    Taxes:$487

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL 33884

    $134,99079 Days on yellowkey   MLS ID: P4938197

    REDUCED by $10 (0.0%) on 06/12/2026

    For Sale P4938197 - 5850 CYPRESS GARDENS BLVD #302, WINTER HAVEN, FL 33884 10 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1332
       Built: 1975   Tax: $1,683 (2025)
    Community: Royal Crescent Condo
    Condo


    Estimated Monthly Payment: $880 (change assumption)
    Mortgage ($740) + Taxes in 2025 ($140)


    Taxes:$1,683

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3923 BALDWIN LN, WINTER HAVEN, FL 33884

    $273,900310 Days on yellowkey   MLS ID: P4935847

    For Sale P4935847 - 3923 BALDWIN LN, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2006
    Monthly Fee: $467
       Tax: $4,082 (2024)
    Community: Traditions Ph 1
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,501) + Fees ($467) + Taxes in 2024 ($340)


    Taxes:$4,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1782 WHITE ELEPHANT, WINTER HAVEN, FL 33884

    $342,90038 Days on yellowkey   MLS ID: O6405643

    INCREASED by $4,000 (1.2%) on 05/18/2026

    For Sale O6405643 - 1782 WHITE ELEPHANT, WINTER HAVEN, FL 33884 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95
       Tax: $760 (2025)
    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,879) + Fees ($95) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 614 SIDNEY CIR, WINTER HAVEN, FL 33880

    $399,99010 Days on yellowkey   MLS ID: O6413011

    For Sale O6413011 - 614 SIDNEY CIR, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1908
       Built: 1968   Tax: $3,517 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $2,485 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 308 AVE P NW, WINTER HAVEN, FL 33881

    $230,00024 Days on yellowkey   MLS ID: L4962121

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale L4962121 - 308 AVE P NW, WINTER HAVEN, FL 33881 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 2025
    Community: Harrington A B Sub
    Half Duplex


    Estimated Monthly Payment: $1,260 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 306 AVE P NW, WINTER HAVEN, FL 33881

    $230,00024 Days on yellowkey   MLS ID: L4962119

    2 Days Off yellowkey (back on 6/12/2026)

    For Sale L4962119 - 306 AVE P NW, WINTER HAVEN, FL 33881 6 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 2025
    Community: Harrington A B Sub
    Half Duplex


    Estimated Monthly Payment: $1,260 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3006 ELM ST, WINTER HAVEN, FL 33881

    $215,00039 Days on yellowkey   MLS ID: P4938656

    For Sale P4938656 - 3006 ELM ST, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1172
       Built: 1955   Tax: $2,592 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($216)


    Taxes:$2,592

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6103 GREY HERON DR, WINTER HAVEN, FL 33881

    $295,00045 Days on yellowkey   MLS ID: O6403532

    REDUCED by $9,999 (3.3%) on 06/12/2026

    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: $2,066 (change assumption)
    Mortgage ($1,616) + Fees ($15) + Taxes in 2025 ($434)


    Taxes:$5,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $415,00086 Days on yellowkey   MLS ID: L4960449

    For Sale L4960449 - 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2107
       Built: 1998
    Monthly Fee: $71
       Tax: $2,731 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,274) + Fees ($71) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle




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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.