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Winter Haven Homes For Sale & Real Estate - 1041 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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  • 120 HAWTHORNE RD, WINTER HAVEN, FL 33884

    $265,00020 Days on yellowkey   MLS ID: L4963036

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale L4963036 - 120 HAWTHORNE RD, WINTER HAVEN, FL 33884 1 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1439
       Built: 1963   Tax: $3,040 (2025)
    Community: Garden Grove 03
    Single Family


    Estimated Monthly Payment: $1,705 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($253)


    Taxes:$3,040

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 302 STERLING DR, WINTER HAVEN, FL 33884

    $365,00020 Days on yellowkey   MLS ID: O6419370

    SHORT SALE O6419370 - 302 STERLING DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 1994
    Monthly Fee: $24
       Tax: $2,764 (2025)
    Community: Berryhill
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($2,000) + Fees ($24) + Taxes in 2025 ($230)


    Taxes:$2,764

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 622 CRYSTALS BLVD, WINTER HAVEN, FL 33884

    $250,00020 Days on yellowkey   MLS ID: S5152271

    For Sale S5152271 - 622 CRYSTALS BLVD, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1994
    Monthly Fee: $27
       Tax: $3,199 (2025)
    Community: Crystals Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,663 (change assumption)
    Mortgage ($1,370) + Fees ($27) + Taxes in 2025 ($267)


    Taxes:$3,199

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3600 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $340,000319 Days on yellowkey   MLS ID: O6339978

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale O6339978 - 3600 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2014
    Monthly Fee: $105
       Tax: $3,256 (2024)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,863) + Fees ($105) + Taxes in 2024 ($271)


    Taxes:$3,256

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4717 MAGNOLIA PRESERVE AVE, WINTER HAVEN, FL 33880

    $294,90088 Days on yellowkey   MLS ID: L4961135

    REDUCED by $5,100 (1.7%) on 06/24/2026

    For Sale L4961135 - 4717 MAGNOLIA PRESERVE AVE, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2016
    Monthly Fee: $32
       Tax: $3,902 (2025)
    Community: Magnolia Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $1,973 (change assumption)
    Mortgage ($1,616) + Fees ($32) + Taxes in 2025 ($325)


    Taxes:$3,902

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,50074 Days on yellowkey   MLS ID: P4938605

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 1989
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,784 (change assumption)
    Mortgage ($3,394) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2935 PLANTATION RD, WINTER HAVEN, FL 33884

    $588,900111 Days on yellowkey   MLS ID: L4959891

    REDUCED by $10,000 (1.7%) on 06/09/2026

    For Sale L4959891 - 2935 PLANTATION RD, WINTER HAVEN, FL 33884 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2724
       Built: 1983
    Monthly Fee: $149
       Tax: $2,732 (2025)
    Community: Cypresswood Plantation
    Single Family


    Estimated Monthly Payment: $3,603 (change assumption)
    Mortgage ($3,227) + Fees ($149) + Taxes in 2025 ($228)


    Taxes:$2,732

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1640 NW PEARCE RD, WINTER HAVEN, FL 33881

    $330,000349 Days on yellowkey   MLS ID: L4954651

    REDUCED by $15,000 (4.3%) on 05/02/2026

    For Sale L4954651 - 1640 NW PEARCE RD, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1421
       Built: 2025
    Community: Lake View Sub Pb 3 Pg 80
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 525 AVENUE A NE, WINTER HAVEN, FL 33881

    $349,999119 Days on yellowkey   MLS ID: S5146036

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale S5146036 - 525 AVENUE A NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1870
       Built: 2006   Tax: $884 (2025)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($74)


    Taxes:$884

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $280,000131 Days on yellowkey   MLS ID: S5145191

    REDUCED by $4,999 (1.8%) on 06/24/2026

    SHORT SALE S5145191 - 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1543
       Built: 2023
    Monthly Fee: $83
       Tax: $3,628 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $1,920 (change assumption)
    Mortgage ($1,534) + Fees ($83) + Taxes in 2025 ($302)


    Taxes:$3,628

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $299,999128 Days on yellowkey   MLS ID: L4959992

    REDUCED by $15,001 (4.8%) on 06/24/2026

    For Sale L4959992 - 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1999
    Monthly Fee: $500
       Tax: $2,554 (2025)
    Community: Lake Bess Country Club
    Single Family


    Estimated Monthly Payment: $2,357 (change assumption)
    Mortgage ($1,644) + Fees ($500) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4463 RAPALLO AVE, WINTER HAVEN, FL 33884

    $294,900207 Days on yellowkey   MLS ID: L4958024

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale L4958024 - 4463 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2025
    Monthly Fee: $19

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,635 (change assumption)
    Mortgage ($1,616) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 506 15TH CT NE, WINTER HAVEN, FL 33881

    $265,00035 Days on yellowkey   MLS ID: L4962442

    4 Days Off yellowkey (back on 6/22/2026)

    For Sale L4962442 - 506 15TH CT NE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1964   Tax: $2,989 (2025)
    Community: Hills Lake Elbert
    Single Family


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($249)


    Taxes:$2,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3008 CANEEL ST, WINTER HAVEN, FL 33884

    $210,000162 Days on yellowkey   MLS ID: P4937668

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale P4937668 - 3008 CANEEL ST, WINTER HAVEN, FL 33884 48 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1385
       Built: 2018
    Monthly Fee: $671
       Tax: $2,411 (2025)
    Community: Traditions Ph 2A
    Spa: No

    Villa


    Estimated Monthly Payment: $2,023 (change assumption)
    Mortgage ($1,151) + Fees ($671) + Taxes in 2025 ($201)


    Taxes:$2,411

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3520 AVENUE V NW, WINTER HAVEN, FL 33881

    $345,00034 Days on yellowkey   MLS ID: O6413105

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale O6413105 - 3520 AVENUE V NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 5   Bath: 0.0
    Liv Area Sq Ft: 2249
       Built: 1951   Tax: $5,404 (2025)
    Community: Inwood
    Apartment


    Estimated Monthly Payment: $2,341 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($450)


    Taxes:$5,404

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,49027 Days on yellowkey   MLS ID: O6417853

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $5,000 (1.7%) on 06/19/2026

    For Sale O6417853 - 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,642 (change assumption)
    Mortgage ($1,586) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2348 ISLE ROYALE CT SE, WINTER HAVEN, FL 33880

    $203,000525 Days on yellowkey   MLS ID: L4950490

    2 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $9,900 (4.7%) on 06/15/2026

    For Sale L4950490 - 2348 ISLE ROYALE CT SE, WINTER HAVEN, FL 33880 58 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1281
       Built: 1997
    Monthly Fee: $240
       Tax: $1,344 (2024)
    Community: Townhouses At Park Lake 01 Rep
    Townhouse


    Estimated Monthly Payment: $1,464 (change assumption)
    Mortgage ($1,112) + Fees ($240) + Taxes in 2024 ($112)


    Taxes:$1,344

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880

    $260,000165 Days on yellowkey   MLS ID: L4958444

    For Sale L4958444 - 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1075
       Built: 1984   Tax: $1,330 (2025)
    Community: Sandalwood Sub
    Single Family


    Estimated Monthly Payment: $1,535 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($111)


    Taxes:$1,330

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 145 LA SERENA, WINTER HAVEN, FL 33884

    $215,00037 Days on yellowkey   MLS ID: B4902278

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale B4902278 - 145 LA SERENA, WINTER HAVEN, FL 33884 53 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1141
       Built: 1976
    Monthly Fee: $100
       Tax: $1,741 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,178) + Fees ($100) + Taxes in 2025 ($145)


    Taxes:$1,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 150 EL DORADO #105, WINTER HAVEN, FL 33884

    $100,00053 Days on yellowkey   MLS ID: P4938785

    REDUCED by $5,000 (4.8%) on 06/24/2026

    For Sale P4938785 - 150 EL DORADO #105, WINTER HAVEN, FL 33884 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1372
       Built: 1980
    Monthly Fee: $548
       Tax: $1,487 (2025)
    Community: Hawaiian A Condo
    Condo


    Estimated Monthly Payment: $1,220 (change assumption)
    Mortgage ($548) + Fees ($548) + Taxes in 2025 ($124)


    Taxes:$1,487

    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.