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Winter Haven Homes For Sale & Real Estate - 922 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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  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00037 Days on yellowkey   MLS ID: P4938120

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 82 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 345 24TH ST NW #25, WINTER HAVEN, FL 33880

    $145,00080 Days on yellowkey   MLS ID: P4937740

    REDUCED by $13,000 (8.2%) on 04/23/2026

    For Sale P4937740 - 345 24TH ST NW #25, WINTER HAVEN, FL 33880 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1979
    Monthly Fee: $270
       Tax: $1,776 (2025)
    Community: Imperial Villas
    Villa


    Estimated Monthly Payment: $1,213 (change assumption)
    Mortgage ($795) + Fees ($270) + Taxes in 2025 ($148)


    Taxes:$1,776

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2307 SCARLET AVE, WINTER HAVEN, FL 33884

    $260,000177 Days on yellowkey   MLS ID: S5137553

    For Sale S5137553 - 2307 SCARLET AVE, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1343
       Built: 2024
    Monthly Fee: $11
       Tax: $5,533 (2025)
    Community: Peace Creek Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,425) + Fees ($11) + Taxes in 2025 ($461)


    Taxes:$5,533

    Elementary School: Spook Hill Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 2735 GLADIOLA RD, WINTER HAVEN, FL 33884

    $259,990125 Days on yellowkey   MLS ID: O6369084

    2 Days Off yellowkey (back on 3/10/2026)

    For Sale O6369084 - 2735 GLADIOLA RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1758
       Built: 2025
    Monthly Fee: $164
       Tax: $1,773 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Townhouse


    Estimated Monthly Payment: $1,736 (change assumption)
    Mortgage ($1,425) + 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


  • 2705 GLADIOLA RD, WINTER HAVEN, FL 33884

    $267,990177 Days on yellowkey   MLS ID: O6356986

    6 Days Off yellowkey (back on 12/9/2025)

    For Sale O6356986 - 2705 GLADIOLA RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1758
       Built: 2025
    Monthly Fee: $164
       Tax: $1,617 (2025)
    Community: Harmony At Lake Eloise
    Townhouse


    Estimated Monthly Payment: $1,767 (change assumption)
    Mortgage ($1,468) + Fees ($164) + Taxes in 2025 ($135)


    Taxes:$1,617

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4004 GIORGIO DR, WINTER HAVEN, FL 33884

    $304,990170 Days on yellowkey   MLS ID: O6355059

    51 Days Off yellowkey (back on 3/17/2026)

    For Sale O6355059 - 4004 GIORGIO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $17
       Tax: $3,148 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,671) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,148

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 129 MORNING GLORY CIR, WINTER HAVEN, FL 33884

    $317,00034 Days on yellowkey   MLS ID: P4938153

    REDUCED by $18,000 (5.4%) on 04/01/2026

    For Sale P4938153 - 129 MORNING GLORY CIR, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2002
    Monthly Fee: $52
       Tax: $3,638 (2025)
    Community: Morningside Ph 02
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,737) + Fees ($52) + Taxes in 2025 ($303)


    Taxes:$3,638

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $349,50078 Days on yellowkey   MLS ID: O6379870

    REDUCED by $400 (0.1%) on 04/23/2026

    For Sale O6379870 - 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2007
    Monthly Fee: $25
       Tax: $4,478 (2025)
    Community: Royal Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($1,915) + Fees ($25) + Taxes in 2025 ($373)


    Taxes:$4,478

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880

    $319,98931 Days on yellowkey   MLS ID: L4960603

    REDUCED by $4,911 (1.5%) on 04/23/2026

    For Sale L4960603 - 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2007
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Magnolia Preserve
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($1,753) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 126 2ND ST, WINTER HAVEN, FL 33880

    $149,900103 Days on yellowkey   MLS ID: P4937521

    REDUCED by $10,000 (6.3%) on 04/08/2026

    For Sale P4937521 - 126 2ND ST, WINTER HAVEN, FL 33880 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 2023   Tax: $1,796 (2025)
    Community: Leslie J A Sub
    Manufactured Home


    Estimated Monthly Payment: $971 (change assumption)
    Mortgage ($821) + Taxes in 2025 ($150)


    Taxes:$1,796

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $379,900172 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $3,000 (0.8%) on 04/23/2026

    For Sale TB8443346 - 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2020
    Monthly Fee: $30
       Tax: $5,440 (2024)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $229,90017 Days on yellowkey   MLS ID: A4688897

    For Sale A4688897 - 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2007   Tax: $1,610 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1022 NW 30TH ST, WINTER HAVEN, FL 33881

    $250,00045 Days on yellowkey   MLS ID: P4938094

    For Sale P4938094 - 1022 NW 30TH ST, WINTER HAVEN, FL 33881 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1129
       Built: 1955   Tax: $2,147 (2025)
    Community: Rosewood Manor
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,549 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($179)


    Taxes:$2,147

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $315,00049 Days on yellowkey   MLS ID: L4959992

    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: $2,439 (change assumption)
    Mortgage ($1,726) + Fees ($500) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 802 MARCIA LOOP, WINTER HAVEN, FL 33884

    $359,90059 Days on yellowkey   MLS ID: P4937120

    For Sale P4937120 - 802 MARCIA LOOP, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2003
    Monthly Fee: $27
       Tax: $2,905 (2024)
    Community: Crystals Landing
    Single Family


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,972) + Fees ($27) + Taxes in 2024 ($242)


    Taxes:$2,905

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1115 29TH ST NW, WINTER HAVEN, FL 33881

    $214,950192 Days on yellowkey   MLS ID: L4956589

    0 Days Off yellowkey (back on 3/27/2026)

    For Sale L4956589 - 1115 29TH ST NW, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1129
       Built: 1955   Tax: $785 (2025)
    Community: Rosewood Manor
    Single Family


    Estimated Monthly Payment: $1,243 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($65)


    Taxes:$785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 860 NW 5TH ST, WINTER HAVEN, FL 33881

    $270,000195 Days on yellowkey   MLS ID: O6351679

    5 Days Off yellowkey (back on 1/19/2026)

    For Sale O6351679 - 860 NW 5TH ST, WINTER HAVEN, FL 33881 12 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1550
       Built: 2025   Tax: $35 (2025)
    Community: Ida Lake Sub
    Single Family


    Estimated Monthly Payment: $1,482 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($3)


    Taxes:$35

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2040 SAN MARCOS DR SE #206, WINTER HAVEN, FL 33880

    $166,00054 Days on yellowkey   MLS ID: L4959883

    2 Days Off yellowkey (back on 4/23/2026)

    REDUCED by $5,000 (2.9%) on 04/08/2026

    For Sale L4959883 - 2040 SAN MARCOS DR SE #206, WINTER HAVEN, FL 33880 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1276
       Built: 1985   Tax: $478 (2025)
    Community: Park Lake 03 02 Amd
    Condo


    Estimated Monthly Payment: $949 (change assumption)
    Mortgage ($910) + Taxes in 2025 ($40)


    Taxes:$478

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3420 AVENUE T NW, WINTER HAVEN, FL 33881

    $225,0004 Days on yellowkey   MLS ID: L4961252

    For Sale L4961252 - 3420 AVENUE T NW, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1088
       Built: 1952   Tax: $1,476 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($123)


    Taxes:$1,476

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $333,998151 Days on yellowkey   MLS ID: O6363455

    INCREASED by $6,999 (2.1%) on 04/17/2026

    For Sale O6363455 - 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,912 (2024)
    Community: Eagle Landing Phase Ii
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,830) + Fees ($38) + Taxes in 2024 ($326)


    Taxes:$3,912

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.