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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1000 to 1499

Winter Haven - 141 properties found

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  • 3256 AVENUE M NW, WINTER HAVEN, FL 33881

    $205,00099 Days on yellowkey   MLS ID: S5142533

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

    For Sale S5142533 - 3256 AVENUE M NW, WINTER HAVEN, FL 33881 14 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1097
       Built: 2007   Tax: $2,660 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,345 (change assumption)
    Mortgage ($1,123) + Taxes in 2025 ($222)


    Taxes:$2,660

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1812 2ND ST NW, WINTER HAVEN, FL 33881

    $189,00096 Days on yellowkey   MLS ID: TB8469792

    1 Days Off yellowkey (back on 3/11/2026)

    For Sale TB8469792 - 1812 2ND ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1163
       Built: 1995   Tax: $1,940 (2025)
    Community: Habitat For Humanity 01
    Single Family


    Estimated Monthly Payment: $1,197 (change assumption)
    Mortgage ($1,036) + Taxes in 2025 ($162)


    Taxes:$1,940

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $274,90074 Days on yellowkey   MLS ID: O6384404

    For Sale O6384404 - 2362 BRASSIE CT, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2022
    Monthly Fee: $18
       Tax: $5,003 (2025)
    Community: Villmar
    Single Family


    Estimated Monthly Payment: $1,941 (change assumption)
    Mortgage ($1,506) + Fees ($18) + Taxes in 2025 ($417)


    Taxes:$5,003

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2438 4TH ST NE, WINTER HAVEN, FL 33881

    $239,90056 Days on yellowkey   MLS ID: L4960053

    1 Days Off yellowkey (back on 4/5/2026)

    For Sale L4960053 - 2438 4TH ST NE, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1135
       Built: 2026   Tax: $223 (2025)
    Community: Lincoln Sub
    Single Family


    Estimated Monthly Payment: $1,333 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($19)


    Taxes:$223

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2208 LAKE BLVD, WINTER HAVEN, FL 33881

    $215,00093 Days on yellowkey   MLS ID: L4959022

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale L4959022 - 2208 LAKE BLVD, WINTER HAVEN, FL 33881 42 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1044
       Built: 1954   Tax: $2,551 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($213)


    Taxes:$2,551

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 411 AVENUE A SE, WINTER HAVEN, FL 33880

    $215,000280 Days on yellowkey   MLS ID: L4954810

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale L4954810 - 411 AVENUE A SE, WINTER HAVEN, FL 33880 25 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1240
       Built: 1958   Tax: $1,474 (2024)
    Community: Denison Heights Estates Rep Pt
    Single Family


    Estimated Monthly Payment: $1,301 (change assumption)
    Mortgage ($1,178) + Taxes in 2024 ($123)


    Taxes:$1,474

    Elementary School: John Snively Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884

    $244,90050 Days on yellowkey   MLS ID: O6390069

    REDUCED by $5,000 (2.0%) on 04/03/2026

    For Sale O6390069 - 638 LAKE DEXTER CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1316
       Built: 1989
    Monthly Fee: $35
       Tax: $3,649 (2025)
    Community: Lake Dexter Woods Ph 02
    Single Family


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,342) + Fees ($35) + Taxes in 2025 ($304)


    Taxes:$3,649

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1727 SECOND ST NE, WINTER HAVEN, FL 33881

    $277,00042 Days on yellowkey   MLS ID: TB8490278

    For Sale TB8490278 - 1727 SECOND ST NE, WINTER HAVEN, FL 33881 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1470
       Built: 2022   Tax: $4,565 (2025)
    Community: Smith Ida M Sub 2Nd Replat Pb 33 Pg 16
    Single Family


    Estimated Monthly Payment: $1,898 (change assumption)
    Mortgage ($1,518) + Taxes in 2025 ($380)


    Taxes:$4,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 922 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881

    $239,000113 Days on yellowkey   MLS ID: S5141561

    REDUCED by $10,000 (4.0%) on 04/02/2026

    For Sale S5141561 - 922 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881 15 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1160
       Built: 1971   Tax: $3,319 (2025)
    Community: Lake Idyll Estates
    Single Family


    Estimated Monthly Payment: $1,586 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($277)


    Taxes:$3,319

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 106 LANTERN LN, WINTER HAVEN, FL 33884

    $215,000110 Days on yellowkey   MLS ID: O6374164

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

    For Sale O6374164 - 106 LANTERN LN, WINTER HAVEN, FL 33884 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1134
       Built: 1973   Tax: $2,698 (2025)
    Community: Unincorporated
    Single Family


    Estimated Monthly Payment: $1,403 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($225)


    Taxes:$2,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 817 WHISPER LAKE CT, WINTER HAVEN, FL 33880

    $225,00063 Days on yellowkey   MLS ID: P4938016

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

    For Sale P4938016 - 817 WHISPER LAKE CT, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1143
       Built: 1986
    Monthly Fee: $8
       Tax: $3,088 (2025)
    Community: Whisper Lake 01
    Single Family


    Estimated Monthly Payment: $1,498 (change assumption)
    Mortgage ($1,233) + Fees ($8) + Taxes in 2025 ($257)


    Taxes:$3,088

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2782 ADELINE AVE, WINTER HAVEN, FL 33881

    $280,99048 Days on yellowkey   MLS ID: O6391785

    REDUCED by $10,000 (3.4%) on 04/01/2026

    For Sale O6391785 - 2782 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,540) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2790 ADELINE AVE, WINTER HAVEN, FL 33881

    $282,99048 Days on yellowkey   MLS ID: O6391726

    REDUCED by $10,000 (3.4%) on 04/01/2026

    For Sale O6391726 - 2790 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,847 (change assumption)
    Mortgage ($1,551) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2786 ADELINE AVE, WINTER HAVEN, FL 33881

    $294,99048 Days on yellowkey   MLS ID: O6391683

    REDUCED by $10,000 (3.3%) on 04/01/2026

    For Sale O6391683 - 2786 ADELINE AVE, WINTER HAVEN, FL 33881 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,912 (change assumption)
    Mortgage ($1,616) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 415 GARRETT RIDGE CT, WINTER HAVEN, FL 33880

    $140,00074 Days on yellowkey   MLS ID: O6383855

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

    SHORT SALE O6383855 - 415 GARRETT RIDGE CT, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 2006   Tax: $3,078 (2025)
    Community: Tanamora
    Single Family


    Estimated Monthly Payment: $1,024 (change assumption)
    Mortgage ($767) + Taxes in 2025 ($257)


    Taxes:$3,078

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 196 DURRELL CIR, WINTER HAVEN, FL 33884

    $215,00036 Days on yellowkey   MLS ID: O6393488

    For Sale O6393488 - 196 DURRELL CIR, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 1973   Tax: $3,359 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $1,458 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($280)


    Taxes:$3,359

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2202 GARDEN LAKE DR, WINTER HAVEN, FL 33884

    $249,000130 Days on yellowkey   MLS ID: P4937345

    For Sale P4937345 - 2202 GARDEN LAKE DR, WINTER HAVEN, FL 33884 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1442
       Built: 2000
    Monthly Fee: $230
       Tax: $3,336 (2025)
    Community: Richmond Square Sub
    Single Family


    Estimated Monthly Payment: $1,872 (change assumption)
    Mortgage ($1,364) + Fees ($230) + Taxes in 2025 ($278)


    Taxes:$3,336

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4913 JACKSON ST, WINTER HAVEN, FL 33884

    $239,900107 Days on yellowkey   MLS ID: O6374521

    2 Days Off yellowkey (back on 3/30/2026)

    SHORT SALE O6374521 - 4913 JACKSON ST, WINTER HAVEN, FL 33884 10 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 2023
    Monthly Fee: $67
       Tax: $3,152 (2025)
    Community: Jackson Lndg
    Single Family


    Estimated Monthly Payment: $1,644 (change assumption)
    Mortgage ($1,314) + Fees ($67) + Taxes in 2025 ($263)


    Taxes:$3,152

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1620 KLATT ST SE, WINTER HAVEN, FL 33880

    $199,90046 Days on yellowkey   MLS ID: L4960372

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale L4960372 - 1620 KLATT ST SE, WINTER HAVEN, FL 33880 10 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1087
       Built: 1959   Tax: $1,885 (2025)
    Community: Shamrock Resub
    Single Family


    Estimated Monthly Payment: $1,252 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($157)


    Taxes:$1,885

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $199,90043 Days on yellowkey   MLS ID: L4960484

    SHORT SALE L4960484 - 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 1.5
    Liv Area Sq Ft: 1104
       Built: 1972   Tax: $3,182 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($265)


    Taxes:$3,182

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.