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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1000 to 1499

Winter Haven - 180 properties found

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  • 3821 AVENUE J NW, WINTER HAVEN, FL 33881

    $227,90023 Days on yellowkey   MLS ID: TB8508879

    REDUCED by $2,000 (0.9%) on 06/19/2026

    For Sale TB8508879 - 3821 AVENUE J NW, WINTER HAVEN, FL 33881 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1252
       Built: 1962   Tax: $1,679 (2025)
    Community: Deerwood
    Single Family


    Estimated Monthly Payment: $1,389 (change assumption)
    Mortgage ($1,249) + Taxes in 2025 ($140)


    Taxes:$1,679

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00080 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 852 CINNAMON DR, WINTER HAVEN, FL 33880

    $235,00010 Days on yellowkey   MLS ID: O6416669

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale O6416669 - 852 CINNAMON DR, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1981   Tax: $1,109 (2025)
    Community: Cinnamon Ridge Ph 02
    Single Family


    Estimated Monthly Payment: $1,380 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($92)


    Taxes:$1,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1680 32ND ST NW, WINTER HAVEN, FL 33881

    $239,9999 Days on yellowkey   MLS ID: O6416312

    For Sale O6416312 - 1680 32ND ST NW, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1104
       Built: 1956   Tax: $2,771 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($231)


    Taxes:$2,771

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 132 MILLER DR, WINTER HAVEN, FL 33884

    $210,000166 Days on yellowkey   MLS ID: P4937499

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

    For Sale P4937499 - 132 MILLER DR, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1972   Tax: $972 (2025)
    Community: Eloise Woods Lake Roy Unit
    Single Family


    Estimated Monthly Payment: $1,232 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($81)


    Taxes:$972

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $254,90078 Days on yellowkey   MLS ID: O6393480

    REDUCED by $7,500 (2.9%) on 06/18/2026

    For Sale O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1991
    Monthly Fee: $8
       Tax: $3,704 (2025)
    Community: Planters Walk
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,397) + Fees ($8) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 124 CENTER ST, WINTER HAVEN, FL 33880

    $190,00015 Days on yellowkey   MLS ID: L4962572

    REDUCED by $10,000 (5.0%) on 06/18/2026

    SHORT SALE L4962572 - 124 CENTER ST, WINTER HAVEN, FL 33880 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1306
       Built: 1952   Tax: $2,590 (2025)
    Community: Lake Shipp Heights
    Single Family


    Estimated Monthly Payment: $1,257 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($216)


    Taxes:$2,590

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2779 ADELINE AVE, WINTER HAVEN, FL 33881

    $293,740147 Days on yellowkey   MLS ID: O6378154

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

    INCREASED by $1,000 (0.3%) on 05/08/2026

    For Sale O6378154 - 2779 ADELINE AVE, WINTER HAVEN, FL 33881 30 photos

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


    Estimated Monthly Payment: $1,905 (change assumption)
    Mortgage ($1,609) + 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


  • 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $269,999147 Days on yellowkey   MLS ID: O6377141

    REDUCED by $15,001 (5.3%) on 06/08/2026

    SHORT SALE O6377141 - 541 HEATHER GLEN DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1453
       Built: 2000
    Monthly Fee: $33
       Tax: $740 (2025)
    Community: Heather Glen Ph 01
    Single Family


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,479) + Fees ($33) + Taxes in 2025 ($62)


    Taxes:$740

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0008 Days on yellowkey   MLS ID: TB8520450

    For Sale TB8520450 - 0 38TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1322
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0008 Days on yellowkey   MLS ID: TB8520435

    For Sale TB8520435 - 0 38TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1322
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0008 Days on yellowkey   MLS ID: TB8520422

    For Sale TB8520422 - 0 38TH ST NW, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1322
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 0 38TH ST NW, WINTER HAVEN, FL 33881

    $350,0008 Days on yellowkey   MLS ID: TB8520402

    For Sale TB8520402 - 0 38TH ST NW, WINTER HAVEN, FL 33881 10 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1327
       Built: 2026   Tax: $356 (2025)
    Community: 38Th Street Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($30)


    Taxes:$356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 337 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $294,990139 Days on yellowkey   MLS ID: O6379298

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

    For Sale O6379298 - 337 MEREDITH BLVD, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1480
       Built: 2026
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,616) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1568 S LAKE SHIPP DR, WINTER HAVEN, FL 33880

    $259,900129 Days on yellowkey   MLS ID: P4937858

    REDUCED by $5,000 (1.9%) on 06/16/2026

    For Sale P4937858 - 1568 S LAKE SHIPP DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1032
       Built: 1955   Tax: $3,517 (2025)
    Community: Lake Shipp Heights
    Single Family


    Estimated Monthly Payment: $1,717 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5560 TAVERNA LOOP, WINTER HAVEN, FL 33884

    $268,9009 Days on yellowkey   MLS ID: O6417447

    For Sale O6417447 - 5560 TAVERNA LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1302
       Built: 2026
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,750 (change assumption)
    Mortgage ($1,473) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 3430 FOX RIDGE ST, WINTER HAVEN, FL 33884

    $245,0009 Days on yellowkey   MLS ID: S5151981

    For Sale S5151981 - 3430 FOX RIDGE ST, WINTER HAVEN, FL 33884 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1369
       Built: 1986   Tax: $1,743 (2025)
    Community: Fox Ridge Ph 02
    Single Family


    Estimated Monthly Payment: $1,488 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($145)


    Taxes:$1,743

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1997 26TH ST NW, WINTER HAVEN, FL 33881

    $199,900283 Days on yellowkey   MLS ID: O6344380

    REDUCED by $10,000 (4.8%) on 06/16/2026

    For Sale O6344380 - 1997 26TH ST NW, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1166
       Built: 1953   Tax: $1,984 (2023)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,261 (change assumption)
    Mortgage ($1,095) + Taxes in 2023 ($165)


    Taxes:$1,984

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 250 VOLUSIA DR, WINTER HAVEN, FL 33884

    $294,000143 Days on yellowkey   MLS ID: L4958940

    REDUCED by $5,000 (1.7%) on 06/16/2026

    For Sale L4958940 - 250 VOLUSIA DR, WINTER HAVEN, FL 33884 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1449
       Built: 1974   Tax: $2,344 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,611) + Taxes in 2025 ($195)


    Taxes:$2,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 878 KILLEARN BLVD, WINTER HAVEN, FL 33880

    $245,000146 Days on yellowkey   MLS ID: O6377826

    REDUCED by $10,000 (3.9%) on 05/23/2026

    SHORT SALE O6377826 - 878 KILLEARN BLVD, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1983   Tax: $3,710 (2025)
    Community: Cinnamon Ridge Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($309)


    Taxes:$3,710

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle






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.