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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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  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00028 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


  • 1516 AVENUE D NE, WINTER HAVEN, FL 33881

    $286,000152 Days on yellowkey   MLS ID: O6364664

    For Sale O6364664 - 1516 AVENUE D NE, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1970   Tax: $2,486 (2024)
    Community: Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $1,774 (change assumption)
    Mortgage ($1,567) + Taxes in 2024 ($207)


    Taxes:$2,486

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 878 KILLEARN BLVD, WINTER HAVEN, FL 33880

    $255,00094 Days on yellowkey   MLS ID: O6377826

    For 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: $1,706 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($309)


    Taxes:$3,710

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881

    $209,000285 Days on yellowkey   MLS ID: P4935577

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

    REDUCED by $8,000 (3.7%) on 04/14/2026

    For Sale P4935577 - 104 AVENUE K AVE NE, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1190
       Built: 1946   Tax: $1,783 (2024)
    Community: Silvercrest Add
    Single Family


    Estimated Monthly Payment: $1,294 (change assumption)
    Mortgage ($1,145) + Taxes in 2024 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1250 31ST ST NW, WINTER HAVEN, FL 33881

    $225,000157 Days on yellowkey   MLS ID: O6361582

    4 Days Off yellowkey (back on 3/20/2026)

    For Sale O6361582 - 1250 31ST ST NW, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1176
       Built: 1960   Tax: $2,529 (2024)
    Community: West Cannon Heights
    Single Family


    Estimated Monthly Payment: $1,444 (change assumption)
    Mortgage ($1,233) + Taxes in 2024 ($211)


    Taxes:$2,529

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 151 1ST ST, WINTER HAVEN, FL 33880

    $254,900172 Days on yellowkey   MLS ID: TB8447780

    For Sale TB8447780 - 151 1ST ST, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1259
       Built: 2023   Tax: $2,032 (2024)
    Community: Leslie J A
    Single Family


    Estimated Monthly Payment: $1,566 (change assumption)
    Mortgage ($1,397) + Taxes in 2024 ($169)


    Taxes:$2,032

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 1640 NW PEARCE RD, WINTER HAVEN, FL 33881

    $330,000278 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


  • 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881

    $290,00015 Days on yellowkey   MLS ID: P4938493

    For Sale P4938493 - 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1452
       Built: 2021
    Monthly Fee: $83
       Tax: $4,337 (2025)
    Community: Sanctuary By The Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,589) + Fees ($83) + Taxes in 2025 ($361)


    Taxes:$4,337

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 303 DILLON ST, WINTER HAVEN, FL 33880

    $275,00024 Days on yellowkey   MLS ID: TB8496082

    For Sale TB8496082 - 303 DILLON ST, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 1975   Tax: $3,612 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $262,40026 Days on yellowkey   MLS ID: O6393480

    REDUCED by $7,500 (2.8%) on 05/01/2026

    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: $1,754 (change assumption)
    Mortgage ($1,438) + 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


  • 131 TREMONT DR, WINTER HAVEN, FL 33884

    $50,00012 Days on yellowkey   MLS ID: O6401182

    For Sale O6401182 - 131 TREMONT DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1366
       Built: 1977   Tax: $1,353 (2025)
    Community: Eloise Woods Lake Roy
    Single Family


    Estimated Monthly Payment: $387 (change assumption)
    Mortgage ($274) + Taxes in 2025 ($113)


    Taxes:$1,353

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 520 35TH ST NW, WINTER HAVEN, FL 33880

    $199,900179 Days on yellowkey   MLS ID: K4903131

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

    For Sale K4903131 - 520 35TH ST NW, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1008
       Built: 1962   Tax: $650 (2024)
    Community: Deer Lake Terrace Sub
    Single Family


    Estimated Monthly Payment: $1,149 (change assumption)
    Mortgage ($1,095) + Taxes in 2024 ($54)


    Taxes:$650

    Elementary School: Inwood Elem

    High School: None

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1820 5TH ST SE, WINTER HAVEN, FL 33880

    $205,0004 Days on yellowkey   MLS ID: P4938556

    For Sale P4938556 - 1820 5TH ST SE, WINTER HAVEN, FL 33880 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1338
       Built: 1961   Tax: $1,284 (2025)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $1,230 (change assumption)
    Mortgage ($1,123) + Taxes in 2025 ($107)


    Taxes:$1,284

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1665 TEAGAN LN, WINTER HAVEN, FL 33884

    $210,0004 Days on yellowkey   MLS ID: S5148760

    For Sale S5148760 - 1665 TEAGAN LN, WINTER HAVEN, FL 33884 14 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1060
       Built: 2024
    Monthly Fee: $78
       Tax: $5,853 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $1,716 (change assumption)
    Mortgage ($1,151) + Fees ($78) + Taxes in 2025 ($488)


    Taxes:$5,853

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 811 22ND ST NW, WINTER HAVEN, FL 33881

    $269,9905 Days on yellowkey   MLS ID: S5148769

    For Sale S5148769 - 811 22ND ST NW, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1408
       Built: 1953   Tax: $4,020 (2025)
    Community: Hutton Rep
    Single Family


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($335)


    Taxes:$4,020

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $239,99012 Days on yellowkey   MLS ID: S5147785

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

    For Sale S5147785 - 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1426
       Built: 2020
    Monthly Fee: $17
       Tax: $5,036 (2024)
    Community: 407-872-7608 Hoa
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,315) + Fees ($17) + Taxes in 2024 ($420)


    Taxes:$5,036

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 6625 THORNHILL RD, WINTER HAVEN, FL 33880

    $299,900395 Days on yellowkey   MLS ID: L4951980

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale L4951980 - 6625 THORNHILL RD, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1221
       Built: 2024   Tax: $569 (2024)
    Community: Thornhill Oaks
    Single Family


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,643) + Taxes in 2024 ($47)


    Taxes:$569

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $399,50020 Days on yellowkey   MLS ID: L4960971

    For Sale L4960971 - 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1957   Tax: $2,598 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,189) + Taxes in 2025 ($216)


    Taxes:$2,598

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3324 FOX RIDGE DR, WINTER HAVEN, FL 33884

    $275,00040 Days on yellowkey   MLS ID: TB8490277

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

    For Sale TB8490277 - 3324 FOX RIDGE DR, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1422
       Built: 1985   Tax: $3,619 (2025)
    Community: Fox Ridge Ph 01
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($302)


    Taxes:$3,619

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2128 34TH ST NW, WINTER HAVEN, FL 33881

    $205,00018 Days on yellowkey   MLS ID: TB8498110

    REDUCED by $10,000 (4.7%) on 04/30/2026

    For Sale TB8498110 - 2128 34TH ST NW, WINTER HAVEN, FL 33881 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1437
       Built: 1956   Tax: $2,817 (2025)
    Community: Inwood Unit 4
    Single Family


    Estimated Monthly Payment: $1,358 (change assumption)
    Mortgage ($1,123) + Taxes in 2025 ($235)


    Taxes:$2,817

    Elementary School: Fred G. Garnier Elem

    High School: Auburndale High School

    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.