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Winter Haven Short Sales - 49 homes

Winter Haven Short Sale Homes are located in Polk County, Florida. Find short sale homes for sale in Miami with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven short sale houses.

Location: Winter Haven

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  • 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $220,00067 Days on yellowkey   MLS ID: L4960484

    INCREASED by $30,100 (15.9%) on 05/29/2026

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

    Bed: 4   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1104
       Built: 1972   Tax: $3,182 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,471 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($265)


    Taxes:$3,182

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 820 AVENUE Z NW, WINTER HAVEN, FL 33881

    $197,5001 Day on yellowkey   MLS ID: S5150017

    SHORT SALE S5150017 - 820 AVENUE Z NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2082
       Built: 1925   Tax: $3,824 (2025)
    Community: Hartridge Manor
    Single Family


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,082) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 3815 POMELO, WINTER HAVEN, FL 33884

    $309,90095 Days on yellowkey   MLS ID: O6384844

    REDUCED by $2,340 (0.7%) on 05/28/2026

    SHORT SALE O6384844 - 3815 POMELO, WINTER HAVEN, FL 33884 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2026
    Monthly Fee: $30
       Tax: $155 (2025)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $1,741 (change assumption)
    Mortgage ($1,698) + Fees ($30) + Taxes in 2025 ($13)


    Taxes:$155

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4913 JACKSON ST, WINTER HAVEN, FL 33884

    $239,900131 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   Gar: 2
    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


  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $284,99985 Days on yellowkey   MLS ID: S5145191

    REDUCED by $1 (0.0%) on 05/15/2026

    SHORT SALE S5145191 - 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 38 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: $1,947 (change assumption)
    Mortgage ($1,562) + Fees ($83) + Taxes in 2025 ($302)


    Taxes:$3,628

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $276,90042 Days on yellowkey   MLS ID: G5111142

    REDUCED by $5,000 (1.8%) on 05/27/2026

    SHORT SALE G5111142 - 909 CAMBRIDGE DR, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2022
    Monthly Fee: $13
       Tax: $3,310 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,517) + Fees ($13) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $280,000393 Days on yellowkey   MLS ID: O6305100

    5 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $19,000 (6.4%) on 04/20/2026

    SHORT SALE O6305100 - 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2332
       Built: 2023
    Monthly Fee: $102
       Tax: $4,760 (2024)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,534) + Fees ($102) + Taxes in 2024 ($397)


    Taxes:$4,760

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 847 CHANNING ST, WINTER HAVEN, FL 33880

    $265,000294 Days on yellowkey   MLS ID: P4935775

    SHORT SALE P4935775 - 847 CHANNING ST, WINTER HAVEN, FL 33880 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1478
       Built: 2022
    Monthly Fee: $58
       Tax: $3,439 (2024)
    Community: Village/Crystal Beach
    Single Family


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,452) + Fees ($58) + Taxes in 2024 ($287)


    Taxes:$3,439

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4612 REYNOSA DR SW, WINTER HAVEN, FL 33880

    $310,000295 Days on yellowkey   MLS ID: V4944212

    REDUCED by $10,000 (3.1%) on 05/27/2026

    SHORT SALE V4944212 - 4612 REYNOSA DR SW, WINTER HAVEN, FL 33880 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 1984   Tax: $4,573 (2024)
    Community: Plaza Sub
    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,699) + Taxes in 2024 ($381)


    Taxes:$4,573

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 5018 STRADA DR, WINTER HAVEN, FL 33880

    $220,000562 Days on yellowkey   MLS ID: TB8320717

    0 Days Off yellowkey (back on 9/29/2025)

    SHORT SALE TB8320717 - 5018 STRADA DR, WINTER HAVEN, FL 33880 23 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3020
       Built: 2004
    Monthly Fee: $14
       Tax: $4,657 (2023)
    Community: Sunridge Village East
    Single Family


    Estimated Monthly Payment: $1,608 (change assumption)
    Mortgage ($1,205) + Fees ($14) + Taxes in 2023 ($388)


    Taxes:$4,657

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2023

    Middle School: Westwood Middle


  • 307 STERLING DR, WINTER HAVEN, FL 33884

    $260,0002 Days on yellowkey   MLS ID: S5150673

    SHORT SALE S5150673 - 307 STERLING DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1444
       Built: 1997
    Monthly Fee: $24
       Tax: $3,343 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $1,727 (change assumption)
    Mortgage ($1,425) + Fees ($24) + Taxes in 2025 ($279)


    Taxes:$3,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 125 EDGEWATER DR, WINTER HAVEN, FL 33881

    $210,00091 Days on yellowkey   MLS ID: S5144744

    4 Days Off yellowkey (back on 5/26/2026)

    SHORT SALE S5144744 - 125 EDGEWATER DR, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1703
       Built: 1971   Tax: $3,721 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($310)


    Taxes:$3,721

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 113 CITRUS DR, WINTER HAVEN, FL 33884

    $288,000106 Days on yellowkey   MLS ID: O6382305

    SHORT SALE O6382305 - 113 CITRUS DR, WINTER HAVEN, FL 33884 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2016
       Built: 1960   Tax: $3,241 (2024)
    Community: Elwood Heights
    Single Family


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,578) + Taxes in 2024 ($270)


    Taxes:$3,241

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $279,900365 Days on yellowkey   MLS ID: S5127874

    REDUCED by $5,100 (1.8%) on 05/01/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881

    $300,000176 Days on yellowkey   MLS ID: TB8453876

    SHORT SALE TB8453876 - 29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1604
       Built: 1962   Tax: $4,496 (2024)
    Community: North Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,644) + Taxes in 2024 ($375)


    Taxes:$4,496

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $298,900284 Days on yellowkey   MLS ID: S5132867

    REDUCED by $1,100 (0.4%) on 05/22/2026

    SHORT SALE S5132867 - 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $17
       Tax: $5,812 (2024)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,638) + Fees ($17) + Taxes in 2024 ($484)


    Taxes:$5,812

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: None


  • 602 TAYLOR BLVD, WINTER HAVEN, FL 33880

    $220,000238 Days on yellowkey   MLS ID: P4936558

    SHORT SALE P4936558 - 602 TAYLOR BLVD, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1242
       Built: 1973   Tax: $3,093 (2024)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,463 (change assumption)
    Mortgage ($1,205) + Taxes in 2024 ($258)


    Taxes:$3,093

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 5812 RED FOX DR, WINTER HAVEN, FL 33884

    $143,000390 Days on yellowkey   MLS ID: P4934727

    2 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $7,000 (4.7%) on 05/12/2026

    SHORT SALE P4934727 - 5812 RED FOX DR, WINTER HAVEN, FL 33884 15 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 1979   Tax: $1,900 (2024)
    Community: Foxhaven
    Manufactured Home


    Estimated Monthly Payment: $942 (change assumption)
    Mortgage ($784) + Taxes in 2024 ($158)


    Taxes:$1,900

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 116 HAMPDEN RD, WINTER HAVEN, FL 33884

    $249,900210 Days on yellowkey   MLS ID: S5137660

    21 Days Off yellowkey (back on 5/21/2026)

    SHORT SALE S5137660 - 116 HAMPDEN RD, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 1966   Tax: $4,494 (2024)
    Community: Dugger Rep
    Single Family


    Estimated Monthly Payment: $1,744 (change assumption)
    Mortgage ($1,369) + Taxes in 2024 ($375)


    Taxes:$4,494

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3365 COSTELLO CIR, WINTER HAVEN, FL 33884

    $320,0009 Days on yellowkey   MLS ID: L4962031

    SHORT SALE L4962031 - 3365 COSTELLO CIR, WINTER HAVEN, FL 33884 62 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $211
       Tax: $7,389 (2025)
    Community: Villamar Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($1,753) + Fees ($211) + Taxes in 2025 ($616)


    Taxes:$7,389

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


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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.