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Kissimmee Short Sales - 40 homes

Kissimmee Short Sale Homes are located in Osceola 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 Kissimmee short sale houses.

Location: Kissimmee

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  • 3860 ROSE MALLOW DR, KISSIMMEE, FL 34746

    $542,52172 Days on yellowkey   MLS ID: O6379370

    REDUCED by $16,779 (3.0%) on 04/15/2026

    SHORT SALE O6379370 - 3860 ROSE MALLOW DR, KISSIMMEE, FL 34746 22 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3436
       Built: 2022
    Monthly Fee: $330
       Tax: $7,872 (2025)
    Community: Bellalago Ph 5J Sec 3
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,973) + Fees ($330) + Taxes in 2025 ($656)


    Taxes:$7,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 112 OCEAN BLUFF DR, KISSIMMEE, FL 34759

    $210,00093 Days on yellowkey   MLS ID: O6373558

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

    SHORT SALE O6373558 - 112 OCEAN BLUFF DR, KISSIMMEE, FL 34759 16 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1616
       Built: 2003
    Monthly Fee: $360
       Tax: $3,271 (2025)
    Community: Lake Marion Golf Resort Ph 02
    Townhouse


    Estimated Monthly Payment: $1,783 (change assumption)
    Mortgage ($1,151) + Fees ($360) + Taxes in 2025 ($273)


    Taxes:$3,271

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 423 VERNON CT, KISSIMMEE, FL 34759

    $270,000205 Days on yellowkey   MLS ID: S5135083

    SHORT SALE S5135083 - 423 VERNON CT, KISSIMMEE, FL 34759 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1163
       Built: 2024
    Monthly Fee: $90
       Tax: $982 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,479) + Fees ($90) + Taxes in 2024 ($82)


    Taxes:$982

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 710 BLUEBILL PL, KISSIMMEE, FL 34759

    $225,00042 Days on yellowkey   MLS ID: O6383958

    REDUCED by $25,000 (10.0%) on 04/15/2026

    SHORT SALE O6383958 - 710 BLUEBILL PL, KISSIMMEE, FL 34759 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1252
       Built: 2001
    Monthly Fee: $90
       Tax: $761 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,386 (change assumption)
    Mortgage ($1,233) + Fees ($90) + Taxes in 2025 ($63)


    Taxes:$761

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8041 LOST SHAKER LN, KISSIMMEE, FL 34747

    $450,0002 Days on yellowkey   MLS ID: O6398528

    SHORT SALE O6398528 - 8041 LOST SHAKER LN, KISSIMMEE, FL 34747 74 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2019
    Monthly Fee: $467
       Tax: $9,565 (2025)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,730 (change assumption)
    Mortgage ($2,466) + Fees ($467) + Taxes in 2025 ($797)


    Taxes:$9,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1305 LOMBARDI CT, KISSIMMEE, FL 34759

    $240,000182 Days on yellowkey   MLS ID: O6350952

    SHORT SALE O6350952 - 1305 LOMBARDI CT, KISSIMMEE, FL 34759 9 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $263
       Tax: $4,579 (2024)
    Community: Solivita Ph 5D
    Single Family


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,315) + Fees ($263) + Taxes in 2024 ($382)


    Taxes:$4,579

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 442 CARAWAY DR, KISSIMMEE, FL 34759

    $210,00015 Days on yellowkey   MLS ID: S5146971

    REDUCED by $40,000 (16.0%) on 04/08/2026

    SHORT SALE S5146971 - 442 CARAWAY DR, KISSIMMEE, FL 34759 18 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1794
       Built: 2007
    Monthly Fee: $317
       Tax: $3,176 (2025)
    Community: Poinciana Nbrhd 03 South Village 07
    Single Family


    Estimated Monthly Payment: $1,732 (change assumption)
    Mortgage ($1,151) + Fees ($317) + Taxes in 2025 ($265)


    Taxes:$3,176

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4557 TEOLI CT, KISSIMMEE, FL 34746

    $306,0003 Days on yellowkey   MLS ID: S5147626

    SHORT SALE S5147626 - 4557 TEOLI CT, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1552
       Built: 2023
    Monthly Fee: $216
       Tax: $4,715 (2025)
    Community: Reedy Reserve Ph 3
    Townhouse


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($1,677) + Fees ($216) + Taxes in 2025 ($393)


    Taxes:$4,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1136 DONCASTER CT, KISSIMMEE, FL 34758

    $279,000407 Days on yellowkey   MLS ID: A4641203

    0 Days Off yellowkey (back on 4/14/2026)

    SHORT SALE A4641203 - 1136 DONCASTER CT, KISSIMMEE, FL 34758 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2002
    Monthly Fee: $23
       Tax: $3,908 (2023)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,877 (change assumption)
    Mortgage ($1,529) + Fees ($23) + Taxes in 2023 ($326)


    Taxes:$3,908

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000303 Days on yellowkey   MLS ID: O6319108

    2 Days Off yellowkey (back on 3/8/2026)

    SHORT SALE O6319108 - 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3032
       Built: 2006
    Monthly Fee: $170
       Tax: $5,901 (2024)
    Community: Bellalago Ph 4P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($2,844) + Fees ($170) + Taxes in 2024 ($492)


    Taxes:$5,901

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1904 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $365,00042 Days on yellowkey   MLS ID: O6387203

    REDUCED by $10,000 (2.7%) on 04/14/2026

    SHORT SALE O6387203 - 1904 TOHOQUA BLVD, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Monthly Fee: $140
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,674 (change assumption)
    Mortgage ($2,000) + Fees ($140) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $360,0003 Days on yellowkey   MLS ID: S5147463

    SHORT SALE S5147463 - 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2023
    Monthly Fee: $10
       Tax: $7,403 (2025)
    Community: Tohoqua Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,599 (change assumption)
    Mortgage ($1,973) + Fees ($10) + Taxes in 2025 ($617)


    Taxes:$7,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3069 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $335,000323 Days on yellowkey   MLS ID: A4654099

    SHORT SALE A4654099 - 3069 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 11 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1719
       Built: 2022
    Monthly Fee: $600
       Tax: $9,679 (2024)
    Community: Rolling Oaks Ph 7
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($1,836) + Fees ($600) + Taxes in 2024 ($807)


    Taxes:$9,679

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8


  • 213 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $385,00089 Days on yellowkey   MLS ID: O6374748

    3 Days Off yellowkey (back on 4/9/2026)

    SHORT SALE O6374748 - 213 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $349
       Tax: $6,377 (2025)
    Community: Terra Verde Ph 2
    Single Family


    Estimated Monthly Payment: $2,990 (change assumption)
    Mortgage ($2,110) + Fees ($349) + Taxes in 2025 ($531)


    Taxes:$6,377

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746

    $275,000134 Days on yellowkey   MLS ID: S5139636

    SHORT SALE S5139636 - 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1683
       Built: 2023
    Monthly Fee: $300
       Tax: $4,144 (2024)
    Community: Cypress Cay Ph 1
    Townhouse


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,507) + Fees ($300) + Taxes in 2024 ($345)


    Taxes:$4,144

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 41 DORSET DR, KISSIMMEE, FL 34758

    $350,00048 Days on yellowkey   MLS ID: O6386472

    REDUCED by $14,990 (4.1%) on 04/07/2026

    SHORT SALE O6386472 - 41 DORSET DR, KISSIMMEE, FL 34758 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2024
    Monthly Fee: $90
       Tax: $4,842 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,411 (change assumption)
    Mortgage ($1,918) + Fees ($90) + Taxes in 2025 ($403)


    Taxes:$4,842

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2852 EASTHAM LN, KISSIMMEE, FL 34741

    $340,000143 Days on yellowkey   MLS ID: S5139025

    REDUCED by $10,000 (2.9%) on 04/06/2026

    SHORT SALE S5139025 - 2852 EASTHAM LN, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1776
       Built: 2013
    Monthly Fee: $384
       Tax: $5,445 (2024)
    Community: Cypress Reserve Villas
    Townhouse


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($1,863) + Fees ($384) + Taxes in 2024 ($454)


    Taxes:$5,445

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 538 LAKEVIEW CT, KISSIMMEE, FL 34759

    $224,90041 Days on yellowkey   MLS ID: O6388613

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

    SHORT SALE O6388613 - 538 LAKEVIEW CT, KISSIMMEE, FL 34759 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1349
       Built: 2004
    Monthly Fee: $83
       Tax: $2,716 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,542 (change assumption)
    Mortgage ($1,232) + Fees ($83) + Taxes in 2025 ($226)


    Taxes:$2,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 686 COTULLA DR, KISSIMMEE, FL 34758

    $385,000254 Days on yellowkey   MLS ID: O6322623

    SHORT SALE O6322623 - 686 COTULLA DR, KISSIMMEE, FL 34758 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2002
    Monthly Fee: $83
       Tax: $7,356 (2024)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,806 (change assumption)
    Mortgage ($2,110) + Fees ($83) + Taxes in 2024 ($613)


    Taxes:$7,356

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 136 CITRINE LOOP, KISSIMMEE, FL 34758

    $350,000160 Days on yellowkey   MLS ID: O6359049

    14 Days Off yellowkey (back on 1/7/2026)

    SHORT SALE O6359049 - 136 CITRINE LOOP, KISSIMMEE, FL 34758 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2023
    Monthly Fee: $100
       Tax: $5,366 (2024)
    Community: Stepping Stone Pod A Ph 2
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,918) + Fees ($100) + Taxes in 2024 ($447)


    Taxes:$5,366

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


12


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Kissimmee home, townhome, and 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 short sale homes in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee short sale properties. 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 Kissimmee short sale 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.