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Kissimmee Short Sales - 84 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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  • 667 HERALDO CT, KISSIMMEE, FL 34758

    $236,000478 Days on yellowkey   MLS ID: S5118760

    3 Days Off yellowkey (back on 2/16/2026)

    SHORT SALE S5118760 - 667 HERALDO CT, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1988
    Monthly Fee: $15
       Tax: $622 (2023)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,293) + Fees ($15) + Taxes in 2023 ($52)


    Taxes:$622

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1909 LAKEVIEW PL, KISSIMMEE, FL 34759

    $250,000339 Days on yellowkey   MLS ID: O6320983

    SHORT SALE O6320983 - 1909 LAKEVIEW PL, KISSIMMEE, FL 34759 8 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1915
       Built: 2005
    Monthly Fee: $81
       Tax: $3,600 (2024)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,370) + Fees ($81) + Taxes in 2024 ($300)


    Taxes:$3,600

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1433 SARASOTA DR, KISSIMMEE, FL 34759

    $229,999254 Days on yellowkey   MLS ID: S5134596

    1 Days Off yellowkey (back on 1/27/2026)

    SHORT SALE S5134596 - 1433 SARASOTA DR, KISSIMMEE, FL 34759 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1417
       Built: 2005
    Monthly Fee: $90
       Tax: $635 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,403 (change assumption)
    Mortgage ($1,260) + Fees ($90) + Taxes in 2024 ($53)


    Taxes:$635

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 716 CARIBOU DR, KISSIMMEE, FL 34759

    $170,000310 Days on yellowkey   MLS ID: TB8409412

    1 Days Off yellowkey (back on 11/5/2025)

    SHORT SALE TB8409412 - 716 CARIBOU DR, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1986
    Monthly Fee: $90
       Tax: $1,675 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($931) + Fees ($90) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 521 BIG BLACK WAY, KISSIMMEE, FL 34759

    $265,000265 Days on yellowkey   MLS ID: O6340439

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

    SHORT SALE O6340439 - 521 BIG BLACK WAY, KISSIMMEE, FL 34759 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2023
    Monthly Fee: $90
       Tax: $3,769 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,452) + Fees ($90) + Taxes in 2024 ($314)


    Taxes:$3,769

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746

    $275,000176 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


  • 1406 TEAL CT, KISSIMMEE, FL 34759

    $298,000112 Days on yellowkey   MLS ID: O6374988

    REDUCED by $17,000 (5.4%) on 04/21/2026

    SHORT SALE O6374988 - 1406 TEAL CT, KISSIMMEE, FL 34759 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1941
       Built: 2022
    Monthly Fee: $100
       Tax: $3,875 (2025)
    Community: Poinciana Nbrhd 06 Village 03
    Single Family


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,633) + Fees ($100) + Taxes in 2025 ($323)


    Taxes:$3,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4150 CITRUS ST, KISSIMMEE, FL 34746

    $845,000559 Days on yellowkey   MLS ID: O6257014

    0 Days Off yellowkey (back on 9/3/2025)

    SHORT SALE O6257014 - 4150 CITRUS ST, KISSIMMEE, FL 34746 16 photos

    Bed: 5   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 4553
       Built: 1978   Tax: $4,446 (2024)
    Community: Orange Blossom Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,630) + Taxes in 2024 ($371)


    Taxes:$4,446

    Elementary School: Pleasant Hill Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1961 SAWFISH DR, KISSIMMEE, FL 34759

    $265,000303 Days on yellowkey   MLS ID: O6329266

    INCREASED by $16,000 (6.4%) on 04/20/2026

    SHORT SALE O6329266 - 1961 SAWFISH DR, KISSIMMEE, FL 34759 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1785
       Built: 2005
    Monthly Fee: $95
       Tax: $3,674 (2024)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,853 (change assumption)
    Mortgage ($1,452) + Fees ($95) + Taxes in 2024 ($306)


    Taxes:$3,674

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1068 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $224,992443 Days on yellowkey   MLS ID: O6275499

    7 Days Off yellowkey (back on 5/28/2025)

    SHORT SALE O6275499 - 1068 PARK RIDGE CIR, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1291
       Built: 2002
    Monthly Fee: $460
       Tax: $3,940 (2024)
    Community: Lake Berkley Residence Ph 2
    Townhouse


    Estimated Monthly Payment: $2,021 (change assumption)
    Mortgage ($1,233) + Fees ($460) + Taxes in 2024 ($328)


    Taxes:$3,940

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1305 LOMBARDI CT, KISSIMMEE, FL 34759

    $240,000224 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


  • 2426 TIMOTHY LN, KISSIMMEE, FL 34743

    $365,000121 Days on yellowkey   MLS ID: O6377132

    SHORT SALE O6377132 - 2426 TIMOTHY LN, KISSIMMEE, FL 34743 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1997
    Monthly Fee: $25
       Tax: $6,062 (2025)
    Community: Westlake Hammock Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,530 (change assumption)
    Mortgage ($2,000) + Fees ($25) + Taxes in 2025 ($505)


    Taxes:$6,062

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 423 VERNON CT, KISSIMMEE, FL 34759

    $270,000247 Days on yellowkey   MLS ID: S5135083

    0 Days Off yellowkey (back on 4/16/2026)

    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


  • 2334 ZABALLINA PL #2343, KISSIMMEE, FL 34747

    $579,000113 Days on yellowkey   MLS ID: O6379944

    REDUCED by $10,000 (1.7%) on 04/16/2026

    SHORT SALE O6379944 - 2334 ZABALLINA PL #2343, KISSIMMEE, FL 34747 15 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2299
       Built: 2024
    Monthly Fee: $633
       Tax: $8,353 (2025)
    Community: Solara Ph 3 Rep
    Condo


    Estimated Monthly Payment: $4,502 (change assumption)
    Mortgage ($3,173) + Fees ($633) + Taxes in 2025 ($696)


    Taxes:$8,353

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $430,00049 Days on yellowkey   MLS ID: O6397176

    SHORT SALE O6397176 - 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2025
    Monthly Fee: $80
       Tax: $1,748 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,356) + Fees ($80) + Taxes in 2025 ($146)


    Taxes:$1,748

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 706 N RENNES CT, KISSIMMEE, FL 34759

    $209,000263 Days on yellowkey   MLS ID: NS1085911

    5 Days Off yellowkey (back on 1/21/2026)

    SHORT SALE NS1085911 - 706 N RENNES CT, KISSIMMEE, FL 34759 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 2002
    Monthly Fee: $90
       Tax: $5,039 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,655 (change assumption)
    Mortgage ($1,145) + Fees ($90) + Taxes in 2024 ($420)


    Taxes:$5,039

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1136 DONCASTER CT, KISSIMMEE, FL 34758

    $279,000449 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


  • 1563 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $360,00045 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


  • 2852 EASTHAM LN, KISSIMMEE, FL 34741

    $340,000185 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

    $224,90083 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




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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.