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Kissimmee Short Sales - 110 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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  • 2221 PARIA LN, KISSIMMEE, FL 34758

    $349,90059 Days on yellowkey   MLS ID: O6407028

    REDUCED by $15,000 (4.1%) on 06/09/2026

    SHORT SALE O6407028 - 2221 PARIA LN, KISSIMMEE, FL 34758 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2009
    Monthly Fee: $37
       Tax: $2,476 (2025)
    Community: Blackstone Landing Ph 03
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,917) + Fees ($37) + Taxes in 2025 ($206)


    Taxes:$2,476

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 503 ANISE CT, KISSIMMEE, FL 34759

    $239,90018 Days on yellowkey   MLS ID: O6419403

    SHORT SALE O6419403 - 503 ANISE CT, KISSIMMEE, FL 34759 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1334
       Built: 2004
    Monthly Fee: $100
       Tax: $2,829 (2025)
    Community: Poinciana Nbrhd 3 South Village 7
    Single Family


    Estimated Monthly Payment: $1,650 (change assumption)
    Mortgage ($1,314) + Fees ($100) + Taxes in 2025 ($236)


    Taxes:$2,829

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 521 EAGLE CT, KISSIMMEE, FL 34759

    $249,9003 Days on yellowkey   MLS ID: O6415936

    SHORT SALE O6415936 - 521 EAGLE CT, KISSIMMEE, FL 34759 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2005
    Monthly Fee: $100
       Tax: $3,504 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,369) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,504

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 169 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $235,0003 Days on yellowkey   MLS ID: TB8526347

    SHORT SALE TB8526347 - 169 BIRMINGHAM DR, KISSIMMEE, FL 34758 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 1991   Tax: $3,656 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,592 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($305)


    Taxes:$3,656

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $419,90095 Days on yellowkey   MLS ID: O6397176

    REDUCED by $10,100 (2.3%) on 06/23/2026

    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: $2,526 (change assumption)
    Mortgage ($2,301) + 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)


  • 5346 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $375,00095 Days on yellowkey   MLS ID: O6397580

    REDUCED by $10,000 (2.6%) on 07/10/2026

    SHORT SALE O6397580 - 5346 ROYAL POINT AVE, KISSIMMEE, FL 34746 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2023
    Monthly Fee: $122
       Tax: $5,122 (2025)
    Community: Cypress Hammock
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,055) + Fees ($122) + Taxes in 2025 ($427)


    Taxes:$5,122

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 189 GRAND CANAL DR, KISSIMMEE, FL 34759

    $245,000291 Days on yellowkey   MLS ID: O6347415

    INCREASED by $5,000 (2.1%) on 07/10/2026

    SHORT SALE O6347415 - 189 GRAND CANAL DR, KISSIMMEE, FL 34759 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1240
       Built: 2005
    Monthly Fee: $263
       Tax: $4,308 (2024)
    Community: Solivita Ph 03A
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,342) + Fees ($263) + Taxes in 2024 ($359)


    Taxes:$4,308

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 7733 STONE CREEK TRL, KISSIMMEE, FL 34747

    $305,00034 Days on yellowkey   MLS ID: S5151417

    REDUCED by $15,000 (4.7%) on 07/10/2026

    SHORT SALE S5151417 - 7733 STONE CREEK TRL, KISSIMMEE, FL 34747 12 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 1793
       Built: 2023
    Monthly Fee: $210
       Tax: $4,560 (2025)
    Community: Lake Wilson Reserve
    Townhouse


    Estimated Monthly Payment: $2,261 (change assumption)
    Mortgage ($1,671) + Fees ($210) + Taxes in 2025 ($380)


    Taxes:$4,560

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $319,497312 Days on yellowkey   MLS ID: O6337080

    REDUCED by $1,000 (0.3%) on 06/02/2026

    SHORT SALE O6337080 - 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1059
       Built: 1999
    Monthly Fee: $27
       Tax: $3,914 (2024)
    Community: Marisol Ph 2
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,751) + Fees ($27) + Taxes in 2024 ($326)


    Taxes:$3,914

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1305 LOMBARDI CT, KISSIMMEE, FL 34759

    $240,000270 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


  • 875 FRASER DR, KISSIMMEE, FL 34759

    $275,000244 Days on yellowkey   MLS ID: O6356502

    REDUCED by $20,000 (6.8%) on 07/10/2026

    SHORT SALE O6356502 - 875 FRASER DR, KISSIMMEE, FL 34759 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2018
    Monthly Fee: $90
       Tax: $3,854 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,507) + Fees ($90) + Taxes in 2024 ($321)


    Taxes:$3,854

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 346 COCOA CT, KISSIMMEE, FL 34758

    $275,00031 Days on yellowkey   MLS ID: A4696028

    REDUCED by $10,000 (3.5%) on 07/10/2026

    SHORT SALE A4696028 - 346 COCOA CT, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1640
       Built: 2001
    Monthly Fee: $100
       Tax: $4,195 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,507) + Fees ($100) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2426 TIMOTHY LN, KISSIMMEE, FL 34743

    $365,000167 Days on yellowkey   MLS ID: O6377132

    5 Days Off yellowkey (back on 6/2/2026)

    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


  • 1939 MANATEE DR, KISSIMMEE, FL 34759

    $235,90097 Days on yellowkey   MLS ID: S5146491

    SHORT SALE S5146491 - 1939 MANATEE DR, KISSIMMEE, FL 34759 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2019
    Monthly Fee: $100
       Tax: $4,678 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,782 (change assumption)
    Mortgage ($1,293) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 423 VERNON CT, KISSIMMEE, FL 34759

    $270,000293 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


  • 8595 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $430,000205 Days on yellowkey   MLS ID: TB8458096

    REDUCED by $10,000 (2.3%) on 07/09/2026

    SHORT SALE TB8458096 - 8595 SUNRISE KEY DR, KISSIMMEE, FL 34747 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005   Tax: $5,239 (2024)
    Community: Emerald Island Resort Ph 5A
    Single Family


    Estimated Monthly Payment: $2,793 (change assumption)
    Mortgage ($2,356) + Taxes in 2024 ($437)


    Taxes:$5,239

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758

    $285,000133 Days on yellowkey   MLS ID: O6386406

    REDUCED by $15,000 (5.0%) on 07/09/2026

    SHORT SALE O6386406 - 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1525
       Built: 2020
    Monthly Fee: $84
       Tax: $3,413 (2025)
    Community: Overlook Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $1,930 (change assumption)
    Mortgage ($1,562) + Fees ($84) + Taxes in 2025 ($284)


    Taxes:$3,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1756 STAMEN DR, KISSIMMEE, FL 34744

    $399,000145 Days on yellowkey   MLS ID: TB8475839

    0 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $50,900 (11.3%) on 05/05/2026

    SHORT SALE TB8475839 - 1756 STAMEN DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2023
    Monthly Fee: $160
       Tax: $6,118 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,186) + Fees ($160) + Taxes in 2025 ($510)


    Taxes:$6,118

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 525 CARLSBAD DR, KISSIMMEE, FL 34758

    $285,00011 Days on yellowkey   MLS ID: O6421388

    SHORT SALE O6421388 - 525 CARLSBAD DR, KISSIMMEE, FL 34758 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1412
       Built: 1992
    Monthly Fee: $90
       Tax: $2,973 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,562) + Fees ($90) + Taxes in 2025 ($248)


    Taxes:$2,973

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $510,00082 Days on yellowkey   MLS ID: S5148044

    REDUCED by $10,000 (1.9%) on 06/22/2026

    SHORT SALE S5148044 - 8912 RHODES ST, KISSIMMEE, FL 34747 93 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2016
    Monthly Fee: $607
       Tax: $10,299 (2025)
    Community: Windsor At Westside Ph 1
    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($2,794) + Fees ($607) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Short Sale Homes?

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.