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Kissimmee Short Sales - 99 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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  • 5346 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $414,00073 Days on yellowkey   MLS ID: O6397580

    REDUCED by $5,500 (1.3%) on 06/11/2026

    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: $2,817 (change assumption)
    Mortgage ($2,268) + 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


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000671 Days on yellowkey   MLS ID: O6233314

    0 Days Off yellowkey (back on 6/18/2026)

    SHORT SALE O6233314 - 1502 JADEWOOD WAY, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Monthly Fee: $11
       Tax: $7,144 (2025)
    Community: Kindred Ph 2C & 2D Pb 30 Pgs 74-80 Lot 323
    Single Family


    Estimated Monthly Payment: $2,524 (change assumption)
    Mortgage ($1,918) + Fees ($11) + Taxes in 2025 ($595)


    Taxes:$7,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 439 MULBERRY CT, KISSIMMEE, FL 34759

    $229,000468 Days on yellowkey   MLS ID: O6288653

    1 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $21,000 (8.4%) on 06/08/2026

    SHORT SALE O6288653 - 439 MULBERRY CT, KISSIMMEE, FL 34759 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1273
       Built: 2023
    Monthly Fee: $85
       Tax: $3,330 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,255) + Fees ($85) + Taxes in 2024 ($277)


    Taxes:$3,330

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1905 HUGHEY ST, KISSIMMEE, FL 34741

    $365,000114 Days on yellowkey   MLS ID: O6386088

    REDUCED by $31,990 (8.1%) on 06/19/2026

    SHORT SALE O6386088 - 1905 HUGHEY ST, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1294
       Built: 1972   Tax: $4,911 (2025)
    Community: Bruces Sunshine Homes
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($409)


    Taxes:$4,911

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $520,00060 Days on yellowkey   MLS ID: S5148044

    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: $4,314 (change assumption)
    Mortgage ($2,849) + Fees ($607) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1021 EMBRUN CT, KISSIMMEE, FL 34759

    $220,0003 Days on yellowkey   MLS ID: O6417919

    SHORT SALE O6417919 - 1021 EMBRUN CT, KISSIMMEE, FL 34759 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1285
       Built: 1995
    Monthly Fee: $100
       Tax: $2,983 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,554 (change assumption)
    Mortgage ($1,205) + Fees ($100) + Taxes in 2025 ($249)


    Taxes:$2,983

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2000 RANKIN ST, KISSIMMEE, FL 34744

    $319,0003 Days on yellowkey   MLS ID: S5151625

    SHORT SALE S5151625 - 2000 RANKIN ST, KISSIMMEE, FL 34744 6 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2024
    Monthly Fee: $89
       Tax: $5,659 (2025)
    Community: Kindred Ph 3A
    Townhouse


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,748) + Fees ($89) + Taxes in 2025 ($472)


    Taxes:$5,659

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1391 GREENFIELD LOOP, KISSIMMEE, FL 34747

    $428,00040 Days on yellowkey   MLS ID: S5149597

    REDUCED by $5,000 (1.2%) on 06/10/2026

    SHORT SALE S5149597 - 1391 GREENFIELD LOOP, KISSIMMEE, FL 34747 9 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1811
       Built: 2023
    Monthly Fee: $562
       Tax: $9,220 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $3,675 (change assumption)
    Mortgage ($2,345) + Fees ($562) + Taxes in 2025 ($768)


    Taxes:$9,220

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2221 PARIA LN, KISSIMMEE, FL 34758

    $349,90037 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


  • 305 CHELMSFORD CT, KISSIMMEE, FL 34758

    $275,000186 Days on yellowkey   MLS ID: O6367634

    SHORT SALE O6367634 - 305 CHELMSFORD CT, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 2017
    Monthly Fee: $90
       Tax: $3,916 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,507) + Fees ($90) + Taxes in 2024 ($326)


    Taxes:$3,916

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 710 BLUEBILL PL, KISSIMMEE, FL 34759

    $210,000108 Days on yellowkey   MLS ID: O6383958

    REDUCED by $15,000 (6.7%) on 04/29/2026

    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: $1,304 (change assumption)
    Mortgage ($1,151) + Fees ($90) + Taxes in 2025 ($63)


    Taxes:$761

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3604 LANDING NET DR, KISSIMMEE, FL 34746

    $280,000234 Days on yellowkey   MLS ID: O6356725

    SHORT SALE O6356725 - 3604 LANDING NET DR, KISSIMMEE, FL 34746 9 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $444
       Tax: $4,501 (2024)
    Community: Bellalago Pod G Twnhms
    Townhouse


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,534) + Fees ($444) + Taxes in 2024 ($375)


    Taxes:$4,501

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4813 MARCOS CIR, KISSIMMEE, FL 34758

    $310,000125 Days on yellowkey   MLS ID: O6382670

    SHORT SALE O6382670 - 4813 MARCOS CIR, KISSIMMEE, FL 34758 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 2018
    Monthly Fee: $92
       Tax: $4,185 (2025)
    Community: Overlook Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,699) + Fees ($92) + Taxes in 2025 ($349)


    Taxes:$4,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3145 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $318,9004 Days on yellowkey   MLS ID: O6413644

    SHORT SALE O6413644 - 3145 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 24 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1380
       Built: 2023
    Monthly Fee: $600
       Tax: $7,628 (2025)
    Community: Rolling Oaks Ph 7
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,983 (change assumption)
    Mortgage ($1,747) + Fees ($600) + Taxes in 2025 ($636)


    Taxes:$7,628

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: VOYAGER K-8


  • 3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $375,000185 Days on yellowkey   MLS ID: O6362522

    SHORT SALE O6362522 - 3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 70 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 2023
    Monthly Fee: $583
       Tax: $9,813 (2024)
    Community: Margaritaville
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,055) + Fees ($583) + Taxes in 2024 ($818)


    Taxes:$9,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8041 LOST SHAKER LN, KISSIMMEE, FL 34747

    $425,00068 Days on yellowkey   MLS ID: O6398528

    REDUCED by $25,000 (5.6%) on 06/09/2026

    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: $3,593 (change assumption)
    Mortgage ($2,329) + Fees ($467) + Taxes in 2025 ($797)


    Taxes:$9,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 209 CIMARRON DR, KISSIMMEE, FL 34759

    $250,00081 Days on yellowkey   MLS ID: O6395162

    1 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $25,000 (9.1%) on 06/10/2026

    SHORT SALE O6395162 - 209 CIMARRON DR, KISSIMMEE, FL 34759 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 2022
    Monthly Fee: $100
       Tax: $3,380 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,370) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,380

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 41 DORSET DR, KISSIMMEE, FL 34758

    $358,000114 Days on yellowkey   MLS ID: O6386472

    0 Days Off yellowkey (back on 6/16/2026)

    INCREASED by $8,000 (2.3%) on 06/16/2026

    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: $2,455 (change assumption)
    Mortgage ($1,962) + Fees ($90) + Taxes in 2025 ($403)


    Taxes:$4,842

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1907 LAKEVIEW WAY, KISSIMMEE, FL 34759

    $295,00014 Days on yellowkey   MLS ID: O6413650

    SHORT SALE O6413650 - 1907 LAKEVIEW WAY, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2006
    Monthly Fee: $100
       Tax: $4,537 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,095 (change assumption)
    Mortgage ($1,616) + Fees ($100) + Taxes in 2025 ($378)


    Taxes:$4,537

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000369 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




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.