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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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  • 686 COTULLA DR, KISSIMMEE, FL 34758

    $385,000296 Days on yellowkey   MLS ID: O6322623

    0 Days Off yellowkey (back on 4/10/2026)

    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
    Spa: Yes

    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


  • 651 PARAKEET CT, KISSIMMEE, FL 34759

    $325,000262 Days on yellowkey   MLS ID: O6342499

    SHORT SALE O6342499 - 651 PARAKEET CT, KISSIMMEE, FL 34759 17 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2260
       Built: 2024
    Monthly Fee: $90
       Tax: $1,242 (2024)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,781) + Fees ($90) + Taxes in 2024 ($104)


    Taxes:$1,242

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 442 CARAWAY DR, KISSIMMEE, FL 34759

    $227,00057 Days on yellowkey   MLS ID: S5146971

    INCREASED by $17,000 (8.1%) on 05/20/2026

    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: $1,825 (change assumption)
    Mortgage ($1,244) + 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


  • 1391 GREENFIELD LOOP, KISSIMMEE, FL 34747

    $433,00016 Days on yellowkey   MLS ID: S5149597

    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: $3,703 (change assumption)
    Mortgage ($2,373) + 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


  • 1021 CANNES DR, KISSIMMEE, FL 34759

    $309,999272 Days on yellowkey   MLS ID: P4935645

    0 Days Off yellowkey (back on 11/20/2025)

    SHORT SALE P4935645 - 1021 CANNES DR, KISSIMMEE, FL 34759 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2005
    Monthly Fee: $99
       Tax: $4,414 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,165 (change assumption)
    Mortgage ($1,699) + Fees ($99) + Taxes in 2024 ($368)


    Taxes:$4,414

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 1406 KISSIMMEE CT, KISSIMMEE, FL 34759

    $200,000338 Days on yellowkey   MLS ID: O6320413

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $29,000 (12.7%) on 05/13/2026

    SHORT SALE O6320413 - 1406 KISSIMMEE CT, KISSIMMEE, FL 34759 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2005
    Monthly Fee: $90
       Tax: $3,689 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,493 (change assumption)
    Mortgage ($1,096) + Fees ($90) + Taxes in 2024 ($307)


    Taxes:$3,689

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747

    $309,500454 Days on yellowkey   MLS ID: O6285491

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

    SHORT SALE O6285491 - 3133 YELLOW LANTANA LN, KISSIMMEE, FL 34747 27 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1295
       Built: 2006
    Monthly Fee: $594
       Tax: $3,853 (2024)
    Community: Encantada Ph 01
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($1,696) + Fees ($594) + Taxes in 2024 ($321)


    Taxes:$3,853

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2958 CASTAWAY LN, KISSIMMEE, FL 34747

    $379,000169 Days on yellowkey   MLS ID: O6366361

    0 Days Off yellowkey (back on 5/18/2026)

    SHORT SALE O6366361 - 2958 CASTAWAY LN, KISSIMMEE, FL 34747 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 2023
    Monthly Fee: $474
       Tax: $9,813 (2024)
    Community: Rolling Oaks Ph 7
    Townhouse


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,077) + Fees ($474) + Taxes in 2024 ($818)


    Taxes:$9,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1191 SABINE LN, KISSIMMEE, FL 34759

    $229,000267 Days on yellowkey   MLS ID: S5133881

    SHORT SALE S5133881 - 1191 SABINE LN, KISSIMMEE, FL 34759 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2015
    Monthly Fee: $90
       Tax: $3,410 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,629 (change assumption)
    Mortgage ($1,255) + Fees ($90) + Taxes in 2024 ($284)


    Taxes:$3,410

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 165 CITRINE LOOP, KISSIMMEE, FL 34758

    $324,000379 Days on yellowkey   MLS ID: S5126819

    SHORT SALE S5126819 - 165 CITRINE LOOP, KISSIMMEE, FL 34758 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1510
       Built: 2023
    Monthly Fee: $85
       Tax: $4,597 (2024)
    Community: Stepping Stone Pod A Ph 2
    Single Family


    Estimated Monthly Payment: $2,243 (change assumption)
    Mortgage ($1,775) + Fees ($85) + Taxes in 2024 ($383)


    Taxes:$4,597

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3111 TURNBERRY BLVD, KISSIMMEE, FL 34744

    $350,000192 Days on yellowkey   MLS ID: S5138322

    129 Days Off yellowkey (back on 5/18/2026)

    SHORT SALE S5138322 - 3111 TURNBERRY BLVD, KISSIMMEE, FL 34744 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1400
       Built: 2007
    Monthly Fee: $76
       Tax: $4,633 (2024)
    Community: Turnberry Reserve Unit 2
    Single Family


    Estimated Monthly Payment: $2,380 (change assumption)
    Mortgage ($1,918) + Fees ($76) + Taxes in 2024 ($386)


    Taxes:$4,633

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000345 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


  • 2773 WOODSTREAM CIR, KISSIMMEE, FL 34743

    $337,500339 Days on yellowkey   MLS ID: S5129493

    0 Days Off yellowkey (back on 1/13/2026)

    SHORT SALE S5129493 - 2773 WOODSTREAM CIR, KISSIMMEE, FL 34743 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 1992
    Monthly Fee: $38
       Tax: $4,232 (2024)
    Community: Pebble Pointe Unit 1
    Single Family


    Estimated Monthly Payment: $2,240 (change assumption)
    Mortgage ($1,849) + Fees ($38) + Taxes in 2024 ($353)


    Taxes:$4,232

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Parkway Middle


  • 3860 ROSE MALLOW DR, KISSIMMEE, FL 34746

    $526,245114 Days on yellowkey   MLS ID: O6379370

    REDUCED by $16,276 (3.0%) on 05/18/2026

    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: $3,869 (change assumption)
    Mortgage ($2,883) + Fees ($330) + Taxes in 2025 ($656)


    Taxes:$7,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4988 BOND ST W, KISSIMMEE, FL 34758

    $319,900268 Days on yellowkey   MLS ID: S5133901

    REDUCED by $10,000 (3.0%) on 05/17/2026

    SHORT SALE S5133901 - 4988 BOND ST W, KISSIMMEE, FL 34758 28 photos

    Bed: 4   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 2226
       Built: 2006
    Monthly Fee: $337
       Tax: $5,036 (2024)
    Community: Trafalgar Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,509 (change assumption)
    Mortgage ($1,753) + Fees ($337) + Taxes in 2024 ($420)


    Taxes:$5,036

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 632 DEAUVILLE CT, KISSIMMEE, FL 34758

    $240,00030 Days on yellowkey   MLS ID: S5148776

    2 Days Off yellowkey (back on 5/16/2026)

    SHORT SALE S5148776 - 632 DEAUVILLE CT, KISSIMMEE, FL 34758 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1390
       Built: 1987
    Monthly Fee: $95
       Tax: $973 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,491 (change assumption)
    Mortgage ($1,315) + Fees ($95) + Taxes in 2025 ($81)


    Taxes:$973

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $389,90030 Days on yellowkey   MLS ID: S5148768

    REDUCED by $5,000 (1.3%) on 05/14/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,367 (change assumption)
    Mortgage ($2,136) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4 INCONNU DR, KISSIMMEE, FL 34759

    $213,60023 Days on yellowkey   MLS ID: O6404800

    SHORT SALE O6404800 - 4 INCONNU DR, KISSIMMEE, FL 34759 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2007
    Monthly Fee: $100
       Tax: $3,481 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,170) + Fees ($100) + Taxes in 2025 ($290)


    Taxes:$3,481

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 511 KILIMANJARO DR, KISSIMMEE, FL 34758

    $245,000504 Days on yellowkey   MLS ID: S5117973

    REDUCED by $30,000 (10.9%) on 04/22/2026

    SHORT SALE S5117973 - 511 KILIMANJARO DR, KISSIMMEE, FL 34758 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1159
       Built: 1991
    Monthly Fee: $83
       Tax: $3,151 (2024)
    Community: Poinciana Village 01 Neighborhood 01 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,688 (change assumption)
    Mortgage ($1,342) + Fees ($83) + Taxes in 2024 ($263)


    Taxes:$3,151

    Elementary School: Poinciana Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $375,000161 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




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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.