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Kissimmee Short Sales - 94 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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  • 1904 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $340,000101 Days on yellowkey   MLS ID: O6387203

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $10,000 (2.9%) on 05/04/2026

    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: $2,537 (change assumption)
    Mortgage ($1,863) + 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


  • 2221 PARIA LN, KISSIMMEE, FL 34758

    $349,90030 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


  • 1907 LAKEVIEW WAY, KISSIMMEE, FL 34759

    $295,0007 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


  • 1425 NELSON BROOK WAY, KISSIMMEE, FL 34759

    $330,00032 Days on yellowkey   MLS ID: V4949026

    REDUCED by $10,000 (2.9%) on 06/13/2026

    SHORT SALE V4949026 - 1425 NELSON BROOK WAY, KISSIMMEE, FL 34759 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 2006
    Monthly Fee: $93
       Tax: $3,500 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,193 (change assumption)
    Mortgage ($1,808) + Fees ($93) + Taxes in 2025 ($292)


    Taxes:$3,500

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 346 COCOA CT, KISSIMMEE, FL 34758

    $295,0002 Days on yellowkey   MLS ID: A4696028

    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: $2,066 (change assumption)
    Mortgage ($1,616) + Fees ($100) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000362 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


  • 305 CHELMSFORD CT, KISSIMMEE, FL 34758

    $275,000179 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


  • 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746

    $275,000193 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


  • 8041 LOST SHAKER LN, KISSIMMEE, FL 34747

    $425,00061 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


  • 3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $375,000178 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


  • 1909 LAKEVIEW PL, KISSIMMEE, FL 34759

    $242,500356 Days on yellowkey   MLS ID: O6320983

    REDUCED by $7,500 (3.0%) on 06/12/2026

    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: $1,710 (change assumption)
    Mortgage ($1,329) + Fees ($81) + Taxes in 2024 ($300)


    Taxes:$3,600

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1122 SEASIDE MIST TRL, KISSIMMEE, FL 34747

    $299,0003 Days on yellowkey   MLS ID: O6415418

    SHORT SALE O6415418 - 1122 SEASIDE MIST TRL, KISSIMMEE, FL 34747 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2023
    Monthly Fee: $250
       Tax: $6,025 (2025)
    Community: Soleil At Westside
    Townhouse


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,638) + Fees ($250) + Taxes in 2025 ($502)


    Taxes:$6,025

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 339 MAGICAL WAY, KISSIMMEE, FL 34744

    $370,0004 Days on yellowkey   MLS ID: TB8517566

    0 Days Off yellowkey (back on 6/11/2026)

    SHORT SALE TB8517566 - 339 MAGICAL WAY, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2006
    Monthly Fee: $50
       Tax: $4,257 (2024)
    Community: Magic Landings Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,432 (change assumption)
    Mortgage ($2,027) + Fees ($50) + Taxes in 2024 ($355)


    Taxes:$4,257

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $319,497283 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


  • 1961 SAWFISH DR, KISSIMMEE, FL 34759

    $264,000320 Days on yellowkey   MLS ID: O6329266

    REDUCED by $1,000 (0.4%) on 06/11/2026

    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: $1,848 (change assumption)
    Mortgage ($1,447) + Fees ($95) + Taxes in 2024 ($306)


    Taxes:$3,674

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 146 FLATFISH CT, KISSIMMEE, FL 34759

    $271,00016 Days on yellowkey   MLS ID: O6411971

    REDUCED by $10,400 (3.7%) on 06/11/2026

    SHORT SALE O6411971 - 146 FLATFISH CT, KISSIMMEE, FL 34759 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 2023
    Monthly Fee: $100
       Tax: $3,401 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,868 (change assumption)
    Mortgage ($1,485) + Fees ($100) + Taxes in 2025 ($283)


    Taxes:$3,401

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 782 MINK CT, KISSIMMEE, FL 34759

    $210,00060 Days on yellowkey   MLS ID: S5147700

    REDUCED by $68,600 (24.6%) on 06/11/2026

    SHORT SALE S5147700 - 782 MINK CT, KISSIMMEE, FL 34759 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2005
    Monthly Fee: $100
       Tax: $3,623 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,553 (change assumption)
    Mortgage ($1,151) + Fees ($100) + Taxes in 2025 ($302)


    Taxes:$3,623

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1406 TEAL CT, KISSIMMEE, FL 34759

    $235,000129 Days on yellowkey   MLS ID: O6374988

    2 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $63,000 (21.1%) on 06/03/2026

    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: $1,711 (change assumption)
    Mortgage ($1,288) + Fees ($100) + Taxes in 2025 ($323)


    Taxes:$3,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 511 KILIMANJARO DR, KISSIMMEE, FL 34758

    $245,000521 Days on yellowkey   MLS ID: S5117973

    2 Days Off yellowkey (back on 6/10/2026)

    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


  • 706 N RENNES CT, KISSIMMEE, FL 34759

    $209,000280 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




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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.