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Kissimmee Short Sales - 97 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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  • 339 MAGICAL WAY, KISSIMMEE, FL 34744

    $370,00014 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

    $319,497293 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

    $264,000330 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

    $271,00026 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

    $210,00070 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

    $235,000139 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

    $245,000531 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

    $209,000290 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


  • 1959 CACUTTA WAY, KISSIMMEE, FL 34744

    $400,00019 Days on yellowkey   MLS ID: S5151373

    SHORT SALE S5151373 - 1959 CACUTTA WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,033 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,789 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($586)


    Taxes:$7,033

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 1819 WILD RYE WAY, KISSIMMEE, FL 34744

    $379,00016 Days on yellowkey   MLS ID: S5151456

    SHORT SALE S5151456 - 1819 WILD RYE WAY, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2022
    Monthly Fee: $11
       Tax: $6,436 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,624 (change assumption)
    Mortgage ($2,077) + Fees ($11) + Taxes in 2025 ($536)


    Taxes:$6,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1713 MINNOW CT, KISSIMMEE, FL 34759

    $229,60020 Days on yellowkey   MLS ID: O6413903

    SHORT SALE O6413903 - 1713 MINNOW CT, KISSIMMEE, FL 34759 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2004
    Monthly Fee: $85
       Tax: $3,994 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,676 (change assumption)
    Mortgage ($1,258) + Fees ($85) + Taxes in 2025 ($333)


    Taxes:$3,994

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 667 BAY LEAF DR, KISSIMMEE, FL 34759

    $190,000138 Days on yellowkey   MLS ID: O6380636

    1 Days Off yellowkey (back on 2/15/2026)

    SHORT SALE O6380636 - 667 BAY LEAF DR, KISSIMMEE, FL 34759 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1635
       Built: 2023
    Monthly Fee: $270
       Tax: $3,736 (2025)
    Community: Tuscany Preservie Ph 4
    Townhouse


    Estimated Monthly Payment: $1,622 (change assumption)
    Mortgage ($1,041) + Fees ($270) + Taxes in 2025 ($311)


    Taxes:$3,736

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 998 CUMBERLAND DR, KISSIMMEE, FL 34759

    $175,000232 Days on yellowkey   MLS ID: W7880328

    0 Days Off yellowkey (back on 3/26/2026)

    SHORT SALE W7880328 - 998 CUMBERLAND DR, KISSIMMEE, FL 34759 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1235
       Built: 2007
    Monthly Fee: $85
       Tax: $3,116 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,304 (change assumption)
    Mortgage ($959) + Fees ($85) + Taxes in 2024 ($260)


    Taxes:$3,116

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Dundee Ridge Middle


  • 538 LAKEVIEW CT, KISSIMMEE, FL 34759

    $224,900110 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


  • 4371 CREEK COVE LN, KISSIMMEE, FL 34744

    $395,00069 Days on yellowkey   MLS ID: S5147262

    REDUCED by $20,000 (4.8%) on 05/26/2026

    SHORT SALE S5147262 - 4371 CREEK COVE LN, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2023
    Monthly Fee: $242
       Tax: $3,773 (2025)
    Community: The Towns At Creekside
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,721 (change assumption)
    Mortgage ($2,164) + Fees ($242) + Taxes in 2025 ($314)


    Taxes:$3,773

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 119 ANZIO DR, KISSIMMEE, FL 34758

    $215,000252 Days on yellowkey   MLS ID: O6352855

    0 Days Off yellowkey (back on 6/3/2026)

    SHORT SALE O6352855 - 119 ANZIO DR, KISSIMMEE, FL 34758 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1137
       Built: 2004
    Monthly Fee: $90
       Tax: $2,925 (2024)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $1,512 (change assumption)
    Mortgage ($1,178) + Fees ($90) + Taxes in 2024 ($244)


    Taxes:$2,925

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4557 TEOLI CT, KISSIMMEE, FL 34746

    $249,99072 Days on yellowkey   MLS ID: S5147626

    1 Days Off yellowkey (back on 6/3/2026)

    REDUCED by $56,010 (18.3%) on 05/08/2026

    SHORT SALE S5147626 - 4557 TEOLI CT, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1552
       Built: 2023
    Monthly Fee: $216
       Tax: $4,715 (2025)
    Community: Reedy Reserve Ph 3
    Townhouse


    Estimated Monthly Payment: $1,979 (change assumption)
    Mortgage ($1,370) + Fees ($216) + Taxes in 2025 ($393)


    Taxes:$4,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 683 BAY LEAF DR, KISSIMMEE, FL 34759

    $199,000313 Days on yellowkey   MLS ID: S5132837

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

    SHORT SALE S5132837 - 683 BAY LEAF DR, KISSIMMEE, FL 34759 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1635
       Built: 2023
    Monthly Fee: $216
       Tax: $3,777 (2024)
    Community: Tuscany Preserve Ph 4 North
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,090) + Fees ($216) + Taxes in 2024 ($315)


    Taxes:$3,777

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $385,00057 Days on yellowkey   MLS ID: S5148768

    REDUCED by $4,900 (1.3%) on 06/02/2026

    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: $2,340 (change assumption)
    Mortgage ($2,110) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 CIMARRON DR, KISSIMMEE, FL 34759

    $250,000123 Days on yellowkey   MLS ID: O6384227

    2 Days Off yellowkey (back on 3/9/2026)

    SHORT SALE O6384227 - 205 CIMARRON DR, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1383
       Built: 2022
    Monthly Fee: $90
       Tax: $3,013 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($1,370) + Fees ($90) + Taxes in 2024 ($251)


    Taxes:$3,013

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle




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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.