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Kissimmee Short Sales - 93 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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  • 7733 STONE CREEK TRL, KISSIMMEE, FL 34747

    $350,0004 Days on yellowkey   MLS ID: S5151417

    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: $2,508 (change assumption)
    Mortgage ($1,918) + 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


  • 1819 WILD RYE WAY, KISSIMMEE, FL 34744

    $379,0005 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


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $520,00052 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


  • 5411 DAHLIA RESERVE DR, KISSIMMEE, FL 34758

    $469,90036 Days on yellowkey   MLS ID: O6405913

    REDUCED by $20,000 (4.1%) on 05/22/2026

    SHORT SALE O6405913 - 5411 DAHLIA RESERVE DR, KISSIMMEE, FL 34758 4 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 2001
    Monthly Fee: $66
       Tax: $5,948 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Single Family


    Estimated Monthly Payment: $3,136 (change assumption)
    Mortgage ($2,575) + Fees ($66) + Taxes in 2025 ($496)


    Taxes:$5,948

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1861 NICE CT, KISSIMMEE, FL 34747

    $573,000195 Days on yellowkey   MLS ID: O6363676

    REDUCED by $4,000 (0.7%) on 06/05/2026

    SHORT SALE O6363676 - 1861 NICE CT, KISSIMMEE, FL 34747 67 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3281
       Built: 2018
    Monthly Fee: $563
       Tax: $7,850 (2025)
    Community: Windsor At Westside
    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($3,140) + Fees ($563) + Taxes in 2025 ($654)


    Taxes:$7,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1713 MINNOW CT, KISSIMMEE, FL 34759

    $229,6009 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

    $190,000127 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


  • 1001 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $225,000128 Days on yellowkey   MLS ID: S5143265

    REDUCED by $5,000 (2.2%) on 06/04/2026

    SHORT SALE S5143265 - 1001 PARK RIDGE CIR, KISSIMMEE, FL 34746 31 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 1645
       Built: 2002
    Monthly Fee: $460
       Tax: $4,038 (2025)
    Community: Lake Berkley Resort Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,029 (change assumption)
    Mortgage ($1,233) + Fees ($460) + Taxes in 2025 ($337)


    Taxes:$4,038

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 998 CUMBERLAND DR, KISSIMMEE, FL 34759

    $175,000221 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


  • 686 COTULLA DR, KISSIMMEE, FL 34758

    $385,000312 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


  • 1068 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $224,992459 Days on yellowkey   MLS ID: O6275499

    7 Days Off yellowkey (back on 5/28/2025)

    SHORT SALE O6275499 - 1068 PARK RIDGE CIR, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1291
       Built: 2002
    Monthly Fee: $460
       Tax: $3,940 (2024)
    Community: Lake Berkley Residence Ph 2
    Townhouse


    Estimated Monthly Payment: $2,021 (change assumption)
    Mortgage ($1,233) + Fees ($460) + Taxes in 2024 ($328)


    Taxes:$3,940

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 538 LAKEVIEW CT, KISSIMMEE, FL 34759

    $224,90099 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

    $395,00058 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


  • 716 CARIBOU DR, KISSIMMEE, FL 34759

    $170,000326 Days on yellowkey   MLS ID: TB8409412

    1 Days Off yellowkey (back on 11/5/2025)

    SHORT SALE TB8409412 - 716 CARIBOU DR, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1986
    Monthly Fee: $90
       Tax: $1,675 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($931) + Fees ($90) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 119 ANZIO DR, KISSIMMEE, FL 34758

    $215,000241 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

    $249,99061 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


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000361 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


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000663 Days on yellowkey   MLS ID: O6233314

    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


  • 683 BAY LEAF DR, KISSIMMEE, FL 34759

    $199,000302 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

    $385,00046 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




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.