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Kissimmee Short Sales - 20 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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  • 3058 PIRATE WAY, KISSIMMEE, FL 34747

    $375,000Listed 04/01/2026 11:22AM   MLS ID: O6394128

    SHORT SALE O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1305
       Built: 2018
    Monthly Fee: $468
       Tax: $9,460 (2025)
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,055) + Fees ($468) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2039 SHANNON LAKES BLVD, KISSIMMEE, FL 34743

    $200,000273 Days on yellowkey   MLS ID: O6324279

    0 Days Off yellowkey (back on 7/3/2025)

    SHORT SALE O6324279 - 2039 SHANNON LAKES BLVD, KISSIMMEE, FL 34743 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 1997
    Monthly Fee: $28
       Tax: $4 (2024)
    Community: Shannon Lakes
    Single Family


    Estimated Monthly Payment: $1,124 (change assumption)
    Mortgage ($1,096) + Fees ($28) + Taxes in 2024 ($0)


    Taxes:$4

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 189 GRAND CANAL DR, KISSIMMEE, FL 34759

    $240,000189 Days on yellowkey   MLS ID: O6347415

    1 Days Off yellowkey (back on 10/27/2025)

    SHORT SALE O6347415 - 189 GRAND CANAL DR, KISSIMMEE, FL 34759 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1240
       Built: 2005
    Monthly Fee: $263
       Tax: $4,308 (2024)
    Community: Solivita Ph 03A
    Single Family


    Estimated Monthly Payment: $1,937 (change assumption)
    Mortgage ($1,315) + Fees ($263) + Taxes in 2024 ($359)


    Taxes:$4,308

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 686 COTULLA DR, KISSIMMEE, FL 34758

    $385,000240 Days on yellowkey   MLS ID: O6322623

    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
    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

    $224,992387 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


  • 1904 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $375,00028 Days on yellowkey   MLS ID: O6387203

    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: $2,729 (change assumption)
    Mortgage ($2,055) + 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


  • 1961 SAWFISH DR, KISSIMMEE, FL 34759

    $249,000247 Days on yellowkey   MLS ID: O6329266

    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: $1,765 (change assumption)
    Mortgage ($1,364) + Fees ($95) + Taxes in 2024 ($306)


    Taxes:$3,674

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 439 MULBERRY CT, KISSIMMEE, FL 34759

    $250,000388 Days on yellowkey   MLS ID: O6288653

    INCREASED by $30,000 (13.6%) on 03/31/2026

    SHORT SALE O6288653 - 439 MULBERRY CT, KISSIMMEE, FL 34759 14 photos

    Bed: 3   Bath: 2.0
    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: $1,732 (change assumption)
    Mortgage ($1,370) + Fees ($85) + Taxes in 2024 ($277)


    Taxes:$3,330

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 710 BLUEBILL PL, KISSIMMEE, FL 34759

    $250,00028 Days on yellowkey   MLS ID: O6383958

    SHORT SALE O6383958 - 710 BLUEBILL PL, KISSIMMEE, FL 34759 9 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1252
       Built: 2001
    Monthly Fee: $90
       Tax: $761 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,523 (change assumption)
    Mortgage ($1,370) + Fees ($90) + Taxes in 2025 ($63)


    Taxes:$761

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1001 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $240,00056 Days on yellowkey   MLS ID: S5143265

    REDUCED by $20,000 (7.7%) on 03/31/2026

    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: $2,112 (change assumption)
    Mortgage ($1,315) + 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


  • 1406 ANCHOR BEND WAY, KISSIMMEE, FL 34746

    $235,0003 Days on yellowkey   MLS ID: O6394862

    SHORT SALE O6394862 - 1406 ANCHOR BEND WAY, KISSIMMEE, FL 34746 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1365
       Built: 2024
    Monthly Fee: $618
       Tax: $4,263 (2025)
    Community: Bellalago Pod G Twnhms
    Townhouse


    Estimated Monthly Payment: $2,261 (change assumption)
    Mortgage ($1,288) + Fees ($618) + Taxes in 2025 ($355)


    Taxes:$4,263

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1305 LOMBARDI CT, KISSIMMEE, FL 34759

    $240,000168 Days on yellowkey   MLS ID: O6350952

    SHORT SALE O6350952 - 1305 LOMBARDI CT, KISSIMMEE, FL 34759 9 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $263
       Tax: $4,579 (2024)
    Community: Solivita Ph 5D
    Single Family


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,315) + Fees ($263) + Taxes in 2024 ($382)


    Taxes:$4,579

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3606 MAYFAIR ST, KISSIMMEE, FL 34758

    $249,0009 Days on yellowkey   MLS ID: O6393215

    SHORT SALE O6393215 - 3606 MAYFAIR ST, KISSIMMEE, FL 34758 10 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1407
       Built: 2024
    Monthly Fee: $230
       Tax: $4,697 (2025)
    Community: Westview Pod A Ph 1B & 2
    Townhouse


    Estimated Monthly Payment: $1,986 (change assumption)
    Mortgage ($1,364) + Fees ($230) + Taxes in 2025 ($391)


    Taxes:$4,697

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1285 S SOUTH BEACH CIRCLE CIR, KISSIMMEE, FL 34746

    $230,000383 Days on yellowkey   MLS ID: O6289956

    SHORT SALE O6289956 - 1285 S SOUTH BEACH CIRCLE CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $289
       Tax: $4,047 (2024)
    Community: Fiesta Key
    Townhouse


    Estimated Monthly Payment: $1,887 (change assumption)
    Mortgage ($1,260) + Fees ($289) + Taxes in 2024 ($337)


    Taxes:$4,047

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1861 NICE CT, KISSIMMEE, FL 34747

    $580,000123 Days on yellowkey   MLS ID: O6363676

    SHORT SALE O6363676 - 1861 NICE CT, KISSIMMEE, FL 34747 66 photos

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


    Estimated Monthly Payment: $4,395 (change assumption)
    Mortgage ($3,178) + Fees ($563) + Taxes in 2025 ($654)


    Taxes:$7,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 101 LILY LN, KISSIMMEE, FL 34759

    $274,55076 Days on yellowkey   MLS ID: S5141889

    SHORT SALE S5141889 - 101 LILY LN, KISSIMMEE, FL 34759 1 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1886
       Built: 2023
    Monthly Fee: $100
       Tax: $3,582 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,903 (change assumption)
    Mortgage ($1,504) + Fees ($100) + Taxes in 2025 ($299)


    Taxes:$3,582

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8851 CANDY PALM RD, KISSIMMEE, FL 34747

    $330,000167 Days on yellowkey   MLS ID: O6352924

    1 Days Off yellowkey (back on 11/12/2025)

    SHORT SALE O6352924 - 8851 CANDY PALM RD, KISSIMMEE, FL 34747 34 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2013
    Monthly Fee: $700
       Tax: $5,395 (2024)
    Community: Paradise Palms Residence Ph 2
    Townhouse


    Estimated Monthly Payment: $2,958 (change assumption)
    Mortgage ($1,808) + Fees ($700) + Taxes in 2024 ($450)


    Taxes:$5,395

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 683 BAY LEAF DR, KISSIMMEE, FL 34759

    $199,000230 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
    Liv Area Sq Ft: 1635
       Built: 2023
    Monthly Fee: $216
       Tax: $3,777 (2024)
    Community: Tuscany Preserve Ph 4 North
    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


  • 4150 CITRUS ST, KISSIMMEE, FL 34746

    $845,000503 Days on yellowkey   MLS ID: O6257014

    0 Days Off yellowkey (back on 9/3/2025)

    SHORT SALE O6257014 - 4150 CITRUS ST, KISSIMMEE, FL 34746 16 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4553
       Built: 1978   Tax: $4,446 (2024)
    Community: Orange Blossom Acres
    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,630) + Taxes in 2024 ($371)


    Taxes:$4,446

    Elementary School: Pleasant Hill Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 706 N RENNES CT, KISSIMMEE, FL 34759

    $209,000207 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
    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




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.