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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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  • 534 EAGLE POINTE S, KISSIMMEE, FL 34746

    $300,90059 Days on yellowkey   MLS ID: S5148539

    2 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $25,000 (7.7%) on 05/27/2026

    SHORT SALE S5148539 - 534 EAGLE POINTE S, KISSIMMEE, FL 34746 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2003
    Monthly Fee: $25
       Tax: $2,011 (2025)
    Community: Eagle Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,841 (change assumption)
    Mortgage ($1,649) + Fees ($25) + Taxes in 2025 ($168)


    Taxes:$2,011

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 710 BLUEBILL PL, KISSIMMEE, FL 34759

    $210,000111 Days on yellowkey   MLS ID: O6383958

    0 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $15,000 (6.7%) on 04/29/2026

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

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1252
       Built: 2001
    Monthly Fee: $90
       Tax: $761 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,304 (change assumption)
    Mortgage ($1,151) + Fees ($90) + Taxes in 2025 ($63)


    Taxes:$761

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5411 DAHLIA RESERVE DR, KISSIMMEE, FL 34758

    $465,90047 Days on yellowkey   MLS ID: O6405913

    REDUCED by $4,000 (0.9%) on 06/24/2026

    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: $3,114 (change assumption)
    Mortgage ($2,553) + Fees ($66) + Taxes in 2025 ($496)


    Taxes:$5,948

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758

    $300,000114 Days on yellowkey   MLS ID: O6386406

    REDUCED by $15,000 (4.8%) on 06/24/2026

    SHORT SALE O6386406 - 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1525
       Built: 2020
    Monthly Fee: $84
       Tax: $3,413 (2025)
    Community: Overlook Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,012 (change assumption)
    Mortgage ($1,644) + Fees ($84) + Taxes in 2025 ($284)


    Taxes:$3,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1542 COLONY AVE, KISSIMMEE, FL 34744

    $320,000499 Days on yellowkey   MLS ID: O6279065

    0 Days Off yellowkey (back on 6/23/2026)

    SHORT SALE O6279065 - 1542 COLONY AVE, KISSIMMEE, FL 34744 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1185
       Built: 1986   Tax: $3,348 (2023)
    Community: Oak Hollow Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,032 (change assumption)
    Mortgage ($1,753) + Taxes in 2023 ($279)


    Taxes:$3,348

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2221 PARIA LN, KISSIMMEE, FL 34758

    $349,90040 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


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $419,90076 Days on yellowkey   MLS ID: O6397176

    REDUCED by $10,100 (2.3%) on 06/23/2026

    SHORT SALE O6397176 - 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2025
    Monthly Fee: $80
       Tax: $1,748 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,526 (change assumption)
    Mortgage ($2,301) + Fees ($80) + Taxes in 2025 ($146)


    Taxes:$1,748

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 346 COCOA CT, KISSIMMEE, FL 34758

    $285,00012 Days on yellowkey   MLS ID: A4696028

    REDUCED by $10,000 (3.4%) on 06/23/2026

    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: $2,011 (change assumption)
    Mortgage ($1,562) + Fees ($100) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4 INCONNU DR, KISSIMMEE, FL 34759

    $213,60050 Days on yellowkey   MLS ID: O6404800

    0 Days Off yellowkey (back on 6/23/2026)

    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


  • 686 COTULLA DR, KISSIMMEE, FL 34758

    $385,000323 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

    $224,992470 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


  • 1122 SEASIDE MIST TRL, KISSIMMEE, FL 34747

    $299,00013 Days on yellowkey   MLS ID: O6415418

    5 Days Off yellowkey (back on 6/23/2026)

    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


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000674 Days on yellowkey   MLS ID: O6233314

    0 Days Off yellowkey (back on 6/18/2026)

    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


  • 1001 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $225,000139 Days on yellowkey   MLS ID: S5143265

    5 Days Off yellowkey (back on 6/22/2026)

    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


  • 7733 STONE CREEK TRL, KISSIMMEE, FL 34747

    $320,00015 Days on yellowkey   MLS ID: S5151417

    REDUCED by $30,000 (8.6%) on 06/22/2026

    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: $2,343 (change assumption)
    Mortgage ($1,753) + 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


  • 1391 GREENFIELD LOOP, KISSIMMEE, FL 34747

    $418,00043 Days on yellowkey   MLS ID: S5149597

    REDUCED by $10,000 (2.3%) on 06/22/2026

    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: $3,621 (change assumption)
    Mortgage ($2,290) + 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


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $510,00063 Days on yellowkey   MLS ID: S5148044

    REDUCED by $10,000 (1.9%) on 06/22/2026

    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: $4,260 (change assumption)
    Mortgage ($2,794) + Fees ($607) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3860 ROSE MALLOW DR, KISSIMMEE, FL 34746

    $499,930141 Days on yellowkey   MLS ID: O6379370

    REDUCED by $26,315 (5.0%) on 06/22/2026

    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: $3,725 (change assumption)
    Mortgage ($2,739) + Fees ($330) + Taxes in 2025 ($656)


    Taxes:$7,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 305 CHELMSFORD CT, KISSIMMEE, FL 34758

    $275,000189 Days on yellowkey   MLS ID: O6367634

    1 Days Off yellowkey (back on 6/22/2026)

    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


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000372 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




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.