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Kissimmee Short Sales - 99 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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  • 1819 WILD RYE WAY, KISSIMMEE, FL 34744

    $379,00013 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


  • 5411 DAHLIA RESERVE DR, KISSIMMEE, FL 34758

    $469,90044 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

    $573,000203 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

    $229,60017 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

    $190,000135 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

    $225,000136 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

    $175,000229 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

    $385,000320 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

    $224,992467 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

    $224,900107 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

    $395,00066 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

    $170,000334 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

    $215,000249 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

    $249,99069 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

    $199,000310 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

    $385,00054 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

    $250,000120 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


  • 2426 TIMOTHY LN, KISSIMMEE, FL 34743

    $365,000145 Days on yellowkey   MLS ID: O6377132

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

    SHORT SALE O6377132 - 2426 TIMOTHY LN, KISSIMMEE, FL 34743 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1997
    Monthly Fee: $25
       Tax: $6,062 (2025)
    Community: Westlake Hammock Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,530 (change assumption)
    Mortgage ($2,000) + Fees ($25) + Taxes in 2025 ($505)


    Taxes:$6,062

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 651 PARAKEET CT, KISSIMMEE, FL 34759

    $342,000286 Days on yellowkey   MLS ID: O6342499

    INCREASED by $17,000 (5.2%) on 06/01/2026

    SHORT SALE O6342499 - 651 PARAKEET CT, KISSIMMEE, FL 34759 17 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2260
       Built: 2024
    Monthly Fee: $90
       Tax: $1,242 (2024)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $2,067 (change assumption)
    Mortgage ($1,874) + Fees ($90) + Taxes in 2024 ($104)


    Taxes:$1,242

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1406 ANCHOR BEND WAY, KISSIMMEE, FL 34746

    $209,99083 Days on yellowkey   MLS ID: O6394862

    REDUCED by $25,010 (10.6%) on 06/01/2026

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

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1365
       Built: 2024
    Monthly Fee: $618
       Tax: $4,263 (2025)
    Community: Bellalago Pod G Twnhms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,124 (change assumption)
    Mortgage ($1,151) + 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)




Why Bother Searching Elsewhere for Kissimmee Short Sale Homes?

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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.