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Kissimmee Homes For Sale & Real Estate - 3298 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 948 HACIENDA CIR, KISSIMMEE, FL 34741

    $359,50060 Days on yellowkey   MLS ID: S5146282

    REDUCED by $5,000 (1.4%) on 06/10/2026

    For Sale S5146282 - 948 HACIENDA CIR, KISSIMMEE, FL 34741 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2005
    Monthly Fee: $76
       Tax: $5,134 (2025)
    Community: Estancia
    Single Family


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($1,970) + Fees ($76) + Taxes in 2025 ($428)


    Taxes:$5,134

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 5550 GUAVA CT, KISSIMMEE, FL 34758

    $306,3906 Days on yellowkey   MLS ID: O6415385

    REDUCED by $5,000 (1.6%) on 06/10/2026

    For Sale O6415385 - 5550 GUAVA CT, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $1,804 (change assumption)
    Mortgage ($1,679) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1059 GREENSKEEP DR, KISSIMMEE, FL 34741

    $229,900275 Days on yellowkey   MLS ID: S5134275

    For Sale S5134275 - 1059 GREENSKEEP DR, KISSIMMEE, FL 34741 76 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 924
       Built: 2005   Tax: $1,153 (2024)
    Community: Country Green
    Manufactured Home


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($1,260) + Taxes in 2024 ($96)


    Taxes:$1,153

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 306 AYLESBURY CT, KISSIMMEE, FL 34758

    $225,000364 Days on yellowkey   MLS ID: O6318976

    For Sale O6318976 - 306 AYLESBURY CT, KISSIMMEE, FL 34758 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1174
       Built: 1997
    Monthly Fee: $90
       Tax: $3,062 (2024)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,578 (change assumption)
    Mortgage ($1,233) + Fees ($90) + Taxes in 2024 ($255)


    Taxes:$3,062

    Elementary School: None

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 5253 SUNSET CANYON DR, KISSIMMEE, FL 34758

    $435,00025 Days on yellowkey   MLS ID: S5149240

    For Sale S5149240 - 5253 SUNSET CANYON DR, KISSIMMEE, FL 34758 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2948
       Built: 2005
    Monthly Fee: $42
       Tax: $3,369 (2025)
    Community: Blackstone Landing Ph 1
    Single Family


    Estimated Monthly Payment: $2,706 (change assumption)
    Mortgage ($2,384) + Fees ($42) + Taxes in 2025 ($281)


    Taxes:$3,369

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 907 STOCKPORT DR, KISSIMMEE, FL 34758

    $279,90055 Days on yellowkey   MLS ID: S5148313

    REDUCED by $9,100 (3.1%) on 06/10/2026

    For Sale S5148313 - 907 STOCKPORT DR, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2002
    Monthly Fee: $100
       Tax: $3,614 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,534) + Fees ($100) + Taxes in 2025 ($301)


    Taxes:$3,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8928 CUBAN PALM RD, KISSIMMEE, FL 34747

    $438,00035 Days on yellowkey   MLS ID: O6402496

    REDUCED by $12,000 (2.7%) on 06/10/2026

    For Sale O6402496 - 8928 CUBAN PALM RD, KISSIMMEE, FL 34747 38 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2012
    Monthly Fee: $761
       Tax: $5,155 (2025)
    Community: Paradise Palms Resort Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,591 (change assumption)
    Mortgage ($2,400) + Fees ($761) + Taxes in 2025 ($430)


    Taxes:$5,155

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $415,00094 Days on yellowkey   MLS ID: O6390445

    1 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $10,000 (2.4%) on 05/26/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,274) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 381 ALDERSHOT CT, KISSIMMEE, FL 34758

    $295,00050 Days on yellowkey   MLS ID: O6402323

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $50,000 (14.5%) on 06/04/2026

    For Sale O6402323 - 381 ALDERSHOT CT, KISSIMMEE, FL 34758 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2002
    Monthly Fee: $100
       Tax: $5,085 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,140 (change assumption)
    Mortgage ($1,616) + Fees ($100) + Taxes in 2025 ($424)


    Taxes:$5,085

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 31 CHIP CT, KISSIMMEE, FL 34759

    $224,500201 Days on yellowkey   MLS ID: O6360275

    REDUCED by $10,000 (4.3%) on 05/31/2026

    For Sale O6360275 - 31 CHIP CT, KISSIMMEE, FL 34759 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1218
       Built: 1973
    Monthly Fee: $100
       Tax: $964 (2024)
    Community: Poinciana Village 1 Nbhd 3 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,410 (change assumption)
    Mortgage ($1,230) + Fees ($100) + Taxes in 2024 ($80)


    Taxes:$964

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 123 SUNWOOD CT, KISSIMMEE, FL 34743

    $335,00080 Days on yellowkey   MLS ID: S5146649

    5 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $12,000 (3.5%) on 04/24/2026

    For Sale S5146649 - 123 SUNWOOD CT, KISSIMMEE, FL 34743 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1462
       Built: 1988   Tax: $1,695 (2025)
    Community: Bvl Unit 10
    Single Family


    Estimated Monthly Payment: $1,977 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($141)


    Taxes:$1,695

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3056 CHROMATIC ST, KISSIMMEE, FL 34758

    $272,72060 Days on yellowkey   MLS ID: O6399875

    1 Days Off yellowkey (back on 6/10/2026)

    INCREASED by $1,000 (0.4%) on 06/09/2026

    For Sale O6399875 - 3056 CHROMATIC ST, KISSIMMEE, FL 34758 11 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2026
    Monthly Fee: $230

    Community: Westview 22 Th
    Townhouse


    Estimated Monthly Payment: $1,724 (change assumption)
    Mortgage ($1,494) + Fees ($230) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 709 S DILLINGHAM AVE, KISSIMMEE, FL 34741

    $529,900129 Days on yellowkey   MLS ID: S5143373

    For Sale S5143373 - 709 S DILLINGHAM AVE, KISSIMMEE, FL 34741 33 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1983   Tax: $6,589 (2025)
    Community: E B Waters Add
    Single Family


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,903) + Taxes in 2025 ($549)


    Taxes:$6,589

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4836 TRIBUTE TRL, KISSIMMEE, FL 34746

    $345,0005 Days on yellowkey   MLS ID: S5150827

    For Sale S5150827 - 4836 TRIBUTE TRL, KISSIMMEE, FL 34746 12 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 1797
       Built: 2019
    Monthly Fee: $443
       Tax: $6,119 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,843 (change assumption)
    Mortgage ($1,890) + Fees ($443) + Taxes in 2025 ($510)


    Taxes:$6,119

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 723 ROBIN CT, KISSIMMEE, FL 34759

    $365,0006 Days on yellowkey   MLS ID: S5150949

    For Sale S5150949 - 723 ROBIN CT, KISSIMMEE, FL 34759 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 2024
    Monthly Fee: $100
       Tax: $3,518 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($2,000) + Fees ($100) + Taxes in 2025 ($293)


    Taxes:$3,518

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2965 PROTAGONIST ST, KISSIMMEE, FL 34746

    $849,9006 Days on yellowkey   MLS ID: O6415462

    For Sale O6415462 - 2965 PROTAGONIST ST, KISSIMMEE, FL 34746 63 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $564
       Tax: $11,160 (2025)
    Community: Cove/Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,151 (change assumption)
    Mortgage ($4,657) + Fees ($564) + Taxes in 2025 ($930)


    Taxes:$11,160

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2563 RELAXING LN, KISSIMMEE, FL 34744

    $365,0006 Days on yellowkey   MLS ID: O6415454

    For Sale O6415454 - 2563 RELAXING LN, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $147
       Tax: $6,632 (2025)
    Community: Tohoqua
    Townhouse


    Estimated Monthly Payment: $2,700 (change assumption)
    Mortgage ($2,000) + Fees ($147) + Taxes in 2025 ($553)


    Taxes:$6,632

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4811 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $430,0006 Days on yellowkey   MLS ID: O6415416

    For Sale O6415416 - 4811 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2004
    Monthly Fee: $175
       Tax: $6,063 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,036 (change assumption)
    Mortgage ($2,356) + Fees ($175) + Taxes in 2025 ($505)


    Taxes:$6,063

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5446 CROWN POINT RD, KISSIMMEE, FL 34758

    $327,6196 Days on yellowkey   MLS ID: O6415390

    For Sale O6415390 - 5446 CROWN POINT RD, KISSIMMEE, FL 34758 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,795) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4294 ST THOMAS WAY, KISSIMMEE, FL 34758

    $226,9906 Days on yellowkey   MLS ID: O6415362

    For Sale O6415362 - 4294 ST THOMAS WAY, KISSIMMEE, FL 34758 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1562
       Built: 2026
    Monthly Fee: $429

    Community: Westview 27 Villas
    Townhouse


    Estimated Monthly Payment: $1,673 (change assumption)
    Mortgage ($1,244) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

Kissimmee home, townhome, 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 houses for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. 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 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.