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Kissimmee Single Family Homes For Sale - 1674 homes

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

Location: Kissimmee

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  • 3238 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $419,00030 Days on yellowkey   MLS ID: S5146189

    For Sale S5146189 - 3238 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1999
    Monthly Fee: $58
       Tax: $270 (2025)
    Community: Cranes Cove Ph 2
    Single Family


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,296) + Fees ($58) + Taxes in 2025 ($23)


    Taxes:$270

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $457,00052 Days on yellowkey   MLS ID: S5144261

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,504) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 310 DAGAMA CT, KISSIMMEE, FL 34758

    $300,000103 Days on yellowkey   MLS ID: O6370728

    REDUCED by $20,000 (6.3%) on 04/19/2026

    For Sale O6370728 - 310 DAGAMA CT, KISSIMMEE, FL 34758 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2144
       Built: 2000
    Monthly Fee: $100
       Tax: $4,213 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $2,095 (change assumption)
    Mortgage ($1,644) + Fees ($100) + Taxes in 2025 ($351)


    Taxes:$4,213

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 531 GLADE CT, KISSIMMEE, FL 34758

    $299,000Listed 04/19/2026 8:58PM   MLS ID: L4961195

    SHORT SALE L4961195 - 531 GLADE CT, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1872
       Built: 2022
    Monthly Fee: $81
       Tax: $3,897 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,638) + Fees ($81) + Taxes in 2025 ($325)


    Taxes:$3,897

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1290 SEASONS BLVD, KISSIMMEE, FL 34746

    $499,9903 Days on yellowkey   MLS ID: O6399764

    For Sale O6399764 - 1290 SEASONS BLVD, KISSIMMEE, FL 34746 29 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2005
    Monthly Fee: $225
       Tax: $4,437 (2025)
    Community: Seasons
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,334 (change assumption)
    Mortgage ($2,740) + Fees ($225) + Taxes in 2025 ($370)


    Taxes:$4,437

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744

    $299,5003 Days on yellowkey   MLS ID: S5147602

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale S5147602 - 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744 56 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1981   Tax: $1,429 (2025)
    Community: Holiday Woods
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,641) + Taxes in 2025 ($119)


    Taxes:$1,429

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2213 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $470,00041 Days on yellowkey   MLS ID: O6388889

    INCREASED by $20,000 (4.4%) on 04/19/2026

    For Sale O6388889 - 2213 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2002
    Monthly Fee: $270
       Tax: $5,930 (2025)
    Community: Wyndham Palms Ph 3
    Single Family


    Estimated Monthly Payment: $3,339 (change assumption)
    Mortgage ($2,575) + Fees ($270) + Taxes in 2025 ($494)


    Taxes:$5,930

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6 ALICANTE CT, KISSIMMEE, FL 34758

    $365,00065 Days on yellowkey   MLS ID: O6382339

    For Sale O6382339 - 6 ALICANTE CT, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2844
       Built: 2003
    Monthly Fee: $81
       Tax: $4,629 (2025)
    Community: Poinciana Village 01 Neighborhood 02
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($2,000) + Fees ($81) + Taxes in 2025 ($386)


    Taxes:$4,629

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2555 ONEIDA LOOP, KISSIMMEE, FL 34747

    $428,00033 Days on yellowkey   MLS ID: O6390689

    For Sale O6390689 - 2555 ONEIDA LOOP, KISSIMMEE, FL 34747 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1800
       Built: 2003   Tax: $6,037 (2025)
    Community: Indian Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,848 (change assumption)
    Mortgage ($2,345) + Taxes in 2025 ($503)


    Taxes:$6,037

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 107 HERRING WAY, KISSIMMEE, FL 34759

    $292,00038 Days on yellowkey   MLS ID: O6390402

    REDUCED by $15,000 (4.9%) on 04/08/2026

    For Sale O6390402 - 107 HERRING WAY, KISSIMMEE, FL 34759 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2004
    Monthly Fee: $100
       Tax: $4,043 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,600) + Fees ($100) + Taxes in 2025 ($337)


    Taxes:$4,043

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1045 JAMES DR, KISSIMMEE, FL 34759

    $285,00095 Days on yellowkey   MLS ID: O6373907

    REDUCED by $5,000 (1.7%) on 04/08/2026

    For Sale O6373907 - 1045 JAMES DR, KISSIMMEE, FL 34759 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2020
    Monthly Fee: $100
       Tax: $2,759 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,562) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,759

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 200 GARNET AVE, KISSIMMEE, FL 34758

    $336,000132 Days on yellowkey   MLS ID: O6366061

    REDUCED by $10,000 (2.9%) on 04/15/2026

    For Sale O6366061 - 200 GARNET AVE, KISSIMMEE, FL 34758 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2022
    Monthly Fee: $85
       Tax: $5,244 (2024)
    Community: Stepping Stone Pod A Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,841) + Fees ($85) + Taxes in 2024 ($437)


    Taxes:$5,244

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2517 INTERLOCK DR, KISSIMMEE, FL 34741

    $519,900200 Days on yellowkey   MLS ID: O6348891

    For Sale O6348891 - 2517 INTERLOCK DR, KISSIMMEE, FL 34741 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3024
       Built: 2016
    Monthly Fee: $96
       Tax: $7,500 (2024)
    Community: Enclave At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($2,849) + Fees ($96) + Taxes in 2024 ($625)


    Taxes:$7,500

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 5322 ROYAL POINT, KISSIMMEE, FL 34746

    $489,000113 Days on yellowkey   MLS ID: O6369671

    For Sale O6369671 - 5322 ROYAL POINT, KISSIMMEE, FL 34746 39 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2615
       Built: 2023
    Monthly Fee: $121
       Tax: $6,105 (2023)
    Community: Cypress Hammock
    Single Family


    Estimated Monthly Payment: $3,309 (change assumption)
    Mortgage ($2,679) + Fees ($121) + Taxes in 2023 ($509)


    Taxes:$6,105

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 308 BEACON AVE, KISSIMMEE, FL 34759

    $310,00086 Days on yellowkey   MLS ID: S5141183

    For Sale S5141183 - 308 BEACON AVE, KISSIMMEE, FL 34759 51 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2002
    Monthly Fee: $441
       Tax: $3,631 (2025)
    Community: Solivita
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,442 (change assumption)
    Mortgage ($1,699) + Fees ($441) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 152 GLENDALE CT, KISSIMMEE, FL 34759

    $289,900Listed 04/19/2026 6:09PM   MLS ID: O6400533

    For Sale O6400533 - 152 GLENDALE CT, KISSIMMEE, FL 34759 60 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1548
       Built: 2006
    Monthly Fee: $444
       Tax: $2,929 (2024)
    Community: Solivita Ph 07A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($1,588) + Fees ($444) + Taxes in 2024 ($244)


    Taxes:$2,929

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 307 COLONY CT, KISSIMMEE, FL 34758

    $350,000Listed 04/19/2026 4:17PM   MLS ID: S5148191

    For Sale S5148191 - 307 COLONY CT, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 1989
    Monthly Fee: $90
       Tax: $2,071 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $2,180 (change assumption)
    Mortgage ($1,918) + Fees ($90) + Taxes in 2025 ($173)


    Taxes:$2,071

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 51 ANDORA CT, KISSIMMEE, FL 34758

    $349,9001 Day on yellowkey   MLS ID: O6400381

    For Sale O6400381 - 51 ANDORA CT, KISSIMMEE, FL 34758 10 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2796
       Built: 2007
    Monthly Fee: $83
       Tax: $5,946 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,496 (change assumption)
    Mortgage ($1,917) + Fees ($83) + Taxes in 2025 ($495)


    Taxes:$5,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5807 PORTICO PL, KISSIMMEE, FL 34758

    $419,12912 Days on yellowkey   MLS ID: O6397110

    For Sale O6397110 - 5807 PORTICO PL, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1989
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($2,297) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5794 PORTICO PL, KISSIMMEE, FL 34758

    $413,514188 Days on yellowkey   MLS ID: O6352091

    For Sale O6352091 - 5794 PORTICO PL, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1989
       Built: 2026
    Monthly Fee: $50

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $2,316 (change assumption)
    Mortgage ($2,266) + Fees ($50) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 single family home 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.