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Kissimmee Single Family Homes For Sale - 2027 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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  • 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746

    $356,99094 Days on yellowkey   MLS ID: O6385301

    1 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $5,000 (1.4%) on 05/26/2026

    For Sale O6385301 - 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2025
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,956) + Fees ($88) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1006 PREY CT, KISSIMMEE, FL 34746

    $380,000281 Days on yellowkey   MLS ID: S5133207

    4 Days Off yellowkey (back on 5/27/2026)

    For Sale S5133207 - 1006 PREY CT, KISSIMMEE, FL 34746 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2001
    Monthly Fee: $23
       Tax: $5,210 (2024)
    Community: Eagle Pointe Ph 4
    Single Family


    Estimated Monthly Payment: $2,539 (change assumption)
    Mortgage ($2,082) + Fees ($23) + Taxes in 2024 ($434)


    Taxes:$5,210

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2331 PEPPERCORN ST, KISSIMMEE, FL 34741

    $419,9007 Days on yellowkey   MLS ID: L4962084

    2 Days Off yellowkey (back on 5/27/2026)

    For Sale L4962084 - 2331 PEPPERCORN ST, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1769
       Built: 1987
    Monthly Fee: $25
       Tax: $1,475 (2025)
    Community: Shadow Bay Unit 4
    Single Family


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($2,301) + Fees ($25) + Taxes in 2025 ($123)


    Taxes:$1,475

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $470,000126 Days on yellowkey   MLS ID: L4958851

    REDUCED by $9,900 (2.1%) on 05/26/2026

    For Sale L4958851 - 4424 SILVER CREEK ST, KISSIMMEE, FL 34744 28 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2019
    Monthly Fee: $123
       Tax: $6,332 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Single Family


    Estimated Monthly Payment: $3,226 (change assumption)
    Mortgage ($2,575) + Fees ($123) + Taxes in 2025 ($528)


    Taxes:$6,332

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2722 W OAK ST, KISSIMMEE, FL 34741

    $195,0006 Days on yellowkey   MLS ID: O6408528

    FORECLOSURE O6408528 - 2722 W OAK ST, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1395
       Built: 1959   Tax: $4,821 (2025)
    Community: Orange Gardens Sec 4
    Single Family


    Estimated Monthly Payment: $1,470 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($402)


    Taxes:$4,821

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 62 HERRING CT, KISSIMMEE, FL 34759

    $239,9003 Days on yellowkey   MLS ID: TB8512341

    For Sale TB8512341 - 62 HERRING CT, KISSIMMEE, FL 34759 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1768
       Built: 2003
    Monthly Fee: $90
       Tax: $1,972 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,569 (change assumption)
    Mortgage ($1,314) + Fees ($90) + Taxes in 2025 ($164)


    Taxes:$1,972

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2981 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746

    $394,9005 Days on yellowkey   MLS ID: O6410372

    FORECLOSURE O6410372 - 2981 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3112
       Built: 2007
    Monthly Fee: $12
       Tax: $8,961 (2025)
    Community: Concorde Estates Ph 2A
    Single Family


    Estimated Monthly Payment: $2,923 (change assumption)
    Mortgage ($2,164) + Fees ($12) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2563 ASTER COVE LN, KISSIMMEE, FL 34758

    $365,00057 Days on yellowkey   MLS ID: S5147077

    REDUCED by $10,000 (2.7%) on 05/27/2026

    For Sale S5147077 - 2563 ASTER COVE LN, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 2000
    Monthly Fee: $87
       Tax: $6,225 (2025)
    Community: Aster Cove At Crescent Lakes
    Single Family


    Estimated Monthly Payment: $2,606 (change assumption)
    Mortgage ($2,000) + Fees ($87) + Taxes in 2025 ($519)


    Taxes:$6,225

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2728 PORTCHESTER CT, KISSIMMEE, FL 34744

    $399,900380 Days on yellowkey   MLS ID: S5126915

    For Sale S5126915 - 2728 PORTCHESTER CT, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005
    Monthly Fee: $7
       Tax: $6,060 (2024)
    Community: Somerset
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,191) + Fees ($7) + Taxes in 2024 ($505)


    Taxes:$6,060

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2241 RIVERGLEN CT, KISSIMMEE, FL 34746

    $519,9904 Days on yellowkey   MLS ID: O6410691

    For Sale O6410691 - 2241 RIVERGLEN CT, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3245
       Built: 2017
    Monthly Fee: $87
       Tax: $6,449 (2025)
    Community: Eagle Lake Ph 4B
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($2,849) + Fees ($87) + Taxes in 2025 ($537)


    Taxes:$6,449

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1017 PATRICK ST, KISSIMMEE, FL 34741

    $329,900118 Days on yellowkey   MLS ID: S5142866

    For Sale S5142866 - 1017 PATRICK ST, KISSIMMEE, FL 34741 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2008   Tax: $680 (2025)
    Community: Randolph & Patrick
    Single Family


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($57)


    Taxes:$680

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2651 CALISTOGA AVE, KISSIMMEE, FL 34741

    $720,00050 Days on yellowkey   MLS ID: S5147515

    For Sale S5147515 - 2651 CALISTOGA AVE, KISSIMMEE, FL 34741 87 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3451
       Built: 2018
    Monthly Fee: $660
       Tax: $10,293 (2025)
    Community: Sonoma Res/Tapestry-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,463 (change assumption)
    Mortgage ($3,945) + Fees ($660) + Taxes in 2025 ($858)


    Taxes:$10,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 112 HERMOSILLO DR, KISSIMMEE, FL 34743

    $314,000224 Days on yellowkey   MLS ID: O6353343

    REDUCED by $5,900 (1.8%) on 05/13/2026

    For Sale O6353343 - 112 HERMOSILLO DR, KISSIMMEE, FL 34743 34 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1981   Tax: $976 (2024)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,721) + Taxes in 2024 ($81)


    Taxes:$976

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 303 SILK OAK DRIVE, KISSIMMEE, FL 34743

    $400,00014 Days on yellowkey   MLS ID: O6408237

    For Sale O6408237 - 303 SILK OAK DRIVE, KISSIMMEE, FL 34743 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1612
       Built: 1989   Tax: $4,651 (2025)
    Community: Buenaventura Lake
    Single Family


    Estimated Monthly Payment: $2,579 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($388)


    Taxes:$4,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $475,00032 Days on yellowkey   MLS ID: O6402309

    REDUCED by $5,000 (1.0%) on 05/27/2026

    For Sale O6402309 - 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2018
    Monthly Fee: $110
       Tax: $5,942 (2025)
    Community: East Lk Preserve-Ph 1
    Single Family


    Estimated Monthly Payment: $3,208 (change assumption)
    Mortgage ($2,603) + Fees ($110) + Taxes in 2025 ($495)


    Taxes:$5,942

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $674,90010 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $20,000 (2.9%) on 05/27/2026

    For Sale TB8510529 - 930 SHORE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3269
       Built: 1958   Tax: $3,326 (2025)
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $3,975 (change assumption)
    Mortgage ($3,698) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 545 GENOA DR, KISSIMMEE, FL 34759

    $399,00055 Days on yellowkey   MLS ID: O6395202

    REDUCED by $30,000 (7.0%) on 05/11/2026

    For Sale O6395202 - 545 GENOA DR, KISSIMMEE, FL 34759 88 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2006
    Monthly Fee: $441
       Tax: $4,275 (2025)
    Community: Solivita-Ph Via
    Single Family


    Estimated Monthly Payment: $2,983 (change assumption)
    Mortgage ($2,186) + Fees ($441) + Taxes in 2025 ($356)


    Taxes:$4,275

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2944 SUNSET VISTA BLVD, KISSIMMEE, FL 34747

    $429,999172 Days on yellowkey   MLS ID: O6365777

    For Sale O6365777 - 2944 SUNSET VISTA BLVD, KISSIMMEE, FL 34747 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1997
    Monthly Fee: $132
       Tax: $5,047 (2024)
    Community: Sunset Lakes Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,909 (change assumption)
    Mortgage ($2,356) + Fees ($132) + Taxes in 2024 ($421)


    Taxes:$5,047

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3052 PARROT HEAD PL, KISSIMMEE, FL 34747

    $1,399,000108 Days on yellowkey   MLS ID: S5143539

    For Sale S5143539 - 3052 PARROT HEAD PL, KISSIMMEE, FL 34747 53 photos

    Bed: 8   Bath: 9.0
    Liv Area Sq Ft: 4815
       Built: 2019
    Monthly Fee: $603
       Tax: $19,435 (2025)
    Community: Margaritaville
    Single Family


    Estimated Monthly Payment: $9,888 (change assumption)
    Mortgage ($7,666) + Fees ($603) + Taxes in 2025 ($1,620)


    Taxes:$19,435

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2716 WORTHAM LN, KISSIMMEE, FL 34744

    $415,00091 Days on yellowkey   MLS ID: O6385986

    REDUCED by $2,500 (0.6%) on 05/27/2026

    For Sale O6385986 - 2716 WORTHAM LN, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 1998
    Monthly Fee: $13
       Tax: $6,364 (2025)
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,274) + Fees ($13) + Taxes in 2025 ($530)


    Taxes:$6,364

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)




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.