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Kissimmee Single Family Homes For Sale - 1593 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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  • 317 AZINCOURT LN, KISSIMMEE, FL 34759

    $304,7008 Days on yellowkey   MLS ID: OM722270

    REDUCED by $5,000 (1.6%) on 04/15/2026

    For Sale OM722270 - 317 AZINCOURT LN, KISSIMMEE, FL 34759 57 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2162
       Built: 2002
    Monthly Fee: $100
       Tax: $4,270 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,670) + Fees ($100) + Taxes in 2025 ($356)


    Taxes:$4,270

    Elementary School: Chestnut Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1079 DUDLEY DR, KISSIMMEE, FL 34758

    $315,000226 Days on yellowkey   MLS ID: S5133787

    For Sale S5133787 - 1079 DUDLEY DR, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1640
       Built: 2023
    Monthly Fee: $83
       Tax: $4,408 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,176 (change assumption)
    Mortgage ($1,726) + Fees ($83) + Taxes in 2024 ($367)


    Taxes:$4,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 417 RIDER CIR, KISSIMMEE, FL 34743

    $575,0003 Days on yellowkey   MLS ID: O6398681

    For Sale O6398681 - 417 RIDER CIR, KISSIMMEE, FL 34743 59 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 1989   Tax: $3,964 (2025)
    Community: Buenaventura Lakes Unit 05
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,964

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 256 GROUPER CT, KISSIMMEE, FL 34759

    $190,00077 Days on yellowkey   MLS ID: L4959001

    FORECLOSURE L4959001 - 256 GROUPER CT, KISSIMMEE, FL 34759 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1427
       Built: 2006
    Monthly Fee: $100
       Tax: $3,380 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,041) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,380

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2637 BROADWING ST, KISSIMMEE, FL 34746

    $424,99041 Days on yellowkey   MLS ID: O6387798

    REDUCED by $25,000 (5.6%) on 03/31/2026

    For Sale O6387798 - 2637 BROADWING ST, KISSIMMEE, FL 34746 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2026
    Monthly Fee: $60
       Tax: $1,296 (2025)
    Community: Hawks Run
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,329) + Fees ($60) + Taxes in 2025 ($108)


    Taxes:$1,296

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2525 BROADWING ST, KISSIMMEE, FL 34746

    $449,99041 Days on yellowkey   MLS ID: O6387793

    REDUCED by $25,000 (5.3%) on 03/31/2026

    For Sale O6387793 - 2525 BROADWING ST, KISSIMMEE, FL 34746 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2899
       Built: 2026
    Monthly Fee: $60
       Tax: $1,296 (2025)
    Community: Hawks Run
    Single Family


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($2,466) + Fees ($60) + Taxes in 2025 ($108)


    Taxes:$1,296

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2116 LIMESTONE TRL, KISSIMMEE, FL 34747

    $674,900161 Days on yellowkey   MLS ID: O6358742

    For Sale O6358742 - 2116 LIMESTONE TRL, KISSIMMEE, FL 34747 99 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2023
    Monthly Fee: $419
       Tax: $11,470 (2024)
    Community: Four Seasons At Orlando Ph 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,073 (change assumption)
    Mortgage ($3,698) + Fees ($419) + Taxes in 2024 ($956)


    Taxes:$11,470

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747

    $699,00027 Days on yellowkey   MLS ID: O6392299

    For Sale O6392299 - 7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747 99 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1969
       Built: 2021
    Monthly Fee: $407
       Tax: $10,834 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $5,140 (change assumption)
    Mortgage ($3,830) + Fees ($407) + Taxes in 2025 ($903)


    Taxes:$10,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1150 ORNE CT, KISSIMMEE, FL 34759

    $246,975279 Days on yellowkey   MLS ID: S5130731

    For Sale S5130731 - 1150 ORNE CT, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 2002
    Monthly Fee: $101
       Tax: $3,338 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,732 (change assumption)
    Mortgage ($1,353) + Fees ($101) + Taxes in 2024 ($278)


    Taxes:$3,338

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747

    $499,00073 Days on yellowkey   MLS ID: O6378525

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale O6378525 - 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747 52 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2000   Tax: $7,282 (2025)
    Community: Indian Creek Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($607)


    Taxes:$7,282

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2800 SIMILE ST, KISSIMMEE, FL 34746

    $839,900434 Days on yellowkey   MLS ID: O6278326

    REDUCED by $20,100 (2.3%) on 04/15/2026

    For Sale O6278326 - 2800 SIMILE ST, KISSIMMEE, FL 34746 62 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $304
       Tax: $12,377 (2024)
    Community: Cove At Storey Lake Iii
    Single Family


    Estimated Monthly Payment: $5,937 (change assumption)
    Mortgage ($4,602) + Fees ($304) + Taxes in 2024 ($1,031)


    Taxes:$12,377

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3208 OLIVIA BREEZE DR, KISSIMMEE, FL 34746

    $330,000176 Days on yellowkey   MLS ID: O6348537

    2 Days Off yellowkey (back on 2/26/2026)

    For Sale O6348537 - 3208 OLIVIA BREEZE DR, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2037
       Built: 2014
    Monthly Fee: $11
       Tax: $8,980 (2024)
    Community: Concorde Estates Ph 2B
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($1,808) + Fees ($11) + Taxes in 2024 ($748)


    Taxes:$8,980

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2374 ROSS ST, KISSIMMEE, FL 34744

    $167,000418 Days on yellowkey   MLS ID: O6275526

    0 Days Off yellowkey (back on 2/22/2025)

    For Sale O6275526 - 2374 ROSS ST, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1382
       Built: 1920   Tax: $1,430 (2023)
    Community: Gilchrist 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,034 (change assumption)
    Mortgage ($915) + Taxes in 2023 ($119)


    Taxes:$1,430

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3149 BEAR PATH, KISSIMMEE, FL 34746

    $399,900124 Days on yellowkey   MLS ID: O6364374

    REDUCED by $15,000 (3.6%) on 04/09/2026

    For Sale O6364374 - 3149 BEAR PATH, KISSIMMEE, FL 34746 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 1992
    Monthly Fee: $11
       Tax: $6,305 (2023)
    Community: Indian Wells Unit 8
    Single Family


    Estimated Monthly Payment: $2,728 (change assumption)
    Mortgage ($2,191) + Fees ($11) + Taxes in 2023 ($525)


    Taxes:$6,305

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1564 LOXLEY TRL, KISSIMMEE, FL 34746

    $373,49044 Days on yellowkey   MLS ID: O6387326

    INCREASED by $3,000 (0.8%) on 04/15/2026

    For Sale O6387326 - 1564 LOXLEY TRL, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,134 (change assumption)
    Mortgage ($2,046) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2266 SHEBOYGAN PL, KISSIMMEE, FL 34758

    $415,00030 Days on yellowkey   MLS ID: O6391261

    For Sale O6391261 - 2266 SHEBOYGAN PL, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 2014
    Monthly Fee: $120
       Tax: $5,686 (2025)
    Community: Waterview Ph 1B
    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,274) + Fees ($120) + Taxes in 2025 ($474)


    Taxes:$5,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $525,00022 Days on yellowkey   MLS ID: O6392103

    For Sale O6392103 - 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 37 photos

    Bed: 8   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $100
       Tax: $7,019 (2024)
    Community: Terra Verde
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($2,877) + Fees ($100) + Taxes in 2024 ($585)


    Taxes:$7,019

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4382 FINCH LN, KISSIMMEE, FL 34746

    $575,0005 Days on yellowkey   MLS ID: O6389699

    For Sale O6389699 - 4382 FINCH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2022
    Monthly Fee: $181
       Tax: $8,190 (2025)
    Community: Storey Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,014 (change assumption)
    Mortgage ($3,151) + Fees ($181) + Taxes in 2025 ($683)


    Taxes:$8,190

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 115 TOLUCA DR, KISSIMMEE, FL 34743

    $340,00087 Days on yellowkey   MLS ID: S5142086

    For Sale S5142086 - 115 TOLUCA DR, KISSIMMEE, FL 34743 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1175
       Built: 1982   Tax: $4,494 (2025)
    Community: Bvl Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,237 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($374)


    Taxes:$4,494

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 605 TAMARIN LN, KISSIMMEE, FL 34759

    $252,100205 Days on yellowkey   MLS ID: TB8429363

    For Sale TB8429363 - 605 TAMARIN LN, KISSIMMEE, FL 34759 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1075
       Built: 1993
    Monthly Fee: $85
       Tax: $2,822 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,702 (change assumption)
    Mortgage ($1,381) + Fees ($85) + Taxes in 2024 ($235)


    Taxes:$2,822

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle




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.