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Kissimmee Single Family Homes For Sale - 1549 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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  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $525,000146 Days on yellowkey   MLS ID: S5138827

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,877) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4694 PRAIRIE POINT BLVD, KISSIMMEE, FL 34746

    $549,000185 Days on yellowkey   MLS ID: R4910061

    For Sale R4910061 - 4694 PRAIRIE POINT BLVD, KISSIMMEE, FL 34746 23 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2209
       Built: 1998   Tax: $6,893 (2024)
    Community: Indian Point Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,583 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($574)


    Taxes:$6,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $349,900223 Days on yellowkey   MLS ID: O6341345

    REDUCED by $5,000 (1.4%) on 04/11/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 24 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $534 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $2,006 (change assumption)
    Mortgage ($1,917) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1817 NICE CT, KISSIMMEE, FL 34747

    $549,000257 Days on yellowkey   MLS ID: S5131756

    1 Days Off yellowkey (back on 3/3/2026)

    For Sale S5131756 - 1817 NICE CT, KISSIMMEE, FL 34747 42 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $563
       Tax: $10,704 (2024)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,463 (change assumption)
    Mortgage ($3,008) + Fees ($563) + Taxes in 2024 ($892)


    Taxes:$10,704

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 371 BUTTONWOOD DR, KISSIMMEE, FL 34743

    $420,000230 Days on yellowkey   MLS ID: S5133492

    For Sale S5133492 - 371 BUTTONWOOD DR, KISSIMMEE, FL 34743 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 1986   Tax: $4,261 (2024)
    Community: Bvl Unit 7 6Th Add
    Single Family


    Estimated Monthly Payment: $2,656 (change assumption)
    Mortgage ($2,301) + Taxes in 2024 ($355)


    Taxes:$4,261

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,00068 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 151 FLATFISH CT, KISSIMMEE, FL 34759

    $309,00013 Days on yellowkey   MLS ID: S5146890

    For Sale S5146890 - 151 FLATFISH CT, KISSIMMEE, FL 34759 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 2022
    Monthly Fee: $90
       Tax: $3,195 (2025)
    Community: Poinciana Nbrhd 4 West Village 7
    Single Family


    Estimated Monthly Payment: $2,049 (change assumption)
    Mortgage ($1,693) + Fees ($90) + Taxes in 2025 ($266)


    Taxes:$3,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 967 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $449,00013 Days on yellowkey   MLS ID: O6394170

    For Sale O6394170 - 967 LAKE BERKLEY DR, KISSIMMEE, FL 34746 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $138
       Tax: $5,641 (2025)
    Community: Lake Berkley Resort Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,068 (change assumption)
    Mortgage ($2,460) + Fees ($138) + Taxes in 2025 ($470)


    Taxes:$5,641

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1103 MARYGON ST, KISSIMMEE, FL 34744

    $320,00018 Days on yellowkey   MLS ID: O6394276

    For Sale O6394276 - 1103 MARYGON ST, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1971   Tax: $635 (2025)
    Community: Johnston Park Rep
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($53)


    Taxes:$635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8947 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $588,00014 Days on yellowkey   MLS ID: O6390580

    For Sale O6390580 - 8947 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 77 photos

    Bed: 7   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2020
    Monthly Fee: $718
       Tax: $7,168 (2025)
    Community: Solara Residence Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,537 (change assumption)
    Mortgage ($3,222) + Fees ($718) + Taxes in 2025 ($597)


    Taxes:$7,168

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 385 QUARRY ROCK CIR, KISSIMMEE, FL 34758

    $329,00026 Days on yellowkey   MLS ID: L4960029

    REDUCED by $10,000 (2.9%) on 04/07/2026

    For Sale L4960029 - 385 QUARRY ROCK CIR, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2020
    Monthly Fee: $85
       Tax: $4,353 (2025)
    Community: Stepping Stone
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,803) + Fees ($85) + Taxes in 2025 ($363)


    Taxes:$4,353

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2525 BROADWING ST, KISSIMMEE, FL 34746

    $449,99039 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


  • 313 W ASTER CT, KISSIMMEE, FL 34759

    $287,50040 Days on yellowkey   MLS ID: S5145219

    REDUCED by $2,400 (0.8%) on 04/01/2026

    For Sale S5145219 - 313 W ASTER CT, KISSIMMEE, FL 34759 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2019
    Monthly Fee: $100
       Tax: $3,519 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,969 (change assumption)
    Mortgage ($1,575) + Fees ($100) + Taxes in 2025 ($293)


    Taxes:$3,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3050 MENORCA CT, KISSIMMEE, FL 34744

    $469,90047 Days on yellowkey   MLS ID: S5144709

    For Sale S5144709 - 3050 MENORCA CT, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2453
       Built: 2015
    Monthly Fee: $160
       Tax: $3,185 (2025)
    Community: Villa Sol Village 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,000 (change assumption)
    Mortgage ($2,575) + Fees ($160) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 7956 HANSON BAY PL, KISSIMMEE, FL 34747

    $525,00051 Days on yellowkey   MLS ID: O6384720

    For Sale O6384720 - 7956 HANSON BAY PL, KISSIMMEE, FL 34747 100 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2019
    Monthly Fee: $407
       Tax: $9,253 (2025)
    Community: Four Seasons
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($2,877) + Fees ($407) + Taxes in 2025 ($771)


    Taxes:$9,253

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1636 BARBERRY DR, KISSIMMEE, FL 34744

    $560,00050 Days on yellowkey   MLS ID: S5144068

    For Sale S5144068 - 1636 BARBERRY DR, KISSIMMEE, FL 34744 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $7,432 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($619)


    Taxes:$7,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1503 OAK RESERVE DR, KISSIMMEE, FL 34744

    $445,00054 Days on yellowkey   MLS ID: S5144250

    REDUCED by $5,000 (1.1%) on 04/08/2026

    For Sale S5144250 - 1503 OAK RESERVE DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022   Tax: $7,738 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,083 (change assumption)
    Mortgage ($2,438) + Taxes in 2025 ($645)


    Taxes:$7,738

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: St. Cloud Middle (6-8)


  • 7977 HANSON BAY PL, KISSIMMEE, FL 34747

    $490,00056 Days on yellowkey   MLS ID: O6382804

    For Sale O6382804 - 7977 HANSON BAY PL, KISSIMMEE, FL 34747 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2019
    Monthly Fee: $407
       Tax: $7,381 (2025)
    Community: Four Seasons At Orlando Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,707 (change assumption)
    Mortgage ($2,685) + Fees ($407) + Taxes in 2025 ($615)


    Taxes:$7,381

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 7721 SOMERSWORTH DR, KISSIMMEE, FL 34747

    $430,00074 Days on yellowkey   MLS ID: O6378360

    For Sale O6378360 - 7721 SOMERSWORTH DR, KISSIMMEE, FL 34747 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2025
    Monthly Fee: $449
       Tax: $4,350 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $3,168 (change assumption)
    Mortgage ($2,356) + Fees ($449) + Taxes in 2025 ($363)


    Taxes:$4,350

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 920 WINDLASS CT, KISSIMMEE, FL 34746

    $879,00086 Days on yellowkey   MLS ID: S5142005

    For Sale S5142005 - 920 WINDLASS CT, KISSIMMEE, FL 34746 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4322
       Built: 2021
    Monthly Fee: $320
       Tax: $10,207 (2025)
    Community: Bellalago Ph 6H & 6I
    Single Family


    Estimated Monthly Payment: $5,987 (change assumption)
    Mortgage ($4,816) + Fees ($320) + Taxes in 2025 ($851)


    Taxes:$10,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.