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Kissimmee Single Family Homes For Sale - 2136 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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  • 236 BAY HEAD DR, KISSIMMEE, FL 34743

    $289,00019 Days on yellowkey   MLS ID: S5152644

    For Sale S5152644 - 236 BAY HEAD DR, KISSIMMEE, FL 34743 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1108
       Built: 1990   Tax: $4,017 (2025)
    Community: Cypress Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,584) + Taxes in 2025 ($335)


    Taxes:$4,017

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $335,00034 Days on yellowkey   MLS ID: O6416650

    1 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (1.5%) on 06/22/2026

    For Sale O6416650 - 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1204
       Built: 1991   Tax: $4,643 (2025)
    Community: Country Crossing Unit 1
    Single Family


    Estimated Monthly Payment: $2,223 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2394 GREAT HARBOR DR, KISSIMMEE, FL 34746

    $549,990114 Days on yellowkey   MLS ID: S5146469

    For Sale S5146469 - 2394 GREAT HARBOR DR, KISSIMMEE, FL 34746 56 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3896
       Built: 2004
    Monthly Fee: $37
       Tax: $7,233 (2025)
    Community: Reserves At Pleasant Hill
    Single Family


    Estimated Monthly Payment: $3,653 (change assumption)
    Mortgage ($3,014) + Fees ($37) + Taxes in 2025 ($603)


    Taxes:$7,233

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5579 MORANT BAY PATH, KISSIMMEE, FL 34758

    $297,42078 Days on yellowkey   MLS ID: O6403594

    REDUCED by $1,000 (0.3%) on 06/01/2026

    For Sale O6403594 - 5579 MORANT BAY PATH, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1424
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,755 (change assumption)
    Mortgage ($1,630) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $379,99080 Days on yellowkey   MLS ID: S5148768

    REDUCED by $5,010 (1.3%) on 06/30/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($2,082) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3145 STONEHURST CIR, KISSIMMEE, FL 34741

    $399,90042 Days on yellowkey   MLS ID: S5151296

    For Sale S5151296 - 3145 STONEHURST CIR, KISSIMMEE, FL 34741 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1806
       Built: 2002
    Monthly Fee: $197
       Tax: $6,464 (2025)
    Community: Stonehurst At Stonefield
    Single Family


    Estimated Monthly Payment: $2,927 (change assumption)
    Mortgage ($2,191) + Fees ($197) + Taxes in 2025 ($539)


    Taxes:$6,464

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1944 THE OAKS BLVD, KISSIMMEE, FL 34746

    $439,90018 Days on yellowkey   MLS ID: S5152726

    For Sale S5152726 - 1944 THE OAKS BLVD, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2288
       Built: 2003
    Monthly Fee: $24
       Tax: $6,667 (2025)
    Community: Oaks Ph 1 B2
    Single Family


    Estimated Monthly Payment: $2,990 (change assumption)
    Mortgage ($2,410) + Fees ($24) + Taxes in 2025 ($556)


    Taxes:$6,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4900 SAUSALITO LN, KISSIMMEE, FL 34746

    $379,99065 Days on yellowkey   MLS ID: S5149804

    REDUCED by $4,910 (1.3%) on 06/23/2026

    For Sale S5149804 - 4900 SAUSALITO LN, KISSIMMEE, FL 34746 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1380
       Built: 1994
    Monthly Fee: $60
       Tax: $4,789 (2025)
    Community: Chatham Park At Sausalito Ph 3
    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($2,082) + Fees ($60) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1740 NEPTUNE RD, KISSIMMEE, FL 34744

    $435,000163 Days on yellowkey   MLS ID: O6379685

    4 Days Off yellowkey (back on 6/30/2026)

    For Sale O6379685 - 1740 NEPTUNE RD, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2013
       Built: 1966   Tax: $1,925 (2025)
    Community: Neptune Shores 1
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($160)


    Taxes:$1,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4647 CAVERNS DR, KISSIMMEE, FL 34758

    $325,000254 Days on yellowkey   MLS ID: S5137432

    REDUCED by $15,000 (4.4%) on 05/29/2026

    For Sale S5137432 - 4647 CAVERNS DR, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1915
       Built: 2008
    Monthly Fee: $67
       Tax: $2,758 (2024)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $2,078 (change assumption)
    Mortgage ($1,781) + Fees ($67) + Taxes in 2024 ($230)


    Taxes:$2,758

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1723 FLOURISH AVE, KISSIMMEE, FL 34744

    $384,50053 Days on yellowkey   MLS ID: O6410022

    REDUCED by $500 (0.1%) on 06/03/2026

    For Sale O6410022 - 1723 FLOURISH AVE, KISSIMMEE, FL 34744 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1617
       Built: 2021
    Monthly Fee: $10
       Tax: $5,566 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,107) + Fees ($10) + Taxes in 2025 ($464)


    Taxes:$5,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2462 MILL RUN BLVD, KISSIMMEE, FL 34744

    $429,90025 Days on yellowkey   MLS ID: O6418912

    0 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $10,000 (2.3%) on 06/24/2026

    For Sale O6418912 - 2462 MILL RUN BLVD, KISSIMMEE, FL 34744 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1980   Tax: $1,698 (2025)
    Community: Mill Run
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($141)


    Taxes:$1,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7731 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747

    $344,99932 Days on yellowkey   MLS ID: O6416952

    1 Days Off yellowkey (back on 6/30/2026)

    For Sale O6416952 - 7731 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 1989
    Monthly Fee: $6
       Tax: $6,183 (2025)
    Community: Indian Ridge Unit 2
    Single Family


    Estimated Monthly Payment: $2,412 (change assumption)
    Mortgage ($1,890) + Fees ($6) + Taxes in 2025 ($515)


    Taxes:$6,183

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 27 INCONNU DR, KISSIMMEE, FL 34759

    $339,00081 Days on yellowkey   MLS ID: TB8502038

    2 Days Off yellowkey (back on 5/24/2026)

    For Sale TB8502038 - 27 INCONNU DR, KISSIMMEE, FL 34759 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2530
       Built: 2005
    Monthly Fee: $100
       Tax: $3,975 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,857) + Fees ($100) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 704 S CLYDE AVE, KISSIMMEE, FL 34741

    $305,00031 Days on yellowkey   MLS ID: S5152030

    For Sale S5152030 - 704 S CLYDE AVE, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1096
       Built: 1940   Tax: $2,773 (2025)
    Community: E B Waters & Sons Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,902 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($231)


    Taxes:$2,773

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1840 CARIBBEAN VIEW TER, KISSIMMEE, FL 34747

    $715,000111 Days on yellowkey   MLS ID: O6394420

    REDUCED by $10,000 (1.4%) on 05/29/2026

    For Sale O6394420 - 1840 CARIBBEAN VIEW TER, KISSIMMEE, FL 34747 67 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2019
    Monthly Fee: $654
       Tax: $11,342 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,517 (change assumption)
    Mortgage ($3,918) + Fees ($654) + Taxes in 2025 ($945)


    Taxes:$11,342

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2472 ANNACELLA AVE, KISSIMMEE, FL 34741

    $510,00044 Days on yellowkey   MLS ID: O6398110

    1 Days Off yellowkey (back on 6/30/2026)

    For Sale O6398110 - 2472 ANNACELLA AVE, KISSIMMEE, FL 34741 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2019
    Monthly Fee: $192
       Tax: $8,171 (2025)
    Community: Tapestry-Ph 4
    Single Family


    Estimated Monthly Payment: $3,667 (change assumption)
    Mortgage ($2,794) + Fees ($192) + Taxes in 2025 ($681)


    Taxes:$8,171

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 200 N GOODMAN RD, KISSIMMEE, FL 34747

    $1,750,00099 Days on yellowkey   MLS ID: O6396029

    REDUCED by $45,000 (2.5%) on 06/30/2026

    For Sale O6396029 - 200 N GOODMAN RD, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4179
       Built: 2026
    Monthly Fee: $50
       Tax: $2,238 (2025)
    Community: Happy Trails Units 1 & 2 Unrec
    Single Family


    Estimated Monthly Payment: $9,825 (change assumption)
    Mortgage ($9,589) + Fees ($50) + Taxes in 2025 ($186)


    Taxes:$2,238

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3837 SPRINGLAKE VILLAGE CT, KISSIMMEE, FL 34744

    $360,00067 Days on yellowkey   MLS ID: S5149674

    REDUCED by $10,000 (2.7%) on 06/30/2026

    For Sale S5149674 - 3837 SPRINGLAKE VILLAGE CT, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1999
    Monthly Fee: $106
       Tax: $1,233 (2025)
    Community: Springlake Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,181 (change assumption)
    Mortgage ($1,973) + Fees ($106) + Taxes in 2025 ($103)


    Taxes:$1,233

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 724 HARLAND CT, KISSIMMEE, FL 34758

    $274,00046 Days on yellowkey   MLS ID: O6412506

    1 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $4,000 (1.4%) on 06/18/2026

    For Sale O6412506 - 724 HARLAND CT, KISSIMMEE, FL 34758 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 1995
    Monthly Fee: $100
       Tax: $2,928 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,501) + Fees ($100) + Taxes in 2025 ($244)


    Taxes:$2,928

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    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.