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Kissimmee Single Family Homes For Sale - 2087 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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  • 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746

    $379,000270 Days on yellowkey   MLS ID: O6347986

    REDUCED by $10,000 (2.6%) on 06/08/2026

    For Sale O6347986 - 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1377
       Built: 1991   Tax: $1,764 (2025)
    Community: Indian Wells
    Single Family


    Estimated Monthly Payment: $2,224 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($147)


    Taxes:$1,764

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 724 DEL RAY DR, KISSIMMEE, FL 34758

    $274,99948 Days on yellowkey   MLS ID: S5148992

    INCREASED by $4,000 (1.5%) on 06/08/2026

    For Sale S5148992 - 724 DEL RAY DR, KISSIMMEE, FL 34758 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1080
       Built: 1986
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,837 (change assumption)
    Mortgage ($1,507) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 8045 LOST SHAKER LN, KISSIMMEE, FL 34747

    $575,00053 Days on yellowkey   MLS ID: O6404095

    REDUCED by $20,000 (3.4%) on 06/08/2026

    For Sale O6404095 - 8045 LOST SHAKER LN, KISSIMMEE, FL 34747 90 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 1948
       Built: 2019
    Monthly Fee: $468
       Tax: $10,768 (2025)
    Community: Margaritaville, Rolling Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,516 (change assumption)
    Mortgage ($3,151) + Fees ($468) + Taxes in 2025 ($897)


    Taxes:$10,768

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1508 JENNI LEE CT, KISSIMMEE, FL 34744

    $459,90040 Days on yellowkey   MLS ID: TB8508177

    REDUCED by $15,000 (3.2%) on 06/08/2026

    For Sale TB8508177 - 1508 JENNI LEE CT, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 1996
    Monthly Fee: $21
       Tax: $1,877 (2025)
    Community: Woods At Kings Crest The Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,697 (change assumption)
    Mortgage ($2,520) + Fees ($21) + Taxes in 2025 ($156)


    Taxes:$1,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 207 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $599,90022 Days on yellowkey   MLS ID: S5151084

    For Sale S5151084 - 207 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 32 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $100
       Tax: $6,774 (2025)
    Community: Terra Verde Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,952 (change assumption)
    Mortgage ($3,287) + Fees ($100) + Taxes in 2025 ($565)


    Taxes:$6,774

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3101 SWINGLE DR, KISSIMMEE, FL 34746

    $348,000152 Days on yellowkey   MLS ID: R4910600

    3 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $2,000 (0.6%) on 05/15/2026

    For Sale R4910600 - 3101 SWINGLE DR, KISSIMMEE, FL 34746 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2161
       Built: 2007
    Monthly Fee: $112
       Tax: $4,883 (2025)
    Community: Orangebranch Bay
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($1,907) + Fees ($112) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 193 AURELIA CT, KISSIMMEE, FL 34758

    $355,000163 Days on yellowkey   MLS ID: S5141378

    3 Days Off yellowkey (back on 6/8/2026)

    For Sale S5141378 - 193 AURELIA CT, KISSIMMEE, FL 34758 41 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2898
       Built: 2002
    Monthly Fee: $100
       Tax: $4,923 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,945) + Fees ($100) + Taxes in 2025 ($410)


    Taxes:$4,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3231 AGOSTINO TER, KISSIMMEE, FL 34746

    $565,00063 Days on yellowkey   MLS ID: S5148406

    For Sale S5148406 - 3231 AGOSTINO TER, KISSIMMEE, FL 34746 83 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2840
       Built: 2018
    Monthly Fee: $205
       Tax: $6,918 (2025)
    Community: Bellalago Ph B-2
    Single Family


    Estimated Monthly Payment: $3,877 (change assumption)
    Mortgage ($3,096) + Fees ($205) + Taxes in 2025 ($576)


    Taxes:$6,918

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $325,000186 Days on yellowkey   MLS ID: O6367556

    1 Days Off yellowkey (back on 6/8/2026)

    INCREASED by $25,100 (8.4%) on 04/20/2026

    For Sale O6367556 - 1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2001
    Monthly Fee: $125
       Tax: $3,149 (2024)
    Community: Lake Berkley Resort Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,168 (change assumption)
    Mortgage ($1,781) + Fees ($125) + Taxes in 2024 ($262)


    Taxes:$3,149

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4703 GOLDEN BEACH CT, KISSIMMEE, FL 34746

    $575,00079 Days on yellowkey   MLS ID: G5110110

    REDUCED by $25,000 (4.2%) on 06/08/2026

    For Sale G5110110 - 4703 GOLDEN BEACH CT, KISSIMMEE, FL 34746 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $280
       Tax: $6,446 (2025)
    Community: Terra Verde Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,968 (change assumption)
    Mortgage ($3,151) + Fees ($280) + Taxes in 2025 ($537)


    Taxes:$6,446

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 420 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $738,000206 Days on yellowkey   MLS ID: O6362283

    For Sale O6362283 - 420 SOUTHFIELD ST, KISSIMMEE, FL 34747 64 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2020
    Monthly Fee: $787
       Tax: $11,685 (2024)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,804 (change assumption)
    Mortgage ($4,044) + Fees ($787) + Taxes in 2024 ($974)


    Taxes:$11,685

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14 YORK CT, KISSIMMEE, FL 34758

    $280,00034 Days on yellowkey   MLS ID: S5150442

    0 Days Off yellowkey (back on 6/7/2026)

    For Sale S5150442 - 14 YORK CT, KISSIMMEE, FL 34758 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 1989
    Monthly Fee: $100
       Tax: $3,746 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,946 (change assumption)
    Mortgage ($1,534) + Fees ($100) + Taxes in 2025 ($312)


    Taxes:$3,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1926 MICHIGAN CT, KISSIMMEE, FL 34759

    $242,000160 Days on yellowkey   MLS ID: S5141668

    0 Days Off yellowkey (back on 6/7/2026)

    REDUCED by $7,900 (3.2%) on 04/08/2026

    For Sale S5141668 - 1926 MICHIGAN CT, KISSIMMEE, FL 34759 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1352
       Built: 2004
    Monthly Fee: $90
       Tax: $1,118 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,509 (change assumption)
    Mortgage ($1,326) + Fees ($90) + Taxes in 2025 ($93)


    Taxes:$1,118

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $363,000119 Days on yellowkey   MLS ID: O6385604

    REDUCED by $7,000 (1.9%) on 06/01/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,989) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2801 BAYWOOD LN, KISSIMMEE, FL 34746

    $444,900239 Days on yellowkey   MLS ID: S5137135

    For Sale S5137135 - 2801 BAYWOOD LN, KISSIMMEE, FL 34746 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2259
       Built: 2000
    Monthly Fee: $24
       Tax: $5,517 (2024)
    Community: The Oaks Plat No 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,921 (change assumption)
    Mortgage ($2,438) + Fees ($24) + Taxes in 2024 ($460)


    Taxes:$5,517

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8152 FAN PALM WAY, KISSIMMEE, FL 34747

    $359,000379 Days on yellowkey   MLS ID: O6317015

    2 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $10,000 (2.7%) on 05/18/2026

    For Sale O6317015 - 8152 FAN PALM WAY, KISSIMMEE, FL 34747 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2001
    Monthly Fee: $489
       Tax: $4,445 (2024)
    Community: Windsor Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($1,967) + Fees ($489) + Taxes in 2024 ($370)


    Taxes:$4,445

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 205 OWENSHIRE CIR, KISSIMMEE, FL 34744

    $359,90021 Days on yellowkey   MLS ID: S5151174

    For Sale S5151174 - 205 OWENSHIRE CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2003
    Monthly Fee: $23
       Tax: $5,644 (2025)
    Community: Remington Prcl K Ph 3
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,972) + Fees ($23) + Taxes in 2025 ($470)


    Taxes:$5,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741

    $449,000118 Days on yellowkey   MLS ID: O6386171

    For Sale O6386171 - 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $73
       Tax: $6,844 (2025)
    Community: Forest Edge
    Single Family


    Estimated Monthly Payment: $3,104 (change assumption)
    Mortgage ($2,460) + Fees ($73) + Taxes in 2025 ($570)


    Taxes:$6,844

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $449,00023 Days on yellowkey   MLS ID: O6412898

    For Sale O6412898 - 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2220
       Built: 2006
    Monthly Fee: $15
       Tax: $7,728 (2025)
    Community: Brighton Lakes Ph2 Prcl J
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,460) + Fees ($15) + Taxes in 2025 ($644)


    Taxes:$7,728

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2711 PATRICIAN CIR, KISSIMMEE, FL 34746

    $329,00020 Days on yellowkey   MLS ID: A4696098

    For Sale A4696098 - 2711 PATRICIAN CIR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2005   Tax: $7,081 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($590)


    Taxes:$7,081

    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.