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Kissimmee Single Family Homes For Sale - 2122 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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  • 2801 BOOKMARK DR, KISSIMMEE, FL 34746

    $675,00075 Days on yellowkey   MLS ID: O6402384

    REDUCED by $25,000 (3.6%) on 06/08/2026

    For Sale O6402384 - 2801 BOOKMARK DR, KISSIMMEE, FL 34746 65 photos

    Bed: 7   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2020
    Monthly Fee: $500
       Tax: $11,031 (2025)
    Community: Storey Lake Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,118 (change assumption)
    Mortgage ($3,699) + Fees ($500) + Taxes in 2025 ($919)


    Taxes:$11,031

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 719 DEL RAY DR, KISSIMMEE, FL 34758

    $260,00081 Days on yellowkey   MLS ID: S5148237

    REDUCED by $5,000 (1.9%) on 06/08/2026

    For Sale S5148237 - 719 DEL RAY DR, KISSIMMEE, FL 34758 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1057
       Built: 1989
    Monthly Fee: $23
       Tax: $3,232 (2025)
    Community: Poinciana Village 01 Neighborhood 01 South
    Single Family


    Estimated Monthly Payment: $1,717 (change assumption)
    Mortgage ($1,425) + Fees ($23) + Taxes in 2025 ($269)


    Taxes:$3,232

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3202 SURFBIRD ST, KISSIMMEE, FL 34744

    $495,00089 Days on yellowkey   MLS ID: O6399070

    For Sale O6399070 - 3202 SURFBIRD ST, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2019
    Monthly Fee: $95
       Tax: $4,159 (2025)
    Community: Osprey Ridge
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,712) + Fees ($95) + Taxes in 2025 ($347)


    Taxes:$4,159

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 840 SPINNAKER WAY, KISSIMMEE, FL 34746

    $1,399,999151 Days on yellowkey   MLS ID: O6381828

    REDUCED by $50,000 (3.4%) on 06/08/2026

    For Sale O6381828 - 840 SPINNAKER WAY, KISSIMMEE, FL 34746 68 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5428
       Built: 2017
    Monthly Fee: $159
       Tax: $9,509 (2025)
    Community: Bellalago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,622 (change assumption)
    Mortgage ($7,671) + Fees ($159) + Taxes in 2025 ($792)


    Taxes:$9,509

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2908 PROTAGONIST ST, KISSIMMEE, FL 34746

    $634,990516 Days on yellowkey   MLS ID: O6280720

    For Sale O6280720 - 2908 PROTAGONIST ST, KISSIMMEE, FL 34746 33 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3343
       Built: 2022
    Monthly Fee: $305
       Tax: $11,068 (2023)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,707 (change assumption)
    Mortgage ($3,479) + Fees ($305) + Taxes in 2023 ($922)


    Taxes:$11,068

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 5564 DENNERY BAY RD, KISSIMMEE, FL 34758

    $391,980160 Days on yellowkey   MLS ID: O6379859

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

    For Sale O6379859 - 5564 DENNERY BAY RD, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2366
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,273 (change assumption)
    Mortgage ($2,148) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4711 PERSHOIE LN, KISSIMMEE, FL 34746

    $465,00046 Days on yellowkey   MLS ID: O6411710

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

    For Sale O6411710 - 4711 PERSHOIE LN, KISSIMMEE, FL 34746 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $138
       Tax: $5,985 (2025)
    Community: Lake Berkley Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,185 (change assumption)
    Mortgage ($2,548) + Fees ($138) + Taxes in 2025 ($499)


    Taxes:$5,985

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746

    $379,000289 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


  • 207 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $599,90041 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

    $348,000171 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


  • 420 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $738,000225 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

    $280,00053 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

    $242,000179 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


  • 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741

    $449,000137 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


  • 786 CIELO TRL, KISSIMMEE, FL 34759

    $375,000162 Days on yellowkey   MLS ID: S5142864

    For Sale S5142864 - 786 CIELO TRL, KISSIMMEE, FL 34759 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2014
    Monthly Fee: $276
       Tax: $5,178 (2025)
    Community: Solivita Ph 7E
    Single Family


    Estimated Monthly Payment: $2,762 (change assumption)
    Mortgage ($2,055) + Fees ($276) + Taxes in 2025 ($431)


    Taxes:$5,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 902 N THACKER AVE, KISSIMMEE, FL 34741

    $314,000117 Days on yellowkey   MLS ID: O6392187

    REDUCED by $15,990 (4.8%) on 06/07/2026

    For Sale O6392187 - 902 N THACKER AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1956   Tax: $4,636 (2025)
    Community: Orange Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,107 (change assumption)
    Mortgage ($1,721) + Taxes in 2025 ($386)


    Taxes:$4,636

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1979 CACUTTA WAY, KISSIMMEE, FL 34744

    $409,900179 Days on yellowkey   MLS ID: O6374518

    REDUCED by $5,100 (1.2%) on 06/07/2026

    For Sale O6374518 - 1979 CACUTTA WAY, KISSIMMEE, FL 34744 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2022
    Monthly Fee: $11
       Tax: $6,900 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,832 (change assumption)
    Mortgage ($2,246) + Fees ($11) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8914 CAROLINE BAY CT, KISSIMMEE, FL 34747

    $590,99038 Days on yellowkey   MLS ID: O6410893

    For Sale O6410893 - 8914 CAROLINE BAY CT, KISSIMMEE, FL 34747 54 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2020
    Monthly Fee: $670
       Tax: $8,422 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,610 (change assumption)
    Mortgage ($3,238) + Fees ($670) + Taxes in 2025 ($702)


    Taxes:$8,422

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1627 LIMA AVE, KISSIMMEE, FL 34747

    $600,000156 Days on yellowkey   MLS ID: O6380867

    REDUCED by $50,000 (7.7%) on 06/04/2026

    For Sale O6380867 - 1627 LIMA AVE, KISSIMMEE, FL 34747 61 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2017
    Monthly Fee: $563
       Tax: $10,510 (2025)
    Community: Windsor/Westside-Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,726 (change assumption)
    Mortgage ($3,288) + Fees ($563) + Taxes in 2025 ($876)


    Taxes:$10,510

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4304 DESERT ROSE AVE, KISSIMMEE, FL 34746

    $349,90099 Days on yellowkey   MLS ID: S5147278

    REDUCED by $5,100 (1.4%) on 06/06/2026

    For Sale S5147278 - 4304 DESERT ROSE AVE, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1479
       Built: 2019
    Monthly Fee: $41
       Tax: $3,099 (2025)
    Community: Sedona Ph 1
    Single Family


    Estimated Monthly Payment: $2,216 (change assumption)
    Mortgage ($1,917) + Fees ($41) + Taxes in 2025 ($258)


    Taxes:$3,099

    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.