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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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  • 2717 FIESTA KEY DR, KISSIMMEE, FL 34747

    $599,99022 Days on yellowkey   MLS ID: O6419154

    For Sale O6419154 - 2717 FIESTA KEY DR, KISSIMMEE, FL 34747 36 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,936 (2025)
    Community: Emerald Island Resort Ph 5A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,981 (change assumption)
    Mortgage ($3,288) + Fees ($115) + Taxes in 2025 ($578)


    Taxes:$6,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1213 CHEROKEE DR, KISSIMMEE, FL 34744

    $325,00022 Days on yellowkey   MLS ID: K4903584

    For Sale K4903584 - 1213 CHEROKEE DR, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1715
       Built: 1965   Tax: $4,057 (2025)
    Community: Osceola Acres
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($338)


    Taxes:$4,057

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17 S FLAG CT, KISSIMMEE, FL 34759

    $309,90022 Days on yellowkey   MLS ID: O6418950

    For Sale O6418950 - 17 S FLAG CT, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1500
       Built: 1974
    Monthly Fee: $100
       Tax: $3,684 (2025)
    Community: Poinciana Village 1 Nbhd 3 South
    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,698) + Fees ($100) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 102 CARLISLE CT, KISSIMMEE, FL 34758

    $279,90026 Days on yellowkey   MLS ID: O6418123

    For Sale O6418123 - 102 CARLISLE CT, KISSIMMEE, FL 34758 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1134
       Built: 1995
    Monthly Fee: $19
       Tax: $959 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,633 (change assumption)
    Mortgage ($1,534) + Fees ($19) + Taxes in 2025 ($80)


    Taxes:$959

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 253 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $729,90022 Days on yellowkey   MLS ID: O6418879

    For Sale O6418879 - 253 SOUTHFIELD ST, KISSIMMEE, FL 34747 19 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2945
       Built: 2020
    Monthly Fee: $777
       Tax: $11,422 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,728 (change assumption)
    Mortgage ($3,999) + Fees ($777) + Taxes in 2025 ($952)


    Taxes:$11,422

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2349 JERNIGAN LOOP, KISSIMMEE, FL 34746

    $385,00022 Days on yellowkey   MLS ID: O6416499

    For Sale O6416499 - 2349 JERNIGAN LOOP, KISSIMMEE, FL 34746 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2006
       Built: 2019
    Monthly Fee: $105
       Tax: $5,804 (2025)
    Community: Harbor Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,698 (change assumption)
    Mortgage ($2,110) + Fees ($105) + Taxes in 2025 ($484)


    Taxes:$5,804

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000694 Days on yellowkey   MLS ID: O6233314

    0 Days Off yellowkey (back on 6/18/2026)

    SHORT SALE O6233314 - 1502 JADEWOOD WAY, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Monthly Fee: $11
       Tax: $7,144 (2025)
    Community: Kindred Ph 2C & 2D Pb 30 Pgs 74-80 Lot 323
    Single Family


    Estimated Monthly Payment: $2,524 (change assumption)
    Mortgage ($1,918) + Fees ($11) + Taxes in 2025 ($595)


    Taxes:$7,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 910 HUDSON VALLEY DR, KISSIMMEE, FL 34759

    $350,000144 Days on yellowkey   MLS ID: S5144081

    For Sale S5144081 - 910 HUDSON VALLEY DR, KISSIMMEE, FL 34759 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2023
    Monthly Fee: $100
       Tax: $3,721 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($1,918) + Fees ($100) + Taxes in 2025 ($310)


    Taxes:$3,721

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4409 BLACKBIRD ST, KISSIMMEE, FL 34746

    $325,00099 Days on yellowkey   MLS ID: O6396649

    REDUCED by $10,000 (3.0%) on 06/02/2026

    For Sale O6396649 - 4409 BLACKBIRD ST, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2020
    Monthly Fee: $133
       Tax: $6,722 (2025)
    Community: Storey Creek Ph 1
    Single Family


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($1,781) + Fees ($133) + Taxes in 2025 ($560)


    Taxes:$6,722

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3104 STONEHURST CIR, KISSIMMEE, FL 34741

    $389,90099 Days on yellowkey   MLS ID: S5146773

    REDUCED by $10,000 (2.5%) on 05/07/2026

    For Sale S5146773 - 3104 STONEHURST CIR, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1650
       Built: 2001
    Monthly Fee: $223
       Tax: $2,041 (2025)
    Community: Stonefield
    Single Family


    Estimated Monthly Payment: $2,529 (change assumption)
    Mortgage ($2,136) + Fees ($223) + Taxes in 2025 ($170)


    Taxes:$2,041

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 436 BLOOMFIELD DR, KISSIMMEE, FL 34758

    $344,900138 Days on yellowkey   MLS ID: S5144432

    REDUCED by $10,000 (2.8%) on 06/22/2026

    For Sale S5144432 - 436 BLOOMFIELD DR, KISSIMMEE, FL 34758 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2005
    Monthly Fee: $100
       Tax: $1,824 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,142 (change assumption)
    Mortgage ($1,890) + Fees ($100) + Taxes in 2025 ($152)


    Taxes:$1,824

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2341 EAGLE TALON CT, KISSIMMEE, FL 34746

    $699,00048 Days on yellowkey   MLS ID: O6411064

    REDUCED by $21,000 (2.9%) on 06/22/2026

    For Sale O6411064 - 2341 EAGLE TALON CT, KISSIMMEE, FL 34746 61 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3621
       Built: 2013
    Monthly Fee: $364
       Tax: $7,318 (2025)
    Community: Bellalago Ph 4P
    Single Family


    Estimated Monthly Payment: $4,804 (change assumption)
    Mortgage ($3,830) + Fees ($364) + Taxes in 2025 ($610)


    Taxes:$7,318

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 643 BROCKTON DR, KISSIMMEE, FL 34758

    $299,900152 Days on yellowkey   MLS ID: O6382050

    REDUCED by $9,100 (2.9%) on 04/02/2026

    For Sale O6382050 - 643 BROCKTON DR, KISSIMMEE, FL 34758 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1566
       Built: 1994
    Monthly Fee: $88
       Tax: $3,985 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,643) + Fees ($88) + Taxes in 2025 ($332)


    Taxes:$3,985

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 154 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743

    $402,00047 Days on yellowkey   MLS ID: O6411797

    2 Days Off yellowkey (back on 6/22/2026)

    INCREASED by $12,500 (3.2%) on 06/19/2026

    For Sale O6411797 - 154 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1563
       Built: 1990   Tax: $5,071 (2025)
    Community: Cypress Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,203) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $425,00041 Days on yellowkey   MLS ID: O6412507

    For Sale O6412507 - 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2004
    Monthly Fee: $100
       Tax: $5,728 (2025)
    Community: Terra Verde Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 1620 MARINA LAKE DR, KISSIMMEE, FL 34744

    $790,00055 Days on yellowkey   MLS ID: S5150329

    For Sale S5150329 - 1620 MARINA LAKE DR, KISSIMMEE, FL 34744 95 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3643
       Built: 2000
    Monthly Fee: $75
       Tax: $5,686 (2025)
    Community: Ashley Cove Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,329) + Fees ($75) + Taxes in 2025 ($474)


    Taxes:$5,686

    Elementary School: Partin Settlement Elem

    High School: None

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $359,90047 Days on yellowkey   MLS ID: TB8512342

    2 Days Off yellowkey (back on 6/22/2026)

    For Sale TB8512342 - 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $4,936 (2025)
    Community: Cranes Cove Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,440 (change assumption)
    Mortgage ($1,972) + Fees ($57) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1440 FAIRVIEW CIRCLE, KISSIMMEE, FL 34747

    $588,500125 Days on yellowkey   MLS ID: O6389613

    REDUCED by $500 (0.1%) on 06/18/2026

    For Sale O6389613 - 1440 FAIRVIEW CIRCLE, KISSIMMEE, FL 34747 59 photos

    Bed: 4   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2296
       Built: 2006
    Monthly Fee: $606
       Tax: $9,474 (2025)
    Community: Reunion Ph 02 Prcl 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,620 (change assumption)
    Mortgage ($3,225) + Fees ($606) + Taxes in 2025 ($790)


    Taxes:$9,474

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2705 PRESTWICK LN, KISSIMMEE, FL 34744

    $410,000140 Days on yellowkey   MLS ID: O6384546

    For Sale O6384546 - 2705 PRESTWICK LN, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2005
    Monthly Fee: $73
       Tax: $6,174 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,247) + Fees ($73) + Taxes in 2025 ($515)


    Taxes:$6,174

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2780 AVIAN LOOP, KISSIMMEE, FL 34741

    $459,000168 Days on yellowkey   MLS ID: S5142594

    REDUCED by $9,000 (1.9%) on 06/22/2026

    For Sale S5142594 - 2780 AVIAN LOOP, KISSIMMEE, FL 34741 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2018
    Monthly Fee: $196
       Tax: $8,545 (2025)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,423 (change assumption)
    Mortgage ($2,515) + Fees ($196) + Taxes in 2025 ($712)


    Taxes:$8,545

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee 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.