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Kissimmee Single Family Homes For Sale - 2064 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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  • 1505 NASSAU POINT TRL, KISSIMMEE, FL 34747

    $719,900378 Days on yellowkey   MLS ID: O6314025

    For Sale O6314025 - 1505 NASSAU POINT TRL, KISSIMMEE, FL 34747 80 photos

    Bed: 7   Bath: 7.5   Gar: 2
    Liv Area Sq Ft: 4093
       Built: 2019
    Monthly Fee: $717
       Tax: $10,696 (2024)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $5,553 (change assumption)
    Mortgage ($3,945) + Fees ($717) + Taxes in 2024 ($891)


    Taxes:$10,696

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $549,00065 Days on yellowkey   MLS ID: S5147254

    REDUCED by $5,000 (0.9%) on 06/03/2026

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,215 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2558 SHANTI DR, KISSIMMEE, FL 34746

    $1,550,00087 Days on yellowkey   MLS ID: O6391796

    REDUCED by $100,000 (6.1%) on 06/03/2026

    For Sale O6391796 - 2558 SHANTI DR, KISSIMMEE, FL 34746 30 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4762
       Built: 2023
    Monthly Fee: $500
       Tax: $12,147 (2025)
    Community: Veranda Palms Ph 2B1
    Single Family


    Estimated Monthly Payment: $10,005 (change assumption)
    Mortgage ($8,493) + Fees ($500) + Taxes in 2025 ($1,012)


    Taxes:$12,147

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2750 CORBEL LOOP, KISSIMMEE, FL 34746

    $380,00024 Days on yellowkey   MLS ID: O6405493

    For Sale O6405493 - 2750 CORBEL LOOP, KISSIMMEE, FL 34746 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1948
       Built: 2011
    Monthly Fee: $200
       Tax: $3,259 (2025)
    Community: Eagle Lake Ph 4A
    Single Family


    Estimated Monthly Payment: $2,554 (change assumption)
    Mortgage ($2,082) + Fees ($200) + Taxes in 2025 ($272)


    Taxes:$3,259

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4266 PARAGRAPH DR, KISSIMMEE, FL 34746

    $650,00030 Days on yellowkey   MLS ID: S5149962

    REDUCED by $15,000 (2.3%) on 06/03/2026

    For Sale S5149962 - 4266 PARAGRAPH DR, KISSIMMEE, FL 34746 37 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2022
    Monthly Fee: $304
       Tax: $11,090 (2025)
    Community: Cove At Storey Lake 4
    Single Family


    Estimated Monthly Payment: $4,790 (change assumption)
    Mortgage ($3,562) + Fees ($304) + Taxes in 2025 ($924)


    Taxes:$11,090

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746

    $297,00030 Days on yellowkey   MLS ID: S5149467

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

    For Sale S5149467 - 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 2005
    Monthly Fee: $205
       Tax: $4,660 (2025)
    Community: Bellalago Ph 3M
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($1,627) + Fees ($205) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 4416 SILVER CREEK ST, KISSIMMEE, FL 34744

    $380,00057 Days on yellowkey   MLS ID: O6398907

    REDUCED by $10,000 (2.6%) on 06/03/2026

    For Sale O6398907 - 4416 SILVER CREEK ST, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2019
    Monthly Fee: $130
       Tax: $4,679 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,082) + Fees ($130) + Taxes in 2025 ($390)


    Taxes:$4,679

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 5385 DAHLIA RESERVE DR, KISSIMMEE, FL 34758

    $499,90016 Days on yellowkey   MLS ID: O6407840

    For Sale O6407840 - 5385 DAHLIA RESERVE DR, KISSIMMEE, FL 34758 39 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 1999   Tax: $6,437 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,276 (change assumption)
    Mortgage ($2,739) + Taxes in 2025 ($536)


    Taxes:$6,437

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1433 RIVERBOAT DR, KISSIMMEE, FL 34744

    $375,000240 Days on yellowkey   MLS ID: G5103345

    REDUCED by $5,000 (1.3%) on 06/03/2026

    For Sale G5103345 - 1433 RIVERBOAT DR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2021
    Monthly Fee: $11
       Tax: $7,119 (2024)
    Community: Kindred Ph 1
    Single Family


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,055) + Fees ($11) + Taxes in 2024 ($593)


    Taxes:$7,119

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 716 CARIBOU DR, KISSIMMEE, FL 34759

    $170,000326 Days on yellowkey   MLS ID: TB8409412

    1 Days Off yellowkey (back on 11/5/2025)

    SHORT SALE TB8409412 - 716 CARIBOU DR, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1986
    Monthly Fee: $90
       Tax: $1,675 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($931) + Fees ($90) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3195 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $399,00052 Days on yellowkey   MLS ID: O6400981

    For Sale O6400981 - 3195 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1999
    Monthly Fee: $58
       Tax: $3,881 (2025)
    Community: Cranes Cove Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,186) + Fees ($58) + Taxes in 2025 ($323)


    Taxes:$3,881

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 136 W CEDARWOOD CIR, KISSIMMEE, FL 34743

    $319,90029 Days on yellowkey   MLS ID: O6404486

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

    For Sale O6404486 - 136 W CEDARWOOD CIR, KISSIMMEE, FL 34743 15 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1595
       Built: 1983   Tax: $4,614 (2025)
    Community: Bvl Unit 7 3Rd Add
    Single Family


    Estimated Monthly Payment: $2,137 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($385)


    Taxes:$4,614

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 115 CORALWOOD CIR, KISSIMMEE, FL 34743

    $289,99920 Days on yellowkey   MLS ID: O6410542

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

    REDUCED by $10,000 (3.3%) on 06/01/2026

    For Sale O6410542 - 115 CORALWOOD CIR, KISSIMMEE, FL 34743 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1159
       Built: 1988   Tax: $3,188 (2025)
    Community: Bvl Unit 10 1St Add
    Single Family


    Estimated Monthly Payment: $1,855 (change assumption)
    Mortgage ($1,589) + Taxes in 2025 ($266)


    Taxes:$3,188

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • KISSIMMEE, FL 34743

    $410,000113 Days on yellowkey   MLS ID: O6383300

    0 Days Off yellowkey (back on 2/20/2026)

    For Sale O6383300 - KISSIMMEE, FL 34743 5 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 1988   Tax: $1,944 (2025)
    Community: Bvl Briarwood Village Tr 3
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($162)


    Taxes:$1,944

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2606 ROYAL FERN PL, KISSIMMEE, FL 34758

    $545,00078 Days on yellowkey   MLS ID: O6391472

    REDUCED by $5,000 (0.9%) on 06/03/2026

    For Sale O6391472 - 2606 ROYAL FERN PL, KISSIMMEE, FL 34758 50 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 1999   Tax: $4,627 (2025)
    Community: Crescent Lakes
    Single Family


    Estimated Monthly Payment: $3,372 (change assumption)
    Mortgage ($2,986) + Taxes in 2025 ($386)


    Taxes:$4,627

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2826 WATERLILY WAY, KISSIMMEE, FL 34759

    $369,00039 Days on yellowkey   MLS ID: S5149241

    REDUCED by $1,000 (0.3%) on 06/03/2026

    For Sale S5149241 - 2826 WATERLILY WAY, KISSIMMEE, FL 34759 32 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2024
    Monthly Fee: $120
       Tax: $6,768 (2025)
    Community: Lake Deer Estates
    Single Family


    Estimated Monthly Payment: $2,706 (change assumption)
    Mortgage ($2,022) + Fees ($120) + Taxes in 2025 ($564)


    Taxes:$6,768

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 910 AMY RIDGE CT, KISSIMMEE, FL 34747

    $374,99930 Days on yellowkey   MLS ID: S5148198

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

    For Sale S5148198 - 910 AMY RIDGE CT, KISSIMMEE, FL 34747 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 1988
    Monthly Fee: $6
       Tax: $1,542 (2025)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($2,055) + Fees ($6) + Taxes in 2025 ($129)


    Taxes:$1,542

    Elementary School: Celebration K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $495,00092 Days on yellowkey   MLS ID: S5145799

    REDUCED by $14,900 (2.9%) on 06/03/2026

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,184 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 975 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $255,000240 Days on yellowkey   MLS ID: O6352978

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

    For Sale O6352978 - 975 DERBYSHIRE DR, KISSIMMEE, FL 34758 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1216
       Built: 1990
    Monthly Fee: $90
       Tax: $3,232 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,757 (change assumption)
    Mortgage ($1,397) + Fees ($90) + Taxes in 2024 ($269)


    Taxes:$3,232

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4778 KINGS CASTLE CIR, KISSIMMEE, FL 34746

    $625,000145 Days on yellowkey   MLS ID: P4937505

    INCREASED by $10 (0.0%) on 05/15/2026

    For Sale P4937505 - 4778 KINGS CASTLE CIR, KISSIMMEE, FL 34746 67 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2017
    Monthly Fee: $304
       Tax: $11,427 (2025)
    Community: Storey Lake
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,681 (change assumption)
    Mortgage ($3,425) + Fees ($304) + Taxes in 2025 ($952)


    Taxes:$11,427

    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.