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Kissimmee Single Family Homes For Sale - 2021 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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  • 8491 OASIS KEY CV, KISSIMMEE, FL 34747

    $539,950110 Days on yellowkey   MLS ID: S5143577

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale S5143577 - 8491 OASIS KEY CV, KISSIMMEE, FL 34747 61 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2002
    Monthly Fee: $115
       Tax: $6,306 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,599 (change assumption)
    Mortgage ($2,959) + Fees ($115) + Taxes in 2025 ($525)


    Taxes:$6,306

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747

    $385,000240 Days on yellowkey   MLS ID: S5135926

    1 Days Off yellowkey (back on 5/4/2026)

    For Sale S5135926 - 2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1249
       Built: 1997
    Monthly Fee: $127
       Tax: $2,854 (2024)
    Community: Sunset Lakes Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($2,110) + Fees ($127) + Taxes in 2024 ($238)


    Taxes:$2,854

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: VOYAGER K-8


  • 4324 PROLOGUE WAY, KISSIMMEE, FL 34746

    $970,00067 Days on yellowkey   MLS ID: O6393364

    For Sale O6393364 - 4324 PROLOGUE WAY, KISSIMMEE, FL 34746 53 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $264
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,724 (change assumption)
    Mortgage ($5,315) + Fees ($264) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $525,00028 Days on yellowkey   MLS ID: S5149098

    For Sale S5149098 - 120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 63 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2003
    Monthly Fee: $100
       Tax: $7,139 (2025)
    Community: Terra Verde Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,572 (change assumption)
    Mortgage ($2,877) + Fees ($100) + Taxes in 2025 ($595)


    Taxes:$7,139

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2591 SWOOP CIR, KISSIMMEE, FL 34741

    $639,990105 Days on yellowkey   MLS ID: O6382854

    REDUCED by $9,990 (1.5%) on 05/03/2026

    For Sale O6382854 - 2591 SWOOP CIR, KISSIMMEE, FL 34741 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2368
       Built: 2010
    Monthly Fee: $215
       Tax: $8,767 (2024)
    Community: Avilla
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,452 (change assumption)
    Mortgage ($3,507) + Fees ($215) + Taxes in 2024 ($731)


    Taxes:$8,767

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746

    $499,000300 Days on yellowkey   MLS ID: O6332997

    0 Days Off yellowkey (back on 1/13/2026)

    For Sale O6332997 - 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2671
       Built: 2004
    Monthly Fee: $25
       Tax: $4,437 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($2,734) + Fees ($25) + Taxes in 2024 ($370)


    Taxes:$4,437

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1590 BARBERRY DR, KISSIMMEE, FL 34744

    $459,900283 Days on yellowkey   MLS ID: S5133065

    0 Days Off yellowkey (back on 5/3/2026)

    REDUCED by $30,000 (6.1%) on 04/14/2026

    For Sale S5133065 - 1590 BARBERRY DR, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $15
       Tax: $8,284 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,225 (change assumption)
    Mortgage ($2,520) + Fees ($15) + Taxes in 2024 ($690)


    Taxes:$8,284

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: None


  • 2110 BUNKER VIEW CT, KISSIMMEE, FL 34746

    $418,000190 Days on yellowkey   MLS ID: O6362653

    For Sale O6362653 - 2110 BUNKER VIEW CT, KISSIMMEE, FL 34746 18 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2004
    Monthly Fee: $24
       Tax: $3,997 (2024)
    Community: Oaks Ph 1 B2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($2,290) + Fees ($24) + Taxes in 2024 ($333)


    Taxes:$3,997

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1451 TAOS AVE, KISSIMMEE, FL 34744

    $420,00042 Days on yellowkey   MLS ID: S5148136

    For Sale S5148136 - 1451 TAOS AVE, KISSIMMEE, FL 34744 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2019
    Monthly Fee: $11
       Tax: $6,597 (2025)
    Community: Kindred Ph 1E
    Single Family


    Estimated Monthly Payment: $2,862 (change assumption)
    Mortgage ($2,301) + Fees ($11) + Taxes in 2025 ($550)


    Taxes:$6,597

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $515,00067 Days on yellowkey   MLS ID: O6392103

    REDUCED by $10,000 (1.9%) on 04/24/2026

    For Sale O6392103 - 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 35 photos

    Bed: 8   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $100
       Tax: $7,019 (2024)
    Community: Terra Verde
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,507 (change assumption)
    Mortgage ($2,822) + Fees ($100) + Taxes in 2024 ($585)


    Taxes:$7,019

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 78 W CEDARWOOD CIR, KISSIMMEE, FL 34743

    $338,90033 Days on yellowkey   MLS ID: S5148825

    1 Days Off yellowkey (back on 5/3/2026)

    For Sale S5148825 - 78 W CEDARWOOD CIR, KISSIMMEE, FL 34743 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1983   Tax: $1,455 (2025)
    Community: Bvl Unit 7 5Th Add
    Single Family


    Estimated Monthly Payment: $1,978 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($121)


    Taxes:$1,455

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1813 ADMIRAL CT, KISSIMMEE, FL 34744

    $620,00031 Days on yellowkey   MLS ID: O6401628

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale O6401628 - 1813 ADMIRAL CT, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2779
       Built: 1988
    Monthly Fee: $17
       Tax: $5,347 (2025)
    Community: Harbour Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,860 (change assumption)
    Mortgage ($3,397) + Fees ($17) + Taxes in 2025 ($446)


    Taxes:$5,347

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 652 VIA CORSO CT, KISSIMMEE, FL 34759

    $380,00034 Days on yellowkey   MLS ID: S5148704

    1 Days Off yellowkey (back on 5/3/2026)

    For Sale S5148704 - 652 VIA CORSO CT, KISSIMMEE, FL 34759 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2017
    Monthly Fee: $276
       Tax: $3,654 (2025)
    Community: Solivita Ph 1-F Un 2
    Single Family


    Estimated Monthly Payment: $2,663 (change assumption)
    Mortgage ($2,082) + Fees ($276) + Taxes in 2025 ($305)


    Taxes:$3,654

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $320,497269 Days on yellowkey   MLS ID: O6337080

    REDUCED by $1,000 (0.3%) on 04/02/2026

    SHORT SALE O6337080 - 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1059
       Built: 1999
    Monthly Fee: $27
       Tax: $3,914 (2024)
    Community: Marisol Ph 2
    Single Family


    Estimated Monthly Payment: $2,109 (change assumption)
    Mortgage ($1,756) + Fees ($27) + Taxes in 2024 ($326)


    Taxes:$3,914

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 8933 PRAGUE WAY, KISSIMMEE, FL 34747

    $498,00030 Days on yellowkey   MLS ID: O6403698

    For Sale O6403698 - 8933 PRAGUE WAY, KISSIMMEE, FL 34747 35 photos

    Bed: 5   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 2492
       Built: 2019
    Monthly Fee: $620
       Tax: $7,546 (2025)
    Community: Windsor At Westside Ph 3
    Single Family


    Estimated Monthly Payment: $3,978 (change assumption)
    Mortgage ($2,729) + Fees ($620) + Taxes in 2025 ($629)


    Taxes:$7,546

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1730 NEPTUNE RD, KISSIMMEE, FL 34744

    $490,000132 Days on yellowkey   MLS ID: S5141897

    For Sale S5141897 - 1730 NEPTUNE RD, KISSIMMEE, FL 34744 38 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2178
       Built: 1964   Tax: $713 (2025)
    Community: Neptune Shores 1
    Single Family


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($2,685) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: Partin Settlement Elem

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • KISSIMMEE, FL 34746

    $379,950217 Days on yellowkey   MLS ID: O6344480

    For Sale O6344480 - KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 2002
    Monthly Fee: $61
       Tax: $4,457 (2024)
    Community: Bass Lake Estates
    Single Family


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($2,082) + Fees ($61) + Taxes in 2024 ($371)


    Taxes:$4,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4701 FAIRWEATHER CT, KISSIMMEE, FL 34758

    $399,99993 Days on yellowkey   MLS ID: O6381887

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

    For Sale O6381887 - 4701 FAIRWEATHER CT, KISSIMMEE, FL 34758 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2004
    Monthly Fee: $50
       Tax: $2,450 (2025)
    Community: Poinciana Estates Section B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,446 (change assumption)
    Mortgage ($2,192) + Fees ($50) + Taxes in 2025 ($204)


    Taxes:$2,450

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4650 EAGLE PEAK DR, KISSIMMEE, FL 34746

    $419,000251 Days on yellowkey   MLS ID: O6338860

    For Sale O6338860 - 4650 EAGLE PEAK DR, KISSIMMEE, FL 34746 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1998
    Monthly Fee: $22
       Tax: $5,350 (2024)
    Community: Eagle Pointe Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,764 (change assumption)
    Mortgage ($2,296) + Fees ($22) + Taxes in 2024 ($446)


    Taxes:$5,350

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3040 PALERMO ROSE WAY, KISSIMMEE, FL 34746

    $345,000576 Days on yellowkey   MLS ID: S5114010

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale S5114010 - 3040 PALERMO ROSE WAY, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2005
    Monthly Fee: $12
       Tax: $4,556 (2025)
    Community: Concorde Estates Ph 1
    Single Family


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,890) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,556

    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.