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Kissimmee Single Family Homes For Sale - 2068 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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  • 7 WESTCHESTER DR, KISSIMMEE, FL 34744

    $434,000394 Days on yellowkey   MLS ID: O6309992

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $5,000 (1.1%) on 04/16/2026

    For Sale O6309992 - 7 WESTCHESTER DR, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1962   Tax: $1,988 (2024)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,378) + Taxes in 2024 ($166)


    Taxes:$1,988

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 665 REGENCY WAY, KISSIMMEE, FL 34758

    $374,9905 Days on yellowkey   MLS ID: O6415683

    For Sale O6415683 - 665 REGENCY WAY, KISSIMMEE, FL 34758 26 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2417
       Built: 1995
    Monthly Fee: $100
       Tax: $1,214 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($2,055) + Fees ($100) + Taxes in 2025 ($101)


    Taxes:$1,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758

    $399,90010 Days on yellowkey   MLS ID: O6414471

    For Sale O6414471 - 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1616
       Built: 1979   Tax: $4,704 (2025)
    Community: Cherub Homes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($392)


    Taxes:$4,704

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $550,000449 Days on yellowkey   MLS ID: O6292839

    For Sale O6292839 - 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2017
    Monthly Fee: $239
       Tax: $7,233 (2024)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,014) + Fees ($239) + Taxes in 2024 ($603)


    Taxes:$7,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4704 RUBY RED LN, KISSIMMEE, FL 34746

    $450,00075 Days on yellowkey   MLS ID: O6395863

    2 Days Off yellowkey (back on 5/13/2026)

    For Sale O6395863 - 4704 RUBY RED LN, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2013
    Monthly Fee: $205
       Tax: $5,799 (2025)
    Community: Crystal Cove Resort
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,466) + Fees ($205) + Taxes in 2025 ($483)


    Taxes:$5,799

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Harmony Middle


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $649,900104 Days on yellowkey   MLS ID: O6386876

    REDUCED by $15,100 (2.3%) on 06/11/2026

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2005
    Monthly Fee: $195
       Tax: $7,062 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,345 (change assumption)
    Mortgage ($3,561) + Fees ($195) + Taxes in 2025 ($589)


    Taxes:$7,062

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2675 HILLIARD CT, KISSIMMEE, FL 34744

    $575,00011 Days on yellowkey   MLS ID: S5151356

    3 Days Off yellowkey (back on 6/12/2026)

    For Sale S5151356 - 2675 HILLIARD CT, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1999   Tax: $3,961 (2025)
    Community: Hilliard Place
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00060 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2521 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746

    $369,90052 Days on yellowkey   MLS ID: S5148608

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale S5148608 - 2521 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2012
    Monthly Fee: $12
       Tax: $5,617 (2025)
    Community: Concorde Estates Ph 2B
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,027) + Fees ($12) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746

    $524,99012 Days on yellowkey   MLS ID: O6413557

    For Sale O6413557 - 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746 50 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 1987
    Monthly Fee: $31
       Tax: $2,589 (2025)
    Community: Pleasant Hill Lakes Unit 9
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,877) + Fees ($31) + Taxes in 2025 ($216)


    Taxes:$2,589

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 3869 SHORESIDE DR, KISSIMMEE, FL 34746

    $715,000372 Days on yellowkey   MLS ID: R4909422

    REDUCED by $20,000 (2.7%) on 06/12/2026

    For Sale R4909422 - 3869 SHORESIDE DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3583
       Built: 2016
    Monthly Fee: $310
       Tax: $9,315 (2024)
    Community: Bellalago Ph 4K
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,004 (change assumption)
    Mortgage ($3,918) + Fees ($310) + Taxes in 2024 ($776)


    Taxes:$9,315

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 8825 RHODES ST, KISSIMMEE, FL 34747

    $675,0005 Days on yellowkey   MLS ID: S5151659

    For Sale S5151659 - 8825 RHODES ST, KISSIMMEE, FL 34747 52 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $563
       Tax: $11,485 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,219 (change assumption)
    Mortgage ($3,699) + Fees ($563) + Taxes in 2025 ($957)


    Taxes:$11,485

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 304 BASS LN, KISSIMMEE, FL 34759

    $299,900247 Days on yellowkey   MLS ID: O6351826

    2 Days Off yellowkey (back on 4/26/2026)

    For Sale O6351826 - 304 BASS LN, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 2025
    Monthly Fee: $89
       Tax: $193 (2024)
    Community: Poinciana Nbrhd 02 East Village 07
    Single Family


    Estimated Monthly Payment: $1,748 (change assumption)
    Mortgage ($1,643) + Fees ($89) + Taxes in 2024 ($16)


    Taxes:$193

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 724 WHISTLING STRAITS, KISSIMMEE, FL 34747

    $590,00050 Days on yellowkey   MLS ID: S5148672

    REDUCED by $9,000 (1.5%) on 06/12/2026

    For Sale S5148672 - 724 WHISTLING STRAITS, KISSIMMEE, FL 34747 70 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2021
    Monthly Fee: $316
       Tax: $9,543 (2025)
    Community: Stoneybrook South North Parcel Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,344 (change assumption)
    Mortgage ($3,233) + Fees ($316) + Taxes in 2025 ($795)


    Taxes:$9,543

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,900125 Days on yellowkey   MLS ID: S5143367

    For Sale S5143367 - 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3177
       Built: 1991
    Monthly Fee: $195
       Tax: $4,193 (2025)
    Community: Kissimmee Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,287) + Fees ($195) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4621 YELLOW BAY DR, KISSIMMEE, FL 34758

    $399,90019 Days on yellowkey   MLS ID: S5150584

    REDUCED by $15,090 (3.6%) on 06/12/2026

    For Sale S5150584 - 4621 YELLOW BAY DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2560
       Built: 2007
    Monthly Fee: $67
       Tax: $5,028 (2025)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,191) + Fees ($67) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 935 AMY RIDGE CT, KISSIMMEE, FL 34747

    $365,000155 Days on yellowkey   MLS ID: O6372851

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $14,990 (3.9%) on 04/08/2026

    For Sale O6372851 - 935 AMY RIDGE CT, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 1988
    Monthly Fee: $6
       Tax: $6,618 (2025)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,000) + Fees ($6) + Taxes in 2025 ($552)


    Taxes:$6,618

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 915 BONNEVILLE LN, KISSIMMEE, FL 34759

    $340,00027 Days on yellowkey   MLS ID: O6409597

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

    For Sale O6409597 - 915 BONNEVILLE LN, KISSIMMEE, FL 34759 60 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 1999
    Monthly Fee: $100
       Tax: $1,658 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,101 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($138)


    Taxes:$1,658

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2401 AVIAN LOOP, KISSIMMEE, FL 34741

    $435,000116 Days on yellowkey   MLS ID: O6384300

    REDUCED by $5,000 (1.1%) on 06/12/2026

    For Sale O6384300 - 2401 AVIAN LOOP, KISSIMMEE, FL 34741 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2020
    Monthly Fee: $173
       Tax: $7,177 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,384) + Fees ($173) + Taxes in 2025 ($598)


    Taxes:$7,177

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 878 NELSON DR, KISSIMMEE, FL 34758

    $329,900280 Days on yellowkey   MLS ID: S5134044

    For Sale S5134044 - 878 NELSON DR, KISSIMMEE, FL 34758 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2025
    Monthly Fee: $20
       Tax: $435 (2024)
    Community: Poinciana V 1 Nbd 1N
    Single Family


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,808) + Fees ($20) + Taxes in 2024 ($36)


    Taxes:$435

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.