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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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  • 8033 ACADIA ESTATES CT, KISSIMMEE, FL 34747

    $515,000144 Days on yellowkey   MLS ID: O6375082

    REDUCED by $10,000 (1.9%) on 06/01/2026

    For Sale O6375082 - 8033 ACADIA ESTATES CT, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 2005
    Monthly Fee: $445
       Tax: $7,396 (2024)
    Community: Wyndham Pointe / Acadia Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,883 (change assumption)
    Mortgage ($2,822) + Fees ($445) + Taxes in 2024 ($616)


    Taxes:$7,396

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8610 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $649,00023 Days on yellowkey   MLS ID: O6409259

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

    For Sale O6409259 - 8610 SUNRISE KEY DR, KISSIMMEE, FL 34747 53 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,996 (2025)
    Community: Emerald Island Resort Ph 5A
    Single Family


    Estimated Monthly Payment: $4,254 (change assumption)
    Mortgage ($3,556) + Fees ($115) + Taxes in 2025 ($583)


    Taxes:$6,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746

    $499,000312 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


  • 667 HERALDO CT, KISSIMMEE, FL 34758

    $236,000493 Days on yellowkey   MLS ID: S5118760

    3 Days Off yellowkey (back on 2/16/2026)

    SHORT SALE S5118760 - 667 HERALDO CT, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1988
    Monthly Fee: $15
       Tax: $622 (2023)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,293) + Fees ($15) + Taxes in 2023 ($52)


    Taxes:$622

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3837 CARRICK BEND DR, KISSIMMEE, FL 34746

    $486,000212 Days on yellowkey   MLS ID: O6360013

    REDUCED by $10,000 (2.0%) on 05/15/2026

    For Sale O6360013 - 3837 CARRICK BEND DR, KISSIMMEE, FL 34746 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2020
    Monthly Fee: $159
       Tax: $4,193 (2024)
    Community: Bellalago Ph 5J
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($2,663) + Fees ($159) + Taxes in 2024 ($349)


    Taxes:$4,193

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000358 Days on yellowkey   MLS ID: O6320029

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

    For Sale O6320029 - 2352 ROSS ST, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1330
       Built: 2025   Tax: $608 (2024)
    Community: Gilchrist Add To Kissimmee
    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,726) + Taxes in 2024 ($51)


    Taxes:$608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5022 WORCHESTER DR, KISSIMMEE, FL 34746

    $401,75616 Days on yellowkey   MLS ID: O6411269

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

    For Sale O6411269 - 5022 WORCHESTER DR, KISSIMMEE, FL 34746 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($2,201) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2654 HAWTHORNE LN, KISSIMMEE, FL 34743

    $470,00015 Days on yellowkey   MLS ID: O6408755

    For Sale O6408755 - 2654 HAWTHORNE LN, KISSIMMEE, FL 34743 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2081
       Built: 1994
    Monthly Fee: $35
       Tax: $5,159 (2025)
    Community: Pebble Pointe Unit 2
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,575) + Fees ($35) + Taxes in 2025 ($430)


    Taxes:$5,159

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 4158 GOOSEBERRY TRL, KISSIMMEE, FL 34746

    $624,99978 Days on yellowkey   MLS ID: TB8488364

    REDUCED by $10,000 (1.6%) on 04/26/2026

    For Sale TB8488364 - 4158 GOOSEBERRY TRL, KISSIMMEE, FL 34746 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3800
       Built: 2024
    Monthly Fee: $187
       Tax: $3,613 (2025)
    Community: Storey Creek Ph 3A
    Single Family


    Estimated Monthly Payment: $3,913 (change assumption)
    Mortgage ($3,425) + Fees ($187) + Taxes in 2025 ($301)


    Taxes:$3,613

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 823 ABBEVILLE CT, KISSIMMEE, FL 34759

    $350,00064 Days on yellowkey   MLS ID: C7524563

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

    For Sale C7524563 - 823 ABBEVILLE CT, KISSIMMEE, FL 34759 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 2002
    Monthly Fee: $100
       Tax: $4,875 (2025)
    Community: Poinciana Village 05 Neighborhood 01
    Single Family


    Estimated Monthly Payment: $2,424 (change assumption)
    Mortgage ($1,918) + Fees ($100) + Taxes in 2025 ($406)


    Taxes:$4,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4603 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $449,500560 Days on yellowkey   MLS ID: S5116342

    For Sale S5116342 - 4603 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2325
       Built: 2002
    Monthly Fee: $165
       Tax: $5,468 (2024)
    Community: Cumbrian Lakes Resort
    Single Family


    Estimated Monthly Payment: $3,084 (change assumption)
    Mortgage ($2,463) + Fees ($165) + Taxes in 2024 ($456)


    Taxes:$5,468

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2527 HIKERS CT, KISSIMMEE, FL 34743

    $375,00012 Days on yellowkey   MLS ID: S5150952

    For Sale S5150952 - 2527 HIKERS CT, KISSIMMEE, FL 34743 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 1996
    Monthly Fee: $27
       Tax: $1,465 (2025)
    Community: Westlake Hammock
    Single Family


    Estimated Monthly Payment: $2,204 (change assumption)
    Mortgage ($2,055) + Fees ($27) + Taxes in 2025 ($122)


    Taxes:$1,465

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 32 ALTERA CT, KISSIMMEE, FL 34758

    $299,95012 Days on yellowkey   MLS ID: S5150939

    For Sale S5150939 - 32 ALTERA CT, KISSIMMEE, FL 34758 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1690
       Built: 2000
    Monthly Fee: $100
       Tax: $4,020 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,644) + Fees ($100) + Taxes in 2025 ($335)


    Taxes:$4,020

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $440,000107 Days on yellowkey   MLS ID: S5144463

    REDUCED by $15,000 (3.3%) on 06/01/2026

    For Sale S5144463 - 1994 SPRING SHOWER CIR, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 2022
    Monthly Fee: $128
       Tax: $7,519 (2025)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $3,165 (change assumption)
    Mortgage ($2,411) + Fees ($128) + Taxes in 2025 ($627)


    Taxes:$7,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1765 BROCKRIDGE RD, KISSIMMEE, FL 34744

    $359,990267 Days on yellowkey   MLS ID: S5134833

    REDUCED by $5,000 (1.4%) on 05/31/2026

    For Sale S5134833 - 1765 BROCKRIDGE RD, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $11
       Tax: $5,653 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,972) + Fees ($11) + Taxes in 2024 ($471)


    Taxes:$5,653

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2591 SWOOP CIR, KISSIMMEE, FL 34741

    $639,990117 Days on yellowkey   MLS ID: O6382854

    2 Days Off yellowkey (back on 5/31/2026)

    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


  • 2560 GRASMERE VIEW PKWY S, KISSIMMEE, FL 34746

    $435,000226 Days on yellowkey   MLS ID: O6356164

    REDUCED by $14,900 (3.3%) on 04/08/2026

    For Sale O6356164 - 2560 GRASMERE VIEW PKWY S, KISSIMMEE, FL 34746 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2301
       Built: 2018
    Monthly Fee: $17
       Tax: $6,474 (2025)
    Community: Concorde Estates Ph 2A
    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,384) + Fees ($17) + Taxes in 2025 ($540)


    Taxes:$6,474

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2943 PADDINGTON WAY, KISSIMMEE, FL 34747

    $399,90046 Days on yellowkey   MLS ID: O6402195

    2 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $20,090 (4.8%) on 05/19/2026

    For Sale O6402195 - 2943 PADDINGTON WAY, KISSIMMEE, FL 34747 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1991   Tax: $1,808 (2025)
    Community: Lindfields Unit 3
    Single Family


    Estimated Monthly Payment: $2,342 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($151)


    Taxes:$1,808

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3880 SONOMA BLVD, KISSIMMEE, FL 34741

    $1,750,000385 Days on yellowkey   MLS ID: O6310805

    For Sale O6310805 - 3880 SONOMA BLVD, KISSIMMEE, FL 34741 98 photos

    Bed: 15   Bath: 16.0   Gar: 3
    Liv Area Sq Ft: 6374
       Built: 2023
    Monthly Fee: $597
       Tax: $22,375 (2024)
    Community: Sonoma Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,050 (change assumption)
    Mortgage ($9,589) + Fees ($597) + Taxes in 2024 ($1,865)


    Taxes:$22,375

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2241 RIVERGLEN CT, KISSIMMEE, FL 34746

    $519,99018 Days on yellowkey   MLS ID: O6410691

    For Sale O6410691 - 2241 RIVERGLEN CT, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3245
       Built: 2017
    Monthly Fee: $87
       Tax: $6,449 (2025)
    Community: Eagle Lake Ph 4B
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($2,849) + Fees ($87) + Taxes in 2025 ($537)


    Taxes:$6,449

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon 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.