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Kissimmee Single Family Homes For Sale - 1991 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

    $515,000133 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


  • 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $389,00011 Days on yellowkey   MLS ID: O6405406

    REDUCED by $10,000 (2.5%) on 06/01/2026

    For Sale O6405406 - 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $5,680 (2025)
    Community: Cranes Cove Ph 2
    Single Family


    Estimated Monthly Payment: $2,662 (change assumption)
    Mortgage ($2,131) + Fees ($57) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8610 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $649,00012 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

    $499,000301 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


  • 563 BRISTOL CIR, KISSIMMEE, FL 34758

    $420,00035 Days on yellowkey   MLS ID: S5148610

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale S5148610 - 563 BRISTOL CIR, KISSIMMEE, FL 34758 29 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2734
       Built: 2006
    Monthly Fee: $90
       Tax: $5,231 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,301) + Fees ($90) + Taxes in 2025 ($436)


    Taxes:$5,231

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $439,90070 Days on yellowkey   MLS ID: O6390965

    REDUCED by $5,000 (1.1%) on 05/26/2026

    For Sale O6390965 - 1777 WALNUT CREEK DR, KISSIMMEE, FL 34744 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 2023
    Monthly Fee: $11
       Tax: $3,358 (2025)
    Community: Kindred Ph 3A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,410) + Fees ($11) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 667 HERALDO CT, KISSIMMEE, FL 34758

    $236,000482 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


  • 2665 CALISTOGA AVE, KISSIMMEE, FL 34741

    $599,00053 Days on yellowkey   MLS ID: O6395220

    REDUCED by $40,000 (6.3%) on 05/26/2026

    For Sale O6395220 - 2665 CALISTOGA AVE, KISSIMMEE, FL 34741 35 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3067
       Built: 2016
    Monthly Fee: $660
       Tax: $9,916 (2025)
    Community: Sonoma Res/Tapestry Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,768 (change assumption)
    Mortgage ($3,282) + Fees ($660) + Taxes in 2025 ($826)


    Taxes:$9,916

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3837 CARRICK BEND DR, KISSIMMEE, FL 34746

    $486,000201 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)


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90022 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 8152 FAN PALM WAY, KISSIMMEE, FL 34747

    $359,000355 Days on yellowkey   MLS ID: O6317015

    2 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $10,000 (2.7%) on 05/18/2026

    For Sale O6317015 - 8152 FAN PALM WAY, KISSIMMEE, FL 34747 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2001
    Monthly Fee: $489
       Tax: $4,445 (2024)
    Community: Windsor Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($1,967) + Fees ($489) + Taxes in 2024 ($370)


    Taxes:$4,445

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000347 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


  • 910 AMY RIDGE CT, KISSIMMEE, FL 34747

    $374,99918 Days on yellowkey   MLS ID: S5148198

    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


  • 2977 BUCCANEER PALM RD, KISSIMMEE, FL 34747

    $499,900174 Days on yellowkey   MLS ID: O6365822

    REDUCED by $17,100 (3.3%) on 04/16/2026

    For Sale O6365822 - 2977 BUCCANEER PALM RD, KISSIMMEE, FL 34747 66 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2013
    Monthly Fee: $660
       Tax: $7,215 (2024)
    Community: Paradise Palms Resort Ph 3A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($2,739) + Fees ($660) + Taxes in 2024 ($601)


    Taxes:$7,215

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000160 Days on yellowkey   MLS ID: O6369122

    REDUCED by $50,000 (8.3%) on 05/26/2026

    For Sale O6369122 - 1710 WOODSIDE CT, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2369
       Built: 1980
    Monthly Fee: $17
       Tax: $2,230 (2024)
    Community: Harbour Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,216 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2024 ($186)


    Taxes:$2,230

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 5022 WORCHESTER DR, KISSIMMEE, FL 34746

    $401,7565 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


  • 3210 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744

    $369,90080 Days on yellowkey   MLS ID: O6389027

    REDUCED by $12,100 (3.2%) on 06/01/2026

    For Sale O6389027 - 3210 QUEEN ALEXANDRIA DR, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1541
       Built: 2011
    Monthly Fee: $136
       Tax: $4,861 (2025)
    Community: Raintree At Springlake Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,027) + Fees ($136) + Taxes in 2025 ($405)


    Taxes:$4,861

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 5316 JADE ST, KISSIMMEE, FL 34746

    $330,0003 Days on yellowkey   MLS ID: O6411707

    For Sale O6411707 - 5316 JADE ST, KISSIMMEE, FL 34746 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1330
       Built: 1985
    Monthly Fee: $10
       Tax: $5,762 (2025)
    Community: Indian Wells Unit 1
    Single Family


    Estimated Monthly Payment: $2,298 (change assumption)
    Mortgage ($1,808) + Fees ($10) + Taxes in 2025 ($480)


    Taxes:$5,762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2654 HAWTHORNE LN, KISSIMMEE, FL 34743

    $470,0004 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


  • 268 AZALEA DR, KISSIMMEE, FL 34743

    $334,000126 Days on yellowkey   MLS ID: S5142381

    REDUCED by $5,000 (1.5%) on 05/25/2026

    For Sale S5142381 - 268 AZALEA DR, KISSIMMEE, FL 34743 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1238
       Built: 1979   Tax: $4,137 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($1,830) + Taxes in 2025 ($345)


    Taxes:$4,137

    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.