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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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  • 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $398,99096 Days on yellowkey   MLS ID: O6389078

    REDUCED by $3,000 (0.7%) on 05/28/2026

    For Sale O6389078 - 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,504 (change assumption)
    Mortgage ($2,186) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $363,000107 Days on yellowkey   MLS ID: O6385604

    REDUCED by $7,000 (1.9%) on 06/01/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,989) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2801 BAYWOOD LN, KISSIMMEE, FL 34746

    $444,900227 Days on yellowkey   MLS ID: S5137135

    For Sale S5137135 - 2801 BAYWOOD LN, KISSIMMEE, FL 34746 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2259
       Built: 2000
    Monthly Fee: $24
       Tax: $5,517 (2024)
    Community: The Oaks Plat No 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,921 (change assumption)
    Mortgage ($2,438) + Fees ($24) + Taxes in 2024 ($460)


    Taxes:$5,517

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8152 FAN PALM WAY, KISSIMMEE, FL 34747

    $359,000367 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


  • 9016 PYRUS ST, KISSIMMEE, FL 34747

    $444,99967 Days on yellowkey   MLS ID: S5147295

    REDUCED by $10,000 (2.2%) on 05/16/2026

    For Sale S5147295 - 9016 PYRUS ST, KISSIMMEE, FL 34747 56 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2845
       Built: 2020
    Monthly Fee: $90
       Tax: $6,659 (2025)
    Community: Murano At Westside Ph 2
    Single Family


    Estimated Monthly Payment: $3,083 (change assumption)
    Mortgage ($2,438) + Fees ($90) + Taxes in 2025 ($555)


    Taxes:$6,659

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1527 GANTS CIR, KISSIMMEE, FL 34744

    $589,00029 Days on yellowkey   MLS ID: O6407722

    REDUCED by $10,000 (1.7%) on 06/07/2026

    For Sale O6407722 - 1527 GANTS CIR, KISSIMMEE, FL 34744 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2871
       Built: 2002
    Monthly Fee: $75
       Tax: $4,456 (2025)
    Community: Ashley Cove Unit 3
    Single Family


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($3,227) + Fees ($75) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 348 CORNWALLIS CT, KISSIMMEE, FL 34758

    $269,9007 Days on yellowkey   MLS ID: O6413531

    For Sale O6413531 - 348 CORNWALLIS CT, KISSIMMEE, FL 34758 19 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1258
       Built: 1987
    Monthly Fee: $100
       Tax: $3,532 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,873 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($294)


    Taxes:$3,532

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 205 OWENSHIRE CIR, KISSIMMEE, FL 34744

    $359,9009 Days on yellowkey   MLS ID: S5151174

    For Sale S5151174 - 205 OWENSHIRE CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2003
    Monthly Fee: $23
       Tax: $5,644 (2025)
    Community: Remington Prcl K Ph 3
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,972) + Fees ($23) + Taxes in 2025 ($470)


    Taxes:$5,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2074 FLORA PASS PL, KISSIMMEE, FL 34747

    $595,000224 Days on yellowkey   MLS ID: O6356199

    REDUCED by $4,000 (0.7%) on 06/06/2026

    For Sale O6356199 - 2074 FLORA PASS PL, KISSIMMEE, FL 34747 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2021
    Monthly Fee: $407
       Tax: $9,816 (2025)
    Community: Four Seasons At Orlando Ph 2
    Single Family


    Estimated Monthly Payment: $4,485 (change assumption)
    Mortgage ($3,260) + Fees ($407) + Taxes in 2025 ($818)


    Taxes:$9,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 138 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $425,00075 Days on yellowkey   MLS ID: S5146755

    1 Days Off yellowkey (back on 6/7/2026)

    For Sale S5146755 - 138 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1940
       Built: 2003
    Monthly Fee: $100
       Tax: $5,399 (2025)
    Community: Terra Verde
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($450)


    Taxes:$5,399

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741

    $449,000106 Days on yellowkey   MLS ID: O6386171

    For Sale O6386171 - 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $73
       Tax: $6,844 (2025)
    Community: Forest Edge
    Single Family


    Estimated Monthly Payment: $3,104 (change assumption)
    Mortgage ($2,460) + Fees ($73) + Taxes in 2025 ($570)


    Taxes:$6,844

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $449,00011 Days on yellowkey   MLS ID: O6412898

    For Sale O6412898 - 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2220
       Built: 2006
    Monthly Fee: $15
       Tax: $7,728 (2025)
    Community: Brighton Lakes Ph2 Prcl J
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,460) + Fees ($15) + Taxes in 2025 ($644)


    Taxes:$7,728

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1103 SAINT TROPEZ CT, KISSIMMEE, FL 34759

    $349,00015 Days on yellowkey   MLS ID: S5150726

    For Sale S5150726 - 1103 SAINT TROPEZ CT, KISSIMMEE, FL 34759 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1623
       Built: 2025
    Monthly Fee: $90
       Tax: $702 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,061 (change assumption)
    Mortgage ($1,912) + Fees ($90) + Taxes in 2025 ($59)


    Taxes:$702

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $450,000107 Days on yellowkey   MLS ID: S5144261

    REDUCED by $7,000 (1.5%) on 04/30/2026

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,862 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000172 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)


  • 2711 PATRICIAN CIR, KISSIMMEE, FL 34746

    $329,0008 Days on yellowkey   MLS ID: A4696098

    For Sale A4696098 - 2711 PATRICIAN CIR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2005   Tax: $7,081 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($590)


    Taxes:$7,081

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 786 CIELO TRL, KISSIMMEE, FL 34759

    $375,000131 Days on yellowkey   MLS ID: S5142864

    For Sale S5142864 - 786 CIELO TRL, KISSIMMEE, FL 34759 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2014
    Monthly Fee: $276
       Tax: $5,178 (2025)
    Community: Solivita Ph 7E
    Single Family


    Estimated Monthly Payment: $2,762 (change assumption)
    Mortgage ($2,055) + Fees ($276) + Taxes in 2025 ($431)


    Taxes:$5,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 920 WINDLASS CT, KISSIMMEE, FL 34746

    $869,000146 Days on yellowkey   MLS ID: S5142005

    REDUCED by $10,000 (1.1%) on 05/02/2026

    For Sale S5142005 - 920 WINDLASS CT, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4322
       Built: 2021
    Monthly Fee: $320
       Tax: $10,207 (2025)
    Community: Bellalago Ph 6H & 6I
    Single Family


    Estimated Monthly Payment: $5,932 (change assumption)
    Mortgage ($4,762) + Fees ($320) + Taxes in 2025 ($851)


    Taxes:$10,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2838 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $392,00071 Days on yellowkey   MLS ID: O6395754

    REDUCED by $5,000 (1.3%) on 05/06/2026

    For Sale O6395754 - 2838 SWEETSPIRE CIR, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2528
       Built: 2006
    Monthly Fee: $15
       Tax: $7,419 (2025)
    Community: Brighton Lakes Ph 2 Prcl J
    Single Family


    Estimated Monthly Payment: $2,781 (change assumption)
    Mortgage ($2,148) + Fees ($15) + Taxes in 2025 ($618)


    Taxes:$7,419

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8055 KING PALM CIR, KISSIMMEE, FL 34747

    $395,0007 Days on yellowkey   MLS ID: O6414590

    For Sale O6414590 - 8055 KING PALM CIR, KISSIMMEE, FL 34747 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2000
    Monthly Fee: $273
       Tax: $4,917 (2025)
    Community: Wyndham Palms Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,847 (change assumption)
    Mortgage ($2,164) + Fees ($273) + Taxes in 2025 ($410)


    Taxes:$4,917

    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.