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Kissimmee Homes For Sale & Real Estate - 2541 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 8916 SYDNEY AVE, KISSIMMEE, FL 34747

    $479,000979 Days on yellowkey   MLS ID: O6133760

    For Sale O6133760 - 8916 SYDNEY AVE, KISSIMMEE, FL 34747 27 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2265
       Built: 2019
    Monthly Fee: $560
       Tax: $6,111 (2022)
    Community: Windsor At Westside
    Townhouse


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($2,625) + Fees ($560) + Taxes in 2022 ($509)


    Taxes:$6,111

    Elementary School: None

    High School: None

    Tax Year: 2022

    Middle School: None


  • 3016 MADELIA LN, KISSIMMEE, FL 34744

    $405,00042 Days on yellowkey   MLS ID: O6387128

    REDUCED by $10,000 (2.4%) on 03/31/2026

    For Sale O6387128 - 3016 MADELIA LN, KISSIMMEE, FL 34744 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1784
       Built: 2016
    Monthly Fee: $83
       Tax: $5,256 (2025)
    Community: Legacy Park Ph 3
    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,219) + Fees ($83) + Taxes in 2025 ($438)


    Taxes:$5,256

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9055 TREASURE TROVE LN #101, KISSIMMEE, FL 34747

    $200,00020 Days on yellowkey   MLS ID: O6394451

    For Sale O6394451 - 9055 TREASURE TROVE LN #101, KISSIMMEE, FL 34747 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007
    Monthly Fee: $676
       Tax: $2,707 (2025)
    Community: Caribe Cove Ph 04 Condo
    Condo


    Estimated Monthly Payment: $1,997 (change assumption)
    Mortgage ($1,096) + Fees ($676) + Taxes in 2025 ($226)


    Taxes:$2,707

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2812 SIMILE ST, KISSIMMEE, FL 34746

    $867,000155 Days on yellowkey   MLS ID: O6360379

    For Sale O6360379 - 2812 SIMILE ST, KISSIMMEE, FL 34746 72 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $563
       Tax: $11,122 (2024)
    Community: Storey Lake Iii
    Single Family


    Estimated Monthly Payment: $6,240 (change assumption)
    Mortgage ($4,751) + Fees ($563) + Taxes in 2024 ($927)


    Taxes:$11,122

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3223 OLIVIA BREEZE DR, KISSIMMEE, FL 34746

    $375,00022 Days on yellowkey   MLS ID: C7523993

    For Sale C7523993 - 3223 OLIVIA BREEZE DR, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2037
       Built: 2017
    Monthly Fee: $17
       Tax: $7,754 (2025)
    Community: Concorde Estates
    Single Family


    Estimated Monthly Payment: $2,718 (change assumption)
    Mortgage ($2,055) + Fees ($17) + Taxes in 2025 ($646)


    Taxes:$7,754

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2316 PALM TREE DR, KISSIMMEE, FL 34759

    $298,500100 Days on yellowkey   MLS ID: S5141190

    REDUCED by $5,500 (1.8%) on 03/31/2026

    For Sale S5141190 - 2316 PALM TREE DR, KISSIMMEE, FL 34759 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1539
       Built: 2007
    Monthly Fee: $458
       Tax: $4,749 (2025)
    Community: Solivita Ph 05F
    Villa


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($1,636) + Fees ($458) + Taxes in 2025 ($396)


    Taxes:$4,749

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2530 THE OAKS BLVD, KISSIMMEE, FL 34746

    $520,000303 Days on yellowkey   MLS ID: O6319826

    For Sale O6319826 - 2530 THE OAKS BLVD, KISSIMMEE, FL 34746 91 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 3061
       Built: 2002
    Monthly Fee: $27
       Tax: $6,574 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($2,849) + Fees ($27) + Taxes in 2024 ($548)


    Taxes:$6,574

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1719 FLOURISH AVE, KISSIMMEE, FL 34744

    $459,99961 Days on yellowkey   MLS ID: O6382782

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6382782 - 1719 FLOURISH AVE, KISSIMMEE, FL 34744 5 photos

    Bed: 5   Bath: 2.5
    Liv Area Sq Ft: 2450
       Built: 2021
    Monthly Fee: $80
       Tax: $5,605 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $3,068 (change assumption)
    Mortgage ($2,520) + Fees ($80) + Taxes in 2025 ($467)


    Taxes:$5,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2750 DODDS LN, KISSIMMEE, FL 34743

    $264,90033 Days on yellowkey   MLS ID: S5145855

    4 Days Off yellowkey (back on 3/31/2026)

    For Sale S5145855 - 2750 DODDS LN, KISSIMMEE, FL 34743 45 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1703
       Built: 2007
    Monthly Fee: $325
       Tax: $1,150 (2025)
    Community: Eagle Bay Ph 1
    Townhouse


    Estimated Monthly Payment: $1,872 (change assumption)
    Mortgage ($1,451) + Fees ($325) + Taxes in 2025 ($96)


    Taxes:$1,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4119 NAVIGATOR WAY, KISSIMMEE, FL 34746

    $449,990176 Days on yellowkey   MLS ID: O6354899

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

    For Sale O6354899 - 4119 NAVIGATOR WAY, KISSIMMEE, FL 34746 69 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2341
       Built: 2006
    Monthly Fee: $205
       Tax: $3,301 (2023)
    Community: Isles Of Bellalago
    Single Family


    Estimated Monthly Payment: $2,946 (change assumption)
    Mortgage ($2,466) + Fees ($205) + Taxes in 2023 ($275)


    Taxes:$3,301

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 8719 ROCKINGHAM TER #C, KISSIMMEE, FL 34747

    $215,000163 Days on yellowkey   MLS ID: O6358064

    0 Days Off yellowkey (back on 2/21/2026)

    For Sale O6358064 - 8719 ROCKINGHAM TER #C, KISSIMMEE, FL 34747 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1381
       Built: 1998
    Monthly Fee: $345
       Tax: $2,895 (2024)
    Community: Villas At Island Club Phase 4
    Condo


    Estimated Monthly Payment: $1,764 (change assumption)
    Mortgage ($1,178) + Fees ($345) + Taxes in 2024 ($241)


    Taxes:$2,895

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9030 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747

    $620,000429 Days on yellowkey   MLS ID: O6280131

    5 Days Off yellowkey (back on 3/8/2026)

    For Sale O6280131 - 9030 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747 41 photos

    Bed: 7   Bath: 6.5
    Liv Area Sq Ft: 4128
       Built: 2018
    Monthly Fee: $726
       Tax: $9,762 (2023)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $4,937 (change assumption)
    Mortgage ($3,397) + Fees ($726) + Taxes in 2023 ($813)


    Taxes:$9,762

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $399,99039 Days on yellowkey   MLS ID: O6389078

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6389078 - 2093 WALNUT CREEK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $2,510 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2097 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $454,99039 Days on yellowkey   MLS ID: O6389060

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6389060 - 2097 WALNUT CREEK DR, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $2,811 (change assumption)
    Mortgage ($2,493) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 LINDENS ST, KISSIMMEE, FL 34746

    $324,99057 Days on yellowkey   MLS ID: O6383914

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6383914 - 1802 LINDENS ST, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1463
       Built: 2025
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Townhouse


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,781) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3463 FOREST RIDGE LN, KISSIMMEE, FL 34741

    $629,90084 Days on yellowkey   MLS ID: O6376287

    REDUCED by $20,000 (3.1%) on 03/31/2026

    For Sale O6376287 - 3463 FOREST RIDGE LN, KISSIMMEE, FL 34741 58 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3807
       Built: 2003
    Monthly Fee: $80
       Tax: $8,939 (2025)
    Community: Crestwood Ph 2
    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,451) + Fees ($80) + Taxes in 2025 ($745)


    Taxes:$8,939

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4273 PROLOGUE WAY, KISSIMMEE, FL 34746

    $630,000286 Days on yellowkey   MLS ID: S5127237

    For Sale S5127237 - 4273 PROLOGUE WAY, KISSIMMEE, FL 34746 44 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 2996
       Built: 2022
    Monthly Fee: $542
       Tax: $10,624 (2024)
    Community: Cove At Storey Lake 4
    Single Family


    Estimated Monthly Payment: $4,879 (change assumption)
    Mortgage ($3,452) + Fees ($542) + Taxes in 2024 ($885)


    Taxes:$10,624

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 813 HALIFAX DR, KISSIMMEE, FL 34758

    $319,90018 Days on yellowkey   MLS ID: S5146839

    For Sale S5146839 - 813 HALIFAX DR, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2164
       Built: 2002
    Monthly Fee: $95
       Tax: $3,752 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,160 (change assumption)
    Mortgage ($1,753) + Fees ($95) + Taxes in 2025 ($313)


    Taxes:$3,752

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2201 KEY WEST CT #328, KISSIMMEE, FL 34741

    $197,50018 Days on yellowkey   MLS ID: S5146825

    For Sale S5146825 - 2201 KEY WEST CT #328, KISSIMMEE, FL 34741 1 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $340
       Tax: $2,968 (2025)
    Community: Villas Del Sol At Kiss Condo
    Condo


    Estimated Monthly Payment: $1,669 (change assumption)
    Mortgage ($1,082) + Fees ($340) + Taxes in 2025 ($247)


    Taxes:$2,968

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7733 STONE CREEK TRL, KISSIMMEE, FL 34747

    $350,00018 Days on yellowkey   MLS ID: S5146818

    For Sale S5146818 - 7733 STONE CREEK TRL, KISSIMMEE, FL 34747 10 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1793
       Built: 2023
    Monthly Fee: $210
       Tax: $4,560 (2025)
    Community: Lake Wilson Reserve
    Townhouse


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($1,918) + Fees ($210) + Taxes in 2025 ($380)


    Taxes:$4,560

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8




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Kissimmee home, townhome, condo, villa, and other listing sales 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 houses for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. 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 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.