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Kissimmee Homes For Sale & Real Estate - 3183 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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  • 1987 KEY BAY TRL, KISSIMMEE, FL 34747

    $339,000499 Days on yellowkey   MLS ID: O6270026

    For Sale O6270026 - 1987 KEY BAY TRL, KISSIMMEE, FL 34747 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 2023
    Monthly Fee: $455
       Tax: $7,125 (2024)
    Community: Four Seasons At Orlando Ph 4B
    Villa


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($1,857) + Fees ($455) + Taxes in 2024 ($594)


    Taxes:$7,125

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 803 JAMES DR, KISSIMMEE, FL 34759

    $365,990149 Days on yellowkey   MLS ID: S5140941

    For Sale S5140941 - 803 JAMES DR, KISSIMMEE, FL 34759 32 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2362
       Built: 2020
    Monthly Fee: $100
       Tax: $4,120 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($2,005) + Fees ($100) + Taxes in 2024 ($343)


    Taxes:$4,120

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 716 CARIBOU DR, KISSIMMEE, FL 34759

    $170,000313 Days on yellowkey   MLS ID: TB8409412

    1 Days Off yellowkey (back on 11/5/2025)

    SHORT SALE TB8409412 - 716 CARIBOU DR, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1986
    Monthly Fee: $90
       Tax: $1,675 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($931) + Fees ($90) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3950 CARRICK BEND DR, KISSIMMEE, FL 34746

    $520,000169 Days on yellowkey   MLS ID: TB8455695

    REDUCED by $10,000 (1.9%) on 04/22/2026

    For Sale TB8455695 - 3950 CARRICK BEND DR, KISSIMMEE, FL 34746 80 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3436
       Built: 2020
    Monthly Fee: $325
       Tax: $7,639 (2024)
    Community: Bellalago Ph 5J Sec 2
    Single Family


    Estimated Monthly Payment: $3,811 (change assumption)
    Mortgage ($2,849) + Fees ($325) + Taxes in 2024 ($637)


    Taxes:$7,639

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 225 CELEBRATION PL ## 527, KISSIMMEE, FL 34747

    $185,00039 Days on yellowkey   MLS ID: O6400670

    For Sale O6400670 - 225 CELEBRATION PL ## 527, KISSIMMEE, FL 34747 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1206
       Built: 2008   Tax: $2,114 (2025)
    Community: Mona Lisa At Celebration Condo Hotel
    Condo


    Estimated Monthly Payment: $1,190 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($176)


    Taxes:$2,114

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 1660 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $474,900324 Days on yellowkey   MLS ID: O6325817

    REDUCED by $100 (0.0%) on 04/14/2026

    For Sale O6325817 - 1660 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 36 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2294
       Built: 2022
    Monthly Fee: $503
       Tax: $7,199 (2024)
    Community: Solara Resort Vacation Villas Rep
    Townhouse


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,602) + Fees ($503) + Taxes in 2024 ($600)


    Taxes:$7,199

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1007 SIENA PARK BLVD E, KISSIMMEE, FL 34747

    $479,000160 Days on yellowkey   MLS ID: O6363346

    For Sale O6363346 - 1007 SIENA PARK BLVD E, KISSIMMEE, FL 34747 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1465
       Built: 2001
    Monthly Fee: $557
       Tax: $6,219 (2024)
    Community: Siena At Celebration Condo B
    Townhouse


    Estimated Monthly Payment: $3,700 (change assumption)
    Mortgage ($2,625) + Fees ($557) + Taxes in 2024 ($518)


    Taxes:$6,219

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8876 CANDY PALM RD, KISSIMMEE, FL 34747

    $519,90073 Days on yellowkey   MLS ID: O6391761

    For Sale O6391761 - 8876 CANDY PALM RD, KISSIMMEE, FL 34747 20 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2012
    Monthly Fee: $682
       Tax: $7,541 (2025)
    Community: Paradise Palms Resort Ph 2
    Single Family


    Estimated Monthly Payment: $4,159 (change assumption)
    Mortgage ($2,849) + Fees ($682) + Taxes in 2025 ($628)


    Taxes:$7,541

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 147 DORCHESTER CT, KISSIMMEE, FL 34758

    $279,900249 Days on yellowkey   MLS ID: G5102466

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale G5102466 - 147 DORCHESTER CT, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1748
       Built: 2017
    Monthly Fee: $83
       Tax: $2,148 (2024)
    Community: Poinciana Village 02 Neighborhood 01
    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,534) + Fees ($83) + Taxes in 2024 ($179)


    Taxes:$2,148

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 417 CART CT, KISSIMMEE, FL 34759

    $269,99080 Days on yellowkey   MLS ID: O6389984

    REDUCED by $4,910 (1.8%) on 04/22/2026

    For Sale O6389984 - 417 CART CT, KISSIMMEE, FL 34759 48 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1025
       Built: 1985
    Monthly Fee: $100
       Tax: $2,783 (2025)
    Community: Poinciana Nbrhd 01 Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($232)


    Taxes:$2,783

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3963 CARRICK BEND DR, KISSIMMEE, FL 34746

    $565,000131 Days on yellowkey   MLS ID: O6368909

    For Sale O6368909 - 3963 CARRICK BEND DR, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3436
       Built: 2021
    Monthly Fee: $165
       Tax: $7,694 (2024)
    Community: Bellalago Ph 5J Sec 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($3,096) + Fees ($165) + Taxes in 2024 ($641)


    Taxes:$7,694

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 2420 PAINTER LN, KISSIMMEE, FL 34741

    $345,000171 Days on yellowkey   MLS ID: O6365818

    For Sale O6365818 - 2420 PAINTER LN, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2007
    Monthly Fee: $389
       Tax: $5,557 (2024)
    Community: Cypress Reserve Villas
    Townhouse


    Estimated Monthly Payment: $2,742 (change assumption)
    Mortgage ($1,890) + Fees ($389) + Taxes in 2024 ($463)


    Taxes:$5,557

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 907 STOCKPORT DR, KISSIMMEE, FL 34758

    $289,00040 Days on yellowkey   MLS ID: S5148313

    For Sale S5148313 - 907 STOCKPORT DR, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2002
    Monthly Fee: $100
       Tax: $3,614 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,584) + Fees ($100) + Taxes in 2025 ($301)


    Taxes:$3,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4089 NAVIGATOR WAY, KISSIMMEE, FL 34746

    $399,900121 Days on yellowkey   MLS ID: O6376907

    For Sale O6376907 - 4089 NAVIGATOR WAY, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2123
       Built: 2006
    Monthly Fee: $159
       Tax: $5,391 (2025)
    Community: Isles Of Bellalago
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,191) + Fees ($159) + Taxes in 2025 ($449)


    Taxes:$5,391

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1903 BROWN ST, KISSIMMEE, FL 34741

    $375,000123 Days on yellowkey   MLS ID: O6377061

    For Sale O6377061 - 1903 BROWN ST, KISSIMMEE, FL 34741 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1892
       Built: 1957   Tax: $2,661 (2025)
    Community: City Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($222)


    Taxes:$2,661

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1995 MAJORCA DR, KISSIMMEE, FL 34747

    $60,000290 Days on yellowkey   MLS ID: O6335963

    REDUCED by $359,000 (85.7%) on 04/22/2026

    For Sale O6335963 - 1995 MAJORCA DR, KISSIMMEE, FL 34747 52 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2263
       Built: 2016
    Monthly Fee: $531
       Tax: $8,075 (2024)
    Community: Windsor At Westside Ph 1
    Townhouse


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($329) + Fees ($531) + Taxes in 2024 ($673)


    Taxes:$8,075

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 521 BIG BLACK WAY, KISSIMMEE, FL 34759

    $265,000268 Days on yellowkey   MLS ID: O6340439

    1 Days Off yellowkey (back on 4/22/2026)

    SHORT SALE O6340439 - 521 BIG BLACK WAY, KISSIMMEE, FL 34759 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1629
       Built: 2023
    Monthly Fee: $90
       Tax: $3,769 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,452) + Fees ($90) + Taxes in 2024 ($314)


    Taxes:$3,769

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 4050 CITRUS ST, KISSIMMEE, FL 34746

    $650,000235 Days on yellowkey   MLS ID: S5135162

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale S5135162 - 4050 CITRUS ST, KISSIMMEE, FL 34746 60 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2345
       Built: 1984   Tax: $8,795 (2024)
    Community: Orange Blossom Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,294 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($733)


    Taxes:$8,795

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 471 LAS FUENTES DR, KISSIMMEE, FL 34746

    $380,00045 Days on yellowkey   MLS ID: O6399892

    For Sale O6399892 - 471 LAS FUENTES DR, KISSIMMEE, FL 34746 24 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1907
       Built: 2012
    Monthly Fee: $543
       Tax: $6,238 (2025)
    Community: Bellavida Rep
    Townhouse


    Estimated Monthly Payment: $3,145 (change assumption)
    Mortgage ($2,082) + Fees ($543) + Taxes in 2025 ($520)


    Taxes:$6,238

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4376 CURACAO PL, KISSIMMEE, FL 34758

    $890,000233 Days on yellowkey   MLS ID: O6351534

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6351534 - 4376 CURACAO PL, KISSIMMEE, FL 34758 48 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3115
       Built: 2025
    Monthly Fee: $426

    Community: Esplanade At Westview
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,303 (change assumption)
    Mortgage ($4,877) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate




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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.