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Kissimmee Homes For Sale & Real Estate - 2570 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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  • 2720 ROADSTER, KISSIMMEE, FL 34746

    $340,0002 Days on yellowkey   MLS ID: O6398687

    For Sale O6398687 - 2720 ROADSTER, KISSIMMEE, FL 34746 84 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2007
    Monthly Fee: $435
       Tax: $3,967 (2025)
    Community: Regal Oaks At Old Town
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,629 (change assumption)
    Mortgage ($1,863) + Fees ($435) + Taxes in 2025 ($331)


    Taxes:$3,967

    Elementary School: Kissimmee Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744

    $299,5002 Days on yellowkey   MLS ID: S5147602

    For Sale S5147602 - 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744 56 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1981   Tax: $1,429 (2025)
    Community: Holiday Woods
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,641) + Taxes in 2025 ($119)


    Taxes:$1,429

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8707 KNIGHTSBRIDGE CT #B, KISSIMMEE, FL 34747

    $279,9002 Days on yellowkey   MLS ID: O6397982

    For Sale O6397982 - 8707 KNIGHTSBRIDGE CT #B, KISSIMMEE, FL 34747 36 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1616
       Built: 2001
    Monthly Fee: $357
       Tax: $3,551 (2025)
    Community: Villas At Island Club
    Condo


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($1,534) + Fees ($357) + Taxes in 2025 ($296)


    Taxes:$3,551

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2508 SHANTI DR, KISSIMMEE, FL 34746

    $1,350,0002 Days on yellowkey   MLS ID: O6391420

    For Sale O6391420 - 2508 SHANTI DR, KISSIMMEE, FL 34746 75 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4831
       Built: 2022
    Monthly Fee: $397
       Tax: $804 (2026)
    Community: Veranda Palms Ph 2B2-2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,861 (change assumption)
    Mortgage ($7,397) + Fees ($397) + Taxes in 2026 ($67)


    Taxes:$804

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2026

    Middle School: Kissimmee Middle


  • 612 ESTRADA LN, KISSIMMEE, FL 34758

    $295,9992 Days on yellowkey   MLS ID: S5146487

    For Sale S5146487 - 612 ESTRADA LN, KISSIMMEE, FL 34758 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 1988
    Monthly Fee: $100
       Tax: $7,149 (2025)
    Community: Poinciana Village 01 Neighborhood 03 West
    Single Family


    Estimated Monthly Payment: $2,318 (change assumption)
    Mortgage ($1,622) + Fees ($100) + Taxes in 2025 ($596)


    Taxes:$7,149

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4086 GOOSEBERRY TRL, KISSIMMEE, FL 34746

    $459,99964 Days on yellowkey   MLS ID: S5143863

    For Sale S5143863 - 4086 GOOSEBERRY TRL, KISSIMMEE, FL 34746 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2024
    Monthly Fee: $168
       Tax: $3,524 (2024)
    Community: Storey Creek Ph 3B & 4
    Single Family


    Estimated Monthly Payment: $2,982 (change assumption)
    Mortgage ($2,520) + Fees ($168) + Taxes in 2024 ($294)


    Taxes:$3,524

    Elementary School: Pleasant Hill Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 605 TAMARIN LN, KISSIMMEE, FL 34759

    $252,100207 Days on yellowkey   MLS ID: TB8429363

    For Sale TB8429363 - 605 TAMARIN LN, KISSIMMEE, FL 34759 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1075
       Built: 1993
    Monthly Fee: $85
       Tax: $2,822 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,702 (change assumption)
    Mortgage ($1,381) + Fees ($85) + Taxes in 2024 ($235)


    Taxes:$2,822

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3308 TRANQUIL TRL, KISSIMMEE, FL 34747

    $370,000310 Days on yellowkey   MLS ID: O6317867

    For Sale O6317867 - 3308 TRANQUIL TRL, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $198
       Tax: $3,705 (2025)
    Community: Hub At Westside
    Townhouse


    Estimated Monthly Payment: $2,534 (change assumption)
    Mortgage ($2,027) + Fees ($198) + Taxes in 2025 ($309)


    Taxes:$3,705

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 432 BEL AIR WAY, KISSIMMEE, FL 34759

    $589,00097 Days on yellowkey   MLS ID: S5141469

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale S5141469 - 432 BEL AIR WAY, KISSIMMEE, FL 34759 91 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2427
       Built: 2016
    Monthly Fee: $276
       Tax: $6,832 (2025)
    Community: Solivita Ph 7G Un 2
    Single Family


    Estimated Monthly Payment: $4,073 (change assumption)
    Mortgage ($3,227) + Fees ($276) + Taxes in 2025 ($569)


    Taxes:$6,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7664 FAIRFAX DR, KISSIMMEE, FL 34747

    $1,330,00066 Days on yellowkey   MLS ID: O6379752

    3 Days Off yellowkey (back on 4/17/2026)

    For Sale O6379752 - 7664 FAIRFAX DR, KISSIMMEE, FL 34747 91 photos

    Bed: 12   Bath: 12.5   Gar: 2
    Liv Area Sq Ft: 6351
       Built: 2018
    Monthly Fee: $857
       Tax: $17,574 (2025)
    Community: Reunion West Ph 2B West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,609 (change assumption)
    Mortgage ($7,287) + Fees ($857) + Taxes in 2025 ($1,464)


    Taxes:$17,574

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 405 FOUNTAINHEAD CIR #246, KISSIMMEE, FL 34741

    $200,00025 Days on yellowkey   MLS ID: O6393382

    For Sale O6393382 - 405 FOUNTAINHEAD CIR #246, KISSIMMEE, FL 34741 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1246
       Built: 1988
    Monthly Fee: $437
       Tax: $2,760 (2024)
    Community: Bella Vista Condo
    Condo


    Estimated Monthly Payment: $1,763 (change assumption)
    Mortgage ($1,096) + Fees ($437) + Taxes in 2024 ($230)


    Taxes:$2,760

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 409 FOUNTAINHEAD CIR #236, KISSIMMEE, FL 34741

    $165,000128 Days on yellowkey   MLS ID: O6366787

    For Sale O6366787 - 409 FOUNTAINHEAD CIR #236, KISSIMMEE, FL 34741 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 932
       Built: 1988
    Monthly Fee: $324
       Tax: $2,127 (2024)
    Community: Bella Vista Condo
    Condo


    Estimated Monthly Payment: $1,405 (change assumption)
    Mortgage ($904) + Fees ($324) + Taxes in 2024 ($177)


    Taxes:$2,127

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 3839 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746

    $524,90032 Days on yellowkey   MLS ID: O6387485

    REDUCED by $20,000 (3.7%) on 04/16/2026

    For Sale O6387485 - 3839 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746 73 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3032
       Built: 2006
    Monthly Fee: $324
       Tax: $6,251 (2025)
    Community: Bellalago Ph 4P
    Single Family


    Estimated Monthly Payment: $3,721 (change assumption)
    Mortgage ($2,876) + Fees ($324) + Taxes in 2025 ($521)


    Taxes:$6,251

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2101 CELEBRATION BLVD, KISSIMMEE, FL 34747

    $625,000205 Days on yellowkey   MLS ID: O6347244

    For Sale O6347244 - 2101 CELEBRATION BLVD, KISSIMMEE, FL 34747 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2021
    Monthly Fee: $310
       Tax: $7,954 (2024)
    Community: Celebration Island Village Ph 1A
    Townhouse


    Estimated Monthly Payment: $4,397 (change assumption)
    Mortgage ($3,425) + Fees ($310) + Taxes in 2024 ($663)


    Taxes:$7,954

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8


  • 8096 KNEE DEEP RD, KISSIMMEE, FL 34747

    $475,00061 Days on yellowkey   MLS ID: O6383023

    REDUCED by $10,000 (2.1%) on 04/16/2026

    For Sale O6383023 - 8096 KNEE DEEP RD, KISSIMMEE, FL 34747 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1188
       Built: 2020
    Monthly Fee: $527
       Tax: $9,345 (2025)
    Community: Rolling Oaks Ph 6B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,908 (change assumption)
    Mortgage ($2,603) + Fees ($527) + Taxes in 2025 ($779)


    Taxes:$9,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4955 LONDON CREEK PL, KISSIMMEE, FL 34758

    $360,000204 Days on yellowkey   MLS ID: TB8430208

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale TB8430208 - 4955 LONDON CREEK PL, KISSIMMEE, FL 34758 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2017
    Monthly Fee: $88
       Tax: $3,219 (2024)
    Community: Waterview Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,329 (change assumption)
    Mortgage ($1,973) + Fees ($88) + Taxes in 2024 ($268)


    Taxes:$3,219

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 442 BIG BLACK PL, KISSIMMEE, FL 34759

    $256,00033 Days on yellowkey   MLS ID: S5145812

    REDUCED by $13,000 (4.8%) on 04/16/2026

    FORECLOSURE S5145812 - 442 BIG BLACK PL, KISSIMMEE, FL 34759 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1924
       Built: 2022
    Monthly Fee: $100
       Tax: $4,053 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,840 (change assumption)
    Mortgage ($1,403) + Fees ($100) + Taxes in 2025 ($338)


    Taxes:$4,053

    Elementary School: Lake Marion Creek Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 2945 FABLE ST, KISSIMMEE, FL 34746

    $878,00077 Days on yellowkey   MLS ID: O6378575

    For Sale O6378575 - 2945 FABLE ST, KISSIMMEE, FL 34746 62 photos

    Bed: 6   Bath: 6.0
    Liv Area Sq Ft: 3760
       Built: 2018
    Monthly Fee: $259
       Tax: $12,483 (2025)
    Community: Storey Lake Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,110 (change assumption)
    Mortgage ($4,811) + Fees ($259) + Taxes in 2025 ($1,040)


    Taxes:$12,483

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 38 LAKE VILLA WAY, KISSIMMEE, FL 34743

    $234,50064 Days on yellowkey   MLS ID: O6380755

    0 Days Off yellowkey (back on 4/16/2026)

    REDUCED by $500 (0.2%) on 03/31/2026

    For Sale O6380755 - 38 LAKE VILLA WAY, KISSIMMEE, FL 34743 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 992
       Built: 1981
    Monthly Fee: $122
       Tax: $3,274 (2025)
    Community: Bvl Unit 1
    Villa


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,285) + Fees ($122) + Taxes in 2025 ($273)


    Taxes:$3,274

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 995 CUMBERLAND DR, KISSIMMEE, FL 34759

    $329,99053 Days on yellowkey   MLS ID: O6384765

    For Sale O6384765 - 995 CUMBERLAND DR, KISSIMMEE, FL 34759 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1239
       Built: 2007
    Monthly Fee: $100
       Tax: $1,488 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,032 (change assumption)
    Mortgage ($1,808) + Fees ($100) + Taxes in 2025 ($124)


    Taxes:$1,488

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.