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Kissimmee Homes For Sale & Real Estate - 2370 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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  • 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746

    $389,000199 Days on yellowkey   MLS ID: O6347986

    For Sale O6347986 - 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1377
       Built: 1991   Tax: $1,764 (2025)
    Community: Indian Wells
    Single Family


    Estimated Monthly Payment: $2,278 (change assumption)
    Mortgage ($2,131) + Taxes in 2025 ($147)


    Taxes:$1,764

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $483,00068 Days on yellowkey   MLS ID: O6380357

    REDUCED by $6,000 (1.2%) on 04/13/2026

    For Sale O6380357 - 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2025
    Monthly Fee: $10
       Tax: $3,729 (2025)
    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,647) + Fees ($10) + Taxes in 2025 ($311)


    Taxes:$3,729

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1909 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $318,00093 Days on yellowkey   MLS ID: O6372925

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6372925 - 1909 SPRING SHOWER CIR, KISSIMMEE, FL 34744 32 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1545
       Built: 2024
    Monthly Fee: $220
       Tax: $4,300 (2025)
    Community: Tohoqua Ph 5B
    Spa: No

    Half Duplex


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($1,742) + Fees ($220) + Taxes in 2025 ($358)


    Taxes:$4,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $457,00048 Days on yellowkey   MLS ID: S5144261

    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: $2,900 (change assumption)
    Mortgage ($2,504) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2646 MARG LN, KISSIMMEE, FL 34758

    $409,000184 Days on yellowkey   MLS ID: S5136516

    For Sale S5136516 - 2646 MARG LN, KISSIMMEE, FL 34758 24 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2724
       Built: 2006
    Monthly Fee: $337
       Tax: $5,478 (2024)
    Community: Trafalgar Village Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,035 (change assumption)
    Mortgage ($2,241) + Fees ($337) + Taxes in 2024 ($457)


    Taxes:$5,478

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4701 FAIRWEATHER CT, KISSIMMEE, FL 34758

    $399,99947 Days on yellowkey   MLS ID: O6381887

    For Sale O6381887 - 4701 FAIRWEATHER CT, KISSIMMEE, FL 34758 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2014
    Monthly Fee: $50
       Tax: $2,450 (2025)
    Community: Poinciana Estates Section B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,446 (change assumption)
    Mortgage ($2,192) + Fees ($50) + Taxes in 2025 ($204)


    Taxes:$2,450

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747

    $595,000398 Days on yellowkey   MLS ID: O6289623

    REDUCED by $72,999 (10.9%) on 04/13/2026

    For Sale O6289623 - 9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747 10 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2018
    Monthly Fee: $550
       Tax: $7,658 (2023)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $4,448 (change assumption)
    Mortgage ($3,260) + Fees ($550) + Taxes in 2023 ($638)


    Taxes:$7,658

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: West Side


  • 633 LINNET CT, KISSIMMEE, FL 34759

    $330,00065 Days on yellowkey   MLS ID: O6380588

    For Sale O6380588 - 633 LINNET CT, KISSIMMEE, FL 34759 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1833
       Built: 2005
    Monthly Fee: $100
       Tax: $2,454 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($1,808) + Fees ($100) + Taxes in 2025 ($205)


    Taxes:$2,454

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 330 BALLO DR, KISSIMMEE, FL 34746

    $550,000967 Days on yellowkey   MLS ID: O6129525

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6129525 - 330 BALLO DR, KISSIMMEE, FL 34746 27 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2018
    Monthly Fee: $322
       Tax: $6,800 (2022)
    Community: Bellavida Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($3,014) + Fees ($322) + Taxes in 2022 ($567)


    Taxes:$6,800

    Elementary School: None

    High School: None

    Tax Year: 2022

    Middle School: None


  • 320 SNOOK WAY, KISSIMMEE, FL 34759

    $269,9008 Days on yellowkey   MLS ID: O6396054

    For Sale O6396054 - 320 SNOOK WAY, KISSIMMEE, FL 34759 15 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2086
       Built: 2006
    Monthly Fee: $100
       Tax: $3,947 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,908 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($329)


    Taxes:$3,947

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 3191 PARADOX CIR #405, KISSIMMEE, FL 34746

    $367,76024 Days on yellowkey   MLS ID: S5146311

    For Sale S5146311 - 3191 PARADOX CIR #405, KISSIMMEE, FL 34746 14 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1196
       Built: 2022
    Monthly Fee: $859
       Tax: $5,717 (2025)
    Community: The Terraces At Storey Lake Condo 3 Ph 12
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,015) + Fees ($859) + Taxes in 2025 ($476)


    Taxes:$5,717

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1459 OAK LEAF LN, KISSIMMEE, FL 34744

    $347,7376 Days on yellowkey   MLS ID: O6397026

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6397026 - 1459 OAK LEAF LN, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1242
       Built: 1979   Tax: $4,859 (2025)
    Community: Heather Oaks Unit 4
    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($1,905) + Taxes in 2025 ($405)


    Taxes:$4,859

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2327 ANDREWS VALLEY DR, KISSIMMEE, FL 34758

    $385,000149 Days on yellowkey   MLS ID: O6361168

    REDUCED by $5,000 (1.3%) on 04/13/2026

    For Sale O6361168 - 2327 ANDREWS VALLEY DR, KISSIMMEE, FL 34758 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2383
       Built: 2006
    Monthly Fee: $42
       Tax: $3,325 (2024)
    Community: Blackstone Landing Ph 2
    Single Family


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($2,110) + Fees ($42) + Taxes in 2024 ($277)


    Taxes:$3,325

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2350 AVIAN LOOP, KISSIMMEE, FL 34741

    $575,00035 Days on yellowkey   MLS ID: O6389733

    0 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $14,000 (2.4%) on 04/01/2026

    For Sale O6389733 - 2350 AVIAN LOOP, KISSIMMEE, FL 34741 86 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3044
       Built: 2020
    Monthly Fee: $217
       Tax: $6,471 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,907 (change assumption)
    Mortgage ($3,151) + Fees ($217) + Taxes in 2025 ($539)


    Taxes:$6,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2024 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $298,99935 Days on yellowkey   MLS ID: S5145498

    REDUCED by $1,000 (0.3%) on 04/02/2026

    For Sale S5145498 - 2024 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 73 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 2005
    Monthly Fee: $217
       Tax: $4,589 (2025)
    Community: Cypress Lakes Twnhms Ph 2 Unit 1
    Townhouse


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($1,638) + Fees ($217) + Taxes in 2025 ($382)


    Taxes:$4,589

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 402 OHIO WAY, KISSIMMEE, FL 34759

    $304,99988 Days on yellowkey   MLS ID: S5141942

    INCREASED by $5,099 (1.7%) on 04/12/2026

    For Sale S5141942 - 402 OHIO WAY, KISSIMMEE, FL 34759 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1548
       Built: 2005
    Monthly Fee: $90
       Tax: $2,634 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,981 (change assumption)
    Mortgage ($1,671) + Fees ($90) + Taxes in 2025 ($220)


    Taxes:$2,634

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 429 JANICE KAY PL, KISSIMMEE, FL 34744

    $450,00037 Days on yellowkey   MLS ID: S5145448

    For Sale S5145448 - 429 JANICE KAY PL, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2906
       Built: 2004
    Monthly Fee: $14
       Tax: $2,737 (2024)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,466) + Fees ($14) + Taxes in 2024 ($228)


    Taxes:$2,737

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 7638 LONG ISLAND DR, KISSIMMEE, FL 34747

    $254,900292 Days on yellowkey   MLS ID: S5129853

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale S5129853 - 7638 LONG ISLAND DR, KISSIMMEE, FL 34747 37 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1364
       Built: 2007
    Monthly Fee: $327
       Tax: $3,255 (2024)
    Community: Crestwynd Bay
    Townhouse


    Estimated Monthly Payment: $1,995 (change assumption)
    Mortgage ($1,397) + Fees ($327) + Taxes in 2024 ($271)


    Taxes:$3,255

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2518 BOWMER DR, KISSIMMEE, FL 34744

    $359,900617 Days on yellowkey   MLS ID: S5109889

    For Sale S5109889 - 2518 BOWMER DR, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1523
       Built: 1982   Tax: $1,246 (2025)
    Community: Mill Run Unit 3
    Single Family


    Estimated Monthly Payment: $2,076 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($104)


    Taxes:$1,246

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4561 CABELLO LOOP, KISSIMMEE, FL 34746

    $659,000394 Days on yellowkey   MLS ID: O6290247

    For Sale O6290247 - 4561 CABELLO LOOP, KISSIMMEE, FL 34746 100 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3042
       Built: 2015
    Monthly Fee: $346
       Tax: $8,463 (2024)
    Community: Bellavida Ph 2B
    Single Family


    Estimated Monthly Payment: $4,662 (change assumption)
    Mortgage ($3,611) + Fees ($346) + Taxes in 2024 ($705)


    Taxes:$8,463

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle




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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.