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Kissimmee Single Family Homes For Sale - 1550 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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  • 1819 BROCKRIDGE RD, KISSIMMEE, FL 34744

    $400,00053 Days on yellowkey   MLS ID: O6383806

    0 Days Off yellowkey (back on 2/25/2026)

    For Sale O6383806 - 1819 BROCKRIDGE RD, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2017
    Monthly Fee: $133
       Tax: $6,383 (2025)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $2,857 (change assumption)
    Mortgage ($2,192) + Fees ($133) + Taxes in 2025 ($532)


    Taxes:$6,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8807 CRAYSON CT, KISSIMMEE, FL 34747

    $499,900180 Days on yellowkey   MLS ID: S5136458

    For Sale S5136458 - 8807 CRAYSON CT, KISSIMMEE, FL 34747 40 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2265
       Built: 1998   Tax: $3,571 (2024)
    Community: Lindfields Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,037 (change assumption)
    Mortgage ($2,739) + Taxes in 2024 ($298)


    Taxes:$3,571

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Harmony Middle


  • 1822 TROPHY BASS WAY, KISSIMMEE, FL 34746

    $494,900139 Days on yellowkey   MLS ID: O6363370

    REDUCED by $4,800 (1.0%) on 04/09/2026

    For Sale O6363370 - 1822 TROPHY BASS WAY, KISSIMMEE, FL 34746 58 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2798
       Built: 2012
    Monthly Fee: $13
       Tax: $8,653 (2024)
    Community: Shingle Creek Reserve At The Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $3,446 (change assumption)
    Mortgage ($2,712) + Fees ($13) + Taxes in 2024 ($721)


    Taxes:$8,653

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 213 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $385,00087 Days on yellowkey   MLS ID: O6374748

    3 Days Off yellowkey (back on 4/9/2026)

    SHORT SALE O6374748 - 213 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $349
       Tax: $6,377 (2025)
    Community: Terra Verde Ph 2
    Single Family


    Estimated Monthly Payment: $2,990 (change assumption)
    Mortgage ($2,110) + Fees ($349) + Taxes in 2025 ($531)


    Taxes:$6,377

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 340 ELDERBERRY CT, KISSIMMEE, FL 34759

    $269,90028 Days on yellowkey   MLS ID: S5145710

    For Sale S5145710 - 340 ELDERBERRY CT, KISSIMMEE, FL 34759 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1263
       Built: 2017
    Monthly Fee: $100
       Tax: $2,489 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,786 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bethune Academy

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 2836 SIMILE ST, KISSIMMEE, FL 34746

    $1,099,000339 Days on yellowkey   MLS ID: O6307838

    6 Days Off yellowkey (back on 2/2/2026)

    For Sale O6307838 - 2836 SIMILE ST, KISSIMMEE, FL 34746 72 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $259
       Tax: $13,424 (2024)
    Community: Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,399 (change assumption)
    Mortgage ($6,022) + Fees ($259) + Taxes in 2024 ($1,119)


    Taxes:$13,424

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744

    $220,00029 Days on yellowkey   MLS ID: S5145883

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale S5145883 - 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1807
       Built: 1979   Tax: $4,934 (2025)
    Community: Whisper Woods
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($411)


    Taxes:$4,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2405 LINCOLNSHIRE CT, KISSIMMEE, FL 34743

    $339,00039 Days on yellowkey   MLS ID: R4910839

    For Sale R4910839 - 2405 LINCOLNSHIRE CT, KISSIMMEE, FL 34743 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1424
       Built: 1997
    Monthly Fee: $28
       Tax: $3,175 (2025)
    Community: Morgan Point Ph 2
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,857) + Fees ($28) + Taxes in 2025 ($265)


    Taxes:$3,175

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 396 GRAND CANAL DR, KISSIMMEE, FL 34759

    $229,00049 Days on yellowkey   MLS ID: O6385413

    REDUCED by $3,000 (1.3%) on 04/09/2026

    For Sale O6385413 - 396 GRAND CANAL DR, KISSIMMEE, FL 34759 19 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1240
       Built: 2005
    Monthly Fee: $429
       Tax: $2,392 (2025)
    Community: Solivita Ph Iiia
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,883 (change assumption)
    Mortgage ($1,255) + Fees ($429) + Taxes in 2025 ($199)


    Taxes:$2,392

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3105 PASTURES RD, KISSIMMEE, FL 34746

    $975,000559 Days on yellowkey   MLS ID: S5113397

    For Sale S5113397 - 3105 PASTURES RD, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3252
       Built: 1993   Tax: $4,728 (2023)
    Community: Pastures The
    Single Family


    Estimated Monthly Payment: $5,736 (change assumption)
    Mortgage ($5,342) + Taxes in 2023 ($394)


    Taxes:$4,728

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 9016 PYRUS ST, KISSIMMEE, FL 34747

    $470,0007 Days on yellowkey   MLS ID: S5147295

    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: $3,220 (change assumption)
    Mortgage ($2,575) + 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


  • 818 CARROUSEL LN, KISSIMMEE, FL 34759

    $289,90049 Days on yellowkey   MLS ID: S5144493

    1 Days Off yellowkey (back on 4/9/2026)

    For Sale S5144493 - 818 CARROUSEL LN, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 2005
    Monthly Fee: $100
       Tax: $4,411 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,588) + Fees ($100) + Taxes in 2025 ($368)


    Taxes:$4,411

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2671 CHATHAM CIR, KISSIMMEE, FL 34746

    $390,00046 Days on yellowkey   MLS ID: O6382924

    3 Days Off yellowkey (back on 3/9/2026)

    For Sale O6382924 - 2671 CHATHAM CIR, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1677
       Built: 1992
    Monthly Fee: $46
       Tax: $5,557 (2025)
    Community: Chatham Park At Sausalito Ph 2
    Single Family


    Estimated Monthly Payment: $2,646 (change assumption)
    Mortgage ($2,137) + Fees ($46) + Taxes in 2025 ($463)


    Taxes:$5,557

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4650 EAGLE PEAK DR, KISSIMMEE, FL 34746

    $419,000204 Days on yellowkey   MLS ID: O6338860

    For Sale O6338860 - 4650 EAGLE PEAK DR, KISSIMMEE, FL 34746 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1998
    Monthly Fee: $22
       Tax: $5,350 (2024)
    Community: Eagle Pointe Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,764 (change assumption)
    Mortgage ($2,296) + Fees ($22) + Taxes in 2024 ($446)


    Taxes:$5,350

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3081 AGOSTINO TER, KISSIMMEE, FL 34746

    $579,00042 Days on yellowkey   MLS ID: S5144653

    For Sale S5144653 - 3081 AGOSTINO TER, KISSIMMEE, FL 34746 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2920
       Built: 2020
    Monthly Fee: $305
       Tax: $5,350 (2025)
    Community: Bellalago Ph B-2
    Single Family


    Estimated Monthly Payment: $3,923 (change assumption)
    Mortgage ($3,173) + Fees ($305) + Taxes in 2025 ($446)


    Taxes:$5,350

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • KISSIMMEE, FL 34746

    $379,950170 Days on yellowkey   MLS ID: O6344480

    For Sale O6344480 - KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 2002
    Monthly Fee: $61
       Tax: $4,457 (2024)
    Community: Bass Lake Estates
    Single Family


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($2,082) + Fees ($61) + Taxes in 2024 ($371)


    Taxes:$4,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 531 VILLA PARK RD, KISSIMMEE, FL 34759

    $389,00045 Days on yellowkey   MLS ID: S5144738

    REDUCED by $10,000 (2.5%) on 04/09/2026

    For Sale S5144738 - 531 VILLA PARK RD, KISSIMMEE, FL 34759 63 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2307
       Built: 2013
    Monthly Fee: $276
       Tax: $5,544 (2025)
    Community: Solivita Ph 7B2
    Single Family


    Estimated Monthly Payment: $2,869 (change assumption)
    Mortgage ($2,131) + Fees ($276) + Taxes in 2025 ($462)


    Taxes:$5,544

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 640 KOALA CT, KISSIMMEE, FL 34759

    $248,0005 Days on yellowkey   MLS ID: S5147465

    FORECLOSURE S5147465 - 640 KOALA CT, KISSIMMEE, FL 34759 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1422
       Built: 1986
    Monthly Fee: $100
       Tax: $4,154 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,805 (change assumption)
    Mortgage ($1,359) + Fees ($100) + Taxes in 2025 ($346)


    Taxes:$4,154

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5795 PORTICO PL, KISSIMMEE, FL 34758

    $368,9096 Days on yellowkey   MLS ID: O6397599

    For Sale O6397599 - 5795 PORTICO PL, KISSIMMEE, FL 34758 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1792
       Built: 2026
    Monthly Fee: $50

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $2,071 (change assumption)
    Mortgage ($2,021) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1405 HARBOR RIDGE DR, KISSIMMEE, FL 34759

    $279,0006 Days on yellowkey   MLS ID: TB8495620

    For Sale TB8495620 - 1405 HARBOR RIDGE DR, KISSIMMEE, FL 34759 20 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1543
       Built: 2016
    Monthly Fee: $276
       Tax: $4,923 (2025)
    Community: Solivita Ph 7D
    Single Family


    Estimated Monthly Payment: $2,215 (change assumption)
    Mortgage ($1,529) + Fees ($276) + Taxes in 2025 ($410)


    Taxes:$4,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.