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Kissimmee Single Family Homes For Sale - 2108 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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  • 4840 KINGSTON CIR, KISSIMMEE, FL 34746

    $530,00027 Days on yellowkey   MLS ID: O6417652

    0 Days Off yellowkey (back on 7/3/2026)

    INCREASED by $40,001 (8.2%) on 07/01/2026

    For Sale O6417652 - 4840 KINGSTON CIR, KISSIMMEE, FL 34746 44 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 2441
       Built: 1990
    Monthly Fee: $38
       Tax: $2,304 (2025)
    Community: Montego Bay
    Single Family


    Estimated Monthly Payment: $3,134 (change assumption)
    Mortgage ($2,904) + Fees ($38) + Taxes in 2025 ($192)


    Taxes:$2,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 302 E DRURY AVE, KISSIMMEE, FL 34744

    $368,00042 Days on yellowkey   MLS ID: O6411839

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6411839 - 302 E DRURY AVE, KISSIMMEE, FL 34744 42 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1528
       Built: 1950   Tax: $778 (2025)
    Community: Cape Breeze
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($2,016) + Taxes in 2025 ($65)


    Taxes:$778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1802 BLISSFUL DR, KISSIMMEE, FL 34744

    $639,90033 Days on yellowkey   MLS ID: O6415660

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6415660 - 1802 BLISSFUL DR, KISSIMMEE, FL 34744 61 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 2021
    Monthly Fee: $7
       Tax: $10,565 (2025)
    Community: Tohoqua Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,394 (change assumption)
    Mortgage ($3,506) + Fees ($7) + Taxes in 2025 ($880)


    Taxes:$10,565

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3964 CARRICK BEND DR, KISSIMMEE, FL 34746

    $489,900194 Days on yellowkey   MLS ID: O6370259

    REDUCED by $5,090 (1.0%) on 05/20/2026

    For Sale O6370259 - 3964 CARRICK BEND DR, KISSIMMEE, FL 34746 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2424
       Built: 2020
    Monthly Fee: $364
       Tax: $6,476 (2025)
    Community: Bellalago Ph5j Section 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,588 (change assumption)
    Mortgage ($2,684) + Fees ($364) + Taxes in 2025 ($540)


    Taxes:$6,476

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 4492 MONADO DR, KISSIMMEE, FL 34746

    $740,000345 Days on yellowkey   MLS ID: O6332640

    0 Days Off yellowkey (back on 7/3/2026)

    For Sale O6332640 - 4492 MONADO DR, KISSIMMEE, FL 34746 25 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3805
       Built: 2020
    Monthly Fee: $400
       Tax: $9,154 (2024)
    Community: Bellavida Ph 2C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,218 (change assumption)
    Mortgage ($4,055) + Fees ($400) + Taxes in 2024 ($763)


    Taxes:$9,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 602 COTULLA DR, KISSIMMEE, FL 34758

    $270,70039 Days on yellowkey   MLS ID: O6414159

    REDUCED by $4,200 (1.5%) on 07/03/2026

    For Sale O6414159 - 602 COTULLA DR, KISSIMMEE, FL 34758 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1451
       Built: 1997
    Monthly Fee: $85
       Tax: $3,859 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,483) + Fees ($85) + Taxes in 2025 ($322)


    Taxes:$3,859

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 CACUTTA WAY, KISSIMMEE, FL 34744

    $387,00039 Days on yellowkey   MLS ID: S5151373

    REDUCED by $13,000 (3.3%) on 07/03/2026

    SHORT SALE S5151373 - 1959 CACUTTA WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,033 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,718 (change assumption)
    Mortgage ($2,120) + Fees ($11) + Taxes in 2025 ($586)


    Taxes:$7,033

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 735 TOULON DR, KISSIMMEE, FL 34759

    $240,000680 Days on yellowkey   MLS ID: S5111553

    For Sale S5111553 - 735 TOULON DR, KISSIMMEE, FL 34759 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1400
       Built: 1996
    Monthly Fee: $85
       Tax: $3,174 (2023)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,665 (change assumption)
    Mortgage ($1,315) + Fees ($85) + Taxes in 2023 ($265)


    Taxes:$3,174

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2023

    Middle School: None


  • 2441 SHANTI DR, KISSIMMEE, FL 34746

    $1,950,00012 Days on yellowkey   MLS ID: O6420771

    For Sale O6420771 - 2441 SHANTI DR, KISSIMMEE, FL 34746 78 photos

    Bed: 15   Bath: 16.0   Gar: 3
    Liv Area Sq Ft: 6249
       Built: 2023
    Monthly Fee: $397
       Tax: $13,520 (2025)
    Community: Veranda Palms Ph 2B2-2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,208 (change assumption)
    Mortgage ($10,685) + Fees ($397) + Taxes in 2025 ($1,127)


    Taxes:$13,520

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2620 SANTOSH CV, KISSIMMEE, FL 34746

    $454,000131 Days on yellowkey   MLS ID: O6387887

    REDUCED by $5,000 (1.1%) on 07/03/2026

    For Sale O6387887 - 2620 SANTOSH CV, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2012
    Monthly Fee: $345
       Tax: $5,872 (2025)
    Community: Veranda Palms Ph 1C
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,322 (change assumption)
    Mortgage ($2,488) + Fees ($345) + Taxes in 2025 ($489)


    Taxes:$5,872

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1010 VAN LIEU ST, KISSIMMEE, FL 34744

    $318,50055 Days on yellowkey   MLS ID: O6409485

    REDUCED by $6,000 (1.8%) on 07/03/2026

    For Sale O6409485 - 1010 VAN LIEU ST, KISSIMMEE, FL 34744 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 1986   Tax: $3,618 (2025)
    Community: Kissimmee Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,047 (change assumption)
    Mortgage ($1,745) + Taxes in 2025 ($302)


    Taxes:$3,618

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 BELL TOWER XING W, KISSIMMEE, FL 34759

    $445,00067 Days on yellowkey   MLS ID: S5148887

    For Sale S5148887 - 276 BELL TOWER XING W, KISSIMMEE, FL 34759 76 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2003
    Monthly Fee: $415
       Tax: $5,825 (2025)
    Community: Solivita Ph 03B
    Single Family


    Estimated Monthly Payment: $3,339 (change assumption)
    Mortgage ($2,438) + Fees ($415) + Taxes in 2025 ($485)


    Taxes:$5,825

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 303 COCOA CT, KISSIMMEE, FL 34758

    $250,000340 Days on yellowkey   MLS ID: O6334581

    INCREASED by $30,000 (13.6%) on 07/03/2026

    For Sale O6334581 - 303 COCOA CT, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1380
       Built: 1990   Tax: $3,183 (2024)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,635 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($265)


    Taxes:$3,183

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2514 DHARMA CIR, KISSIMMEE, FL 34746

    $529,500411 Days on yellowkey   MLS ID: S5127601

    REDUCED by $1,000 (0.2%) on 07/03/2026

    For Sale S5127601 - 2514 DHARMA CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2874
       Built: 2010
    Monthly Fee: $333
       Tax: $6,617 (2024)
    Community: Veranda Palms
    Single Family


    Estimated Monthly Payment: $3,786 (change assumption)
    Mortgage ($2,901) + Fees ($333) + Taxes in 2024 ($551)


    Taxes:$6,617

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3850 OAKVILLE AVE, KISSIMMEE, FL 34741

    $694,000565 Days on yellowkey   MLS ID: S5117582

    REDUCED by $2,000 (0.3%) on 07/03/2026

    For Sale S5117582 - 3850 OAKVILLE AVE, KISSIMMEE, FL 34741 33 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3701
       Built: 2015
    Monthly Fee: $517
       Tax: $10,309 (2023)
    Community: Sonoma Resort At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $5,179 (change assumption)
    Mortgage ($3,803) + Fees ($517) + Taxes in 2023 ($859)


    Taxes:$10,309

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744

    $899,000151 Days on yellowkey   MLS ID: S5143565

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $25,900 (2.8%) on 06/01/2026

    For Sale S5143565 - 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5207
       Built: 1981   Tax: $7,032 (2025)
    Community: Regal Oak Shores Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,512 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($586)


    Taxes:$7,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 454 COLONY ORCHARD CT, KISSIMMEE, FL 34759

    $525,00056 Days on yellowkey   MLS ID: G5112148

    0 Days Off yellowkey (back on 7/3/2026)

    For Sale G5112148 - 454 COLONY ORCHARD CT, KISSIMMEE, FL 34759 37 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2506
       Built: 2018
    Monthly Fee: $276
       Tax: $3,966 (2025)
    Community: Solivita Ph 7G-Un 2
    Single Family


    Estimated Monthly Payment: $3,483 (change assumption)
    Mortgage ($2,877) + Fees ($276) + Taxes in 2025 ($330)


    Taxes:$3,966

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1141 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $455,00097 Days on yellowkey   MLS ID: O6397466

    REDUCED by $4,900 (1.1%) on 07/03/2026

    For Sale O6397466 - 1141 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2018
       Built: 2023
    Monthly Fee: $132
       Tax: $7,515 (2024)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $3,251 (change assumption)
    Mortgage ($2,493) + Fees ($132) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2205 GRANGER AVE, KISSIMMEE, FL 34746

    $298,50012 Days on yellowkey   MLS ID: S5152131

    For Sale S5152131 - 2205 GRANGER AVE, KISSIMMEE, FL 34746 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2169
       Built: 2004
    Monthly Fee: $53
       Tax: $5,005 (2025)
    Community: Oak Hammock Preserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,106 (change assumption)
    Mortgage ($1,636) + Fees ($53) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744

    $539,900111 Days on yellowkey   MLS ID: O6390966

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

    REDUCED by $5,000 (0.9%) on 05/23/2026

    For Sale O6390966 - 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744 78 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2017
    Monthly Fee: $11
       Tax: $7,067 (2025)
    Community: Kindred Ph 1A & 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,558 (change assumption)
    Mortgage ($2,958) + Fees ($11) + Taxes in 2025 ($589)


    Taxes:$7,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

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.