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Kissimmee Homes For Sale & Real Estate - 3396 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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  • 8050 VACATION AVE #302, KISSIMMEE, FL 34747

    $265,00037 Days on yellowkey   MLS ID: O6418126

    For Sale O6418126 - 8050 VACATION AVE #302, KISSIMMEE, FL 34747 8 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 630
       Built: 2024   Tax: $5,845 (2025)
    Community: Sunset Walk Hotel Condo Ph 2-5
    Condo


    Estimated Monthly Payment: $1,939 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($487)


    Taxes:$5,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5796 MEADS BAY POND RD, KISSIMMEE, FL 34758

    $457,68950 Days on yellowkey   MLS ID: O6414260

    1 Days Off yellowkey (back on 6/18/2026)

    For Sale O6414260 - 5796 MEADS BAY POND RD, KISSIMMEE, FL 34758 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,558 (change assumption)
    Mortgage ($2,508) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 320 BALLO DR, KISSIMMEE, FL 34746

    $549,000106 Days on yellowkey   MLS ID: O6392864

    REDUCED by $16,000 (2.8%) on 06/18/2026

    For Sale O6392864 - 320 BALLO DR, KISSIMMEE, FL 34746 36 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $432
       Tax: $9,854 (2025)
    Community: Bellavida Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,261 (change assumption)
    Mortgage ($3,008) + Fees ($432) + Taxes in 2025 ($821)


    Taxes:$9,854

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2579 RELAXING LN, KISSIMMEE, FL 34744

    $383,97979 Days on yellowkey   MLS ID: S5149255

    REDUCED by $4,011 (1.0%) on 06/18/2026

    For Sale S5149255 - 2579 RELAXING LN, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $147
       Tax: $5,861 (2025)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,739 (change assumption)
    Mortgage ($2,104) + Fees ($147) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2218 GRAND CAYMAN COURT, KISSIMMEE, FL 34741

    $3,649,999275 Days on yellowkey   MLS ID: S5137232

    REDUCED by $50,000 (1.4%) on 06/18/2026

    For Sale S5137232 - 2218 GRAND CAYMAN COURT, KISSIMMEE, FL 34741 41 photos

    Bed: 39   Bath: 0.0
    Liv Area Sq Ft: 20092
       Built: 1999
    Monthly Fee: $7,060
       Tax: $53,407 (2024)
    Community: Villa Del Sol Kissimmee
    Multi-Family 5+


    Estimated Monthly Payment: $31,510 (change assumption)
    Mortgage ($19,999) + Fees ($7,060) + Taxes in 2024 ($4,451)


    Taxes:$53,407

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8675 LA ISLA DR, KISSIMMEE, FL 34747

    $589,00044 Days on yellowkey   MLS ID: O6415825

    For Sale O6415825 - 8675 LA ISLA DR, KISSIMMEE, FL 34747 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2827
       Built: 2005
    Monthly Fee: $367
       Tax: $6,240 (2026)
    Community: Emerald Island
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,114 (change assumption)
    Mortgage ($3,227) + Fees ($367) + Taxes in 2026 ($520)


    Taxes:$6,240

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2026

    Middle School: Kissimmee Middle


  • 1142 NORMANDY DR, KISSIMMEE, FL 34759

    $335,000115 Days on yellowkey   MLS ID: O6394701

    REDUCED by $5,000 (1.5%) on 06/18/2026

    For Sale O6394701 - 1142 NORMANDY DR, KISSIMMEE, FL 34759 27 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2144
       Built: 1999
    Monthly Fee: $100
       Tax: $631 (2025)
    Community: Poinciana Village 05 Neighborhood 01
    Single Family


    Estimated Monthly Payment: $1,988 (change assumption)
    Mortgage ($1,836) + Fees ($100) + Taxes in 2025 ($53)


    Taxes:$631

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3100 PARKWAY BLVD #752, KISSIMMEE, FL 34747

    $131,000271 Days on yellowkey   MLS ID: O6355546

    REDUCED by $8,900 (6.4%) on 06/18/2026

    For Sale O6355546 - 3100 PARKWAY BLVD #752, KISSIMMEE, FL 34747 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 524
       Built: 1990
    Monthly Fee: $647
       Tax: $2,178 (2024)
    Community: Parkway Palms Resort Maingate Condo
    Condo


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($718) + Fees ($647) + Taxes in 2024 ($182)


    Taxes:$2,178

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2493 ADDISON CREEK DR, KISSIMMEE, FL 34758

    $400,00080 Days on yellowkey   MLS ID: S5148965

    2 Days Off yellowkey (back on 6/18/2026)

    For Sale S5148965 - 2493 ADDISON CREEK DR, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 2018
    Monthly Fee: $120
       Tax: $5,682 (2025)
    Community: Waterview Ph 3B
    Single Family


    Estimated Monthly Payment: $2,785 (change assumption)
    Mortgage ($2,192) + Fees ($120) + Taxes in 2025 ($474)


    Taxes:$5,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2924 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $356,000124 Days on yellowkey   MLS ID: S5146209

    REDUCED by $1,000 (0.3%) on 04/14/2026

    For Sale S5146209 - 2924 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1545
       Built: 2022
    Monthly Fee: $583
       Tax: $7,826 (2025)
    Community: Rolling Oaks Ph 7 Pb 30 Pgs 167-169 Lot 92
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,186 (change assumption)
    Mortgage ($1,951) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 249 ABBOTSBURY DR, KISSIMMEE, FL 34758

    $325,00057 Days on yellowkey   MLS ID: C7526761

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale C7526761 - 249 ABBOTSBURY DR, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2004
    Monthly Fee: $100
       Tax: $5,303 (2025)
    Community: Poinciana Village 01 Neighborhood 03
    Single Family


    Estimated Monthly Payment: $2,323 (change assumption)
    Mortgage ($1,781) + Fees ($100) + Taxes in 2025 ($442)


    Taxes:$5,303

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2166 FLEMING MIST PL, KISSIMMEE, FL 34747

    $489,800593 Days on yellowkey   MLS ID: S5116865

    REDUCED by $10,000 (2.0%) on 06/18/2026

    For Sale S5116865 - 2166 FLEMING MIST PL, KISSIMMEE, FL 34747 27 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2294
       Built: 2021
    Monthly Fee: $590
       Tax: $6,655 (2023)
    Community: Solara Resort
    Townhouse


    Estimated Monthly Payment: $3,828 (change assumption)
    Mortgage ($2,684) + Fees ($590) + Taxes in 2023 ($555)


    Taxes:$6,655

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2416 CONDADO CT, KISSIMMEE, FL 34743

    $329,00085 Days on yellowkey   MLS ID: O6403808

    REDUCED by $11,000 (3.2%) on 06/18/2026

    For Sale O6403808 - 2416 CONDADO CT, KISSIMMEE, FL 34743 18 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1102
       Built: 1995
    Monthly Fee: $25
       Tax: $874 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,803) + Fees ($25) + Taxes in 2025 ($73)


    Taxes:$874

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4621 YELLOW BAY DR, KISSIMMEE, FL 34758

    $399,90058 Days on yellowkey   MLS ID: S5150584

    REDUCED by $15,090 (3.6%) on 06/12/2026

    For Sale S5150584 - 4621 YELLOW BAY DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2560
       Built: 2007
    Monthly Fee: $67
       Tax: $5,028 (2025)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,191) + Fees ($67) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2810 SWOOP CIR, KISSIMMEE, FL 34741

    $710,00042 Days on yellowkey   MLS ID: O6415499

    For Sale O6415499 - 2810 SWOOP CIR, KISSIMMEE, FL 34741 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2014
    Monthly Fee: $215
       Tax: $10,403 (2025)
    Community: Avilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,972 (change assumption)
    Mortgage ($3,890) + Fees ($215) + Taxes in 2025 ($867)


    Taxes:$10,403

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2216 GRAND CAYMAN CT #1415, KISSIMMEE, FL 34741

    $192,900551 Days on yellowkey   MLS ID: O6273061

    REDUCED by $1,000 (0.5%) on 06/18/2026

    For Sale O6273061 - 2216 GRAND CAYMAN CT #1415, KISSIMMEE, FL 34741 12 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $360
       Tax: $2,069 (2023)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,589 (change assumption)
    Mortgage ($1,057) + Fees ($360) + Taxes in 2023 ($172)


    Taxes:$2,069

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3604 LANDING NET DR, KISSIMMEE, FL 34746

    $280,000268 Days on yellowkey   MLS ID: O6356725

    SHORT SALE O6356725 - 3604 LANDING NET DR, KISSIMMEE, FL 34746 9 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $444
       Tax: $4,501 (2024)
    Community: Bellalago Pod G Twnhms
    Townhouse


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,534) + Fees ($444) + Taxes in 2024 ($375)


    Taxes:$4,501

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2925 SATIRE ST, KISSIMMEE, FL 34746

    $384,500141 Days on yellowkey   MLS ID: O6388437

    For Sale O6388437 - 2925 SATIRE ST, KISSIMMEE, FL 34746 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 2019
    Monthly Fee: $443
       Tax: $5,709 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $3,026 (change assumption)
    Mortgage ($2,107) + Fees ($443) + Taxes in 2025 ($476)


    Taxes:$5,709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2975 WHITE CEDAR CIR, KISSIMMEE, FL 34741

    $375,000408 Days on yellowkey   MLS ID: O6306395

    1 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $24,900 (6.2%) on 05/26/2026

    For Sale O6306395 - 2975 WHITE CEDAR CIR, KISSIMMEE, FL 34741 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2004
    Monthly Fee: $73
       Tax: $1,793 (2024)
    Community: Windsor Point Ph 2
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,055) + Fees ($73) + Taxes in 2024 ($149)


    Taxes:$1,793

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • KISSIMMEE, FL 34746

    $369,950272 Days on yellowkey   MLS ID: O6344480

    REDUCED by $10,000 (2.6%) on 06/18/2026

    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: $2,460 (change assumption)
    Mortgage ($2,027) + Fees ($61) + Taxes in 2024 ($371)


    Taxes:$4,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.