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Kissimmee Homes For Sale & Real Estate - 3183 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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  • 4902 CORAL CASTLE DR, KISSIMMEE, FL 34746

    $299,950119 Days on yellowkey   MLS ID: O6378248

    For Sale O6378248 - 4902 CORAL CASTLE DR, KISSIMMEE, FL 34746 39 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1762
       Built: 2022
    Monthly Fee: $280
       Tax: $3,832 (2025)
    Community: Fiesta Key Ph 2
    Townhouse


    Estimated Monthly Payment: $2,243 (change assumption)
    Mortgage ($1,644) + Fees ($280) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7936 JACKS CLUB CT, KISSIMMEE, FL 34747

    $1,725,000102 Days on yellowkey   MLS ID: S5144037

    REDUCED by $125,000 (6.8%) on 04/28/2026

    For Sale S5144037 - 7936 JACKS CLUB CT, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4588
       Built: 2020   Tax: $23,260 (2025)
    Community: Reunion, Bears Den, Reunion West
    Single Family


    Estimated Monthly Payment: $11,390 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($1,938)


    Taxes:$23,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1145 SEASONS BLVD, KISSIMMEE, FL 34746

    $550,000197 Days on yellowkey   MLS ID: O6357414

    For Sale O6357414 - 1145 SEASONS BLVD, KISSIMMEE, FL 34746 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2286
       Built: 2005
    Monthly Fee: $211
       Tax: $5,980 (2024)
    Community: Seasons
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,723 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2024 ($498)


    Taxes:$5,980

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 523 PARTRIDGE DR, KISSIMMEE, FL 34759

    $229,500261 Days on yellowkey   MLS ID: S5134542

    REDUCED by $17,000 (6.9%) on 05/04/2026

    For Sale S5134542 - 523 PARTRIDGE DR, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1942
       Built: 2006
    Monthly Fee: $100
       Tax: $3,873 (2024)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,258) + Fees ($100) + Taxes in 2024 ($323)


    Taxes:$3,873

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 2851 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $510,00099 Days on yellowkey   MLS ID: S5144269

    4 Days Off yellowkey (back on 5/4/2026)

    For Sale S5144269 - 2851 SWEETSPIRE CIR, KISSIMMEE, FL 34746 48 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3387
       Built: 2006
    Monthly Fee: $15
       Tax: $8,783 (2025)
    Community: Brighton Lakes
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,794) + Fees ($15) + Taxes in 2025 ($732)


    Taxes:$8,783

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 709 S DILLINGHAM AVE, KISSIMMEE, FL 34741

    $529,900113 Days on yellowkey   MLS ID: S5143373

    For Sale S5143373 - 709 S DILLINGHAM AVE, KISSIMMEE, FL 34741 33 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1983   Tax: $6,589 (2025)
    Community: E B Waters Add
    Single Family


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,903) + Taxes in 2025 ($549)


    Taxes:$6,589

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 404 BAR CT, KISSIMMEE, FL 34759

    $350,000339 Days on yellowkey   MLS ID: O6319991

    REDUCED by $5,000 (1.4%) on 05/04/2026

    For Sale O6319991 - 404 BAR CT, KISSIMMEE, FL 34759 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2630
       Built: 2005
    Monthly Fee: $95
       Tax: $4,577 (2024)
    Community: Poinciana Nbrhd 1 Vill 3
    Single Family


    Estimated Monthly Payment: $2,394 (change assumption)
    Mortgage ($1,918) + Fees ($95) + Taxes in 2024 ($381)


    Taxes:$4,577

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 1407 WATER LILLY LN, KISSIMMEE, FL 34744

    $980,000398 Days on yellowkey   MLS ID: S5125695

    For Sale S5125695 - 1407 WATER LILLY LN, KISSIMMEE, FL 34744 68 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3845
       Built: 2004
    Monthly Fee: $195
       Tax: $10,992 (2024)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,370) + Fees ($195) + Taxes in 2024 ($916)


    Taxes:$10,992

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8491 OASIS KEY CV, KISSIMMEE, FL 34747

    $539,950109 Days on yellowkey   MLS ID: S5143577

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale S5143577 - 8491 OASIS KEY CV, KISSIMMEE, FL 34747 61 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2002
    Monthly Fee: $115
       Tax: $6,306 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,599 (change assumption)
    Mortgage ($2,959) + Fees ($115) + Taxes in 2025 ($525)


    Taxes:$6,306

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2201 SAN VITORINO CIR #108, KISSIMMEE, FL 34741

    $257,900200 Days on yellowkey   MLS ID: O6359745

    For Sale O6359745 - 2201 SAN VITORINO CIR #108, KISSIMMEE, FL 34741 32 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2004
    Monthly Fee: $500
       Tax: $3,865 (2025)
    Community: Venetian Bay Vlg Condo Ph 2
    Townhouse


    Estimated Monthly Payment: $2,235 (change assumption)
    Mortgage ($1,413) + Fees ($500) + Taxes in 2025 ($322)


    Taxes:$3,865

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747

    $385,000239 Days on yellowkey   MLS ID: S5135926

    1 Days Off yellowkey (back on 5/4/2026)

    For Sale S5135926 - 2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1249
       Built: 1997
    Monthly Fee: $127
       Tax: $2,854 (2024)
    Community: Sunset Lakes Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($2,110) + Fees ($127) + Taxes in 2024 ($238)


    Taxes:$2,854

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: VOYAGER K-8


  • 4324 PROLOGUE WAY, KISSIMMEE, FL 34746

    $970,00066 Days on yellowkey   MLS ID: O6393364

    For Sale O6393364 - 4324 PROLOGUE WAY, KISSIMMEE, FL 34746 53 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $264
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,724 (change assumption)
    Mortgage ($5,315) + Fees ($264) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $525,00027 Days on yellowkey   MLS ID: S5149098

    For Sale S5149098 - 120 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 63 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2003
    Monthly Fee: $100
       Tax: $7,139 (2025)
    Community: Terra Verde Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,572 (change assumption)
    Mortgage ($2,877) + Fees ($100) + Taxes in 2025 ($595)


    Taxes:$7,139

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 220 ELLSWORTH DR, KISSIMMEE, FL 34758

    $258,90027 Days on yellowkey   MLS ID: S5149062

    For Sale S5149062 - 220 ELLSWORTH DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1334
       Built: 1992
    Monthly Fee: $90
       Tax: $1,972 (2025)
    Community: Broadmoor
    Manufactured Home


    Estimated Monthly Payment: $1,673 (change assumption)
    Mortgage ($1,419) + Fees ($90) + Taxes in 2025 ($164)


    Taxes:$1,972

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1112 S BEACH CIR, KISSIMMEE, FL 34746

    $300,000266 Days on yellowkey   MLS ID: O6337100

    For Sale O6337100 - 1112 S BEACH CIR, KISSIMMEE, FL 34746 1 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1468
       Built: 2006
    Monthly Fee: $350
       Tax: $4,089 (2024)
    Community: Fiesta Key
    Townhouse


    Estimated Monthly Payment: $2,335 (change assumption)
    Mortgage ($1,644) + Fees ($350) + Taxes in 2024 ($341)


    Taxes:$4,089

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2591 SWOOP CIR, KISSIMMEE, FL 34741

    $639,990104 Days on yellowkey   MLS ID: O6382854

    REDUCED by $9,990 (1.5%) on 05/03/2026

    For Sale O6382854 - 2591 SWOOP CIR, KISSIMMEE, FL 34741 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2368
       Built: 2010
    Monthly Fee: $215
       Tax: $8,767 (2024)
    Community: Avilla
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,452 (change assumption)
    Mortgage ($3,507) + Fees ($215) + Taxes in 2024 ($731)


    Taxes:$8,767

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746

    $499,000299 Days on yellowkey   MLS ID: O6332997

    0 Days Off yellowkey (back on 1/13/2026)

    For Sale O6332997 - 2622 ROUGHSIDE CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2671
       Built: 2004
    Monthly Fee: $25
       Tax: $4,437 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($2,734) + Fees ($25) + Taxes in 2024 ($370)


    Taxes:$4,437

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1590 BARBERRY DR, KISSIMMEE, FL 34744

    $459,900282 Days on yellowkey   MLS ID: S5133065

    0 Days Off yellowkey (back on 5/3/2026)

    REDUCED by $30,000 (6.1%) on 04/14/2026

    For Sale S5133065 - 1590 BARBERRY DR, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $15
       Tax: $8,284 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,225 (change assumption)
    Mortgage ($2,520) + Fees ($15) + Taxes in 2024 ($690)


    Taxes:$8,284

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: None


  • 3504 SHOREWOOD DR, KISSIMMEE, FL 34746

    $307,000328 Days on yellowkey   MLS ID: O6319449

    0 Days Off yellowkey (back on 5/3/2026)

    SHORT SALE O6319449 - 3504 SHOREWOOD DR, KISSIMMEE, FL 34746 66 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2390
       Built: 2003
    Monthly Fee: $159
       Tax: $4,024 (2024)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $2,176 (change assumption)
    Mortgage ($1,682) + Fees ($159) + Taxes in 2024 ($335)


    Taxes:$4,024

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 2110 BUNKER VIEW CT, KISSIMMEE, FL 34746

    $418,000189 Days on yellowkey   MLS ID: O6362653

    For Sale O6362653 - 2110 BUNKER VIEW CT, KISSIMMEE, FL 34746 18 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2004
    Monthly Fee: $24
       Tax: $3,997 (2024)
    Community: Oaks Ph 1 B2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,647 (change assumption)
    Mortgage ($2,290) + Fees ($24) + Taxes in 2024 ($333)


    Taxes:$3,997

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

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.