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Kissimmee Homes For Sale & Real Estate - 2508 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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  • 2604 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $507,000151 Days on yellowkey   MLS ID: O6360718

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale O6360718 - 2604 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 64 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2590
       Built: 2022
    Monthly Fee: $10
       Tax: $8,552 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($2,778) + Fees ($10) + Taxes in 2024 ($713)


    Taxes:$8,552

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 9106 STROMBOLI CT, KISSIMMEE, FL 34747

    $482,49087 Days on yellowkey   MLS ID: O6374785

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale O6374785 - 9106 STROMBOLI CT, KISSIMMEE, FL 34747 62 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2011
    Monthly Fee: $209
       Tax: $7,616 (2025)
    Community: Calabria At Westside Prcl D
    Single Family


    Estimated Monthly Payment: $3,487 (change assumption)
    Mortgage ($2,644) + Fees ($209) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 980 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $249,90060 Days on yellowkey   MLS ID: O6382575

    For Sale O6382575 - 980 DERBYSHIRE DR, KISSIMMEE, FL 34758 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1288
       Built: 1999
    Monthly Fee: $90
       Tax: $3,618 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,369) + Fees ($90) + Taxes in 2025 ($302)


    Taxes:$3,618

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4652 TRIBUTE TRL, KISSIMMEE, FL 34746

    $320,000104 Days on yellowkey   MLS ID: O6370698

    For Sale O6370698 - 4652 TRIBUTE TRL, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1674
       Built: 2018
    Monthly Fee: $454
       Tax: $5,944 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($1,753) + Fees ($454) + Taxes in 2025 ($495)


    Taxes:$5,944

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 308 CIMARRON CT, KISSIMMEE, FL 34759

    $289,0003 Days on yellowkey   MLS ID: O6398697

    For Sale O6398697 - 308 CIMARRON CT, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2131
       Built: 2006
    Monthly Fee: $90
       Tax: $3,741 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,584) + Fees ($90) + Taxes in 2025 ($312)


    Taxes:$3,741

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4806 TRIBUTE TRL, KISSIMMEE, FL 34746

    $350,000143 Days on yellowkey   MLS ID: O6363096

    For Sale O6363096 - 4806 TRIBUTE TRL, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1674
       Built: 2019
    Monthly Fee: $443
       Tax: $5,461 (2024)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,816 (change assumption)
    Mortgage ($1,918) + Fees ($443) + Taxes in 2024 ($455)


    Taxes:$5,461

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3034 PARKWAY BLVD #202, KISSIMMEE, FL 34747

    $180,00063 Days on yellowkey   MLS ID: O6382396

    For Sale O6382396 - 3034 PARKWAY BLVD #202, KISSIMMEE, FL 34747 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 937
       Built: 1990
    Monthly Fee: $318
       Tax: $2,678 (2025)
    Community: Blossom Park Villas Condo
    Condo


    Estimated Monthly Payment: $1,527 (change assumption)
    Mortgage ($986) + Fees ($318) + Taxes in 2025 ($223)


    Taxes:$2,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1007 BASEBALL AND BOARDWALK CT, KISSIMMEE, FL 34746

    $225,000102 Days on yellowkey   MLS ID: S5140259

    For Sale S5140259 - 1007 BASEBALL AND BOARDWALK CT, KISSIMMEE, FL 34746 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1052
       Built: 1983
    Monthly Fee: $901
       Tax: $2,499 (2025)
    Community: Fantasyworld Club Villas Unit 1
    Townhouse


    Estimated Monthly Payment: $2,342 (change assumption)
    Mortgage ($1,233) + Fees ($901) + Taxes in 2025 ($208)


    Taxes:$2,499

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 247 COBALT DR, KISSIMMEE, FL 34758

    $329,0004 Days on yellowkey   MLS ID: O6398241

    For Sale O6398241 - 247 COBALT DR, KISSIMMEE, FL 34758 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2162
       Built: 2005
    Monthly Fee: $85
       Tax: $1,672 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $2,027 (change assumption)
    Mortgage ($1,803) + Fees ($85) + Taxes in 2025 ($139)


    Taxes:$1,672

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4957 CASTLE ST E, KISSIMMEE, FL 34758

    $349,995100 Days on yellowkey   MLS ID: O6371293

    For Sale O6371293 - 4957 CASTLE ST E, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1904
       Built: 2019
    Monthly Fee: $288
       Tax: $4,425 (2025)
    Community: Trafalgar Village Ph 03
    Single Family


    Estimated Monthly Payment: $2,574 (change assumption)
    Mortgage ($1,918) + Fees ($288) + Taxes in 2025 ($369)


    Taxes:$4,425

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2203 KEY WEST CT #422, KISSIMMEE, FL 34741

    $224,90029 Days on yellowkey   MLS ID: S5146167

    REDUCED by $5,000 (2.2%) on 04/15/2026

    For Sale S5146167 - 2203 KEY WEST CT #422, KISSIMMEE, FL 34741 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $348
       Tax: $3,339 (2025)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,859 (change assumption)
    Mortgage ($1,232) + Fees ($348) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8944 SYDNEY AVE, KISSIMMEE, FL 34747

    $449,900340 Days on yellowkey   MLS ID: O6306929

    REDUCED by $5,000 (1.1%) on 04/15/2026

    For Sale O6306929 - 8944 SYDNEY AVE, KISSIMMEE, FL 34747 54 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $538
       Tax: $5,645 (2025)
    Community: Windsor/Westside-Ph 3
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($2,465) + Fees ($538) + Taxes in 2025 ($470)


    Taxes:$5,645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2460 READING TRL, KISSIMMEE, FL 34746

    $564,900296 Days on yellowkey   MLS ID: O6321622

    REDUCED by $5,000 (0.9%) on 04/15/2026

    For Sale O6321622 - 2460 READING TRL, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2023
    Monthly Fee: $545
       Tax: $8,480 (2024)
    Community: Cove At Storey Lake 5
    Townhouse


    Estimated Monthly Payment: $4,347 (change assumption)
    Mortgage ($3,095) + Fees ($545) + Taxes in 2024 ($707)


    Taxes:$8,480

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 760 DEL PRADO DR, KISSIMMEE, FL 34758

    $329,00018 Days on yellowkey   MLS ID: O6395010

    For Sale O6395010 - 760 DEL PRADO DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1661
       Built: 1991
    Monthly Fee: $100
       Tax: $4,024 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($1,803) + Fees ($100) + Taxes in 2025 ($335)


    Taxes:$4,024

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1488 SOPHIE WAY, KISSIMMEE, FL 34744

    $399,0005 Days on yellowkey   MLS ID: S5147658

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale S5147658 - 1488 SOPHIE WAY, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1552
       Built: 1993
    Monthly Fee: $33
       Tax: $713 (2025)
    Community: Westminster Gardens Ph 1
    Single Family


    Estimated Monthly Payment: $2,279 (change assumption)
    Mortgage ($2,186) + Fees ($33) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 5099 LOGGIA LN, KISSIMMEE, FL 34758

    $432,98015 Days on yellowkey   MLS ID: O6395845

    INCREASED by $1,000 (0.2%) on 04/15/2026

    For Sale O6395845 - 5099 LOGGIA LN, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2366
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,372) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5543 MORANT BAY PATH, KISSIMMEE, FL 34758

    $371,89023 Days on yellowkey   MLS ID: O6393657

    INCREASED by $1,000 (0.3%) on 04/15/2026

    For Sale O6393657 - 5543 MORANT BAY PATH, KISSIMMEE, FL 34758 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($2,038) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5555 MORANT BAY PATH, KISSIMMEE, FL 34758

    $384,550101 Days on yellowkey   MLS ID: O6371474

    INCREASED by $1,000 (0.3%) on 04/15/2026

    For Sale O6371474 - 5555 MORANT BAY PATH, KISSIMMEE, FL 34758 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2025
    Monthly Fee: $50

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,157 (change assumption)
    Mortgage ($2,107) + Fees ($50) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5069 LOGGIA LN, KISSIMMEE, FL 34758

    $404,78010 Days on yellowkey   MLS ID: O6397051

    INCREASED by $1,000 (0.2%) on 04/15/2026

    For Sale O6397051 - 5069 LOGGIA LN, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,343 (change assumption)
    Mortgage ($2,218) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4254 ST THOMAS WAY, KISSIMMEE, FL 34758

    $275,54072 Days on yellowkey   MLS ID: O6379850

    INCREASED by $18,000 (7.0%) on 04/15/2026

    For Sale O6379850 - 4254 ST THOMAS WAY, KISSIMMEE, FL 34758 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1562
       Built: 2026
    Monthly Fee: $429

    Community: Westview 27 Villas
    Villa


    Estimated Monthly Payment: $1,939 (change assumption)
    Mortgage ($1,510) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.