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Kissimmee Homes For Sale & Real Estate - 2572 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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  • 8944 SYDNEY AVE, KISSIMMEE, FL 34747

    $449,900342 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

    $564,900298 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


  • 1488 SOPHIE WAY, KISSIMMEE, FL 34744

    $399,0007 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

    $432,98017 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

    $371,89025 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

    $384,550103 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


  • 1079 DUDLEY DR, KISSIMMEE, FL 34758

    $315,000229 Days on yellowkey   MLS ID: S5133787

    For Sale S5133787 - 1079 DUDLEY DR, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1640
       Built: 2023
    Monthly Fee: $83
       Tax: $4,408 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,176 (change assumption)
    Mortgage ($1,726) + Fees ($83) + Taxes in 2024 ($367)


    Taxes:$4,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 256 GROUPER CT, KISSIMMEE, FL 34759

    $190,00080 Days on yellowkey   MLS ID: L4959001

    FORECLOSURE L4959001 - 256 GROUPER CT, KISSIMMEE, FL 34759 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1427
       Built: 2006
    Monthly Fee: $100
       Tax: $3,380 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,041) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,380

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2116 LIMESTONE TRL, KISSIMMEE, FL 34747

    $674,900164 Days on yellowkey   MLS ID: O6358742

    For Sale O6358742 - 2116 LIMESTONE TRL, KISSIMMEE, FL 34747 99 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2023
    Monthly Fee: $419
       Tax: $11,470 (2024)
    Community: Four Seasons At Orlando Ph 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,073 (change assumption)
    Mortgage ($3,698) + Fees ($419) + Taxes in 2024 ($956)


    Taxes:$11,470

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2745 N POINCIANA BLVD #68, KISSIMMEE, FL 34746

    $234,80090 Days on yellowkey   MLS ID: O6374974

    REDUCED by $3,200 (1.3%) on 04/02/2026

    For Sale O6374974 - 2745 N POINCIANA BLVD #68, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1990
    Monthly Fee: $545
       Tax: $3,015 (2025)
    Community: Villas At Somerset
    Condo


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,287) + Fees ($545) + Taxes in 2025 ($251)


    Taxes:$3,015

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2827 NEWCOMBE LN, KISSIMMEE, FL 34741

    $279,900194 Days on yellowkey   MLS ID: O6350162

    3 Days Off yellowkey (back on 3/23/2026)

    For Sale O6350162 - 2827 NEWCOMBE LN, KISSIMMEE, FL 34741 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1475
       Built: 2025   Tax: $1,871 (2024)
    Community: Tropical Park Unit 4
    Manufactured Home


    Estimated Monthly Payment: $1,690 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($156)


    Taxes:$1,871

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1150 ORNE CT, KISSIMMEE, FL 34759

    $246,975282 Days on yellowkey   MLS ID: S5130731

    For Sale S5130731 - 1150 ORNE CT, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 2002
    Monthly Fee: $101
       Tax: $3,338 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,732 (change assumption)
    Mortgage ($1,353) + Fees ($101) + Taxes in 2024 ($278)


    Taxes:$3,338

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747

    $499,00076 Days on yellowkey   MLS ID: O6378525

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

    For Sale O6378525 - 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747 52 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2000   Tax: $7,282 (2025)
    Community: Indian Creek Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($607)


    Taxes:$7,282

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2800 SIMILE ST, KISSIMMEE, FL 34746

    $839,900437 Days on yellowkey   MLS ID: O6278326

    REDUCED by $20,100 (2.3%) on 04/15/2026

    For Sale O6278326 - 2800 SIMILE ST, KISSIMMEE, FL 34746 62 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $304
       Tax: $12,377 (2024)
    Community: Cove At Storey Lake Iii
    Single Family


    Estimated Monthly Payment: $5,937 (change assumption)
    Mortgage ($4,602) + Fees ($304) + Taxes in 2024 ($1,031)


    Taxes:$12,377

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2374 ROSS ST, KISSIMMEE, FL 34744

    $167,000421 Days on yellowkey   MLS ID: O6275526

    0 Days Off yellowkey (back on 2/22/2025)

    For Sale O6275526 - 2374 ROSS ST, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1382
       Built: 1920   Tax: $1,430 (2023)
    Community: Gilchrist 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,034 (change assumption)
    Mortgage ($915) + Taxes in 2023 ($119)


    Taxes:$1,430

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2132 AVON BLVD, KISSIMMEE, FL 34741

    $270,00025 Days on yellowkey   MLS ID: O6392396

    For Sale O6392396 - 2132 AVON BLVD, KISSIMMEE, FL 34741 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1986
    Monthly Fee: $125
       Tax: $2,793 (2025)
    Community: Chelsea Square 5B
    Townhouse


    Estimated Monthly Payment: $1,837 (change assumption)
    Mortgage ($1,479) + Fees ($125) + Taxes in 2025 ($233)


    Taxes:$2,793

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2266 SHEBOYGAN PL, KISSIMMEE, FL 34758

    $415,00033 Days on yellowkey   MLS ID: O6391261

    For Sale O6391261 - 2266 SHEBOYGAN PL, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 2014
    Monthly Fee: $120
       Tax: $5,686 (2025)
    Community: Waterview Ph 1B
    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,274) + Fees ($120) + Taxes in 2025 ($474)


    Taxes:$5,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $525,00025 Days on yellowkey   MLS ID: O6392103

    For Sale O6392103 - 158 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 37 photos

    Bed: 8   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $100
       Tax: $7,019 (2024)
    Community: Terra Verde
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($2,877) + Fees ($100) + Taxes in 2024 ($585)


    Taxes:$7,019

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 557 HUNTER CIR, KISSIMMEE, FL 34758

    $179,500303 Days on yellowkey   MLS ID: O6320484

    For Sale O6320484 - 557 HUNTER CIR, KISSIMMEE, FL 34758 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1038
       Built: 1986
    Monthly Fee: $382
       Tax: $1,083 (2025)
    Community: Coopersmith Village At Poinciana
    Townhouse


    Estimated Monthly Payment: $1,456 (change assumption)
    Mortgage ($984) + Fees ($382) + Taxes in 2025 ($90)


    Taxes:$1,083

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4382 FINCH LN, KISSIMMEE, FL 34746

    $575,0008 Days on yellowkey   MLS ID: O6389699

    For Sale O6389699 - 4382 FINCH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2022
    Monthly Fee: $181
       Tax: $8,190 (2025)
    Community: Storey Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,014 (change assumption)
    Mortgage ($3,151) + Fees ($181) + Taxes in 2025 ($683)


    Taxes:$8,190

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle




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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.