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Kissimmee Homes For Sale & Real Estate - 2652 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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  • 4957 CASTLE ST E, KISSIMMEE, FL 34758

    $349,995104 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

    $224,90033 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


  • 1488 SOPHIE WAY, KISSIMMEE, FL 34744

    $399,0009 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)


  • 256 GROUPER CT, KISSIMMEE, FL 34759

    $190,00082 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

    $674,900166 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


  • 2827 NEWCOMBE LN, KISSIMMEE, FL 34741

    $279,900196 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


  • 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747

    $499,00078 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

    $839,900439 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

    $167,000423 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

    $270,00027 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

    $415,00035 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

    $525,00027 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

    $179,500305 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

    $575,00010 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


  • 115 TOLUCA DR, KISSIMMEE, FL 34743

    $340,00092 Days on yellowkey   MLS ID: S5142086

    For Sale S5142086 - 115 TOLUCA DR, KISSIMMEE, FL 34743 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1175
       Built: 1982   Tax: $4,494 (2025)
    Community: Bvl Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,237 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($374)


    Taxes:$4,494

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3000 MAINGATE LN #319, KISSIMMEE, FL 34747

    $45,00042 Days on yellowkey   MLS ID: S5145400

    INCREASED by $3,000 (7.1%) on 04/15/2026

    For Sale S5145400 - 3000 MAINGATE LN #319, KISSIMMEE, FL 34747 15 photos

    Bed: 0   Bath: 1.0
    Liv Area Sq Ft: 304
       Built: 1998
    Monthly Fee: $450
       Tax: $978 (2025)
    Community: Meridian Palms
    Condo


    Estimated Monthly Payment: $778 (change assumption)
    Mortgage ($247) + Fees ($450) + Taxes in 2025 ($82)


    Taxes:$978

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 130 PRIMA DR, KISSIMMEE, FL 34759

    $389,90011 Days on yellowkey   MLS ID: S5146916

    For Sale S5146916 - 130 PRIMA DR, KISSIMMEE, FL 34759 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2141
       Built: 2005
    Monthly Fee: $276
       Tax: $5,170 (2025)
    Community: Solivita Ph 04C Sec 02
    Single Family


    Estimated Monthly Payment: $2,843 (change assumption)
    Mortgage ($2,136) + Fees ($276) + Taxes in 2025 ($431)


    Taxes:$5,170

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2955 PEMBRIDGE ST, KISSIMMEE, FL 34747

    $445,00096 Days on yellowkey   MLS ID: O6373833

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6373833 - 2955 PEMBRIDGE ST, KISSIMMEE, FL 34747 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 1992   Tax: $5,004 (2025)
    Community: Lindfields Unit 3
    Single Family


    Estimated Monthly Payment: $2,855 (change assumption)
    Mortgage ($2,438) + Taxes in 2025 ($417)


    Taxes:$5,004

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 5585 MORANT BAY PATH, KISSIMMEE, FL 34758

    $325,65012 Days on yellowkey   MLS ID: O6397825

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

    For Sale O6397825 - 5585 MORANT BAY PATH, KISSIMMEE, FL 34758 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,909 (change assumption)
    Mortgage ($1,784) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2716 WORTHAM LN, KISSIMMEE, FL 34744

    $417,50053 Days on yellowkey   MLS ID: O6385986

    REDUCED by $2,500 (0.6%) on 04/08/2026

    For Sale O6385986 - 2716 WORTHAM LN, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 1998
    Monthly Fee: $13
       Tax: $6,364 (2025)
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $2,831 (change assumption)
    Mortgage ($2,288) + Fees ($13) + Taxes in 2025 ($530)


    Taxes:$6,364

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)




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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.