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Kissimmee Homes For Sale & Real Estate - 2296 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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  • 3171 PARADOX CIR #203, KISSIMMEE, FL 34746

    $288,900126 Days on yellowkey   MLS ID: O6364556

    For Sale O6364556 - 3171 PARADOX CIR #203, KISSIMMEE, FL 34746 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1196
       Built: 2021
    Monthly Fee: $641
       Tax: $5,446 (2025)
    Community: The Terraces At Storey Lake Condo 3 Ph 11
    Condo


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($1,583) + Fees ($641) + Taxes in 2025 ($454)


    Taxes:$5,446

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5518 PIMENTA CT, KISSIMMEE, FL 34758

    $340,74810 Days on yellowkey   MLS ID: O6396213

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale O6396213 - 5518 PIMENTA CT, KISSIMMEE, FL 34758 34 photos

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

    Community: Westview 40S Gc
    Single Family


    Estimated Monthly Payment: $1,992 (change assumption)
    Mortgage ($1,867) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1912 LAKEVIEW PL, KISSIMMEE, FL 34759

    $325,000Listed 04/13/2026 6:30AM   MLS ID: S5147705

    For Sale S5147705 - 1912 LAKEVIEW PL, KISSIMMEE, FL 34759 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2004
    Monthly Fee: $49
       Tax: $1,277 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,781) + Fees ($49) + Taxes in 2025 ($106)


    Taxes:$1,277

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5554 MORANT BAY PATH, KISSIMMEE, FL 34758

    $394,78019 Days on yellowkey   MLS ID: O6393661

    1 Days Off yellowkey (back on 4/13/2026)

    INCREASED by $5,000 (1.3%) on 03/31/2026

    For Sale O6393661 - 5554 MORANT BAY PATH, 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: $2,288 (change assumption)
    Mortgage ($2,163) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1330 SWEETWOOD BLVD, KISSIMMEE, FL 34744

    $395,0001 Day on yellowkey   MLS ID: O6396384

    For Sale O6396384 - 1330 SWEETWOOD BLVD, KISSIMMEE, FL 34744 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1977   Tax: $4,667 (2025)
    Community: Sweetwood Estates
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($389)


    Taxes:$4,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 405 FOUNTAINHEAD CIR #246, KISSIMMEE, FL 34741

    $200,00020 Days on yellowkey   MLS ID: O6393382

    For Sale O6393382 - 405 FOUNTAINHEAD CIR #246, KISSIMMEE, FL 34741 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1246
       Built: 1988
    Monthly Fee: $437
       Tax: $2,760 (2024)
    Community: Bella Vista Condo
    Condo


    Estimated Monthly Payment: $1,763 (change assumption)
    Mortgage ($1,096) + Fees ($437) + Taxes in 2024 ($230)


    Taxes:$2,760

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 409 FOUNTAINHEAD CIR #236, KISSIMMEE, FL 34741

    $165,000123 Days on yellowkey   MLS ID: O6366787

    For Sale O6366787 - 409 FOUNTAINHEAD CIR #236, KISSIMMEE, FL 34741 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 932
       Built: 1988
    Monthly Fee: $324
       Tax: $2,127 (2024)
    Community: Bella Vista Condo
    Condo


    Estimated Monthly Payment: $1,405 (change assumption)
    Mortgage ($904) + Fees ($324) + Taxes in 2024 ($177)


    Taxes:$2,127

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 3110 BASS BOAT WAY, KISSIMMEE, FL 34746

    $615,00079 Days on yellowkey   MLS ID: O6376700

    REDUCED by $10,000 (1.6%) on 04/13/2026

    For Sale O6376700 - 3110 BASS BOAT WAY, KISSIMMEE, FL 34746 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2012
    Monthly Fee: $25
       Tax: $8,560 (2025)
    Community: Shingle Crk Reserve/Oaks Ph V
    Single Family


    Estimated Monthly Payment: $4,108 (change assumption)
    Mortgage ($3,370) + Fees ($25) + Taxes in 2025 ($713)


    Taxes:$8,560

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2501 BALMORAL DR, KISSIMMEE, FL 34744

    $390,00025 Days on yellowkey   MLS ID: S5146190

    REDUCED by $9,900 (2.5%) on 04/13/2026

    For Sale S5146190 - 2501 BALMORAL DR, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2004
    Monthly Fee: $14
       Tax: $2,652 (2025)
    Community: Remington Prcl G Ph 2
    Single Family


    Estimated Monthly Payment: $2,372 (change assumption)
    Mortgage ($2,137) + Fees ($14) + Taxes in 2025 ($221)


    Taxes:$2,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2513 HIGHLAND AVE, KISSIMMEE, FL 34741

    $300,0003 Days on yellowkey   MLS ID: O6397907

    For Sale O6397907 - 2513 HIGHLAND AVE, KISSIMMEE, FL 34741 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1450
       Built: 1959   Tax: $3,615 (2025)
    Community: Kissimmee Highlands 1St Add
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($301)


    Taxes:$3,615

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2874 STANZA CT, KISSIMMEE, FL 34746

    $899,9007 Days on yellowkey   MLS ID: O6396220

    For Sale O6396220 - 2874 STANZA CT, KISSIMMEE, FL 34746 48 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4411
       Built: 2019
    Monthly Fee: $542
       Tax: $10,028 (2024)
    Community: Cove/Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,309 (change assumption)
    Mortgage ($4,931) + Fees ($542) + Taxes in 2024 ($836)


    Taxes:$10,028

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 931 VAN LOON CT, KISSIMMEE, FL 34758

    $195,0005 Days on yellowkey   MLS ID: TB8494744

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale TB8494744 - 931 VAN LOON CT, KISSIMMEE, FL 34758 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1609
       Built: 2004
    Monthly Fee: $100
       Tax: $4,068 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,507 (change assumption)
    Mortgage ($1,068) + Fees ($100) + Taxes in 2025 ($339)


    Taxes:$4,068

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 317 AZINCOURT LN, KISSIMMEE, FL 34759

    $309,7005 Days on yellowkey   MLS ID: OM722270

    For Sale OM722270 - 317 AZINCOURT LN, KISSIMMEE, FL 34759 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2162
       Built: 2002
    Monthly Fee: $100
       Tax: $4,270 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,153 (change assumption)
    Mortgage ($1,697) + Fees ($100) + Taxes in 2025 ($356)


    Taxes:$4,270

    Elementary School: Chestnut Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 658 HUDSON ST, KISSIMMEE, FL 34741

    $279,000186 Days on yellowkey   MLS ID: S5136343

    For Sale S5136343 - 658 HUDSON ST, KISSIMMEE, FL 34741 2 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1176
       Built: 1948   Tax: $1,231 (2024)
    Community: Eureka
    Single Family


    Estimated Monthly Payment: $1,631 (change assumption)
    Mortgage ($1,529) + Taxes in 2024 ($103)


    Taxes:$1,231

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2957 SIMILE ST, KISSIMMEE, FL 34746

    $459,900143 Days on yellowkey   MLS ID: O6359620

    4 Days Off yellowkey (back on 4/13/2026)

    For Sale O6359620 - 2957 SIMILE ST, KISSIMMEE, FL 34746 67 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2021
    Monthly Fee: $259
       Tax: $8,326 (2024)
    Community: Cove At Storey Lake 4
    Townhouse


    Estimated Monthly Payment: $3,473 (change assumption)
    Mortgage ($2,520) + Fees ($259) + Taxes in 2024 ($694)


    Taxes:$8,326

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2644 ROADSTER LN, KISSIMMEE, FL 34746

    $249,99912 Days on yellowkey   MLS ID: S5146961

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale S5146961 - 2644 ROADSTER LN, KISSIMMEE, FL 34746 65 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1350
       Built: 2015
    Monthly Fee: $435
       Tax: $4,226 (2025)
    Community: Regal Oaks
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,157 (change assumption)
    Mortgage ($1,370) + Fees ($435) + Taxes in 2025 ($352)


    Taxes:$4,226

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3927 PORT SEA PL, KISSIMMEE, FL 34746

    $335,000423 Days on yellowkey   MLS ID: O6280789

    SHORT SALE O6280789 - 3927 PORT SEA PL, KISSIMMEE, FL 34746 3 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2006
    Monthly Fee: $339
       Tax: $4,942 (2024)
    Community: Isles/Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,586 (change assumption)
    Mortgage ($1,836) + Fees ($339) + Taxes in 2024 ($412)


    Taxes:$4,942

    Elementary School: Discovery Intermedia (4-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4004 SAN GALLO DR #104, KISSIMMEE, FL 34741

    $259,000132 Days on yellowkey   MLS ID: S5139474

    For Sale S5139474 - 4004 SAN GALLO DR #104, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $495
       Tax: $3,226 (2024)
    Community: Venetian Bay Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($1,419) + Fees ($495) + Taxes in 2024 ($269)


    Taxes:$3,226

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1928 ROCK MAPLE BND, KISSIMMEE, FL 34746

    $459,0005 Days on yellowkey   MLS ID: S5147167

    For Sale S5147167 - 1928 ROCK MAPLE BND, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2024
    Monthly Fee: $157
       Tax: $7,540 (2025)
    Community: Storey Creek Ph 3B & 4
    Single Family


    Estimated Monthly Payment: $3,300 (change assumption)
    Mortgage ($2,515) + Fees ($157) + Taxes in 2025 ($628)


    Taxes:$7,540

    Elementary School: Pleasant Hill Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4418 WHITE OAK CIR, KISSIMMEE, FL 34746

    $449,900Listed 04/13/2026 10:55AM   MLS ID: TB8496383

    For Sale TB8496383 - 4418 WHITE OAK CIR, KISSIMMEE, FL 34746 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2064
       Built: 1994   Tax: $5,445 (2025)
    Community: Whispering Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,465) + Taxes in 2025 ($454)


    Taxes:$5,445

    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.