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Kissimmee Homes For Sale & Real Estate - 2577 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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  • 1020 SIENA PARK BLVD W #304, KISSIMMEE, FL 34747

    $289,000326 Days on yellowkey   MLS ID: S5127689

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

    For Sale S5127689 - 1020 SIENA PARK BLVD W #304, KISSIMMEE, FL 34747 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1032
       Built: 2001
    Monthly Fee: $254
       Tax: $3,789 (2024)
    Community: Siena At Celebration Condo A
    Condo


    Estimated Monthly Payment: $2,153 (change assumption)
    Mortgage ($1,584) + Fees ($254) + Taxes in 2024 ($316)


    Taxes:$3,789

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3240 CUPID PL, KISSIMMEE, FL 34747

    $299,99945 Days on yellowkey   MLS ID: S5145185

    For Sale S5145185 - 3240 CUPID PL, KISSIMMEE, FL 34747 62 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1694
       Built: 2018
    Monthly Fee: $575
       Tax: $4,546 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($1,644) + Fees ($575) + Taxes in 2025 ($379)


    Taxes:$4,546

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2200 SAN VITTORINO CIR #104, KISSIMMEE, FL 34741

    $195,00082 Days on yellowkey   MLS ID: S5142427

    For Sale S5142427 - 2200 SAN VITTORINO CIR #104, KISSIMMEE, FL 34741 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2004
    Monthly Fee: $497
       Tax: $3,583 (2025)
    Community: Venetian Bay Village Condo Ph 2
    Condo


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,068) + Fees ($497) + Taxes in 2025 ($299)


    Taxes:$3,583

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741

    $220,00082 Days on yellowkey   MLS ID: S5142432

    For Sale S5142432 - 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741 22 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $497
       Tax: $4,082 (2025)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,205) + Fees ($497) + Taxes in 2025 ($340)


    Taxes:$4,082

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 505 KILIMANJARO DR, KISSIMMEE, FL 34758

    $175,00024 Days on yellowkey   MLS ID: S5146025

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

    For Sale S5146025 - 505 KILIMANJARO DR, KISSIMMEE, FL 34758 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1176
       Built: 1988
    Monthly Fee: $100
       Tax: $910 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,135 (change assumption)
    Mortgage ($959) + Fees ($100) + Taxes in 2025 ($76)


    Taxes:$910

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 339 CAMELLIA CT, KISSIMMEE, FL 34759

    $220,000443 Days on yellowkey   MLS ID: O6276551

    For Sale O6276551 - 339 CAMELLIA CT, KISSIMMEE, FL 34759 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2017
    Monthly Fee: $22
       Tax: $410 (2024)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,262 (change assumption)
    Mortgage ($1,205) + Fees ($22) + Taxes in 2024 ($34)


    Taxes:$410

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $534,90037 Days on yellowkey   MLS ID: S5145799

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,403 (change assumption)
    Mortgage ($2,931) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1006 PLANTATION DR #F12, KISSIMMEE, FL 34741

    $190,000487 Days on yellowkey   MLS ID: S5117284

    For Sale S5117284 - 1006 PLANTATION DR #F12, KISSIMMEE, FL 34741 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 872
       Built: 1970
    Monthly Fee: $212
       Tax: $260 (2023)
    Community: Terra Condo
    Condo


    Estimated Monthly Payment: $1,275 (change assumption)
    Mortgage ($1,041) + Fees ($212) + Taxes in 2023 ($22)


    Taxes:$260

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2911 ORANGE HAVEN WAY, KISSIMMEE, FL 34746

    $369,90033 Days on yellowkey   MLS ID: S5146027

    For Sale S5146027 - 2911 ORANGE HAVEN WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2014
    Monthly Fee: $18
       Tax: $4,323 (2025)
    Community: Orangebranch Bay
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,027) + Fees ($18) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2424 VARENNA LOOP, KISSIMMEE, FL 34741

    $675,00070 Days on yellowkey   MLS ID: O6380818

    For Sale O6380818 - 2424 VARENNA LOOP, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2351
       Built: 2020
    Monthly Fee: $208
       Tax: $7,544 (2024)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $4,535 (change assumption)
    Mortgage ($3,699) + Fees ($208) + Taxes in 2024 ($629)


    Taxes:$7,544

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 547 MARCELLO BLVD, KISSIMMEE, FL 34746

    $740,000222 Days on yellowkey   MLS ID: O6342893

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

    For Sale O6342893 - 547 MARCELLO BLVD, KISSIMMEE, FL 34746 99 photos

    Bed: 9   Bath: 7.0   Gar: 2
    Liv Area Sq Ft: 3979
       Built: 2017
    Monthly Fee: $400
       Tax: $11,271 (2024)
    Community: Bellavida Ph 2B
    Single Family


    Estimated Monthly Payment: $5,394 (change assumption)
    Mortgage ($4,055) + Fees ($400) + Taxes in 2024 ($939)


    Taxes:$11,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 667 BAY LEAF DR, KISSIMMEE, FL 34759

    $190,00072 Days on yellowkey   MLS ID: O6380636

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

    SHORT SALE O6380636 - 667 BAY LEAF DR, KISSIMMEE, FL 34759 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1635
       Built: 2023
    Monthly Fee: $270
       Tax: $3,736 (2025)
    Community: Tuscany Preservie Ph 4
    Townhouse


    Estimated Monthly Payment: $1,622 (change assumption)
    Mortgage ($1,041) + Fees ($270) + Taxes in 2025 ($311)


    Taxes:$3,736

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4565 CABELLO LOOP, KISSIMMEE, FL 34746

    $640,00066 Days on yellowkey   MLS ID: S5143502

    REDUCED by $10,000 (1.5%) on 04/02/2026

    For Sale S5143502 - 4565 CABELLO LOOP, KISSIMMEE, FL 34746 33 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $346
       Tax: $8,409 (2024)
    Community: Bellavida Ph 2B
    Single Family


    Estimated Monthly Payment: $4,554 (change assumption)
    Mortgage ($3,507) + Fees ($346) + Taxes in 2024 ($701)


    Taxes:$8,409

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 336 CERVANTES DR #336, KISSIMMEE, FL 34743

    $230,00019 Days on yellowkey   MLS ID: S5146784

    For Sale S5146784 - 336 CERVANTES DR #336, KISSIMMEE, FL 34743 24 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1120
       Built: 2005
    Monthly Fee: $232
       Tax: $2,571 (2025)
    Community: Rio Hills Townhouses
    Townhouse


    Estimated Monthly Payment: $1,706 (change assumption)
    Mortgage ($1,260) + Fees ($232) + Taxes in 2025 ($214)


    Taxes:$2,571

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8951 HILTON RIDGE AVE, KISSIMMEE, FL 34747

    $699,50046 Days on yellowkey   MLS ID: S5143223

    REDUCED by $75,000 (9.7%) on 04/02/2026

    For Sale S5143223 - 8951 HILTON RIDGE AVE, KISSIMMEE, FL 34747 38 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4169
       Built: 2020
    Monthly Fee: $727
       Tax: $10,800 (2025)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $5,460 (change assumption)
    Mortgage ($3,833) + Fees ($727) + Taxes in 2025 ($900)


    Taxes:$10,800

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1608 BARBERRY DR, KISSIMMEE, FL 34744

    $559,00081 Days on yellowkey   MLS ID: S5142703

    For Sale S5142703 - 1608 BARBERRY DR, KISSIMMEE, FL 34744 86 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $9,049 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,828 (change assumption)
    Mortgage ($3,063) + Fees ($11) + Taxes in 2025 ($754)


    Taxes:$9,049

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 198 N LAKE CT, KISSIMMEE, FL 34743

    $389,90053 Days on yellowkey   MLS ID: S5144435

    For Sale S5144435 - 198 N LAKE CT, KISSIMMEE, FL 34743 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 1987   Tax: $4,671 (2025)
    Community: Bvl Briarwood Village Tr 1
    Single Family


    Estimated Monthly Payment: $2,526 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($389)


    Taxes:$4,671

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $455,701138 Days on yellowkey   MLS ID: O6364319

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

    REDUCED by $27,000 (5.6%) on 03/31/2026

    For Sale O6364319 - 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2025
    Monthly Fee: $10

    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,497) + Fees ($10) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • KISSIMMEE, FL 34743

    $410,00058 Days on yellowkey   MLS ID: O6383300

    0 Days Off yellowkey (back on 2/20/2026)

    For Sale O6383300 - KISSIMMEE, FL 34743 5 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 1988   Tax: $1,944 (2025)
    Community: Bvl Briarwood Village Tr 3
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($162)


    Taxes:$1,944

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $494,90086 Days on yellowkey   MLS ID: L4958851

    For Sale L4958851 - 4424 SILVER CREEK ST, KISSIMMEE, FL 34744 28 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2019
    Monthly Fee: $123
       Tax: $6,332 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Single Family


    Estimated Monthly Payment: $3,362 (change assumption)
    Mortgage ($2,712) + Fees ($123) + Taxes in 2025 ($528)


    Taxes:$6,332

    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.