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Kissimmee Homes For Sale & Real Estate - 3146 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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  • 9061 TREASURE TROVE LN #204, KISSIMMEE, FL 34747

    $289,90027 Days on yellowkey   MLS ID: O6404257

    For Sale O6404257 - 9061 TREASURE TROVE LN #204, KISSIMMEE, FL 34747 9 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 2007
    Monthly Fee: $843
       Tax: $3,894 (2025)
    Community: Caribe Cove Ph 05 Condo
    Condo


    Estimated Monthly Payment: $2,756 (change assumption)
    Mortgage ($1,588) + Fees ($843) + Taxes in 2025 ($325)


    Taxes:$3,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2665 MILL RUN BLVD, KISSIMMEE, FL 34744

    $327,50027 Days on yellowkey   MLS ID: O6404497

    FORECLOSURE O6404497 - 2665 MILL RUN BLVD, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1282
       Built: 1986   Tax: $1,712 (2025)
    Community: Mill Run Un 5
    Single Family


    Estimated Monthly Payment: $1,937 (change assumption)
    Mortgage ($1,794) + Taxes in 2025 ($143)


    Taxes:$1,712

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3301 WHITESTONE CIR #205, KISSIMMEE, FL 34741

    $239,00027 Days on yellowkey   MLS ID: S5149024

    For Sale S5149024 - 3301 WHITESTONE CIR #205, KISSIMMEE, FL 34741 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1433
       Built: 2006
    Monthly Fee: $399
       Tax: $4,222 (2025)
    Community: Flora Ridge Condo Ph
    Condo


    Estimated Monthly Payment: $2,060 (change assumption)
    Mortgage ($1,310) + Fees ($399) + Taxes in 2025 ($352)


    Taxes:$4,222

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2511 BRIGHT JEWEL ST, KISSIMMEE, FL 34746

    $360,00027 Days on yellowkey   MLS ID: S5148888

    For Sale S5148888 - 2511 BRIGHT JEWEL ST, KISSIMMEE, FL 34746 6 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2024
    Monthly Fee: $289
       Tax: $4,939 (2025)
    Community: Cypress Cay Ph 2
    Townhouse


    Estimated Monthly Payment: $2,673 (change assumption)
    Mortgage ($1,973) + Fees ($289) + Taxes in 2025 ($412)


    Taxes:$4,939

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4355 HAZEL ST, KISSIMMEE, FL 34746

    $367,00027 Days on yellowkey   MLS ID: S5148802

    For Sale S5148802 - 4355 HAZEL ST, KISSIMMEE, FL 34746 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1408
       Built: 2025
    Monthly Fee: $130
       Tax: $346 (2025)
    Community: Evergreen Park
    Townhouse


    Estimated Monthly Payment: $2,170 (change assumption)
    Mortgage ($2,011) + Fees ($130) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2614 CALISTOGA AVE, KISSIMMEE, FL 34741

    $664,90080 Days on yellowkey   MLS ID: O6390234

    REDUCED by $25,000 (3.6%) on 05/06/2026

    For Sale O6390234 - 2614 CALISTOGA AVE, KISSIMMEE, FL 34741 71 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3248
       Built: 2017   Tax: $10,941 (2025)
    Community: Sonoma Resort At Tapestry Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,555 (change assumption)
    Mortgage ($3,643) + Taxes in 2025 ($912)


    Taxes:$10,941

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1146 BOARDWALK PL, KISSIMMEE, FL 34747

    $390,000490 Days on yellowkey   MLS ID: O6275103

    For Sale O6275103 - 1146 BOARDWALK PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2023
    Monthly Fee: $94
       Tax: $3,186 (2024)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $2,496 (change assumption)
    Mortgage ($2,137) + Fees ($94) + Taxes in 2024 ($266)


    Taxes:$3,186

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: None


  • 2617 TEESIDE CT, KISSIMMEE, FL 34746

    $520,000120 Days on yellowkey   MLS ID: S5142892

    For Sale S5142892 - 2617 TEESIDE CT, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2939
       Built: 1997
    Monthly Fee: $21
       Tax: $4,090 (2025)
    Community: Overoaks Rep 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,211 (change assumption)
    Mortgage ($2,849) + Fees ($21) + Taxes in 2025 ($341)


    Taxes:$4,090

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8904 TROPICAL HAVEN CT, KISSIMMEE, FL 34747

    $760,000290 Days on yellowkey   MLS ID: O6336265

    REDUCED by $5,000 (0.7%) on 05/05/2026

    For Sale O6336265 - 8904 TROPICAL HAVEN CT, KISSIMMEE, FL 34747 28 photos

    Bed: 8   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4166
       Built: 2022
    Monthly Fee: $250
       Tax: $11,911 (2024)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $5,407 (change assumption)
    Mortgage ($4,164) + Fees ($250) + Taxes in 2024 ($993)


    Taxes:$11,911

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2000 WESTBOROUGH LN, KISSIMMEE, FL 34746

    $425,000171 Days on yellowkey   MLS ID: O6366926

    0 Days Off yellowkey (back on 5/5/2026)

    For Sale O6366926 - 2000 WESTBOROUGH LN, KISSIMMEE, FL 34746 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 2013
    Monthly Fee: $75
       Tax: $3,420 (2024)
    Community: Eagle Lake Ph 4A
    Single Family


    Estimated Monthly Payment: $2,689 (change assumption)
    Mortgage ($2,329) + Fees ($75) + Taxes in 2024 ($285)


    Taxes:$3,420

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 480 LASSO DR, KISSIMMEE, FL 34747

    $549,000385 Days on yellowkey   MLS ID: O6307034

    For Sale O6307034 - 480 LASSO DR, KISSIMMEE, FL 34747 45 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2016
    Monthly Fee: $777
       Tax: $8,469 (2024)
    Community: Encore At Reunion
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,491 (change assumption)
    Mortgage ($3,008) + Fees ($777) + Taxes in 2024 ($706)


    Taxes:$8,469

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 531 GLADE CT, KISSIMMEE, FL 34758

    $299,00043 Days on yellowkey   MLS ID: L4961195

    SHORT SALE L4961195 - 531 GLADE CT, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1872
       Built: 2022
    Monthly Fee: $81
       Tax: $3,897 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,638) + Fees ($81) + Taxes in 2025 ($325)


    Taxes:$3,897

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2831 OAKWATER DR #2831, KISSIMMEE, FL 34747

    $308,00048 Days on yellowkey   MLS ID: O6398829

    INCREASED by $9,000 (3.0%) on 04/16/2026

    For Sale O6398829 - 2831 OAKWATER DR #2831, KISSIMMEE, FL 34747 38 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1427
       Built: 2007
    Monthly Fee: $499
       Tax: $3,794 (2025)
    Community: Oakwater Condo Ph 20-23
    Condo


    Estimated Monthly Payment: $2,503 (change assumption)
    Mortgage ($1,688) + Fees ($499) + Taxes in 2025 ($316)


    Taxes:$3,794

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4005 SAN SABASTIAN DR #107, KISSIMMEE, FL 34741

    $265,00038 Days on yellowkey   MLS ID: O6401950

    For Sale O6401950 - 4005 SAN SABASTIAN DR #107, KISSIMMEE, FL 34741 46 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $516
       Tax: $4,066 (2025)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,307 (change assumption)
    Mortgage ($1,452) + Fees ($516) + Taxes in 2025 ($339)


    Taxes:$4,066

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1604 VINTAGE ST, KISSIMMEE, FL 34746

    $319,90029 Days on yellowkey   MLS ID: S5149100

    For Sale S5149100 - 1604 VINTAGE ST, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1216
       Built: 2005   Tax: $2,478 (2025)
    Community: Acreage & Unrec
    Manufactured Home


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($207)


    Taxes:$2,478

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8947 SHINE DR, KISSIMMEE, FL 34747

    $330,00087 Days on yellowkey   MLS ID: O6388623

    For Sale O6388623 - 8947 SHINE DR, KISSIMMEE, FL 34747 36 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: $2,762 (change assumption)
    Mortgage ($1,808) + Fees ($575) + Taxes in 2025 ($379)


    Taxes:$4,546

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8860 CANDY PALM RD, KISSIMMEE, FL 34747

    $525,000586 Days on yellowkey   MLS ID: S5114396

    For Sale S5114396 - 8860 CANDY PALM RD, KISSIMMEE, FL 34747 37 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2012
    Monthly Fee: $623
       Tax: $7,778 (2023)
    Community: Paradise Palms Resort Ph 2
    Single Family


    Estimated Monthly Payment: $4,148 (change assumption)
    Mortgage ($2,877) + Fees ($623) + Taxes in 2023 ($648)


    Taxes:$7,778

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3058 PIRATE WAY, KISSIMMEE, FL 34747

    $375,00061 Days on yellowkey   MLS ID: O6394128

    0 Days Off yellowkey (back on 5/5/2026)

    SHORT SALE O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1305
       Built: 2018
    Monthly Fee: $468
       Tax: $9,460 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,055) + Fees ($468) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 605 CADILLAC BLVD, KISSIMMEE, FL 34741

    $269,00087 Days on yellowkey   MLS ID: O6381749

    For Sale O6381749 - 605 CADILLAC BLVD, KISSIMMEE, FL 34741 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1404
       Built: 2001   Tax: $2,063 (2025)
    Community: Tropical Park Unit 1
    Manufactured Home


    Estimated Monthly Payment: $1,646 (change assumption)
    Mortgage ($1,474) + Taxes in 2025 ($172)


    Taxes:$2,063

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1122 SPACEPORT CT, KISSIMMEE, FL 34741

    $230,000423 Days on yellowkey   MLS ID: S5124158

    REDUCED by $20,000 (8.0%) on 05/05/2026

    For Sale S5124158 - 1122 SPACEPORT CT, KISSIMMEE, FL 34741 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1052
       Built: 1983
    Monthly Fee: $900
       Tax: $2,519 (2024)
    Community: Fantasyworld Club Villas Unit 1
    Townhouse


    Estimated Monthly Payment: $2,370 (change assumption)
    Mortgage ($1,260) + Fees ($900) + Taxes in 2024 ($210)


    Taxes:$2,519

    Elementary School: Kissimmee Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Kissimmee Middle




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

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.