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Kissimmee Homes For Sale & Real Estate - 3183 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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  • 2617 TEESIDE CT, KISSIMMEE, FL 34746

    $520,000118 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

    $760,000288 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

    $425,000169 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


  • 2333 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $299,000225 Days on yellowkey   MLS ID: O6353380

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

    REDUCED by $999 (0.3%) on 04/25/2026

    For Sale O6353380 - 2333 PEBBLE BROOK RD, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $2,216 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $1,867 (change assumption)
    Mortgage ($1,638) + Fees ($44) + Taxes in 2024 ($185)


    Taxes:$2,216

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2355 SILVER PALM DR, KISSIMMEE, FL 34747

    $300,000204 Days on yellowkey   MLS ID: O6357317

    REDUCED by $10,000 (3.2%) on 05/01/2026

    For Sale O6357317 - 2355 SILVER PALM DR, KISSIMMEE, FL 34747 44 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2003
    Monthly Fee: $200
       Tax: $3,657 (2024)
    Community: Windsor Palms Twnhms Ph 3A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,644) + Fees ($200) + Taxes in 2024 ($305)


    Taxes:$3,657

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 480 LASSO DR, KISSIMMEE, FL 34747

    $549,000383 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

    $299,00041 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

    $308,00046 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

    $265,00036 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

    $319,90027 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

    $330,00085 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

    $525,000584 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

    $375,00059 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

    $269,00085 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

    $230,000421 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


  • 875 FRASER DR, KISSIMMEE, FL 34759

    $319,500200 Days on yellowkey   MLS ID: O6356502

    For Sale O6356502 - 875 FRASER DR, KISSIMMEE, FL 34759 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2018
    Monthly Fee: $90
       Tax: $3,854 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,162 (change assumption)
    Mortgage ($1,751) + Fees ($90) + Taxes in 2024 ($321)


    Taxes:$3,854

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3052 GATSBY ST, KISSIMMEE, FL 34746

    $550,000158 Days on yellowkey   MLS ID: O6367814

    For Sale O6367814 - 3052 GATSBY ST, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2017
    Monthly Fee: $523
       Tax: $7,479 (2024)
    Community: Storey Lake Ph 2
    Townhouse


    Estimated Monthly Payment: $4,160 (change assumption)
    Mortgage ($3,014) + Fees ($523) + Taxes in 2024 ($623)


    Taxes:$7,479

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3077 SEAVIEW CASTLE DR, KISSIMMEE, FL 34746

    $310,00054 Days on yellowkey   MLS ID: O6396448

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

    For Sale O6396448 - 3077 SEAVIEW CASTLE DR, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1540
       Built: 2010
    Monthly Fee: $272
       Tax: $1,705 (2025)
    Community: Compass Bay Unit 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($1,699) + Fees ($272) + Taxes in 2025 ($142)


    Taxes:$1,705

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 308 CIMARRON CT, KISSIMMEE, FL 34759

    $280,00046 Days on yellowkey   MLS ID: O6398697

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

    REDUCED by $9,000 (3.1%) on 04/23/2026

    For Sale O6398697 - 308 CIMARRON CT, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2131
       Built: 2006
    Monthly Fee: $90
       Tax: $3,741 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,534) + Fees ($90) + Taxes in 2025 ($312)


    Taxes:$3,741

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 142 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $299,90036 Days on yellowkey   MLS ID: O6401654

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

    For Sale O6401654 - 142 BIRMINGHAM DR, KISSIMMEE, FL 34758 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2162
       Built: 2003
    Monthly Fee: $100
       Tax: $4,295 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,101 (change assumption)
    Mortgage ($1,643) + Fees ($100) + Taxes in 2025 ($358)


    Taxes:$4,295

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate




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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.