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Kissimmee Homes For Sale & Real Estate - 3166 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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  • 3050 PIRATES RETREAT CT #408, KISSIMMEE, FL 34747

    $204,90027 Days on yellowkey   MLS ID: O6404877

    For Sale O6404877 - 3050 PIRATES RETREAT CT #408, KISSIMMEE, FL 34747 80 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007
    Monthly Fee: $799
       Tax: $3,275 (2024)
    Community: Caribe Cove Ph 02 Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,123) + Fees ($799) + Taxes in 2024 ($273)


    Taxes:$3,275

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 1636 BARBERRY DR, KISSIMMEE, FL 34744

    $560,00099 Days on yellowkey   MLS ID: S5144068

    For Sale S5144068 - 1636 BARBERRY DR, KISSIMMEE, FL 34744 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $7,432 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($619)


    Taxes:$7,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8505 PALM HARBOR DR, KISSIMMEE, FL 34747

    $524,900Listed 06/02/2026 4:03PM   MLS ID: O6412850

    For Sale O6412850 - 8505 PALM HARBOR DR, KISSIMMEE, FL 34747 47 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,996 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,574 (change assumption)
    Mortgage ($2,876) + Fees ($115) + Taxes in 2025 ($583)


    Taxes:$6,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741

    $345,00025 Days on yellowkey   MLS ID: S5149525

    For Sale S5149525 - 3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2000
    Monthly Fee: $342
       Tax: $4,615 (2025)
    Community: Sterling Park At Stonefield
    Townhouse


    Estimated Monthly Payment: $2,617 (change assumption)
    Mortgage ($1,890) + Fees ($342) + Taxes in 2025 ($385)


    Taxes:$4,615

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2461 AVIAN LOOP, KISSIMMEE, FL 34741

    $499,900Listed 06/02/2026 11:03AM   MLS ID: S5150978

    For Sale S5150978 - 2461 AVIAN LOOP, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2020
    Monthly Fee: $173
       Tax: $7,966 (2025)
    Community: Tapestry Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,576 (change assumption)
    Mortgage ($2,739) + Fees ($173) + Taxes in 2025 ($664)


    Taxes:$7,966

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1114 N FORREST AVE, KISSIMMEE, FL 34741

    $282,000Listed 06/02/2026 11:11AM   MLS ID: O6411680

    For Sale O6411680 - 1114 N FORREST AVE, KISSIMMEE, FL 34741 16 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1054
       Built: 1972   Tax: $3,747 (2025)
    Community: Magnolia Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,545) + Taxes in 2025 ($312)


    Taxes:$3,747

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $335,500272 Days on yellowkey   MLS ID: O6341345

    REDUCED by $400 (0.1%) on 06/02/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 24 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $534 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $1,927 (change assumption)
    Mortgage ($1,838) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 28 BOLTON CT, KISSIMMEE, FL 34758

    $279,90020 Days on yellowkey   MLS ID: S5149830

    For Sale S5149830 - 28 BOLTON CT, KISSIMMEE, FL 34758 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 2019
    Monthly Fee: $90
       Tax: $4,291 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,981 (change assumption)
    Mortgage ($1,534) + Fees ($90) + Taxes in 2025 ($358)


    Taxes:$4,291

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 8900 SYDNEY AVE, KISSIMMEE, FL 34747

    $439,00039 Days on yellowkey   MLS ID: O6401749

    For Sale O6401749 - 8900 SYDNEY AVE, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $591
       Tax: $5,607 (2025)
    Community: Windsor At Westside
    Townhouse


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,405) + Fees ($591) + Taxes in 2025 ($467)


    Taxes:$5,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744

    $627,1104 Days on yellowkey   MLS ID: O6412075

    For Sale O6412075 - 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3598
       Built: 2026
    Monthly Fee: $42
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,589 (change assumption)
    Mortgage ($3,436) + Fees ($42) + Taxes in 2025 ($111)


    Taxes:$1,329

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 7651 AMAZONAS ST, KISSIMMEE, FL 34747

    $445,990Listed 06/02/2026 3:18PM   MLS ID: O6413041

    For Sale O6413041 - 7651 AMAZONAS ST, KISSIMMEE, FL 34747 27 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2396
       Built: 2015
    Monthly Fee: $637
       Tax: $5,396 (2025)
    Community: Magic Village Yards
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,530 (change assumption)
    Mortgage ($2,444) + Fees ($637) + Taxes in 2025 ($450)


    Taxes:$5,396

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $415,00081 Days on yellowkey   MLS ID: O6390445

    REDUCED by $10,000 (2.4%) on 05/26/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,274) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2947 LANGDON LN S, KISSIMMEE, FL 34741

    $330,000110 Days on yellowkey   MLS ID: S5143730

    REDUCED by $9,000 (2.7%) on 05/29/2026

    For Sale S5143730 - 2947 LANGDON LN S, KISSIMMEE, FL 34741 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1749
       Built: 2005
    Monthly Fee: $240
       Tax: $5,015 (2025)
    Community: Townhomes Of Flora Ridge Ph 2
    Townhouse


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($1,808) + Fees ($240) + Taxes in 2025 ($418)


    Taxes:$5,015

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3022 WHITE ORCHID RD, KISSIMMEE, FL 34747

    $414,900Listed 06/02/2026 2:15PM   MLS ID: O6412639

    For Sale O6412639 - 3022 WHITE ORCHID RD, KISSIMMEE, FL 34747 38 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2007
    Monthly Fee: $594
       Tax: $4,477 (2025)
    Community: Encantada Ph 2
    Townhouse


    Estimated Monthly Payment: $3,240 (change assumption)
    Mortgage ($2,273) + Fees ($594) + Taxes in 2025 ($373)


    Taxes:$4,477

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2959 BANANA PALM DR, KISSIMMEE, FL 34747

    $349,900Listed 06/02/2026 1:45PM   MLS ID: G5112991

    For Sale G5112991 - 2959 BANANA PALM DR, KISSIMMEE, FL 34747 77 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2015
    Monthly Fee: $805
       Tax: $5,100 (2025)
    Community: Paradise Pallms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,147 (change assumption)
    Mortgage ($1,917) + Fees ($805) + Taxes in 2025 ($425)


    Taxes:$5,100

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2745 N POINCIANA BLVD #68, KISSIMMEE, FL 34746

    $214,900134 Days on yellowkey   MLS ID: O6374974

    REDUCED by $4,100 (1.9%) on 05/21/2026

    For Sale O6374974 - 2745 N POINCIANA BLVD #68, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1990
    Monthly Fee: $545
       Tax: $3,015 (2025)
    Community: Villas At Somerset
    Condo


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,178) + Fees ($545) + Taxes in 2025 ($251)


    Taxes:$3,015

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 191 LASSO DR, KISSIMMEE, FL 34747

    $795,000238 Days on yellowkey   MLS ID: O6350262

    3 Days Off yellowkey (back on 3/12/2026)

    For Sale O6350262 - 191 LASSO DR, KISSIMMEE, FL 34747 63 photos

    Bed: 10   Bath: 10.0
    Liv Area Sq Ft: 4683
       Built: 2015
    Monthly Fee: $784
       Tax: $15,578 (2024)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,438 (change assumption)
    Mortgage ($4,356) + Fees ($784) + Taxes in 2024 ($1,298)


    Taxes:$15,578

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3899 MOUNT VERNON WAY, KISSIMMEE, FL 34741

    $623,900377 Days on yellowkey   MLS ID: S5127354

    For Sale S5127354 - 3899 MOUNT VERNON WAY, KISSIMMEE, FL 34741 56 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3509
       Built: 2015
    Monthly Fee: $80
       Tax: $8,657 (2024)
    Community: Preserve At Tapestry Ph 3 & 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,220 (change assumption)
    Mortgage ($3,419) + Fees ($80) + Taxes in 2024 ($721)


    Taxes:$8,657

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90023 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 378 BUTTONWOOD DR, KISSIMMEE, FL 34743

    $349,9003 Days on yellowkey   MLS ID: O6410901

    For Sale O6410901 - 378 BUTTONWOOD DR, KISSIMMEE, FL 34743 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1984   Tax: $4,690 (2026)
    Community: Bvl Unit 7 6Th Add
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,917) + Taxes in 2026 ($391)


    Taxes:$4,690

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2026

    Middle School: Parkway 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.