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Kissimmee Homes For Sale & Real Estate - 3273 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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  • 87 FLORIDA PKWY, KISSIMMEE, FL 34743

    $325,00036 Days on yellowkey   MLS ID: O6405038

    1 Days Off yellowkey (back on 6/7/2026)

    REDUCED by $10,000 (3.0%) on 06/04/2026

    For Sale O6405038 - 87 FLORIDA PKWY, KISSIMMEE, FL 34743 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1312
       Built: 1986   Tax: $2,023 (2025)
    Community: Bvl Unit 11 3Rd Add
    Single Family


    Estimated Monthly Payment: $1,949 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($169)


    Taxes:$2,023

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2774 ALMATON LOOP #402, KISSIMMEE, FL 34747

    $269,000176 Days on yellowkey   MLS ID: O6368621

    REDUCED by $10,000 (3.6%) on 06/07/2026

    For Sale O6368621 - 2774 ALMATON LOOP #402, KISSIMMEE, FL 34747 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1081
       Built: 2005   Tax: $3,368 (2024)
    Community: Ventura At Windsor Hills Condo Ph 3
    Condo


    Estimated Monthly Payment: $1,755 (change assumption)
    Mortgage ($1,474) + Taxes in 2024 ($281)


    Taxes:$3,368

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 902 N THACKER AVE, KISSIMMEE, FL 34741

    $314,00086 Days on yellowkey   MLS ID: O6392187

    REDUCED by $15,990 (4.8%) on 06/07/2026

    For Sale O6392187 - 902 N THACKER AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1956   Tax: $4,636 (2025)
    Community: Orange Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,107 (change assumption)
    Mortgage ($1,721) + Taxes in 2025 ($386)


    Taxes:$4,636

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 312 LA PAZ DR, KISSIMMEE, FL 34743

    $284,00057 Days on yellowkey   MLS ID: L4961194

    REDUCED by $6,000 (2.1%) on 06/07/2026

    For Sale L4961194 - 312 LA PAZ DR, KISSIMMEE, FL 34743 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1981   Tax: $3,627 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,556) + Taxes in 2025 ($302)


    Taxes:$3,627

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1979 CACUTTA WAY, KISSIMMEE, FL 34744

    $409,900148 Days on yellowkey   MLS ID: O6374518

    REDUCED by $5,100 (1.2%) on 06/07/2026

    For Sale O6374518 - 1979 CACUTTA WAY, KISSIMMEE, FL 34744 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2022
    Monthly Fee: $11
       Tax: $6,900 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,832 (change assumption)
    Mortgage ($2,246) + Fees ($11) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8535 BAY LILLY LOOP, KISSIMMEE, FL 34747

    $390,000145 Days on yellowkey   MLS ID: S5141962

    For Sale S5141962 - 8535 BAY LILLY LOOP, KISSIMMEE, FL 34747 57 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2006
    Monthly Fee: $594
       Tax: $4,354 (2026)
    Community: Encantada Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,094 (change assumption)
    Mortgage ($2,137) + Fees ($594) + Taxes in 2026 ($363)


    Taxes:$4,354

    Elementary School: Westside Elem

    High School: None

    Tax Year: 2026

    Middle School: Kissimmee Middle


  • 3050 WHITE ORCHID RD, KISSIMMEE, FL 34747

    $289,00010 Days on yellowkey   MLS ID: S5150815

    For Sale S5150815 - 3050 WHITE ORCHID RD, KISSIMMEE, FL 34747 65 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1161
       Built: 2012
    Monthly Fee: $594
       Tax: $3,538 (2025)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,472 (change assumption)
    Mortgage ($1,584) + Fees ($594) + Taxes in 2025 ($295)


    Taxes:$3,538

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8815 DUNES CT #105, KISSIMMEE, FL 34747

    $219,90029 Days on yellowkey   MLS ID: O6407721

    For Sale O6407721 - 8815 DUNES CT #105, KISSIMMEE, FL 34747 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1048
       Built: 2000
    Monthly Fee: $533
       Tax: $2,911 (2025)
    Community: Legacy Dunes
    Spa: No

    Condo


    Estimated Monthly Payment: $1,980 (change assumption)
    Mortgage ($1,205) + Fees ($533) + Taxes in 2025 ($243)


    Taxes:$2,911

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 20 ANDORA CT, KISSIMMEE, FL 34758

    $339,00045 Days on yellowkey   MLS ID: O6403083

    REDUCED by $10,900 (3.1%) on 06/02/2026

    For Sale O6403083 - 20 ANDORA CT, KISSIMMEE, FL 34758 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2006
    Monthly Fee: $103
       Tax: $4,790 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,360 (change assumption)
    Mortgage ($1,857) + Fees ($103) + Taxes in 2025 ($399)


    Taxes:$4,790

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1740 SWEETGRASS CT, KISSIMMEE, FL 34746

    $515,0007 Days on yellowkey   MLS ID: O6414490

    For Sale O6414490 - 1740 SWEETGRASS CT, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2883
       Built: 2021
    Monthly Fee: $225
       Tax: $7,193 (2025)
    Community: Bellalago Ph 5J Sec 2
    Single Family


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($2,822) + Fees ($225) + Taxes in 2025 ($599)


    Taxes:$7,193

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2414 DUBAI ST, KISSIMMEE, FL 34747

    $428,0007 Days on yellowkey   MLS ID: O6414579

    For Sale O6414579 - 2414 DUBAI ST, KISSIMMEE, FL 34747 27 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2265
       Built: 2020
    Monthly Fee: $560
       Tax: $7,109 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,498 (change assumption)
    Mortgage ($2,345) + Fees ($560) + Taxes in 2025 ($592)


    Taxes:$7,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3120 PARADOX CIR #308, KISSIMMEE, FL 34746

    $369,0007 Days on yellowkey   MLS ID: S5151415

    For Sale S5151415 - 3120 PARADOX CIR #308, KISSIMMEE, FL 34746 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1329
       Built: 2019
    Monthly Fee: $879
       Tax: $5,831 (2025)
    Community: Storey Lake
    Condo


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,022) + Fees ($879) + Taxes in 2025 ($486)


    Taxes:$5,831

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3005 RED GINGER RD, KISSIMMEE, FL 34747

    $245,0007 Days on yellowkey   MLS ID: S5151197

    For Sale S5151197 - 3005 RED GINGER RD, KISSIMMEE, FL 34747 54 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1161
       Built: 2011
    Monthly Fee: $594
       Tax: $3,470 (2025)
    Community: Encantada Ph 02
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,226 (change assumption)
    Mortgage ($1,342) + Fees ($594) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8914 CAROLINE BAY CT, KISSIMMEE, FL 34747

    $590,9907 Days on yellowkey   MLS ID: O6410893

    For Sale O6410893 - 8914 CAROLINE BAY CT, KISSIMMEE, FL 34747 54 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2020
    Monthly Fee: $670
       Tax: $8,422 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,610 (change assumption)
    Mortgage ($3,238) + Fees ($670) + Taxes in 2025 ($702)


    Taxes:$8,422

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1009 CHALCEDONY ST, KISSIMMEE, FL 34744

    $325,0007 Days on yellowkey   MLS ID: O6412394

    For Sale O6412394 - 1009 CHALCEDONY ST, KISSIMMEE, FL 34744 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1683
       Built: 2010
    Monthly Fee: $170
       Tax: $3,128 (2025)
    Community: Amber Pointe
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,211 (change assumption)
    Mortgage ($1,781) + Fees ($170) + Taxes in 2025 ($261)


    Taxes:$3,128

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1743 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $469,00040 Days on yellowkey   MLS ID: O6403890

    REDUCED by $30,999 (6.2%) on 05/28/2026

    For Sale O6403890 - 1743 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2022
    Monthly Fee: $7
       Tax: $8,696 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,301 (change assumption)
    Mortgage ($2,570) + Fees ($7) + Taxes in 2025 ($725)


    Taxes:$8,696

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3104 STONEHURST CIR, KISSIMMEE, FL 34741

    $389,90068 Days on yellowkey   MLS ID: S5146773

    1 Days Off yellowkey (back on 6/6/2026)

    REDUCED by $10,000 (2.5%) on 05/07/2026

    For Sale S5146773 - 3104 STONEHURST CIR, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1650
       Built: 2001
    Monthly Fee: $223
       Tax: $2,041 (2025)
    Community: Stonefield
    Single Family


    Estimated Monthly Payment: $2,529 (change assumption)
    Mortgage ($2,136) + Fees ($223) + Taxes in 2025 ($170)


    Taxes:$2,041

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744

    $539,90080 Days on yellowkey   MLS ID: O6390966

    0 Days Off yellowkey (back on 6/6/2026)

    REDUCED by $5,000 (0.9%) on 05/23/2026

    For Sale O6390966 - 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744 78 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2017
    Monthly Fee: $11
       Tax: $7,067 (2025)
    Community: Kindred Ph 1A & 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,558 (change assumption)
    Mortgage ($2,958) + Fees ($11) + Taxes in 2025 ($589)


    Taxes:$7,067

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4429 SHIVA LOOP, KISSIMMEE, FL 34746

    $629,000219 Days on yellowkey   MLS ID: O6358756

    For Sale O6358756 - 4429 SHIVA LOOP, KISSIMMEE, FL 34746 64 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3565
       Built: 2017
    Monthly Fee: $397

    Community: Veranda Palms Ph 2A
    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($3,446) + Fees ($397) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 414 CARIBBEAN CT, KISSIMMEE, FL 34759

    $290,90939 Days on yellowkey   MLS ID: S5149119

    REDUCED by $18,991 (6.1%) on 06/06/2026

    For Sale S5149119 - 414 CARIBBEAN CT, KISSIMMEE, FL 34759 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1471
       Built: 2024
    Monthly Fee: $100
       Tax: $3,421 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,979 (change assumption)
    Mortgage ($1,594) + Fees ($100) + Taxes in 2025 ($285)


    Taxes:$3,421

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek 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.