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Kissimmee Homes For Sale & Real Estate - 3328 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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  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $363,000119 Days on yellowkey   MLS ID: O6385604

    REDUCED by $7,000 (1.9%) on 06/01/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,989) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2801 BAYWOOD LN, KISSIMMEE, FL 34746

    $444,900239 Days on yellowkey   MLS ID: S5137135

    For Sale S5137135 - 2801 BAYWOOD LN, KISSIMMEE, FL 34746 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2259
       Built: 2000
    Monthly Fee: $24
       Tax: $5,517 (2024)
    Community: The Oaks Plat No 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,921 (change assumption)
    Mortgage ($2,438) + Fees ($24) + Taxes in 2024 ($460)


    Taxes:$5,517

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8152 FAN PALM WAY, KISSIMMEE, FL 34747

    $359,000379 Days on yellowkey   MLS ID: O6317015

    2 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $10,000 (2.7%) on 05/18/2026

    For Sale O6317015 - 8152 FAN PALM WAY, KISSIMMEE, FL 34747 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2001
    Monthly Fee: $489
       Tax: $4,445 (2024)
    Community: Windsor Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($1,967) + Fees ($489) + Taxes in 2024 ($370)


    Taxes:$4,445

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 205 OWENSHIRE CIR, KISSIMMEE, FL 34744

    $359,90021 Days on yellowkey   MLS ID: S5151174

    For Sale S5151174 - 205 OWENSHIRE CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2003
    Monthly Fee: $23
       Tax: $5,644 (2025)
    Community: Remington Prcl K Ph 3
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,972) + Fees ($23) + Taxes in 2025 ($470)


    Taxes:$5,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741

    $449,000118 Days on yellowkey   MLS ID: O6386171

    For Sale O6386171 - 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $73
       Tax: $6,844 (2025)
    Community: Forest Edge
    Single Family


    Estimated Monthly Payment: $3,104 (change assumption)
    Mortgage ($2,460) + Fees ($73) + Taxes in 2025 ($570)


    Taxes:$6,844

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $449,00023 Days on yellowkey   MLS ID: O6412898

    For Sale O6412898 - 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2220
       Built: 2006
    Monthly Fee: $15
       Tax: $7,728 (2025)
    Community: Brighton Lakes Ph2 Prcl J
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,460) + Fees ($15) + Taxes in 2025 ($644)


    Taxes:$7,728

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3315 COMPOSITION ST, KISSIMMEE, FL 34758

    $259,49040 Days on yellowkey   MLS ID: O6408210

    For Sale O6408210 - 3315 COMPOSITION ST, KISSIMMEE, FL 34758 28 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1275
       Built: 2024
    Monthly Fee: $224
       Tax: $3,785 (2025)
    Community: Westview Pod A Ph 1B & 2
    Townhouse


    Estimated Monthly Payment: $1,961 (change assumption)
    Mortgage ($1,422) + Fees ($224) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2711 PATRICIAN CIR, KISSIMMEE, FL 34746

    $329,00020 Days on yellowkey   MLS ID: A4696098

    For Sale A4696098 - 2711 PATRICIAN CIR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2005   Tax: $7,081 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($590)


    Taxes:$7,081

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 786 CIELO TRL, KISSIMMEE, FL 34759

    $375,000143 Days on yellowkey   MLS ID: S5142864

    For Sale S5142864 - 786 CIELO TRL, KISSIMMEE, FL 34759 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2014
    Monthly Fee: $276
       Tax: $5,178 (2025)
    Community: Solivita Ph 7E
    Single Family


    Estimated Monthly Payment: $2,762 (change assumption)
    Mortgage ($2,055) + Fees ($276) + Taxes in 2025 ($431)


    Taxes:$5,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2838 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $392,00083 Days on yellowkey   MLS ID: O6395754

    REDUCED by $5,000 (1.3%) on 05/06/2026

    For Sale O6395754 - 2838 SWEETSPIRE CIR, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2528
       Built: 2006
    Monthly Fee: $15
       Tax: $7,419 (2025)
    Community: Brighton Lakes Ph 2 Prcl J
    Single Family


    Estimated Monthly Payment: $2,781 (change assumption)
    Mortgage ($2,148) + Fees ($15) + Taxes in 2025 ($618)


    Taxes:$7,419

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 336 CERVANTES DR #336, KISSIMMEE, FL 34743

    $219,77786 Days on yellowkey   MLS ID: S5146784

    REDUCED by $223 (0.1%) on 06/07/2026

    For Sale S5146784 - 336 CERVANTES DR #336, KISSIMMEE, FL 34743 29 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: $1,650 (change assumption)
    Mortgage ($1,204) + Fees ($232) + Taxes in 2025 ($214)


    Taxes:$2,571

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 902 N THACKER AVE, KISSIMMEE, FL 34741

    $314,00098 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


  • 1979 CACUTTA WAY, KISSIMMEE, FL 34744

    $409,900160 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

    $390,000157 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

    $289,00022 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


  • 3120 PARADOX CIR #308, KISSIMMEE, FL 34746

    $369,00019 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


  • 8914 CAROLINE BAY CT, KISSIMMEE, FL 34747

    $590,99019 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


  • 1489 TWIN VALLEY TER, KISSIMMEE, FL 34744

    $539,90092 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


  • 414 CARIBBEAN CT, KISSIMMEE, FL 34759

    $290,90951 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


  • 1627 LIMA AVE, KISSIMMEE, FL 34747

    $600,000137 Days on yellowkey   MLS ID: O6380867

    REDUCED by $50,000 (7.7%) on 06/04/2026

    For Sale O6380867 - 1627 LIMA AVE, KISSIMMEE, FL 34747 61 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2017
    Monthly Fee: $563
       Tax: $10,510 (2025)
    Community: Windsor/Westside-Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,726 (change assumption)
    Mortgage ($3,288) + Fees ($563) + Taxes in 2025 ($876)


    Taxes:$10,510

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.