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Kissimmee Homes For Sale & Real Estate - 3291 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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  • 813 SAN JOSE CT, KISSIMMEE, FL 34758

    $265,0006 Days on yellowkey   MLS ID: S5151517

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale S5151517 - 813 SAN JOSE CT, KISSIMMEE, FL 34758 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1255
       Built: 1989
    Monthly Fee: $100
       Tax: $1,956 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $1,715 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($163)


    Taxes:$1,956

    Elementary School: None

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 540 OAK BRANCH CIR, KISSIMMEE, FL 34758

    $305,999224 Days on yellowkey   MLS ID: S5137421

    INCREASED by $2,000 (0.7%) on 06/11/2026

    For Sale S5137421 - 540 OAK BRANCH CIR, KISSIMMEE, FL 34758 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1443
       Built: 1997
    Monthly Fee: $90
       Tax: $3,820 (2024)
    Community: Oaks At Cypress Woods The
    Single Family


    Estimated Monthly Payment: $2,085 (change assumption)
    Mortgage ($1,677) + Fees ($90) + Taxes in 2024 ($318)


    Taxes:$3,820

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Harmony Middle


  • 959 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $275,9006 Days on yellowkey   MLS ID: O6415208

    For Sale O6415208 - 959 DERBYSHIRE DR, KISSIMMEE, FL 34758 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 1990
    Monthly Fee: $100
       Tax: $1,840 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,765 (change assumption)
    Mortgage ($1,512) + Fees ($100) + Taxes in 2025 ($153)


    Taxes:$1,840

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4629 CAVERNS DR, KISSIMMEE, FL 34758

    $300,00038 Days on yellowkey   MLS ID: V4948965

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $25,000 (7.7%) on 05/18/2026

    For Sale V4948965 - 4629 CAVERNS DR, KISSIMMEE, FL 34758 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 2009
    Monthly Fee: $69
       Tax: $2,132 (2025)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,644) + Fees ($69) + Taxes in 2025 ($178)


    Taxes:$2,132

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $479,00013 Days on yellowkey   MLS ID: O6412908

    1 Days Off yellowkey (back on 6/10/2026)

    For Sale O6412908 - 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2001
    Monthly Fee: $260
       Tax: $6,404 (2025)
    Community: Wyndham Palms Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,625) + Fees ($260) + Taxes in 2025 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 3014 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00014 Days on yellowkey   MLS ID: S5150837

    For Sale S5150837 - 3014 SERA BELLA WAY, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 2016
    Monthly Fee: $113
       Tax: $713 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,822) + Fees ($113) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2 E LAS PALMAS WAY, KISSIMMEE, FL 34743

    $194,90028 Days on yellowkey   MLS ID: O6408966

    REDUCED by $10,000 (4.9%) on 06/10/2026

    For Sale O6408966 - 2 E LAS PALMAS WAY, KISSIMMEE, FL 34743 11 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 875
       Built: 1983
    Monthly Fee: $83
       Tax: $2,254 (2025)
    Community: Las Palmas Villas
    Villa


    Estimated Monthly Payment: $1,339 (change assumption)
    Mortgage ($1,068) + Fees ($83) + Taxes in 2025 ($188)


    Taxes:$2,254

    Elementary School: Cypress Elem (K 6)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2915 CASTAWAY LN, KISSIMMEE, FL 34747

    $324,90051 Days on yellowkey   MLS ID: S5148246

    0 Days Off yellowkey (back on 6/10/2026)

    FORECLOSURE S5148246 - 2915 CASTAWAY LN, KISSIMMEE, FL 34747 46 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1545
       Built: 2022
    Monthly Fee: $583
       Tax: $7,826 (2025)
    Community: Rolling Oaks Ph 7
    Townhouse


    Estimated Monthly Payment: $3,015 (change assumption)
    Mortgage ($1,780) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 202 AMESBURY LN, KISSIMMEE, FL 34758

    $299,0007 Days on yellowkey   MLS ID: TB8496400

    1 Days Off yellowkey (back on 6/10/2026)

    For Sale TB8496400 - 202 AMESBURY LN, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2003
    Monthly Fee: $100
       Tax: $5,164 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,169 (change assumption)
    Mortgage ($1,638) + Fees ($100) + Taxes in 2025 ($430)


    Taxes:$5,164

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2437 SHANTI DR, KISSIMMEE, FL 34746

    $1,799,00062 Days on yellowkey   MLS ID: O6397792

    REDUCED by $25,900 (1.4%) on 06/10/2026

    For Sale O6397792 - 2437 SHANTI DR, KISSIMMEE, FL 34746 95 photos

    Bed: 13   Bath: 11.0   Gar: 3
    Liv Area Sq Ft: 5504
       Built: 2023
    Monthly Fee: $397
       Tax: $12,719 (2025)
    Community: Veranda Palms Ph 2B2-2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,314 (change assumption)
    Mortgage ($9,857) + Fees ($397) + Taxes in 2025 ($1,060)


    Taxes:$12,719

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 548 BIG SIOUX CT, KISSIMMEE, FL 34759

    $304,900108 Days on yellowkey   MLS ID: O6386252

    REDUCED by $5,000 (1.6%) on 06/10/2026

    For Sale O6386252 - 548 BIG SIOUX CT, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2006
    Monthly Fee: $90
       Tax: $3,971 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,671) + Fees ($90) + Taxes in 2025 ($331)


    Taxes:$3,971

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 8933 SHINE DR, KISSIMMEE, FL 34747

    $269,900108 Days on yellowkey   MLS ID: O6385939

    For Sale O6385939 - 8933 SHINE DR, KISSIMMEE, FL 34747 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2018
    Monthly Fee: $464
       Tax: $3,848 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,264 (change assumption)
    Mortgage ($1,479) + Fees ($464) + Taxes in 2025 ($321)


    Taxes:$3,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1718 GOLFVIEW DR, KISSIMMEE, FL 34746

    $415,00088 Days on yellowkey   MLS ID: G5108633

    For Sale G5108633 - 1718 GOLFVIEW DR, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1997
    Monthly Fee: $24
       Tax: $4,609 (2024)
    Community: Overoaks Rep 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,682 (change assumption)
    Mortgage ($2,274) + Fees ($24) + Taxes in 2024 ($384)


    Taxes:$4,609

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $499,000136 Days on yellowkey   MLS ID: S5142833

    0 Days Off yellowkey (back on 3/2/2026)

    For Sale S5142833 - 121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 93 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2005
    Monthly Fee: $100
       Tax: $7,429 (2025)
    Community: Terra Verde
    Single Family


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,734) + Fees ($100) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 507 PRESIDO PARK PL, KISSIMMEE, FL 34759

    $279,000257 Days on yellowkey   MLS ID: TB8429298

    REDUCED by $11,000 (3.8%) on 05/05/2026

    For Sale TB8429298 - 507 PRESIDO PARK PL, KISSIMMEE, FL 34759 22 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1302
       Built: 2012
    Monthly Fee: $263
       Tax: $4,763 (2024)
    Community: Solivita Ph 7D
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,529) + Fees ($263) + Taxes in 2024 ($397)


    Taxes:$4,763

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 1120 LAS FUENTES DR, KISSIMMEE, FL 34746

    $320,00059 Days on yellowkey   MLS ID: O6399988

    For Sale O6399988 - 1120 LAS FUENTES DR, KISSIMMEE, FL 34746 18 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1295
       Built: 2008
    Monthly Fee: $481
       Tax: $4,984 (2025)
    Community: Bellavida Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,650 (change assumption)
    Mortgage ($1,753) + Fees ($481) + Taxes in 2025 ($415)


    Taxes:$4,984

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5367 W IRLO BRONSON MEMORIAL HWY #2-219, KISSIMMEE, FL 34746

    $64,90014 Days on yellowkey   MLS ID: S5150927

    For Sale S5150927 - 5367 W IRLO BRONSON MEMORIAL HWY #2-219, KISSIMMEE, FL 34746 21 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 231
       Built: 1985
    Monthly Fee: $282
       Tax: $1,138 (2025)
    Community: Greenpoint Essential Hotel Condo
    Condo


    Estimated Monthly Payment: $732 (change assumption)
    Mortgage ($356) + Fees ($282) + Taxes in 2025 ($95)


    Taxes:$1,138

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2694 LA ISLA CT, KISSIMMEE, FL 34747

    $515,00032 Days on yellowkey   MLS ID: S5149891

    REDUCED by $5,000 (1.0%) on 06/11/2026

    For Sale S5149891 - 2694 LA ISLA CT, KISSIMMEE, FL 34747 71 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2005
    Monthly Fee: $115
       Tax: $6,501 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,822) + Fees ($115) + Taxes in 2025 ($542)


    Taxes:$6,501

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8971 CALIFORNIA PALM RD, KISSIMMEE, FL 34747

    $315,00083 Days on yellowkey   MLS ID: S5146425

    2 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $14,000 (4.3%) on 04/27/2026

    For Sale S5146425 - 8971 CALIFORNIA PALM RD, KISSIMMEE, FL 34747 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2011
    Monthly Fee: $738
       Tax: $4,879 (2025)
    Community: Paradise Palms Resort Ph 1
    Townhouse


    Estimated Monthly Payment: $2,871 (change assumption)
    Mortgage ($1,726) + Fees ($738) + Taxes in 2025 ($407)


    Taxes:$4,879

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1734 PILCHARD DR, KISSIMMEE, FL 34759

    $225,00066 Days on yellowkey   MLS ID: S5147634

    4 Days Off yellowkey (back on 5/14/2026)

    For Sale S5147634 - 1734 PILCHARD DR, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1209
       Built: 2002
    Monthly Fee: $100
       Tax: $2,725 (2025)
    Community: Poinciana Neigborhood 4 Village 7 Pb 53 Pgs 4/18/
    Single Family


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,233) + Fees ($100) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.