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Kissimmee Homes For Sale & Real Estate - 3388 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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  • 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $473,90081 Days on yellowkey   MLS ID: O6402309

    REDUCED by $1,100 (0.2%) on 06/29/2026

    For Sale O6402309 - 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2018
    Monthly Fee: $110
       Tax: $5,942 (2025)
    Community: East Lk Preserve-Ph 1
    Single Family


    Estimated Monthly Payment: $3,202 (change assumption)
    Mortgage ($2,597) + Fees ($110) + Taxes in 2025 ($495)


    Taxes:$5,942

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 305 MEDINA CT, KISSIMMEE, FL 34758

    $270,000125 Days on yellowkey   MLS ID: S5145744

    REDUCED by $5,000 (1.8%) on 06/29/2026

    For Sale S5145744 - 305 MEDINA CT, KISSIMMEE, FL 34758 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1948
       Built: 1986
    Monthly Fee: $100
       Tax: $3,738 (2025)
    Community: Poinciana Village 01 Neighborhood 02
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($312)


    Taxes:$3,738

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2784 ALMATON LOOP #301, KISSIMMEE, FL 34747

    $308,00043 Days on yellowkey   MLS ID: O6412307

    INCREASED by $83,000 (36.9%) on 06/19/2026

    For Sale O6412307 - 2784 ALMATON LOOP #301, KISSIMMEE, FL 34747 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1246
       Built: 2005
    Monthly Fee: $401
       Tax: $4,051 (2025)
    Community: Ventura At Windsor Hills Condo Ph 1
    Condo


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($1,688) + Fees ($401) + Taxes in 2025 ($338)


    Taxes:$4,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2731 N POINCIANA BLVD #107, KISSIMMEE, FL 34746

    $215,00084 Days on yellowkey   MLS ID: O6402076

    For Sale O6402076 - 2731 N POINCIANA BLVD #107, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1990
    Monthly Fee: $545
       Tax: $2,756 (2025)
    Community: Villas At Somerset The
    Condo


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,178) + Fees ($545) + Taxes in 2025 ($230)


    Taxes:$2,756

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4930 HAROLD STANLEY DR, KISSIMMEE, FL 34758

    $329,90036 Days on yellowkey   MLS ID: O6415160

    REDUCED by $5,000 (1.5%) on 06/25/2026

    For Sale O6415160 - 4930 HAROLD STANLEY DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1703
       Built: 2017
    Monthly Fee: $272
       Tax: $3,082 (2025)
    Community: Trafalgar Village Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,336 (change assumption)
    Mortgage ($1,808) + Fees ($272) + Taxes in 2025 ($257)


    Taxes:$3,082

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 313 W ASTER CT, KISSIMMEE, FL 34759

    $264,990134 Days on yellowkey   MLS ID: S5145219

    3 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $5,000 (1.9%) on 05/27/2026

    For Sale S5145219 - 313 W ASTER CT, KISSIMMEE, FL 34759 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2019
    Monthly Fee: $100
       Tax: $3,519 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($293)


    Taxes:$3,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4103 TROPICAL ISLE BLVD #123, KISSIMMEE, FL 34741

    $180,00042 Days on yellowkey   MLS ID: O6414436

    For Sale O6414436 - 4103 TROPICAL ISLE BLVD #123, KISSIMMEE, FL 34741 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $350
       Tax: $2,765 (2025)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,567 (change assumption)
    Mortgage ($986) + Fees ($350) + Taxes in 2025 ($230)


    Taxes:$2,765

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4599 EAGLET LN, KISSIMMEE, FL 34746

    $420,00039 Days on yellowkey   MLS ID: O6411984

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $19,999 (4.5%) on 06/20/2026

    For Sale O6411984 - 4599 EAGLET LN, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1998
    Monthly Fee: $24
       Tax: $6,360 (2025)
    Community: Eagle Pointe Ph 2
    Single Family


    Estimated Monthly Payment: $2,855 (change assumption)
    Mortgage ($2,301) + Fees ($24) + Taxes in 2025 ($530)


    Taxes:$6,360

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 261 AUTUMN LN #4, KISSIMMEE, FL 34743

    $197,00032 Days on yellowkey   MLS ID: S5151951

    REDUCED by $2,999 (1.5%) on 06/29/2026

    For Sale S5151951 - 261 AUTUMN LN #4, KISSIMMEE, FL 34743 10 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 990
       Built: 2007
    Monthly Fee: $225
       Tax: $2,706 (2025)
    Community: Autumn Lane
    Townhouse


    Estimated Monthly Payment: $1,530 (change assumption)
    Mortgage ($1,079) + Fees ($225) + Taxes in 2025 ($225)


    Taxes:$2,706

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747

    $440,00043 Days on yellowkey   MLS ID: S5151228

    1 Days Off yellowkey (back on 6/29/2026)

    For Sale S5151228 - 2629 STAR LAKE VIEW DR, KISSIMMEE, FL 34747 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 1998
    Monthly Fee: $53
       Tax: $5,534 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,925 (change assumption)
    Mortgage ($2,411) + Fees ($53) + Taxes in 2025 ($461)


    Taxes:$5,534

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 546 IMPERIAL PL, KISSIMMEE, FL 34758

    $520,000128 Days on yellowkey   MLS ID: O6389245

    3 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $15,000 (2.8%) on 06/04/2026

    For Sale O6389245 - 546 IMPERIAL PL, KISSIMMEE, FL 34758 23 photos

    Bed: 3282   Bath: 0.0
    Liv Area Sq Ft: 2461
       Built: 2023
    Monthly Fee: $149
       Tax: $7,525 (2025)
    Community: Poinciana Vlg 1 Nbhd 1 South
    Apartment


    Estimated Monthly Payment: $3,625 (change assumption)
    Mortgage ($2,849) + Fees ($149) + Taxes in 2025 ($627)


    Taxes:$7,525

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 1906 LAKEVIEW WAY, KISSIMMEE, FL 34759

    $245,00046 Days on yellowkey   MLS ID: TB8512319

    REDUCED by $4,900 (2.0%) on 06/29/2026

    For Sale TB8512319 - 1906 LAKEVIEW WAY, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2004
    Monthly Fee: $100
       Tax: $3,485 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,733 (change assumption)
    Mortgage ($1,342) + Fees ($100) + Taxes in 2025 ($290)


    Taxes:$3,485

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4813 MARCOS CIR, KISSIMMEE, FL 34758

    $310,000151 Days on yellowkey   MLS ID: O6382670

    SHORT SALE O6382670 - 4813 MARCOS CIR, KISSIMMEE, FL 34758 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 2018
    Monthly Fee: $92
       Tax: $4,185 (2025)
    Community: Overlook Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,699) + Fees ($92) + Taxes in 2025 ($349)


    Taxes:$4,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1714 CHERYL LN, KISSIMMEE, FL 34744

    $674,900105 Days on yellowkey   MLS ID: O6395426

    REDUCED by $25,000 (3.6%) on 06/29/2026

    For Sale O6395426 - 1714 CHERYL LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 1989   Tax: $3,559 (2025)
    Community: Regal Oak Shores Unit 8
    Single Family


    Estimated Monthly Payment: $3,995 (change assumption)
    Mortgage ($3,698) + Taxes in 2025 ($297)


    Taxes:$3,559

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 198 N LAKE CT, KISSIMMEE, FL 34743

    $374,900142 Days on yellowkey   MLS ID: S5144435

    REDUCED by $15,000 (3.8%) on 06/23/2026

    For Sale S5144435 - 198 N LAKE CT, KISSIMMEE, FL 34743 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 1987   Tax: $4,671 (2025)
    Community: Bvl Briarwood Village Tr 1
    Single Family


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($2,054) + Taxes in 2025 ($389)


    Taxes:$4,671

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3684 CIRCLE HOOK ST, KISSIMMEE, FL 34746

    $279,90073 Days on yellowkey   MLS ID: O6404504

    For Sale O6404504 - 3684 CIRCLE HOOK ST, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1552
       Built: 2023
    Monthly Fee: $484
       Tax: $4,435 (2025)
    Community: Bellalago Pod G Twnhms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,387 (change assumption)
    Mortgage ($1,534) + Fees ($484) + Taxes in 2025 ($370)


    Taxes:$4,435

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 4811 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $430,00038 Days on yellowkey   MLS ID: O6415416

    1 Days Off yellowkey (back on 6/29/2026)

    For Sale O6415416 - 4811 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2004
    Monthly Fee: $175
       Tax: $6,063 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,036 (change assumption)
    Mortgage ($2,356) + Fees ($175) + Taxes in 2025 ($505)


    Taxes:$6,063

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1911 VERONA ST, KISSIMMEE, FL 34741

    $429,90049 Days on yellowkey   MLS ID: S5150884

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale S5150884 - 1911 VERONA ST, KISSIMMEE, FL 34741 65 photos

    Bed: 3   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 1610
       Built: 1925   Tax: $556 (2025)
    Community: Pinecrest
    Single Family


    Estimated Monthly Payment: $2,402 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($46)


    Taxes:$556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2951 TOP WATER WAY, KISSIMMEE, FL 34746

    $339,90046 Days on yellowkey   MLS ID: O6412467

    1 Days Off yellowkey (back on 6/29/2026)

    For Sale O6412467 - 2951 TOP WATER WAY, KISSIMMEE, FL 34746 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2016
    Monthly Fee: $168
       Tax: $4,965 (2025)
    Community: Shingle Crk Resrv At Oaks
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($1,862) + Fees ($168) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1917 ESTANCIA CIR, KISSIMMEE, FL 34741

    $239,00067 Days on yellowkey   MLS ID: S5147983

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $10,900 (4.4%) on 06/22/2026

    For Sale S5147983 - 1917 ESTANCIA CIR, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2006
    Monthly Fee: $337
       Tax: $3,842 (2025)
    Community: Villas At Estancia Condo
    Townhouse


    Estimated Monthly Payment: $1,967 (change assumption)
    Mortgage ($1,310) + Fees ($337) + Taxes in 2025 ($320)


    Taxes:$3,842

    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.