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Kissimmee Homes For Sale & Real Estate - 3196 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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  • 5356 DIPLOMAT CT #107, KISSIMMEE, FL 34746

    $279,90077 Days on yellowkey   MLS ID: O6390324

    REDUCED by $10,000 (3.4%) on 04/29/2026

    For Sale O6390324 - 5356 DIPLOMAT CT #107, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2014   Tax: $3,988 (2025)
    Community: Lucaya Village Ph 2
    Townhouse


    Estimated Monthly Payment: $1,866 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($332)


    Taxes:$3,988

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 435 CARAWAY DR, KISSIMMEE, FL 34759

    $240,000312 Days on yellowkey   MLS ID: S5131180

    REDUCED by $9,999 (4.0%) on 05/02/2026

    For Sale S5131180 - 435 CARAWAY DR, KISSIMMEE, FL 34759 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1415
       Built: 2007
    Monthly Fee: $317
       Tax: $3,078 (2024)
    Community: Tuscany Preserve
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,315) + Fees ($317) + Taxes in 2024 ($257)


    Taxes:$3,078

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Dundee Ridge Middle


  • 2510 FONTAINE DR, KISSIMMEE, FL 34741

    $588,900190 Days on yellowkey   MLS ID: O6359627

    4 Days Off yellowkey (back on 5/27/2026)

    For Sale O6359627 - 2510 FONTAINE DR, KISSIMMEE, FL 34741 44 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2351
       Built: 2016
    Monthly Fee: $208
       Tax: $6,580 (2024)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,983 (change assumption)
    Mortgage ($3,227) + Fees ($208) + Taxes in 2024 ($548)


    Taxes:$6,580

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 415 FRANCISCO WAY, KISSIMMEE, FL 34758

    $318,000159 Days on yellowkey   MLS ID: S5140495

    REDUCED by $2,000 (0.6%) on 04/14/2026

    For Sale S5140495 - 415 FRANCISCO WAY, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2020
    Monthly Fee: $100
       Tax: $4,460 (2024)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($1,742) + Fees ($100) + Taxes in 2024 ($372)


    Taxes:$4,460

    Elementary School: Poinciana Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4261 TWILIGHT TRL, KISSIMMEE, FL 34746

    $985,000456 Days on yellowkey   MLS ID: S5121344

    For Sale S5121344 - 4261 TWILIGHT TRL, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 2007   Tax: $5,838 (2024)
    Community: Pleasant Hill Trails Unit 3
    Single Family


    Estimated Monthly Payment: $5,884 (change assumption)
    Mortgage ($5,397) + Taxes in 2024 ($487)


    Taxes:$5,838

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4529 LAKE RUSSELL RD, KISSIMMEE, FL 34746

    $380,0003 Days on yellowkey   MLS ID: O6410072

    For Sale O6410072 - 4529 LAKE RUSSELL RD, KISSIMMEE, FL 34746 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1753
       Built: 2019
    Monthly Fee: $95
       Tax: $5,762 (2025)
    Community: Reedy Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,657 (change assumption)
    Mortgage ($2,082) + Fees ($95) + Taxes in 2025 ($480)


    Taxes:$5,762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2729 N POINCIANA BLVD #125, KISSIMMEE, FL 34746

    $204,95020 Days on yellowkey   MLS ID: O6406416

    For Sale O6406416 - 2729 N POINCIANA BLVD #125, KISSIMMEE, FL 34746 40 photos

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


    Estimated Monthly Payment: $1,919 (change assumption)
    Mortgage ($1,123) + Fees ($545) + Taxes in 2025 ($251)


    Taxes:$3,015

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2788 ALMATON LOOP #402, KISSIMMEE, FL 34747

    $249,000208 Days on yellowkey   MLS ID: O6357168

    REDUCED by $5,000 (2.0%) on 05/27/2026

    For Sale O6357168 - 2788 ALMATON LOOP #402, KISSIMMEE, FL 34747 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1081
       Built: 2005
    Monthly Fee: $354
       Tax: $3,343 (2024)
    Community: Ventura At Windsor Hills Condo Ph 3
    Condo


    Estimated Monthly Payment: $1,997 (change assumption)
    Mortgage ($1,364) + Fees ($354) + Taxes in 2024 ($279)


    Taxes:$3,343

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2752 BARCLAY LN, KISSIMMEE, FL 34743

    $370,00020 Days on yellowkey   MLS ID: S5149502

    3 Days Off yellowkey (back on 5/27/2026)

    For Sale S5149502 - 2752 BARCLAY LN, KISSIMMEE, FL 34743 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1837
       Built: 2007
    Monthly Fee: $64
       Tax: $2,727 (2025)
    Community: Campbell Cove
    Single Family


    Estimated Monthly Payment: $2,319 (change assumption)
    Mortgage ($2,027) + Fees ($64) + Taxes in 2025 ($227)


    Taxes:$2,727

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2358 SALTY WINDS WAY, KISSIMMEE, FL 34747

    $699,000260 Days on yellowkey   MLS ID: O6339598

    For Sale O6339598 - 2358 SALTY WINDS WAY, KISSIMMEE, FL 34747 98 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 3009
       Built: 2024
    Monthly Fee: $718
       Tax: $3,087 (2024)
    Community: Solara Ph 3 Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,805 (change assumption)
    Mortgage ($3,830) + Fees ($718) + Taxes in 2024 ($257)


    Taxes:$3,087

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744

    $509,0007 Days on yellowkey   MLS ID: O6409970

    For Sale O6409970 - 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1396
       Built: 1983   Tax: $6,645 (2025)
    Community: Valencia Woods
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,789) + Taxes in 2025 ($554)


    Taxes:$6,645

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3019 BONFIRE BEACH DR #205, KISSIMMEE, FL 34746

    $195,00025 Days on yellowkey   MLS ID: S5148966

    FORECLOSURE S5148966 - 3019 BONFIRE BEACH DR #205, KISSIMMEE, FL 34746 29 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 677
       Built: 2002   Tax: $2,658 (2025)
    Community: Runaway Beach Club Condo
    Condo


    Estimated Monthly Payment: $1,290 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($222)


    Taxes:$2,658

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 331 MARQUEE DR, KISSIMMEE, FL 34758

    $329,900236 Days on yellowkey   MLS ID: TB8434543

    For Sale TB8434543 - 331 MARQUEE DR, KISSIMMEE, FL 34758 19 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1602
       Built: 1997
    Monthly Fee: $95
       Tax: $4,008 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,237 (change assumption)
    Mortgage ($1,808) + Fees ($95) + Taxes in 2024 ($334)


    Taxes:$4,008

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4721 CLOCK TOWER DR #306, KISSIMMEE, FL 34746

    $300,00084 Days on yellowkey   MLS ID: O6387719

    REDUCED by $10,000 (3.2%) on 05/27/2026

    For Sale O6387719 - 4721 CLOCK TOWER DR #306, KISSIMMEE, FL 34746 72 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1196
       Built: 2019
    Monthly Fee: $664
       Tax: $5,424 (2025)
    Community: The Terraces At Storey Lake Condo 1 Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $2,760 (change assumption)
    Mortgage ($1,644) + Fees ($664) + Taxes in 2025 ($452)


    Taxes:$5,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759

    $379,900173 Days on yellowkey   MLS ID: S5139546

    REDUCED by $4,600 (1.2%) on 05/06/2026

    For Sale S5139546 - 591 HIGHLANDS HAMMOCK DRIVE, KISSIMMEE, FL 34759 57 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2004
    Monthly Fee: $276
       Tax: $3,501 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $2,649 (change assumption)
    Mortgage ($2,082) + Fees ($276) + Taxes in 2025 ($292)


    Taxes:$3,501

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 206 HOLLYWOOD CT N, KISSIMMEE, FL 34743

    $424,90029 Days on yellowkey   MLS ID: O6403171

    For Sale O6403171 - 206 HOLLYWOOD CT N, KISSIMMEE, FL 34743 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 1988   Tax: $2,021 (2025)
    Community: Bvl Briarwood Village Tr 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,328) + Taxes in 2025 ($168)


    Taxes:$2,021

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2174 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $260,000194 Days on yellowkey   MLS ID: S5138613

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

    REDUCED by $5,000 (1.9%) on 04/17/2026

    For Sale S5138613 - 2174 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1177
       Built: 1995
    Monthly Fee: $141
       Tax: $685 (2024)
    Community: Cypress Lake Ph 1
    Townhouse


    Estimated Monthly Payment: $1,623 (change assumption)
    Mortgage ($1,425) + Fees ($141) + Taxes in 2024 ($57)


    Taxes:$685

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 4692 ROSS LANIER LN, KISSIMMEE, FL 34758

    $329,90015 Days on yellowkey   MLS ID: S5149142

    For Sale S5149142 - 4692 ROSS LANIER LN, KISSIMMEE, FL 34758 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1671
       Built: 2006
    Monthly Fee: $38
       Tax: $4,127 (2025)
    Community: Little Creek Ph 2
    Single Family


    Estimated Monthly Payment: $2,190 (change assumption)
    Mortgage ($1,808) + Fees ($38) + Taxes in 2025 ($344)


    Taxes:$4,127

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 GRAND CANAL DR, KISSIMMEE, FL 34759

    $239,239174 Days on yellowkey   MLS ID: S5139145

    For Sale S5139145 - 601 GRAND CANAL DR, KISSIMMEE, FL 34759 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1258
       Built: 2006
    Monthly Fee: $263
       Tax: $3,921 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,311) + Fees ($263) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 321 LAKE CASSIDY DR, KISSIMMEE, FL 34759

    $379,90021 Days on yellowkey   MLS ID: S5149420

    For Sale S5149420 - 321 LAKE CASSIDY DR, KISSIMMEE, FL 34759 60 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2155
       Built: 2000
    Monthly Fee: $276
       Tax: $3,817 (2025)
    Community: Solivita Ph 01
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($2,082) + Fees ($276) + Taxes in 2025 ($318)


    Taxes:$3,817

    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.