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Kissimmee Homes For Sale & Real Estate - 3298 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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  • 2634 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741

    $345,0009 Days on yellowkey   MLS ID: O6412428

    For Sale O6412428 - 2634 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 2020
    Monthly Fee: $251
       Tax: $5,485 (2025)
    Community: Cypress Ridge
    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($1,890) + Fees ($251) + Taxes in 2025 ($457)


    Taxes:$5,485

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3226 FOX SQUIRREL DR, KISSIMMEE, FL 34741

    $189,890107 Days on yellowkey   MLS ID: O6385328

    For Sale O6385328 - 3226 FOX SQUIRREL DR, KISSIMMEE, FL 34741 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1988
    Monthly Fee: $334
       Tax: $2,943 (2025)
    Community: Villas At Shadow Bay The
    Condo


    Estimated Monthly Payment: $1,620 (change assumption)
    Mortgage ($1,040) + Fees ($334) + Taxes in 2025 ($245)


    Taxes:$2,943

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8041 LOST SHAKER LN, KISSIMMEE, FL 34747

    $425,00061 Days on yellowkey   MLS ID: O6398528

    REDUCED by $25,000 (5.6%) on 06/09/2026

    SHORT SALE O6398528 - 8041 LOST SHAKER LN, KISSIMMEE, FL 34747 74 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2019
    Monthly Fee: $467
       Tax: $9,565 (2025)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,593 (change assumption)
    Mortgage ($2,329) + Fees ($467) + Taxes in 2025 ($797)


    Taxes:$9,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 GARDENIA RD, KISSIMMEE, FL 34743

    $530,999113 Days on yellowkey   MLS ID: S5144036

    REDUCED by $3,000 (0.6%) on 06/12/2026

    For Sale S5144036 - 292 GARDENIA RD, KISSIMMEE, FL 34743 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2025   Tax: $3,915 (2025)
    Community: Bvl Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,236 (change assumption)
    Mortgage ($2,910) + Taxes in 2025 ($326)


    Taxes:$3,915

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $375,000178 Days on yellowkey   MLS ID: O6362522

    SHORT SALE O6362522 - 3157 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 70 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1712
       Built: 2023
    Monthly Fee: $583
       Tax: $9,813 (2024)
    Community: Margaritaville
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,055) + Fees ($583) + Taxes in 2024 ($818)


    Taxes:$9,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3856 GULF SHORE CIR, KISSIMMEE, FL 34746

    $349,990141 Days on yellowkey   MLS ID: O6376621

    REDUCED by $3,010 (0.9%) on 06/12/2026

    For Sale O6376621 - 3856 GULF SHORE CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 1895
       Built: 2014
    Monthly Fee: $364
       Tax: $5,222 (2025)
    Community: Isles Of Bellalago
    Single Family


    Estimated Monthly Payment: $2,717 (change assumption)
    Mortgage ($1,918) + Fees ($364) + Taxes in 2025 ($435)


    Taxes:$5,222

    Elementary School: Bellalago Charter Academy (K-8)

    High School: None

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $299,90052 Days on yellowkey   MLS ID: S5148492

    REDUCED by $20,000 (6.3%) on 06/12/2026

    For Sale S5148492 - 3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1990
    Monthly Fee: $10
       Tax: $5,569 (2025)
    Community: Indian Wells Unit 5
    Single Family


    Estimated Monthly Payment: $2,117 (change assumption)
    Mortgage ($1,643) + Fees ($10) + Taxes in 2025 ($464)


    Taxes:$5,569

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $325,00052 Days on yellowkey   MLS ID: S5148486

    REDUCED by $24,900 (7.1%) on 06/12/2026

    For Sale S5148486 - 3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1990
    Monthly Fee: $10
       Tax: $6,216 (2025)
    Community: Indian Wells Unit 5
    Single Family


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,781) + Fees ($10) + Taxes in 2025 ($518)


    Taxes:$6,216

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4688 GOLDEN BEACH CT, KISSIMMEE, FL 34746

    $540,000139 Days on yellowkey   MLS ID: O6376873

    1 Days Off yellowkey (back on 5/7/2026)

    For Sale O6376873 - 4688 GOLDEN BEACH CT, KISSIMMEE, FL 34746 64 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $350
       Tax: $6,613 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,860 (change assumption)
    Mortgage ($2,959) + Fees ($350) + Taxes in 2025 ($551)


    Taxes:$6,613

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17 ZINNIA LN E, KISSIMMEE, FL 34759

    $239,90045 Days on yellowkey   MLS ID: P4938594

    1 Days Off yellowkey (back on 5/7/2026)

    For Sale P4938594 - 17 ZINNIA LN E, KISSIMMEE, FL 34759 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1646
       Built: 2021
    Monthly Fee: $91
       Tax: $3,820 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,724 (change assumption)
    Mortgage ($1,314) + Fees ($91) + Taxes in 2025 ($318)


    Taxes:$3,820

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2639 LIBERTY BLVD, KISSIMMEE, FL 34741

    $269,900150 Days on yellowkey   MLS ID: O6373100

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale O6373100 - 2639 LIBERTY BLVD, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1680
       Built: 1997   Tax: $1,620 (2025)
    Community: Tropical Park Unit 2
    Manufactured Home


    Estimated Monthly Payment: $1,614 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($135)


    Taxes:$1,620

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4984 BROOK RD, KISSIMMEE, FL 34758

    $535,0003 Days on yellowkey   MLS ID: O6415297

    For Sale O6415297 - 4984 BROOK RD, KISSIMMEE, FL 34758 61 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3761
       Built: 2000   Tax: $4,079 (2025)
    Community: Hyde Park Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,931) + Taxes in 2025 ($340)


    Taxes:$4,079

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1419 KING ST, KISSIMMEE, FL 34741

    $259,90017 Days on yellowkey   MLS ID: O6408271

    For Sale O6408271 - 1419 KING ST, KISSIMMEE, FL 34741 1 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1524
       Built: 1926   Tax: $669 (2025)
    Community: Woodall & Doyles
    Single Family


    Estimated Monthly Payment: $1,480 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($56)


    Taxes:$669

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8900 CANDY PALM RD, KISSIMMEE, FL 34747

    $498,000178 Days on yellowkey   MLS ID: O6368196

    REDUCED by $300 (0.1%) on 06/12/2026

    For Sale O6368196 - 8900 CANDY PALM RD, KISSIMMEE, FL 34747 43 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2012
    Monthly Fee: $682
       Tax: $7,875 (2024)
    Community: Paradise Palms Resort Ph 2
    Single Family


    Estimated Monthly Payment: $4,067 (change assumption)
    Mortgage ($2,729) + Fees ($682) + Taxes in 2024 ($656)


    Taxes:$7,875

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1714 GOLFVIEW DR, KISSIMMEE, FL 34746

    $414,900441 Days on yellowkey   MLS ID: O6284822

    1 Days Off yellowkey (back on 5/31/2026)

    For Sale O6284822 - 1714 GOLFVIEW DR, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2540
       Built: 1997
    Monthly Fee: $24
       Tax: $5,728 (2023)
    Community: Overoaks Rep 1
    Single Family


    Estimated Monthly Payment: $2,775 (change assumption)
    Mortgage ($2,273) + Fees ($24) + Taxes in 2023 ($477)


    Taxes:$5,728

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1909 LAKEVIEW PL, KISSIMMEE, FL 34759

    $242,500356 Days on yellowkey   MLS ID: O6320983

    REDUCED by $7,500 (3.0%) on 06/12/2026

    SHORT SALE O6320983 - 1909 LAKEVIEW PL, KISSIMMEE, FL 34759 8 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1915
       Built: 2005
    Monthly Fee: $81
       Tax: $3,600 (2024)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,710 (change assumption)
    Mortgage ($1,329) + Fees ($81) + Taxes in 2024 ($300)


    Taxes:$3,600

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2721 BOOKMARK DR, KISSIMMEE, FL 34746

    $790,00037 Days on yellowkey   MLS ID: O6405337

    For Sale O6405337 - 2721 BOOKMARK DR, KISSIMMEE, FL 34746 55 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2019
    Monthly Fee: $304
       Tax: $10,015 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,467 (change assumption)
    Mortgage ($4,329) + Fees ($304) + Taxes in 2025 ($835)


    Taxes:$10,015

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1822 TROPHY BASS WAY, KISSIMMEE, FL 34746

    $489,450200 Days on yellowkey   MLS ID: O6363370

    1 Days Off yellowkey (back on 5/9/2026)

    REDUCED by $5,450 (1.1%) on 05/06/2026

    For Sale O6363370 - 1822 TROPHY BASS WAY, KISSIMMEE, FL 34746 58 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2798
       Built: 2012
    Monthly Fee: $13
       Tax: $8,653 (2024)
    Community: Shingle Creek Reserve At The Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $3,416 (change assumption)
    Mortgage ($2,682) + Fees ($13) + Taxes in 2024 ($721)


    Taxes:$8,653

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2629 CHATHAM CIR, KISSIMMEE, FL 34746

    $455,000305 Days on yellowkey   MLS ID: O6335207

    For Sale O6335207 - 2629 CHATHAM CIR, KISSIMMEE, FL 34746 63 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 1994
    Monthly Fee: $66
       Tax: $4,758 (2024)
    Community: Chatham Park At Sausalito Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,956 (change assumption)
    Mortgage ($2,493) + Fees ($66) + Taxes in 2024 ($397)


    Taxes:$4,758

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 439 MADERA PASS, KISSIMMEE, FL 34759

    $199,90045 Days on yellowkey   MLS ID: S5148665

    REDUCED by $15,100 (7.0%) on 06/03/2026

    For Sale S5148665 - 439 MADERA PASS, KISSIMMEE, FL 34759 53 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1085
       Built: 2002
    Monthly Fee: $441
       Tax: $3,695 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $1,844 (change assumption)
    Mortgage ($1,095) + Fees ($441) + Taxes in 2025 ($308)


    Taxes:$3,695

    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.