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Kissimmee Homes For Sale & Real Estate - 3366 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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  • 2071 LIMESTONE TRL, KISSIMMEE, FL 34747

    $549,00044 Days on yellowkey   MLS ID: O6412612

    0 Days Off yellowkey (back on 7/10/2026)

    REDUCED by $6,000 (1.1%) on 07/02/2026

    For Sale O6412612 - 2071 LIMESTONE TRL, KISSIMMEE, FL 34747 89 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2023
    Monthly Fee: $407
       Tax: $9,055 (2025)
    Community: Four Seasons
    Single Family


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,008) + Fees ($407) + Taxes in 2025 ($755)


    Taxes:$9,055

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758

    $475,000161 Days on yellowkey   MLS ID: O6379573

    1 Days Off yellowkey (back on 7/10/2026)

    For Sale O6379573 - 4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758 58 photos

    Bed: 5   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2623
       Built: 2007
    Monthly Fee: $354
       Tax: $5,585 (2025)
    Community: Trafalgar Village Ph 3
    Single Family


    Estimated Monthly Payment: $3,422 (change assumption)
    Mortgage ($2,603) + Fees ($354) + Taxes in 2025 ($465)


    Taxes:$5,585

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2890 FRONTIER DR, KISSIMMEE, FL 34744

    $1,375,00016 Days on yellowkey   MLS ID: O6420732

    For Sale O6420732 - 2890 FRONTIER DR, KISSIMMEE, FL 34744 62 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2250
       Built: 1998   Tax: $8,809 (2025)
    Community: Pine Oaks
    Single Family


    Estimated Monthly Payment: $8,268 (change assumption)
    Mortgage ($7,534) + Taxes in 2025 ($734)


    Taxes:$8,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 407 PARA AVE, KISSIMMEE, FL 34741

    $280,00047 Days on yellowkey   MLS ID: O6411629

    0 Days Off yellowkey (back on 7/10/2026)

    REDUCED by $10,000 (3.4%) on 06/25/2026

    For Sale O6411629 - 407 PARA AVE, KISSIMMEE, FL 34741 10 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1118
       Built: 1993   Tax: $1,983 (2025)
    Community: Donegans Arthur E
    Single Family


    Estimated Monthly Payment: $1,699 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($165)


    Taxes:$1,983

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2770 BOOKMARK DR, KISSIMMEE, FL 34746

    $625,00092 Days on yellowkey   MLS ID: O6395025

    REDUCED by $3,000 (0.5%) on 07/10/2026

    For Sale O6395025 - 2770 BOOKMARK DR, KISSIMMEE, FL 34746 34 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2020
    Monthly Fee: $480
       Tax: $9,181 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $4,670 (change assumption)
    Mortgage ($3,425) + Fees ($480) + Taxes in 2025 ($765)


    Taxes:$9,181

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1381 DEL MAR DR, KISSIMMEE, FL 34759

    $340,000133 Days on yellowkey   MLS ID: S5144708

    2 Days Off yellowkey (back on 3/23/2026)

    For Sale S5144708 - 1381 DEL MAR DR, KISSIMMEE, FL 34759 22 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2002
       Built: 2014
    Monthly Fee: $276
       Tax: $4,470 (2025)
    Community: Solivita Ph 7G - Unit 1
    Single Family


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($1,863) + Fees ($276) + Taxes in 2025 ($373)


    Taxes:$4,470

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 5039 HEATHERLAKE TER, KISSIMMEE, FL 34758

    $475,00062 Days on yellowkey   MLS ID: O6407979

    REDUCED by $20,000 (4.0%) on 06/16/2026

    For Sale O6407979 - 5039 HEATHERLAKE TER, KISSIMMEE, FL 34758 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2659
       Built: 1997   Tax: $6,790 (2025)
    Community: Heatherstone At Crescent Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,169 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($566)


    Taxes:$6,790

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 330 CORTEZ CT, KISSIMMEE, FL 34758

    $247,000180 Days on yellowkey   MLS ID: O6374485

    INCREASED by $222,300 (900.0%) on 06/03/2026

    For Sale O6374485 - 330 CORTEZ CT, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 1994
    Monthly Fee: $100
       Tax: $3,407 (2025)
    Community: Poinciana Village 1 Nbd 1 North
    Single Family


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,353) + Fees ($100) + Taxes in 2025 ($284)


    Taxes:$3,407

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 254 CRANBROOK DR, KISSIMMEE, FL 34758

    $249,90054 Days on yellowkey   MLS ID: O6409019

    REDUCED by $5,000 (2.0%) on 07/10/2026

    For Sale O6409019 - 254 CRANBROOK DR, KISSIMMEE, FL 34758 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 1988
    Monthly Fee: $100
       Tax: $3,588 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,768 (change assumption)
    Mortgage ($1,369) + Fees ($100) + Taxes in 2025 ($299)


    Taxes:$3,588

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4316 SILVER CREEK ST, KISSIMMEE, FL 34744

    $479,0006 Days on yellowkey   MLS ID: L4963348

    For Sale L4963348 - 4316 SILVER CREEK ST, KISSIMMEE, FL 34744 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2022
       Built: 2020
    Monthly Fee: $123
       Tax: $4,225 (2025)
    Community: Creekside At Boggy Creek Ph 2
    Single Family


    Estimated Monthly Payment: $3,100 (change assumption)
    Mortgage ($2,625) + Fees ($123) + Taxes in 2025 ($352)


    Taxes:$4,225

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8031 KNEE DEEP RD, KISSIMMEE, FL 34747

    $795,000114 Days on yellowkey   MLS ID: O6392792

    For Sale O6392792 - 8031 KNEE DEEP RD, KISSIMMEE, FL 34747 62 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2066
       Built: 2021
    Monthly Fee: $609
       Tax: $11,150 (2025)
    Community: Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,894 (change assumption)
    Mortgage ($4,356) + Fees ($609) + Taxes in 2025 ($929)


    Taxes:$11,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8044 LOST SHAKER LN, KISSIMMEE, FL 34747

    $579,000283 Days on yellowkey   MLS ID: O6345811

    REDUCED by $20,000 (3.3%) on 05/26/2026

    For Sale O6345811 - 8044 LOST SHAKER LN, KISSIMMEE, FL 34747 97 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2066
       Built: 2019
    Monthly Fee: $467
       Tax: $12,023 (2024)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,641 (change assumption)
    Mortgage ($3,173) + Fees ($467) + Taxes in 2024 ($1,002)


    Taxes:$12,023

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8014 KNEE DEEP RD, KISSIMMEE, FL 34747

    $774,900110 Days on yellowkey   MLS ID: O6393521

    For Sale O6393521 - 8014 KNEE DEEP RD, KISSIMMEE, FL 34747 79 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 1850
       Built: 2020
    Monthly Fee: $609
       Tax: $10,996 (2025)
    Community: Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,771 (change assumption)
    Mortgage ($4,246) + Fees ($609) + Taxes in 2025 ($916)


    Taxes:$10,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8029 SAND BAR DR, KISSIMMEE, FL 34747

    $575,00061 Days on yellowkey   MLS ID: O6408240

    For Sale O6408240 - 8029 SAND BAR DR, KISSIMMEE, FL 34747 57 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2018
    Monthly Fee: $467
       Tax: $9,447 (2025)
    Community: Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,405 (change assumption)
    Mortgage ($3,151) + Fees ($467) + Taxes in 2025 ($787)


    Taxes:$9,447

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8067 KNEE DEEP RD, KISSIMMEE, FL 34747

    $472,00057 Days on yellowkey   MLS ID: O6408722

    For Sale O6408722 - 8067 KNEE DEEP RD, KISSIMMEE, FL 34747 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 2019
    Monthly Fee: $467
       Tax: $9,760 (2025)
    Community: Margaritaville
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,867 (change assumption)
    Mortgage ($2,586) + Fees ($467) + Taxes in 2025 ($813)


    Taxes:$9,760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3113 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $425,000154 Days on yellowkey   MLS ID: O6381263

    For Sale O6381263 - 3113 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 92 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1545
       Built: 2022
    Monthly Fee: $583
       Tax: $7,826 (2025)
    Community: Margaritaville
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,564 (change assumption)
    Mortgage ($2,329) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8185 SURF ST, KISSIMMEE, FL 34747

    $420,000174 Days on yellowkey   MLS ID: O6376112

    For Sale O6376112 - 8185 SURF ST, KISSIMMEE, FL 34747 69 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
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($2,301) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3165 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $393,00048 Days on yellowkey   MLS ID: O6411274

    For Sale O6411274 - 3165 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 75 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1550
       Built: 2023
    Monthly Fee: $583
       Tax: $7,880 (2025)
    Community: Margaritaville
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,393 (change assumption)
    Mortgage ($2,153) + Fees ($583) + Taxes in 2025 ($657)


    Taxes:$7,880

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8205 SURF ST, KISSIMMEE, FL 34747

    $379,00092 Days on yellowkey   MLS ID: O6398029

    For Sale O6398029 - 8205 SURF ST, KISSIMMEE, FL 34747 94 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1545
       Built: 2022
    Monthly Fee: $583
       Tax: $7,826 (2025)
    Community: Margaritaville
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($2,077) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3404 GREAT POND DR, KISSIMMEE, FL 34746

    $399,0007 Days on yellowkey   MLS ID: O6421796

    For Sale O6421796 - 3404 GREAT POND DR, KISSIMMEE, FL 34746 61 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2004
    Monthly Fee: $365
       Tax: $5,618 (2025)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $3,019 (change assumption)
    Mortgage ($2,186) + Fees ($365) + Taxes in 2025 ($468)


    Taxes:$5,618

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)




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.