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Kissimmee Homes For Sale & Real Estate - 3181 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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  • 2460 THE OAKS BLVD, KISSIMMEE, FL 34746

    $560,000331 Days on yellowkey   MLS ID: O6323394

    REDUCED by $35,000 (5.9%) on 05/12/2026

    For Sale O6323394 - 2460 THE OAKS BLVD, KISSIMMEE, FL 34746 74 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3416
       Built: 2003
    Monthly Fee: $23
       Tax: $455 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($3,068) + Fees ($23) + Taxes in 2024 ($38)


    Taxes:$455

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2219 CARIBBEAN DR S #27, KISSIMMEE, FL 34741

    $160,00034 Days on yellowkey   MLS ID: S5148755

    REDUCED by $15,000 (8.6%) on 05/29/2026

    For Sale S5148755 - 2219 CARIBBEAN DR S #27, KISSIMMEE, FL 34741 8 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 991
       Built: 1984   Tax: $2,501 (2025)
    Community: Caribbean Villas Condo Phs A-F
    Condo


    Estimated Monthly Payment: $1,085 (change assumption)
    Mortgage ($877) + Taxes in 2025 ($208)


    Taxes:$2,501

    Elementary School: None

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 935 AMY RIDGE CT, KISSIMMEE, FL 34747

    $365,000139 Days on yellowkey   MLS ID: O6372851

    2 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $14,990 (3.9%) on 04/08/2026

    For Sale O6372851 - 935 AMY RIDGE CT, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 1988
    Monthly Fee: $6
       Tax: $6,618 (2025)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,000) + Fees ($6) + Taxes in 2025 ($552)


    Taxes:$6,618

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 9052 PAOLOS PL, KISSIMMEE, FL 34747

    $539,90064 Days on yellowkey   MLS ID: O6394431

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6394431 - 9052 PAOLOS PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2891
       Built: 2006
    Monthly Fee: $209
       Tax: $8,815 (2025)
    Community: Westside Prcl D Calabria
    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($2,958) + Fees ($209) + Taxes in 2025 ($735)


    Taxes:$8,815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3001 LAUREL RUN LN #104, KISSIMMEE, FL 34741

    $272,00018 Days on yellowkey   MLS ID: O6407397

    For Sale O6407397 - 3001 LAUREL RUN LN #104, KISSIMMEE, FL 34741 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1433
       Built: 2006   Tax: $4,275 (2025)
    Community: Flora Ridge Condo Ph 8 Bldg 11
    Condo


    Estimated Monthly Payment: $1,847 (change assumption)
    Mortgage ($1,490) + Taxes in 2025 ($356)


    Taxes:$4,275

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 308 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $1,350,000115 Days on yellowkey   MLS ID: O6380091

    For Sale O6380091 - 308 SOUTHFIELD ST, KISSIMMEE, FL 34747 56 photos

    Bed: 13   Bath: 12.5   Gar: 4
    Liv Area Sq Ft: 6351
       Built: 2020
    Monthly Fee: $697
       Tax: $14,776 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,325 (change assumption)
    Mortgage ($7,397) + Fees ($697) + Taxes in 2025 ($1,231)


    Taxes:$14,776

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2800 SIMILE ST, KISSIMMEE, FL 34746

    $809,900479 Days on yellowkey   MLS ID: O6278326

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $30,000 (3.6%) on 05/07/2026

    For Sale O6278326 - 2800 SIMILE ST, KISSIMMEE, FL 34746 62 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $304
       Tax: $12,377 (2024)
    Community: Cove At Storey Lake Iii
    Single Family


    Estimated Monthly Payment: $5,773 (change assumption)
    Mortgage ($4,438) + Fees ($304) + Taxes in 2024 ($1,031)


    Taxes:$12,377

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00080 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7905 SPECTRUM DR, KISSIMMEE, FL 34747

    $349,900230 Days on yellowkey   MLS ID: O6352100

    REDUCED by $7,000 (2.0%) on 05/29/2026

    For Sale O6352100 - 7905 SPECTRUM DR, KISSIMMEE, FL 34747 12 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $434
       Tax: $2,783 (2024)
    Community: Spectrum At Reunion
    Townhouse


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($1,917) + Fees ($434) + Taxes in 2024 ($232)


    Taxes:$2,783

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8


  • 2926 BOATING BLVD, KISSIMMEE, FL 34746

    $440,00023 Days on yellowkey   MLS ID: L4961656

    REDUCED by $5,000 (1.1%) on 05/26/2026

    For Sale L4961656 - 2926 BOATING BLVD, KISSIMMEE, FL 34746 48 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2008
    Monthly Fee: $21
       Tax: $5,080 (2025)
    Community: The Oaks
    Single Family


    Estimated Monthly Payment: $2,855 (change assumption)
    Mortgage ($2,411) + Fees ($21) + Taxes in 2025 ($423)


    Taxes:$5,080

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2069 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $394,99083 Days on yellowkey   MLS ID: O6389089

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $4,000 (1.0%) on 05/28/2026

    For Sale O6389089 - 2069 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1828 BRYANT ST, KISSIMMEE, FL 34746

    $324,99059 Days on yellowkey   MLS ID: O6395764

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $5,000 (1.5%) on 05/14/2026

    For Sale O6395764 - 1828 BRYANT ST, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1463
       Built: 2025
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,781) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8045 LOST SHAKER LN, KISSIMMEE, FL 34747

    $595,00028 Days on yellowkey   MLS ID: O6404095

    For Sale O6404095 - 8045 LOST SHAKER LN, KISSIMMEE, FL 34747 90 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 1948
       Built: 2019
    Monthly Fee: $468
       Tax: $10,768 (2025)
    Community: Margaritaville, Rolling Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,625 (change assumption)
    Mortgage ($3,260) + Fees ($468) + Taxes in 2025 ($897)


    Taxes:$10,768

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3410 OAKMONT CT, KISSIMMEE, FL 34746

    $499,00066 Days on yellowkey   MLS ID: O6393204

    For Sale O6393204 - 3410 OAKMONT CT, KISSIMMEE, FL 34746 70 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2003
    Monthly Fee: $365
       Tax: $5,296 (2025)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,734) + Fees ($365) + Taxes in 2025 ($441)


    Taxes:$5,296

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1475 RIVIERA DR, KISSIMMEE, FL 34744

    $780,00032 Days on yellowkey   MLS ID: S5148691

    For Sale S5148691 - 1475 RIVIERA DR, KISSIMMEE, FL 34744 84 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2894
       Built: 1988
    Monthly Fee: $183
       Tax: $8,361 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,154 (change assumption)
    Mortgage ($4,274) + Fees ($183) + Taxes in 2025 ($697)


    Taxes:$8,361

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4710 TRIBUTE TRL, KISSIMMEE, FL 34746

    $309,00039 Days on yellowkey   MLS ID: O6401570

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $10,900 (3.4%) on 05/23/2026

    For Sale O6401570 - 4710 TRIBUTE TRL, KISSIMMEE, FL 34746 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1797
       Built: 2018
    Monthly Fee: $453
       Tax: $6,061 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,651 (change assumption)
    Mortgage ($1,693) + Fees ($453) + Taxes in 2025 ($505)


    Taxes:$6,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1381 DEL MAR DR, KISSIMMEE, FL 34759

    $340,00088 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


  • 2824 OSPREY COVE PL #102, KISSIMMEE, FL 34746

    $211,00044 Days on yellowkey   MLS ID: S5148135

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale S5148135 - 2824 OSPREY COVE PL #102, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1136
       Built: 2000
    Monthly Fee: $300
       Tax: $1,700 (2025)
    Community: Osprey Cove At The Oaks
    Condo


    Estimated Monthly Payment: $1,598 (change assumption)
    Mortgage ($1,156) + Fees ($300) + Taxes in 2025 ($142)


    Taxes:$1,700

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1174 GRAND HAMMOCK CT, KISSIMMEE, FL 34746

    $365,000192 Days on yellowkey   MLS ID: O6358636

    REDUCED by $10,000 (2.7%) on 05/29/2026

    For Sale O6358636 - 1174 GRAND HAMMOCK CT, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2023
    Monthly Fee: $122
       Tax: $5,418 (2024)
    Community: Cypress Hammock
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,000) + Fees ($122) + Taxes in 2024 ($452)


    Taxes:$5,418

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 509 BRENTFORD CT, KISSIMMEE, FL 34758

    $319,90074 Days on yellowkey   MLS ID: S5145996

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale S5145996 - 509 BRENTFORD CT, KISSIMMEE, FL 34758 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2324
       Built: 2001
    Monthly Fee: $100
       Tax: $4,589 (2025)
    Community: Poinciana Nbhd 3 Vlg 2
    Single Family


    Estimated Monthly Payment: $2,235 (change assumption)
    Mortgage ($1,753) + Fees ($100) + Taxes in 2025 ($382)


    Taxes:$4,589

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.