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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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  • 7 WESTCHESTER DR, KISSIMMEE, FL 34744

    $434,000392 Days on yellowkey   MLS ID: O6309992

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $5,000 (1.1%) on 04/16/2026

    For Sale O6309992 - 7 WESTCHESTER DR, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1962   Tax: $1,988 (2024)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,378) + Taxes in 2024 ($166)


    Taxes:$1,988

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 665 REGENCY WAY, KISSIMMEE, FL 34758

    $374,9903 Days on yellowkey   MLS ID: O6415683

    For Sale O6415683 - 665 REGENCY WAY, KISSIMMEE, FL 34758 26 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2417
       Built: 1995
    Monthly Fee: $100
       Tax: $1,214 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($2,055) + Fees ($100) + Taxes in 2025 ($101)


    Taxes:$1,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758

    $399,9008 Days on yellowkey   MLS ID: O6414471

    For Sale O6414471 - 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1616
       Built: 1979   Tax: $4,704 (2025)
    Community: Cherub Homes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($392)


    Taxes:$4,704

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $550,000447 Days on yellowkey   MLS ID: O6292839

    For Sale O6292839 - 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2017
    Monthly Fee: $239
       Tax: $7,233 (2024)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,014) + Fees ($239) + Taxes in 2024 ($603)


    Taxes:$7,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746

    $275,000193 Days on yellowkey   MLS ID: S5139636

    SHORT SALE S5139636 - 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1683
       Built: 2023
    Monthly Fee: $300
       Tax: $4,144 (2024)
    Community: Cypress Cay Ph 1
    Townhouse


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,507) + Fees ($300) + Taxes in 2024 ($345)


    Taxes:$4,144

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4704 RUBY RED LN, KISSIMMEE, FL 34746

    $450,00073 Days on yellowkey   MLS ID: O6395863

    2 Days Off yellowkey (back on 5/13/2026)

    For Sale O6395863 - 4704 RUBY RED LN, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2013
    Monthly Fee: $205
       Tax: $5,799 (2025)
    Community: Crystal Cove Resort
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,466) + Fees ($205) + Taxes in 2025 ($483)


    Taxes:$5,799

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Harmony Middle


  • 3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741

    $231,00033 Days on yellowkey   MLS ID: S5148826

    REDUCED by $8,000 (3.3%) on 06/12/2026

    For Sale S5148826 - 3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 2006
    Monthly Fee: $392
       Tax: $4,316 (2025)
    Community: Flora Ridge Condo Ph 7 Bldg 12
    Condo


    Estimated Monthly Payment: $2,017 (change assumption)
    Mortgage ($1,266) + Fees ($392) + Taxes in 2025 ($360)


    Taxes:$4,316

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $649,900102 Days on yellowkey   MLS ID: O6386876

    REDUCED by $15,100 (2.3%) on 06/11/2026

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2005
    Monthly Fee: $195
       Tax: $7,062 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,345 (change assumption)
    Mortgage ($3,561) + Fees ($195) + Taxes in 2025 ($589)


    Taxes:$7,062

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2403 SILVER PALM DR, KISSIMMEE, FL 34747

    $280,00044 Days on yellowkey   MLS ID: S5149029

    REDUCED by $9,900 (3.4%) on 06/09/2026

    For Sale S5149029 - 2403 SILVER PALM DR, KISSIMMEE, FL 34747 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2003
    Monthly Fee: $210
       Tax: $2,895 (2025)
    Community: Windsor Palms Twnhms Ph 3A
    Townhouse


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,534) + Fees ($210) + Taxes in 2025 ($241)


    Taxes:$2,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2675 HILLIARD CT, KISSIMMEE, FL 34744

    $575,0009 Days on yellowkey   MLS ID: S5151356

    3 Days Off yellowkey (back on 6/12/2026)

    For Sale S5151356 - 2675 HILLIARD CT, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1999   Tax: $3,961 (2025)
    Community: Hilliard Place
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747

    $230,00023 Days on yellowkey   MLS ID: O6410146

    For Sale O6410146 - 8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1245
       Built: 2002
    Monthly Fee: $331
       Tax: $3,104 (2025)
    Community: Grand Palms Condo 4 Ph 1
    Condo


    Estimated Monthly Payment: $1,850 (change assumption)
    Mortgage ($1,260) + Fees ($331) + Taxes in 2025 ($259)


    Taxes:$3,104

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00058 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4103 SPITFIRE AVE, KISSIMMEE, FL 34741

    $203,50083 Days on yellowkey   MLS ID: O6384633

    0 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $500 (0.2%) on 05/15/2026

    For Sale O6384633 - 4103 SPITFIRE AVE, KISSIMMEE, FL 34741 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1984
    Monthly Fee: $62
       Tax: $2,566 (2025)
    Community: Waterway Village
    Villa


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($1,115) + Fees ($62) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2521 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746

    $369,90050 Days on yellowkey   MLS ID: S5148608

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale S5148608 - 2521 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2012
    Monthly Fee: $12
       Tax: $5,617 (2025)
    Community: Concorde Estates Ph 2B
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,027) + Fees ($12) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746

    $524,99010 Days on yellowkey   MLS ID: O6413557

    For Sale O6413557 - 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746 50 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 1987
    Monthly Fee: $31
       Tax: $2,589 (2025)
    Community: Pleasant Hill Lakes Unit 9
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,877) + Fees ($31) + Taxes in 2025 ($216)


    Taxes:$2,589

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8711 ROCKINGHAM TER #A, KISSIMMEE, FL 34747

    $239,000462 Days on yellowkey   MLS ID: O6288201

    For Sale O6288201 - 8711 ROCKINGHAM TER #A, KISSIMMEE, FL 34747 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1998
    Monthly Fee: $300
       Tax: $3,452 (2024)
    Community: Villas At Island Club Ph 2
    Condo


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,310) + Fees ($300) + Taxes in 2024 ($288)


    Taxes:$3,452

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: None


  • 3869 SHORESIDE DR, KISSIMMEE, FL 34746

    $715,000370 Days on yellowkey   MLS ID: R4909422

    REDUCED by $20,000 (2.7%) on 06/12/2026

    For Sale R4909422 - 3869 SHORESIDE DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3583
       Built: 2016
    Monthly Fee: $310
       Tax: $9,315 (2024)
    Community: Bellalago Ph 4K
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,004 (change assumption)
    Mortgage ($3,918) + Fees ($310) + Taxes in 2024 ($776)


    Taxes:$9,315

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 8825 RHODES ST, KISSIMMEE, FL 34747

    $675,0003 Days on yellowkey   MLS ID: S5151659

    For Sale S5151659 - 8825 RHODES ST, KISSIMMEE, FL 34747 52 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $563
       Tax: $11,485 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,219 (change assumption)
    Mortgage ($3,699) + Fees ($563) + Taxes in 2025 ($957)


    Taxes:$11,485

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 304 BASS LN, KISSIMMEE, FL 34759

    $299,900245 Days on yellowkey   MLS ID: O6351826

    2 Days Off yellowkey (back on 4/26/2026)

    For Sale O6351826 - 304 BASS LN, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 2025
    Monthly Fee: $89
       Tax: $193 (2024)
    Community: Poinciana Nbrhd 02 East Village 07
    Single Family


    Estimated Monthly Payment: $1,748 (change assumption)
    Mortgage ($1,643) + Fees ($89) + Taxes in 2024 ($16)


    Taxes:$193

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 4722 ORMOND BEACH WAY, KISSIMMEE, FL 34746

    $409,90050 Days on yellowkey   MLS ID: O6402310

    REDUCED by $5,100 (1.2%) on 05/23/2026

    For Sale O6402310 - 4722 ORMOND BEACH WAY, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2003
    Monthly Fee: $149
       Tax: $3,996 (2025)
    Community: Terra Verde Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $2,728 (change assumption)
    Mortgage ($2,246) + Fees ($149) + Taxes in 2025 ($333)


    Taxes:$3,996

    Elementary School: Knights Point

    High School: Poinciana High School

    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.