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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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  • 7667 OTTERSPOOL ST, KISSIMMEE, FL 34747

    $449,00010 Days on yellowkey   MLS ID: S5151169

    For Sale S5151169 - 7667 OTTERSPOOL ST, KISSIMMEE, FL 34747 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2005
    Monthly Fee: $169
       Tax: $5,064 (2025)
    Community: Windsor Hills Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,051 (change assumption)
    Mortgage ($2,460) + Fees ($169) + Taxes in 2025 ($422)


    Taxes:$5,064

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1329 WINDSOR DR, KISSIMMEE, FL 34741

    $175,00044 Days on yellowkey   MLS ID: O6403991

    REDUCED by $5,000 (2.8%) on 06/12/2026

    For Sale O6403991 - 1329 WINDSOR DR, KISSIMMEE, FL 34741 38 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1290
       Built: 1982
    Monthly Fee: $375
       Tax: $992 (2025)
    Community: Windsor Pines 1 Condo
    Condo


    Estimated Monthly Payment: $1,417 (change assumption)
    Mortgage ($959) + Fees ($375) + Taxes in 2025 ($83)


    Taxes:$992

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4501 MONADO DR, KISSIMMEE, FL 34746

    $565,000551 Days on yellowkey   MLS ID: O6263041

    For Sale O6263041 - 4501 MONADO DR, KISSIMMEE, FL 34746 52 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $346
       Tax: $8,111 (2023)
    Community: Bellavida Ph 2A
    Single Family


    Estimated Monthly Payment: $4,118 (change assumption)
    Mortgage ($3,096) + Fees ($346) + Taxes in 2023 ($676)


    Taxes:$8,111

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2023

    Middle School: Kissimmee Middle


  • 7519 BLISS WAY #7519, KISSIMMEE, FL 34747

    $299,000100 Days on yellowkey   MLS ID: O6388497

    REDUCED by $3,450 (1.1%) on 04/23/2026

    For Sale O6388497 - 7519 BLISS WAY #7519, KISSIMMEE, FL 34747 50 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1255
       Built: 2007
    Monthly Fee: $495
       Tax: $3,562 (2025)
    Community: Oakwater Ph 02-6 Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($1,638) + Fees ($495) + Taxes in 2025 ($297)


    Taxes:$3,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 885 ADOUR DR, KISSIMMEE, FL 34759

    $325,00019 Days on yellowkey   MLS ID: L4962213

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

    For Sale L4962213 - 885 ADOUR DR, KISSIMMEE, FL 34759 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2400
       Built: 2004
    Monthly Fee: $85
       Tax: $3,947 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,781) + Fees ($85) + Taxes in 2025 ($329)


    Taxes:$3,947

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7752 SOMERSWORTH DR, KISSIMMEE, FL 34747

    $529,900544 Days on yellowkey   MLS ID: TB8331032

    REDUCED by $18,000 (3.3%) on 05/15/2026

    For Sale TB8331032 - 7752 SOMERSWORTH DR, KISSIMMEE, FL 34747 7 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2025
    Monthly Fee: $699
       Tax: $6,156 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $4,115 (change assumption)
    Mortgage ($2,903) + Fees ($699) + Taxes in 2025 ($513)


    Taxes:$6,156

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $425,00011 Days on yellowkey   MLS ID: O6412507

    For Sale O6412507 - 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2004
    Monthly Fee: $100
       Tax: $5,728 (2025)
    Community: Terra Verde Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000121 Days on yellowkey   MLS ID: O6380471

    For Sale O6380471 - 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $100
       Tax: $6,370 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,953) + Fees ($100) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 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


  • 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




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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.