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Kissimmee Single Family Homes For Sale - 2020 homes

Kissimmee Single Family Homes for Sale are located in Osceola County, Florida. Find single family homes for sale in Kissimmee with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee single family houses.

Location: Kissimmee

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  • 2346 LILY PAD LN, KISSIMMEE, FL 34743

    $354,88891 Days on yellowkey   MLS ID: S5143818

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $3,000 (0.8%) on 04/16/2026

    For Sale S5143818 - 2346 LILY PAD LN, KISSIMMEE, FL 34743 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 1997
    Monthly Fee: $28
       Tax: $3,115 (2025)
    Community: Shannon Lakes
    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($1,945) + Fees ($28) + Taxes in 2025 ($260)


    Taxes:$3,115

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 406 S LATONIA ST, KISSIMMEE, FL 34741

    $345,00088 Days on yellowkey   MLS ID: O6387083

    REDUCED by $5,000 (1.4%) on 04/20/2026

    For Sale O6387083 - 406 S LATONIA ST, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 1995   Tax: $5,317 (2025)
    Community: Rosewood Unit 2
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($443)


    Taxes:$5,317

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4611 CABALERRO TRL, KISSIMMEE, FL 34758

    $334,900290 Days on yellowkey   MLS ID: S5132592

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

    For Sale S5132592 - 4611 CABALERRO TRL, KISSIMMEE, FL 34758 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1545
       Built: 2010
    Monthly Fee: $137
       Tax: $3,831 (2024)
    Community: Brighton Landings Ph 1
    Single Family


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,835) + Fees ($137) + Taxes in 2024 ($319)


    Taxes:$3,831

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1021 GOLFSIDE CT, KISSIMMEE, FL 34741

    $325,000343 Days on yellowkey   MLS ID: O6320634

    For Sale O6320634 - 1021 GOLFSIDE CT, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1659
       Built: 1995   Tax: $1,321 (2024)
    Community: Golfside Unit 1
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($110)


    Taxes:$1,321

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 801 GOLDEN BEAR DR, KISSIMMEE, FL 34747

    $1,385,000224 Days on yellowkey   MLS ID: S5136960

    For Sale S5136960 - 801 GOLDEN BEAR DR, KISSIMMEE, FL 34747 92 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3428
       Built: 2021
    Monthly Fee: $583
       Tax: $15,045 (2024)
    Community: Reunion Resort & Golf Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,426 (change assumption)
    Mortgage ($7,589) + Fees ($583) + Taxes in 2024 ($1,254)


    Taxes:$15,045

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4526 FICUS TREE RD, KISSIMMEE, FL 34758

    $334,000143 Days on yellowkey   MLS ID: TB8462719

    For Sale TB8462719 - 4526 FICUS TREE RD, KISSIMMEE, FL 34758 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2308
       Built: 2003
    Monthly Fee: $100
       Tax: $4,624 (2025)
    Community: Banyan Cove At Cypress Woods
    Single Family


    Estimated Monthly Payment: $2,315 (change assumption)
    Mortgage ($1,830) + Fees ($100) + Taxes in 2025 ($385)


    Taxes:$4,624

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2678 CALISTOGA AVE, KISSIMMEE, FL 34741

    $650,00026 Days on yellowkey   MLS ID: O6405139

    For Sale O6405139 - 2678 CALISTOGA AVE, KISSIMMEE, FL 34741 50 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3067
       Built: 2015
    Monthly Fee: $504
       Tax: $10,160 (2025)
    Community: Sonoma Resort At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $4,912 (change assumption)
    Mortgage ($3,562) + Fees ($504) + Taxes in 2025 ($847)


    Taxes:$10,160

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 738 HACIENDA CIR, KISSIMMEE, FL 34741

    $545,000254 Days on yellowkey   MLS ID: O6344662

    1 Days Off yellowkey (back on 4/10/2026)

    For Sale O6344662 - 738 HACIENDA CIR, KISSIMMEE, FL 34741 59 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2813
       Built: 2005
    Monthly Fee: $76
       Tax: $6,733 (2024)
    Community: Estancia
    Single Family


    Estimated Monthly Payment: $3,623 (change assumption)
    Mortgage ($2,986) + Fees ($76) + Taxes in 2024 ($561)


    Taxes:$6,733

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 203 LARKSPUR CT, KISSIMMEE, FL 34743

    $335,00045 Days on yellowkey   MLS ID: O6400202

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

    For Sale O6400202 - 203 LARKSPUR CT, KISSIMMEE, FL 34743 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1257
       Built: 1992   Tax: $1,388 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($116)


    Taxes:$1,388

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 151 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $450,000142 Days on yellowkey   MLS ID: O6372170

    For Sale O6372170 - 151 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 46 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1940
       Built: 2004
    Monthly Fee: $93
       Tax: $5,445 (2025)
    Community: Terra Verde Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,466) + Fees ($93) + Taxes in 2025 ($454)


    Taxes:$5,445

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 326 COLONADE CT, KISSIMMEE, FL 34758

    $250,000126 Days on yellowkey   MLS ID: P4937527

    For Sale P4937527 - 326 COLONADE CT, KISSIMMEE, FL 34758 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1234
       Built: 1987
    Monthly Fee: $85
       Tax: $2,616 (2024)
    Community: Poinciana Village
    Single Family


    Estimated Monthly Payment: $1,673 (change assumption)
    Mortgage ($1,370) + Fees ($85) + Taxes in 2024 ($218)


    Taxes:$2,616

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 3223 OLIVIA BREEZE DR, KISSIMMEE, FL 34746

    $360,00067 Days on yellowkey   MLS ID: C7523993

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

    REDUCED by $5,000 (1.4%) on 05/07/2026

    For Sale C7523993 - 3223 OLIVIA BREEZE DR, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2037
       Built: 2017
    Monthly Fee: $17
       Tax: $7,754 (2025)
    Community: Concorde Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($1,973) + Fees ($17) + Taxes in 2025 ($646)


    Taxes:$7,754

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8550 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $529,99933 Days on yellowkey   MLS ID: S5148879

    For Sale S5148879 - 8550 SUNRISE KEY DR, KISSIMMEE, FL 34747 68 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,454 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($2,904) + Fees ($115) + Taxes in 2025 ($538)


    Taxes:$6,454

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4704 RUBY RED LN, KISSIMMEE, FL 34746

    $450,00060 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


  • 916 NANCY CT, KISSIMMEE, FL 34759

    $325,000148 Days on yellowkey   MLS ID: V4946526

    REDUCED by $20,000 (5.8%) on 04/22/2026

    For Sale V4946526 - 916 NANCY CT, KISSIMMEE, FL 34759 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2001
    Monthly Fee: $47
       Tax: $713 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,887 (change assumption)
    Mortgage ($1,781) + Fees ($47) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5609 MORANT BAY PATH, KISSIMMEE, FL 34758

    $307,42046 Days on yellowkey   MLS ID: O6399930

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

    For Sale O6399930 - 5609 MORANT BAY PATH, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1424
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,809 (change assumption)
    Mortgage ($1,684) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5525 PIMENTA CT, KISSIMMEE, FL 34758

    $303,54046 Days on yellowkey   MLS ID: O6399917

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

    For Sale O6399917 - 5525 PIMENTA CT, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,788 (change assumption)
    Mortgage ($1,663) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2437 SHANTI DR, KISSIMMEE, FL 34746

    $1,824,90048 Days on yellowkey   MLS ID: O6397792

    For Sale O6397792 - 2437 SHANTI DR, KISSIMMEE, FL 34746 95 photos

    Bed: 13   Bath: 11.0   Gar: 3
    Liv Area Sq Ft: 5504
       Built: 2023
    Monthly Fee: $397
       Tax: $12,719 (2025)
    Community: Veranda Palms Ph 2B2-2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,456 (change assumption)
    Mortgage ($9,999) + Fees ($397) + Taxes in 2025 ($1,060)


    Taxes:$12,719

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2721 LIDO KEY DR, KISSIMMEE, FL 34747

    $450,00049 Days on yellowkey   MLS ID: O6397773

    For Sale O6397773 - 2721 LIDO KEY DR, KISSIMMEE, FL 34747 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2004
    Monthly Fee: $367
       Tax: $5,199 (2025)
    Community: Emerald Island Resort Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($2,466) + Fees ($367) + Taxes in 2025 ($433)


    Taxes:$5,199

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $939,900473 Days on yellowkey   MLS ID: O6278826

    REDUCED by $15,100 (1.6%) on 04/23/2026

    For Sale O6278826 - 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3606
       Built: 2008   Tax: $4,881 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($5,150) + Taxes in 2023 ($407)


    Taxes:$4,881

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2023

    Middle School: Neptune Middle (6-8)




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 single family home 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.