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Kissimmee Single Family Homes For Sale - 2076 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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  • 107 DELLWOOD DR, KISSIMMEE, FL 34744

    $329,900355 Days on yellowkey   MLS ID: O6322464

    For Sale O6322464 - 107 DELLWOOD DR, KISSIMMEE, FL 34744 10 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1374
       Built: 1955   Tax: $4,351 (2024)
    Community: Dellwood Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,170 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($363)


    Taxes:$4,351

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1350 GREENFIELD LOOP, KISSIMMEE, FL 34747

    $434,997118 Days on yellowkey   MLS ID: A4683415

    REDUCED by $15,003 (3.3%) on 06/13/2026

    For Sale A4683415 - 1350 GREENFIELD LOOP, KISSIMMEE, FL 34747 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1497
       Built: 2023
    Monthly Fee: $137
       Tax: $8,471 (2025)
    Community: Reunion Village Ph 4 & 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,226 (change assumption)
    Mortgage ($2,383) + Fees ($137) + Taxes in 2025 ($706)


    Taxes:$8,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2614 CALISTOGA AVE, KISSIMMEE, FL 34741

    $599,900100 Days on yellowkey   MLS ID: O6390234

    REDUCED by $65,000 (9.8%) on 06/15/2026

    For Sale O6390234 - 2614 CALISTOGA AVE, KISSIMMEE, FL 34741 71 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3248
       Built: 2017   Tax: $10,941 (2025)
    Community: Sonoma Resort At Tapestry Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,199 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($912)


    Taxes:$10,941

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3011 PALERMO ROSE WAY, KISSIMMEE, FL 34746

    $309,90010 Days on yellowkey   MLS ID: O6416280

    For Sale O6416280 - 3011 PALERMO ROSE WAY, KISSIMMEE, FL 34746 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 2005
    Monthly Fee: $14
       Tax: $6,852 (2025)
    Community: Concorde Estates Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,283 (change assumption)
    Mortgage ($1,698) + Fees ($14) + Taxes in 2025 ($571)


    Taxes:$6,852

    Elementary School: Island Village Elementary School

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4460 NIRVANA PKWY, KISSIMMEE, FL 34746

    $500,00032 Days on yellowkey   MLS ID: O6409118

    For Sale O6409118 - 4460 NIRVANA PKWY, KISSIMMEE, FL 34746 43 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2509
       Built: 2011
    Monthly Fee: $367
       Tax: $6,641 (2025)
    Community: Veranda Palms Ph 1B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,660 (change assumption)
    Mortgage ($2,740) + Fees ($367) + Taxes in 2025 ($553)


    Taxes:$6,641

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $450,000115 Days on yellowkey   MLS ID: S5144261

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $7,000 (1.5%) on 04/30/2026

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,862 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 GRAND CANAL DR, KISSIMMEE, FL 34759

    $239,239198 Days on yellowkey   MLS ID: S5139145

    For Sale S5139145 - 601 GRAND CANAL DR, KISSIMMEE, FL 34759 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1258
       Built: 2006
    Monthly Fee: $263
       Tax: $3,921 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,311) + Fees ($263) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $449,9009 Days on yellowkey   MLS ID: TB8511167

    For Sale TB8511167 - 2907 SUMMER GREEN TRL, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $90
       Tax: $5,449 (2025)
    Community: Marbella Ph 2
    Single Family


    Estimated Monthly Payment: $3,009 (change assumption)
    Mortgage ($2,465) + Fees ($90) + Taxes in 2025 ($454)


    Taxes:$5,449

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 955 JACK NICKLAUS CT, KISSIMMEE, FL 34747

    $2,244,000163 Days on yellowkey   MLS ID: O6371804

    REDUCED by $400 (0.0%) on 06/15/2026

    For Sale O6371804 - 955 JACK NICKLAUS CT, KISSIMMEE, FL 34747 73 photos

    Bed: 9   Bath: 8.5   Gar: 2
    Liv Area Sq Ft: 4490
       Built: 2021
    Monthly Fee: $1,000
       Tax: $22,850 (2025)
    Community: Reunion West Fairways 17 & 18 Rep
    Single Family


    Estimated Monthly Payment: $15,200 (change assumption)
    Mortgage ($12,296) + Fees ($1,000) + Taxes in 2025 ($1,904)


    Taxes:$22,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1202 CUMBRIAN LAKES CT., KISSIMMEE, FL 34746

    $439,000233 Days on yellowkey   MLS ID: O6356985

    4 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $20,000 (4.4%) on 05/31/2026

    For Sale O6356985 - 1202 CUMBRIAN LAKES CT., KISSIMMEE, FL 34746 56 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2002
    Monthly Fee: $175
       Tax: $7,162 (2024)
    Community: Cumbrian Lakes Resort
    Single Family


    Estimated Monthly Payment: $3,177 (change assumption)
    Mortgage ($2,405) + Fees ($175) + Taxes in 2024 ($597)


    Taxes:$7,162

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 104 JASMINE CIR, KISSIMMEE, FL 34759

    $299,900242 Days on yellowkey   MLS ID: O6345441

    1 Days Off yellowkey (back on 2/7/2026)

    For Sale O6345441 - 104 JASMINE CIR, KISSIMMEE, FL 34759 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1954
       Built: 2019
    Monthly Fee: $85
       Tax: $2,856 (2024)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,966 (change assumption)
    Mortgage ($1,643) + Fees ($85) + Taxes in 2024 ($238)


    Taxes:$2,856

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • KISSIMMEE, FL 34744

    $327,000100 Days on yellowkey   MLS ID: O6388756

    2 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $22,000 (6.3%) on 04/22/2026

    For Sale O6388756 - KISSIMMEE, FL 34744 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1792
       Built: 1982   Tax: $3,556 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,792) + Taxes in 2025 ($296)


    Taxes:$3,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 147 DORCHESTER CT, KISSIMMEE, FL 34758

    $279,900270 Days on yellowkey   MLS ID: G5102466

    For Sale G5102466 - 147 DORCHESTER CT, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1748
       Built: 2017
    Monthly Fee: $83
       Tax: $2,148 (2024)
    Community: Poinciana Village 02 Neighborhood 01
    Single Family


    Estimated Monthly Payment: $1,796 (change assumption)
    Mortgage ($1,534) + Fees ($83) + Taxes in 2024 ($179)


    Taxes:$2,148

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 2401 BEL AIR CIR, KISSIMMEE, FL 34743

    $525,00019 Days on yellowkey   MLS ID: S5150915

    For Sale S5150915 - 2401 BEL AIR CIR, KISSIMMEE, FL 34743 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2749
       Built: 1991   Tax: $6,017 (2025)
    Community: Moreland Estates Ph 1
    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 710 BAY ST, KISSIMMEE, FL 34744

    $255,000116 Days on yellowkey   MLS ID: O6385334

    REDUCED by $5,000 (1.9%) on 05/19/2026

    For Sale O6385334 - 710 BAY ST, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1100
       Built: 1935   Tax: $2,687 (2025)
    Community: Robert Bass Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($224)


    Taxes:$2,687

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 8956 ZURICH LN, KISSIMMEE, FL 34747

    $575,00043 Days on yellowkey   MLS ID: O6406521

    For Sale O6406521 - 8956 ZURICH LN, KISSIMMEE, FL 34747 48 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $577
       Tax: $9,051 (2025)
    Community: Windsor At Westside Ph 3A
    Single Family


    Estimated Monthly Payment: $4,482 (change assumption)
    Mortgage ($3,151) + Fees ($577) + Taxes in 2025 ($754)


    Taxes:$9,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4811 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $430,00012 Days on yellowkey   MLS ID: O6415416

    For Sale O6415416 - 4811 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2004
    Monthly Fee: $175
       Tax: $6,063 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,036 (change assumption)
    Mortgage ($2,356) + Fees ($175) + Taxes in 2025 ($505)


    Taxes:$6,063

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2068 LIVE OAK RIDGE RD, KISSIMMEE, FL 34746

    $520,0008 Days on yellowkey   MLS ID: O6409215

    For Sale O6409215 - 2068 LIVE OAK RIDGE RD, KISSIMMEE, FL 34746 50 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3193
       Built: 2020
    Monthly Fee: $168
       Tax: $8,375 (2025)
    Community: Storey Creek Ph 1
    Single Family


    Estimated Monthly Payment: $3,715 (change assumption)
    Mortgage ($2,849) + Fees ($168) + Taxes in 2025 ($698)


    Taxes:$8,375

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 131 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $415,00044 Days on yellowkey   MLS ID: O6406202

    REDUCED by $15,000 (3.5%) on 06/15/2026

    For Sale O6406202 - 131 WESTMORELAND CIR, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2285
       Built: 1997
    Monthly Fee: $14
       Tax: $6,651 (2025)
    Community: Remington Ph 1 Tr F
    Single Family


    Estimated Monthly Payment: $2,842 (change assumption)
    Mortgage ($2,274) + Fees ($14) + Taxes in 2025 ($554)


    Taxes:$6,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744

    $375,00011 Days on yellowkey   MLS ID: O6415743

    For Sale O6415743 - 2418 BROOKSIDE AVE, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 1979   Tax: $4,934 (2025)
    Community: Whisper Woods
    Single Family


    Estimated Monthly Payment: $2,466 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($411)


    Taxes:$4,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.