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Kissimmee Single Family Homes For Sale - 2077 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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  • 7724 FAIRFAX DRIVE, KISSIMMEE, FL 34747

    $960,000116 Days on yellowkey   MLS ID: O6382849

    REDUCED by $15,000 (1.5%) on 06/11/2026

    For Sale O6382849 - 7724 FAIRFAX DRIVE, KISSIMMEE, FL 34747 31 photos

    Bed: 9   Bath: 8.5   Gar: 2
    Liv Area Sq Ft: 4630
       Built: 2017
    Monthly Fee: $725
       Tax: $14,530 (2024)
    Community: Reunion West Ph 3 West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,196 (change assumption)
    Mortgage ($5,260) + Fees ($725) + Taxes in 2024 ($1,211)


    Taxes:$14,530

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4315 LAKE AVE, KISSIMMEE, FL 34746

    $197,888384 Days on yellowkey   MLS ID: S5127634

    0 Days Off yellowkey (back on 6/11/2026)

    INCREASED by $17,888 (9.9%) on 03/31/2026

    For Sale S5127634 - 4315 LAKE AVE, KISSIMMEE, FL 34746 8 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1012
       Built: 1970   Tax: $2,125 (2024)
    Community: Campbell Heights
    Single Family


    Estimated Monthly Payment: $1,261 (change assumption)
    Mortgage ($1,084) + Taxes in 2024 ($177)


    Taxes:$2,125

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1112 ROAN CT, KISSIMMEE, FL 34759

    $294,00088 Days on yellowkey   MLS ID: S5146078

    REDUCED by $5,000 (1.7%) on 06/11/2026

    For Sale S5146078 - 1112 ROAN CT, KISSIMMEE, FL 34759 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2000
    Monthly Fee: $100
       Tax: $4,124 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,611) + Fees ($100) + Taxes in 2025 ($344)


    Taxes:$4,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3629 NORTHWOODS DR, KISSIMMEE, FL 34746

    $350,00060 Days on yellowkey   MLS ID: O6399299

    REDUCED by $5,000 (1.4%) on 06/11/2026

    For Sale O6399299 - 3629 NORTHWOODS DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2005
    Monthly Fee: $159
       Tax: $5,632 (2025)
    Community: Bellalago Ph 3M
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($1,918) + Fees ($159) + Taxes in 2025 ($469)


    Taxes:$5,632

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $644,90026 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $30,000 (4.4%) on 06/11/2026

    For Sale TB8510529 - 930 SHORE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3269
       Built: 1958   Tax: $3,326 (2025)
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $3,811 (change assumption)
    Mortgage ($3,534) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747

    $499,000132 Days on yellowkey   MLS ID: O6378525

    For Sale O6378525 - 2619 SUMMER CREEK DR, KISSIMMEE, FL 34747 52 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2000   Tax: $7,282 (2025)
    Community: Indian Creek Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($607)


    Taxes:$7,282

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 4950 PALL MALL ST E, KISSIMMEE, FL 34758

    $364,999102 Days on yellowkey   MLS ID: O6387730

    0 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $15,000 (3.9%) on 05/07/2026

    For Sale O6387730 - 4950 PALL MALL ST E, KISSIMMEE, FL 34758 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2020
    Monthly Fee: $231
       Tax: $5,105 (2025)
    Community: Trafalgar Village Ph 3
    Single Family


    Estimated Monthly Payment: $2,656 (change assumption)
    Mortgage ($2,000) + Fees ($231) + Taxes in 2025 ($425)


    Taxes:$5,105

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 508 FLORAL DR, KISSIMMEE, FL 34743

    $344,90082 Days on yellowkey   MLS ID: O6390067

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale O6390067 - 508 FLORAL DR, KISSIMMEE, FL 34743 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1404
       Built: 1988   Tax: $4,812 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($401)


    Taxes:$4,812

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 378 BUTTONWOOD DR, KISSIMMEE, FL 34743

    $349,90015 Days on yellowkey   MLS ID: O6410901

    For Sale O6410901 - 378 BUTTONWOOD DR, KISSIMMEE, FL 34743 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1984   Tax: $4,690 (2026)
    Community: Bvl Unit 7 6Th Add
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,917) + Taxes in 2026 ($391)


    Taxes:$4,690

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2026

    Middle School: Parkway Middle


  • 146 FLATFISH CT, KISSIMMEE, FL 34759

    $271,00016 Days on yellowkey   MLS ID: O6411971

    REDUCED by $10,400 (3.7%) on 06/11/2026

    SHORT SALE O6411971 - 146 FLATFISH CT, KISSIMMEE, FL 34759 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 2023
    Monthly Fee: $100
       Tax: $3,401 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,868 (change assumption)
    Mortgage ($1,485) + Fees ($100) + Taxes in 2025 ($283)


    Taxes:$3,401

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 8913 COCONUT BREEZE DR, KISSIMMEE, FL 34747

    $599,900154 Days on yellowkey   MLS ID: O6372799

    REDUCED by $25,000 (4.0%) on 06/11/2026

    For Sale O6372799 - 8913 COCONUT BREEZE DR, KISSIMMEE, FL 34747 55 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 2987
       Built: 2022
    Monthly Fee: $718
       Tax: $9,244 (2025)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $4,775 (change assumption)
    Mortgage ($3,287) + Fees ($718) + Taxes in 2025 ($770)


    Taxes:$9,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 813 SAN JOSE CT, KISSIMMEE, FL 34758

    $265,0005 Days on yellowkey   MLS ID: S5151517

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale S5151517 - 813 SAN JOSE CT, KISSIMMEE, FL 34758 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1255
       Built: 1989
    Monthly Fee: $100
       Tax: $1,956 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $1,715 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($163)


    Taxes:$1,956

    Elementary School: None

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 540 OAK BRANCH CIR, KISSIMMEE, FL 34758

    $305,999223 Days on yellowkey   MLS ID: S5137421

    INCREASED by $2,000 (0.7%) on 06/11/2026

    For Sale S5137421 - 540 OAK BRANCH CIR, KISSIMMEE, FL 34758 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1443
       Built: 1997
    Monthly Fee: $90
       Tax: $3,820 (2024)
    Community: Oaks At Cypress Woods The
    Single Family


    Estimated Monthly Payment: $2,085 (change assumption)
    Mortgage ($1,677) + Fees ($90) + Taxes in 2024 ($318)


    Taxes:$3,820

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Harmony Middle


  • 959 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $275,9005 Days on yellowkey   MLS ID: O6415208

    For Sale O6415208 - 959 DERBYSHIRE DR, KISSIMMEE, FL 34758 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 1990
    Monthly Fee: $100
       Tax: $1,840 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,765 (change assumption)
    Mortgage ($1,512) + Fees ($100) + Taxes in 2025 ($153)


    Taxes:$1,840

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4629 CAVERNS DR, KISSIMMEE, FL 34758

    $300,00037 Days on yellowkey   MLS ID: V4948965

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $25,000 (7.7%) on 05/18/2026

    For Sale V4948965 - 4629 CAVERNS DR, KISSIMMEE, FL 34758 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 2009
    Monthly Fee: $69
       Tax: $2,132 (2025)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,644) + Fees ($69) + Taxes in 2025 ($178)


    Taxes:$2,132

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $479,00012 Days on yellowkey   MLS ID: O6412908

    1 Days Off yellowkey (back on 6/10/2026)

    For Sale O6412908 - 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2001
    Monthly Fee: $260
       Tax: $6,404 (2025)
    Community: Wyndham Palms Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,625) + Fees ($260) + Taxes in 2025 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 3014 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00013 Days on yellowkey   MLS ID: S5150837

    For Sale S5150837 - 3014 SERA BELLA WAY, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 2016
    Monthly Fee: $113
       Tax: $713 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,822) + Fees ($113) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 SHORTLEAF, KISSIMMEE, FL 34746

    $429,99038 Days on yellowkey   MLS ID: L4961677

    For Sale L4961677 - 2600 SHORTLEAF, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1959
       Built: 1999
    Monthly Fee: $31
       Tax: $5,337 (2025)
    Community: Pleasant Hill Lakes
    Single Family


    Estimated Monthly Payment: $2,832 (change assumption)
    Mortgage ($2,356) + Fees ($31) + Taxes in 2025 ($445)


    Taxes:$5,337

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4805 KINGSTON CIR, KISSIMMEE, FL 34746

    $364,90046 Days on yellowkey   MLS ID: TB8502258

    REDUCED by $10,100 (2.7%) on 06/10/2026

    For Sale TB8502258 - 4805 KINGSTON CIR, KISSIMMEE, FL 34746 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1381
       Built: 1990
    Monthly Fee: $38
       Tax: $4,766 (2025)
    Community: Montego Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,435 (change assumption)
    Mortgage ($1,999) + Fees ($38) + Taxes in 2025 ($397)


    Taxes:$4,766

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 202 AMESBURY LN, KISSIMMEE, FL 34758

    $299,0006 Days on yellowkey   MLS ID: TB8496400

    1 Days Off yellowkey (back on 6/10/2026)

    For Sale TB8496400 - 202 AMESBURY LN, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2003
    Monthly Fee: $100
       Tax: $5,164 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,169 (change assumption)
    Mortgage ($1,638) + Fees ($100) + Taxes in 2025 ($430)


    Taxes:$5,164

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate




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.