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Kissimmee Single Family Homes For Sale - 2081 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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  • 5659 NEVIS TER, KISSIMMEE, FL 34758

    $523,639225 Days on yellowkey   MLS ID: O6359446

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale O6359446 - 5659 NEVIS TER, KISSIMMEE, FL 34758 52 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2025
    Monthly Fee: $426

    Community: Esplanade At Westview
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,295 (change assumption)
    Mortgage ($2,869) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1991 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $479,900225 Days on yellowkey   MLS ID: TB8445148

    For Sale TB8445148 - 1991 SPRING SHOWER CIR, KISSIMMEE, FL 34744 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 2023
    Monthly Fee: $110
       Tax: $4,832 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,142 (change assumption)
    Mortgage ($2,630) + Fees ($110) + Taxes in 2025 ($403)


    Taxes:$4,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4261 PROLOGUE WAY, KISSIMMEE, FL 34746

    $649,000299 Days on yellowkey   MLS ID: O6339638

    For Sale O6339638 - 4261 PROLOGUE WAY, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2996
       Built: 2022
    Monthly Fee: $305
       Tax: $10,716 (2024)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,754 (change assumption)
    Mortgage ($3,556) + Fees ($305) + Taxes in 2024 ($893)


    Taxes:$10,716

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2651 CALISTOGA AVE, KISSIMMEE, FL 34741

    $720,00075 Days on yellowkey   MLS ID: S5147515

    1 Days Off yellowkey (back on 6/20/2026)

    For Sale S5147515 - 2651 CALISTOGA AVE, KISSIMMEE, FL 34741 87 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3451
       Built: 2018
    Monthly Fee: $660
       Tax: $10,293 (2025)
    Community: Sonoma Res/Tapestry-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,463 (change assumption)
    Mortgage ($3,945) + Fees ($660) + Taxes in 2025 ($858)


    Taxes:$10,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 FALLS DR, KISSIMMEE, FL 34747

    $1,150,00075 Days on yellowkey   MLS ID: S5146843

    For Sale S5146843 - 241 FALLS DR, KISSIMMEE, FL 34747 54 photos

    Bed: 11   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 5496
       Built: 2017
    Monthly Fee: $725
       Tax: $8,395 (2025)
    Community: Reunion West Ph 2A West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,726 (change assumption)
    Mortgage ($6,301) + Fees ($725) + Taxes in 2025 ($700)


    Taxes:$8,395

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $649,900641 Days on yellowkey   MLS ID: S5112666

    REDUCED by $20,000 (3.0%) on 06/20/2026

    For Sale S5112666 - 1380 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 99 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3637
       Built: 2006   Tax: $4,833 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,561) + Taxes in 2023 ($403)


    Taxes:$4,833

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $398,5006 Days on yellowkey   MLS ID: S5151971

    1 Days Off yellowkey (back on 6/20/2026)

    For Sale S5151971 - 1890 HICKORY BLUFF RD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2018
    Monthly Fee: $10
       Tax: $8,279 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,184) + Fees ($10) + Taxes in 2025 ($690)


    Taxes:$8,279

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2304 SAPHIRE CT, KISSIMMEE, FL 34743

    $389,00024 Days on yellowkey   MLS ID: O6411463

    For Sale O6411463 - 2304 SAPHIRE CT, KISSIMMEE, FL 34743 68 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2001
    Monthly Fee: $29
       Tax: $1,857 (2025)
    Community: Emerald Pointe
    Single Family


    Estimated Monthly Payment: $2,315 (change assumption)
    Mortgage ($2,131) + Fees ($29) + Taxes in 2025 ($155)


    Taxes:$1,857

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 7753 BASNETT CIR, KISSIMMEE, FL 34747

    $625,00011 Days on yellowkey   MLS ID: O6416299

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale O6416299 - 7753 BASNETT CIR, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2005
    Monthly Fee: $171
       Tax: $8,050 (2025)
    Community: Windsor Hills Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,266 (change assumption)
    Mortgage ($3,425) + Fees ($171) + Taxes in 2025 ($671)


    Taxes:$8,050

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $456,50020 Days on yellowkey   MLS ID: O6413243

    REDUCED by $13,400 (2.9%) on 06/19/2026

    For Sale O6413243 - 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $93
       Tax: $4,418 (2025)
    Community: Marbella Ph 2
    Single Family


    Estimated Monthly Payment: $2,962 (change assumption)
    Mortgage ($2,501) + Fees ($93) + Taxes in 2025 ($368)


    Taxes:$4,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 105 DORCHESTER CT, KISSIMMEE, FL 34758

    $358,500156 Days on yellowkey   MLS ID: O6374667

    REDUCED by $1,000 (0.3%) on 06/19/2026

    For Sale O6374667 - 105 DORCHESTER CT, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1989
    Monthly Fee: $100
       Tax: $2,063 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($1,964) + Fees ($100) + Taxes in 2025 ($172)


    Taxes:$2,063

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1710 SUNNY ST, KISSIMMEE, FL 34741

    $400,00054 Days on yellowkey   MLS ID: O6403165

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale O6403165 - 1710 SUNNY ST, KISSIMMEE, FL 34741 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1806
       Built: 2006   Tax: $5,617 (2025)
    Community: Patricia Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,660 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1783 N STEWART ST, KISSIMMEE, FL 34746

    $459,00062 Days on yellowkey   MLS ID: A4690956

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $15,900 (3.3%) on 05/21/2026

    For Sale A4690956 - 1783 N STEWART ST, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1794
       Built: 1994   Tax: $5,109 (2025)
    Community: Pleasant Hill Heights Unit 2
    Single Family


    Estimated Monthly Payment: $2,941 (change assumption)
    Mortgage ($2,515) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2411 CONDADO CT, KISSIMMEE, FL 34743

    $322,000156 Days on yellowkey   MLS ID: O6374772

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $1,500 (0.5%) on 06/11/2026

    For Sale O6374772 - 2411 CONDADO CT, KISSIMMEE, FL 34743 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1392
       Built: 1995
    Monthly Fee: $28
       Tax: $5,187 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $2,225 (change assumption)
    Mortgage ($1,764) + Fees ($28) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $424,999107 Days on yellowkey   MLS ID: S5145366

    REDUCED by $5,000 (1.2%) on 04/20/2026

    For Sale S5145366 - 4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 2004
    Monthly Fee: $175
       Tax: $6,013 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,005 (change assumption)
    Mortgage ($2,329) + Fees ($175) + Taxes in 2025 ($501)


    Taxes:$6,013

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4490 SPRING BLOSSOM LN, KISSIMMEE, FL 34746

    $370,0007 Days on yellowkey   MLS ID: S5151862

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale S5151862 - 4490 SPRING BLOSSOM LN, KISSIMMEE, FL 34746 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3266
       Built: 2005
    Monthly Fee: $87
       Tax: $3,647 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,418 (change assumption)
    Mortgage ($2,027) + Fees ($87) + Taxes in 2025 ($304)


    Taxes:$3,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 165 TOLUCA DR, KISSIMMEE, FL 34743

    $318,00018 Days on yellowkey   MLS ID: S5151404

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale S5151404 - 165 TOLUCA DR, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1260
       Built: 1988   Tax: $3,957 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,742) + Taxes in 2025 ($330)


    Taxes:$3,957

    Elementary School: Knights Point

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $499,900216 Days on yellowkey   MLS ID: S5138827

    REDUCED by $15,100 (2.9%) on 06/14/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,246 (change assumption)
    Mortgage ($2,739) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3054 PIRATE WAY, KISSIMMEE, FL 34747

    $349,90033 Days on yellowkey   MLS ID: S5150421

    REDUCED by $6,099 (1.7%) on 06/05/2026

    For Sale S5150421 - 3054 PIRATE WAY, KISSIMMEE, FL 34747 52 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 660
       Built: 2018
    Monthly Fee: $197
       Tax: $7,562 (2025)
    Community: Rolling Oaks Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($1,917) + Fees ($197) + Taxes in 2025 ($630)


    Taxes:$7,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $650,00088 Days on yellowkey   MLS ID: O6393234

    REDUCED by $25,000 (3.7%) on 05/11/2026

    For Sale O6393234 - 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3267
       Built: 2014
    Monthly Fee: $111
       Tax: $4,883 (2025)
    Community: North Point Ph Ic
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,562) + Fees ($111) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.