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Kissimmee Single Family Homes For Sale - 2021 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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  • 2665 MILL RUN BLVD, KISSIMMEE, FL 34744

    $327,50025 Days on yellowkey   MLS ID: O6404497

    FORECLOSURE O6404497 - 2665 MILL RUN BLVD, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1282
       Built: 1986   Tax: $1,712 (2025)
    Community: Mill Run Un 5
    Single Family


    Estimated Monthly Payment: $1,937 (change assumption)
    Mortgage ($1,794) + Taxes in 2025 ($143)


    Taxes:$1,712

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2614 CALISTOGA AVE, KISSIMMEE, FL 34741

    $664,90078 Days on yellowkey   MLS ID: O6390234

    REDUCED by $25,000 (3.6%) on 05/06/2026

    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: $4,555 (change assumption)
    Mortgage ($3,643) + Taxes in 2025 ($912)


    Taxes:$10,941

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1146 BOARDWALK PL, KISSIMMEE, FL 34747

    $390,000488 Days on yellowkey   MLS ID: O6275103

    For Sale O6275103 - 1146 BOARDWALK PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2023
    Monthly Fee: $94
       Tax: $3,186 (2024)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $2,496 (change assumption)
    Mortgage ($2,137) + Fees ($94) + Taxes in 2024 ($266)


    Taxes:$3,186

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: None


  • 2617 TEESIDE CT, KISSIMMEE, FL 34746

    $520,000118 Days on yellowkey   MLS ID: S5142892

    For Sale S5142892 - 2617 TEESIDE CT, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2939
       Built: 1997
    Monthly Fee: $21
       Tax: $4,090 (2025)
    Community: Overoaks Rep 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,211 (change assumption)
    Mortgage ($2,849) + Fees ($21) + Taxes in 2025 ($341)


    Taxes:$4,090

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8904 TROPICAL HAVEN CT, KISSIMMEE, FL 34747

    $760,000288 Days on yellowkey   MLS ID: O6336265

    REDUCED by $5,000 (0.7%) on 05/05/2026

    For Sale O6336265 - 8904 TROPICAL HAVEN CT, KISSIMMEE, FL 34747 28 photos

    Bed: 8   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4166
       Built: 2022
    Monthly Fee: $250
       Tax: $11,911 (2024)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $5,407 (change assumption)
    Mortgage ($4,164) + Fees ($250) + Taxes in 2024 ($993)


    Taxes:$11,911

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2000 WESTBOROUGH LN, KISSIMMEE, FL 34746

    $425,000169 Days on yellowkey   MLS ID: O6366926

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

    For Sale O6366926 - 2000 WESTBOROUGH LN, KISSIMMEE, FL 34746 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 2013
    Monthly Fee: $75
       Tax: $3,420 (2024)
    Community: Eagle Lake Ph 4A
    Single Family


    Estimated Monthly Payment: $2,689 (change assumption)
    Mortgage ($2,329) + Fees ($75) + Taxes in 2024 ($285)


    Taxes:$3,420

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2333 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $299,000225 Days on yellowkey   MLS ID: O6353380

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

    REDUCED by $999 (0.3%) on 04/25/2026

    For Sale O6353380 - 2333 PEBBLE BROOK RD, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $2,216 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $1,867 (change assumption)
    Mortgage ($1,638) + Fees ($44) + Taxes in 2024 ($185)


    Taxes:$2,216

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 480 LASSO DR, KISSIMMEE, FL 34747

    $549,000383 Days on yellowkey   MLS ID: O6307034

    For Sale O6307034 - 480 LASSO DR, KISSIMMEE, FL 34747 45 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2016
    Monthly Fee: $777
       Tax: $8,469 (2024)
    Community: Encore At Reunion
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,491 (change assumption)
    Mortgage ($3,008) + Fees ($777) + Taxes in 2024 ($706)


    Taxes:$8,469

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 531 GLADE CT, KISSIMMEE, FL 34758

    $299,00041 Days on yellowkey   MLS ID: L4961195

    SHORT SALE L4961195 - 531 GLADE CT, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1872
       Built: 2022
    Monthly Fee: $81
       Tax: $3,897 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,638) + Fees ($81) + Taxes in 2025 ($325)


    Taxes:$3,897

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8860 CANDY PALM RD, KISSIMMEE, FL 34747

    $525,000584 Days on yellowkey   MLS ID: S5114396

    For Sale S5114396 - 8860 CANDY PALM RD, KISSIMMEE, FL 34747 37 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2012
    Monthly Fee: $623
       Tax: $7,778 (2023)
    Community: Paradise Palms Resort Ph 2
    Single Family


    Estimated Monthly Payment: $4,148 (change assumption)
    Mortgage ($2,877) + Fees ($623) + Taxes in 2023 ($648)


    Taxes:$7,778

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3058 PIRATE WAY, KISSIMMEE, FL 34747

    $375,00059 Days on yellowkey   MLS ID: O6394128

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

    SHORT SALE O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1305
       Built: 2018
    Monthly Fee: $468
       Tax: $9,460 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,055) + Fees ($468) + Taxes in 2025 ($788)


    Taxes:$9,460

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 875 FRASER DR, KISSIMMEE, FL 34759

    $319,500200 Days on yellowkey   MLS ID: O6356502

    For Sale O6356502 - 875 FRASER DR, KISSIMMEE, FL 34759 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2018
    Monthly Fee: $90
       Tax: $3,854 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,162 (change assumption)
    Mortgage ($1,751) + Fees ($90) + Taxes in 2024 ($321)


    Taxes:$3,854

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 308 CIMARRON CT, KISSIMMEE, FL 34759

    $280,00046 Days on yellowkey   MLS ID: O6398697

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

    REDUCED by $9,000 (3.1%) on 04/23/2026

    For Sale O6398697 - 308 CIMARRON CT, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2131
       Built: 2006
    Monthly Fee: $90
       Tax: $3,741 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,534) + Fees ($90) + Taxes in 2025 ($312)


    Taxes:$3,741

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 142 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $299,90036 Days on yellowkey   MLS ID: O6401654

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

    For Sale O6401654 - 142 BIRMINGHAM DR, KISSIMMEE, FL 34758 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2162
       Built: 2003
    Monthly Fee: $100
       Tax: $4,295 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,101 (change assumption)
    Mortgage ($1,643) + Fees ($100) + Taxes in 2025 ($358)


    Taxes:$4,295

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2356 VALLEY AVE, KISSIMMEE, FL 34744

    $360,00078 Days on yellowkey   MLS ID: O6390430

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

    For Sale O6390430 - 2356 VALLEY AVE, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1855
       Built: 1973   Tax: $671 (2025)
    Community: Town & Country Estates Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,028 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($56)


    Taxes:$671

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2936 PROTAGONIST ST, KISSIMMEE, FL 34746

    $689,000393 Days on yellowkey   MLS ID: O6305442

    For Sale O6305442 - 2936 PROTAGONIST ST, KISSIMMEE, FL 34746 53 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2021
    Monthly Fee: $304
       Tax: $10,768 (2024)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,977 (change assumption)
    Mortgage ($3,775) + Fees ($304) + Taxes in 2024 ($897)


    Taxes:$10,768

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2916 SIMILE ST, KISSIMMEE, FL 34746

    $789,000393 Days on yellowkey   MLS ID: O6305401

    For Sale O6305401 - 2916 SIMILE ST, KISSIMMEE, FL 34746 55 photos

    Bed: 6   Bath: 6.0
    Liv Area Sq Ft: 3760
       Built: 2022
    Monthly Fee: $304
       Tax: $11,920 (2024)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,621 (change assumption)
    Mortgage ($4,323) + Fees ($304) + Taxes in 2024 ($993)


    Taxes:$11,920

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3821 SHOREVIEW DR, KISSIMMEE, FL 34744

    $524,99065 Days on yellowkey   MLS ID: S5146534

    For Sale S5146534 - 3821 SHOREVIEW DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2458
       Built: 2009
    Monthly Fee: $188
       Tax: $3,749 (2025)
    Community: North Shore Village
    Single Family


    Estimated Monthly Payment: $3,377 (change assumption)
    Mortgage ($2,877) + Fees ($188) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1905 HUGHEY ST, KISSIMMEE, FL 34741

    $396,99092 Days on yellowkey   MLS ID: O6386088

    REDUCED by $1,000 (0.3%) on 05/05/2026

    For Sale O6386088 - 1905 HUGHEY ST, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1294
       Built: 1972   Tax: $4,911 (2025)
    Community: Bruces Sunshine Homes
    Single Family


    Estimated Monthly Payment: $2,584 (change assumption)
    Mortgage ($2,175) + Taxes in 2025 ($409)


    Taxes:$4,911

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2317 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $339,900100 Days on yellowkey   MLS ID: S5144244

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

    For Sale S5144244 - 2317 SANTA LUCIA ST, KISSIMMEE, FL 34743 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1995
    Monthly Fee: $20
       Tax: $4,694 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $2,274 (change assumption)
    Mortgage ($1,862) + Fees ($20) + Taxes in 2025 ($391)


    Taxes:$4,694

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle




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.