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Kissimmee Single Family Homes For Sale - 1664 homes

Kissimmee Single Family Homes for Sale are located in Polk 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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  • 1155 GLENDORA RD N, KISSIMMEE, FL 34759

    $539,900162 Days on yellowkey   MLS ID: FC313946

    For Sale FC313946 - 1155 GLENDORA RD N, KISSIMMEE, FL 34759 79 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2719
       Built: 2004
    Monthly Fee: $312
       Tax: $5,666 (2024)
    Community: Solivita Ph Ivc Sec 01
    Single Family


    Estimated Monthly Payment: $3,742 (change assumption)
    Mortgage ($2,958) + Fees ($312) + Taxes in 2024 ($472)


    Taxes:$5,666

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2074 FLORA PASS PL, KISSIMMEE, FL 34747

    $605,000168 Days on yellowkey   MLS ID: O6356199

    REDUCED by $5,000 (0.8%) on 04/17/2026

    For Sale O6356199 - 2074 FLORA PASS PL, KISSIMMEE, FL 34747 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2021
    Monthly Fee: $407
       Tax: $5,705 (2024)
    Community: Four Seasons At Orlando Ph 2
    Single Family


    Estimated Monthly Payment: $4,197 (change assumption)
    Mortgage ($3,315) + Fees ($407) + Taxes in 2024 ($475)


    Taxes:$5,705

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744

    $489,000291 Days on yellowkey   MLS ID: S5130069

    For Sale S5130069 - 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2012
    Monthly Fee: $112
       Tax: $4,907 (2024)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,200 (change assumption)
    Mortgage ($2,679) + Fees ($112) + Taxes in 2024 ($409)


    Taxes:$4,907

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 7748 FOUR SEASONS BLVD, KISSIMMEE, FL 34747

    $695,000337 Days on yellowkey   MLS ID: O6301640

    REDUCED by $4,950 (0.7%) on 04/14/2026

    For Sale O6301640 - 7748 FOUR SEASONS BLVD, KISSIMMEE, FL 34747 70 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2754
       Built: 2022
    Monthly Fee: $407
       Tax: $11,729 (2024)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $5,193 (change assumption)
    Mortgage ($3,808) + Fees ($407) + Taxes in 2024 ($977)


    Taxes:$11,729

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2836 SIMILE ST, KISSIMMEE, FL 34746

    $1,099,000343 Days on yellowkey   MLS ID: O6307838

    6 Days Off yellowkey (back on 2/2/2026)

    For Sale O6307838 - 2836 SIMILE ST, KISSIMMEE, FL 34746 72 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $259
       Tax: $13,424 (2024)
    Community: Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,399 (change assumption)
    Mortgage ($6,022) + Fees ($259) + Taxes in 2024 ($1,119)


    Taxes:$13,424

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 761 DESERT MOUNTAIN CT, KISSIMMEE, FL 34747

    $925,000Listed 04/18/2026 9:02AM   MLS ID: O6400399

    For Sale O6400399 - 761 DESERT MOUNTAIN CT, KISSIMMEE, FL 34747 70 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3326
       Built: 2014
    Monthly Fee: $571
       Tax: $15,134 (2025)
    Community: Reunion West Village 3A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,901 (change assumption)
    Mortgage ($5,068) + Fees ($571) + Taxes in 2025 ($1,261)


    Taxes:$15,134

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1325 CYPRESS ARBOR, KISSIMMEE, FL 34744

    $275,0003 Days on yellowkey   MLS ID: O6398060

    For Sale O6398060 - 1325 CYPRESS ARBOR, KISSIMMEE, FL 34744 15 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 957
       Built: 1986   Tax: $806 (2025)
    Community: Cypress Arbor
    Single Family


    Estimated Monthly Payment: $1,574 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($67)


    Taxes:$806

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 GARDENIA RD, KISSIMMEE, FL 34743

    $538,99956 Days on yellowkey   MLS ID: S5144036

    INCREASED by $3,000 (0.6%) on 04/18/2026

    For Sale S5144036 - 292 GARDENIA RD, KISSIMMEE, FL 34743 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2025   Tax: $3,915 (2025)
    Community: Bvl Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,280 (change assumption)
    Mortgage ($2,953) + Taxes in 2025 ($326)


    Taxes:$3,915

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 540 OAK BRANCH CIR, KISSIMMEE, FL 34758

    $304,500166 Days on yellowkey   MLS ID: S5137421

    REDUCED by $499 (0.2%) on 04/18/2026

    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: $2,077 (change assumption)
    Mortgage ($1,668) + 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


  • 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $519,90063 Days on yellowkey   MLS ID: S5143801

    For Sale S5143801 - 2937 SLOUGH CREEK DR, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2727
       Built: 2023
    Monthly Fee: $130
       Tax: $7,208 (2025)
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $3,579 (change assumption)
    Mortgage ($2,849) + Fees ($130) + Taxes in 2025 ($601)


    Taxes:$7,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4981 LAKE CECILE DR, KISSIMMEE, FL 34746

    $560,0005 Days on yellowkey   MLS ID: S5147640

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

    For Sale S5147640 - 4981 LAKE CECILE DR, KISSIMMEE, FL 34746 100 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 1775
       Built: 1984   Tax: $3,760 (2025)
    Community: Lake Cecile Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,382 (change assumption)
    Mortgage ($3,068) + Taxes in 2025 ($313)


    Taxes:$3,760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1010 MAYFAIR PL, KISSIMMEE, FL 34758

    $339,000Listed 04/18/2026 12:08PM   MLS ID: O6399858

    For Sale O6399858 - 1010 MAYFAIR PL, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1826
       Built: 2024
    Monthly Fee: $100
       Tax: $4,295 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,315 (change assumption)
    Mortgage ($1,857) + Fees ($100) + Taxes in 2025 ($358)


    Taxes:$4,295

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $549,0009 Days on yellowkey   MLS ID: S5147254

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,215 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1909 CONCH LN, KISSIMMEE, FL 34759

    $279,000Listed 04/17/2026 11:30PM   MLS ID: O6398518

    REDUCED by $1,000 (0.4%) on 04/18/2026

    For Sale O6398518 - 1909 CONCH LN, KISSIMMEE, FL 34759 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1435
       Built: 2005
    Monthly Fee: $100
       Tax: $1,130 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,723 (change assumption)
    Mortgage ($1,529) + Fees ($100) + Taxes in 2025 ($94)


    Taxes:$1,130

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $599,000358 Days on yellowkey   MLS ID: O6302469

    For Sale O6302469 - 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 38 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2020
    Monthly Fee: $718
       Tax: $9,779 (2024)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,815 (change assumption)
    Mortgage ($3,282) + Fees ($718) + Taxes in 2024 ($815)


    Taxes:$9,779

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747

    $385,000197 Days on yellowkey   MLS ID: S5135926

    For Sale S5135926 - 2920 SUNSET VISTA BLVD, KISSIMMEE, FL 34747 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1249
       Built: 1997
    Monthly Fee: $127
       Tax: $2,854 (2024)
    Community: Sunset Lakes Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,474 (change assumption)
    Mortgage ($2,110) + Fees ($127) + Taxes in 2024 ($238)


    Taxes:$2,854

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: VOYAGER K-8


  • 243 NEW RIVER DR, KISSIMMEE, FL 34759

    $274,000205 Days on yellowkey   MLS ID: S5135378

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale S5135378 - 243 NEW RIVER DR, KISSIMMEE, FL 34759 80 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2000
    Monthly Fee: $276
       Tax: $2,345 (2024)
    Community: Solivita Ph 01
    Single Family


    Estimated Monthly Payment: $1,973 (change assumption)
    Mortgage ($1,501) + Fees ($276) + Taxes in 2024 ($195)


    Taxes:$2,345

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2350 AVIAN LOOP, KISSIMMEE, FL 34741

    $575,00038 Days on yellowkey   MLS ID: O6389733

    REDUCED by $14,000 (2.4%) on 04/01/2026

    For Sale O6389733 - 2350 AVIAN LOOP, KISSIMMEE, FL 34741 86 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3044
       Built: 2020
    Monthly Fee: $217
       Tax: $6,471 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,907 (change assumption)
    Mortgage ($3,151) + Fees ($217) + Taxes in 2025 ($539)


    Taxes:$6,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $457,00051 Days on yellowkey   MLS ID: S5144261

    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: $2,900 (change assumption)
    Mortgage ($2,504) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2979 WHITE CEDAR CIR, KISSIMMEE, FL 34741

    $410,0008 Days on yellowkey   MLS ID: O6397695

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale O6397695 - 2979 WHITE CEDAR CIR, KISSIMMEE, FL 34741 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1942
       Built: 2004
    Monthly Fee: $80
       Tax: $4,235 (2025)
    Community: Windsor Point Ph 2
    Single Family


    Estimated Monthly Payment: $2,679 (change assumption)
    Mortgage ($2,247) + Fees ($80) + Taxes in 2025 ($353)


    Taxes:$4,235

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee 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.