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Kissimmee Single Family Homes For Sale - 2112 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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  • 5449 ISLA SAONA DR, KISSIMMEE, FL 34758

    $362,79412 Days on yellowkey   MLS ID: O6421445

    REDUCED by $13,810 (3.7%) on 07/09/2026

    For Sale O6421445 - 5449 ISLA SAONA DR, KISSIMMEE, FL 34758 15 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,038 (change assumption)
    Mortgage ($1,988) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5446 CROWN POINT RD, KISSIMMEE, FL 34758

    $322,00934 Days on yellowkey   MLS ID: O6415390

    REDUCED by $5,610 (1.7%) on 07/09/2026

    For Sale O6415390 - 5446 CROWN POINT RD, KISSIMMEE, FL 34758 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,764) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5435 CROWN POINT RD, KISSIMMEE, FL 34758

    $320,85934 Days on yellowkey   MLS ID: O6415226

    REDUCED by $23,610 (6.9%) on 07/09/2026

    For Sale O6415226 - 5435 CROWN POINT RD, KISSIMMEE, FL 34758 10 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,758) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5431 ISLA SAONA DR, KISSIMMEE, FL 34758

    $361,93494 Days on yellowkey   MLS ID: O6398213

    REDUCED by $23,610 (6.1%) on 07/09/2026

    For Sale O6398213 - 5431 ISLA SAONA DR, KISSIMMEE, FL 34758 16 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,983) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746

    $549,900144 Days on yellowkey   MLS ID: O6383771

    REDUCED by $20,090 (3.5%) on 07/09/2026

    For Sale O6383771 - 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746 48 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2813
       Built: 2004
    Monthly Fee: $205
       Tax: $6,177 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,013) + Fees ($205) + Taxes in 2025 ($515)


    Taxes:$6,177

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 111 NICHOLAS CT, KISSIMMEE, FL 34758

    $168,30028 Days on yellowkey   MLS ID: S5151931

    1 Days Off yellowkey (back on 7/9/2026)

    INCREASED by $23,300 (16.1%) on 07/02/2026

    For Sale S5151931 - 111 NICHOLAS CT, KISSIMMEE, FL 34758 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 1988
    Monthly Fee: $100
       Tax: $3,388 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,305 (change assumption)
    Mortgage ($922) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,388

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $529,00046 Days on yellowkey   MLS ID: O6411198

    REDUCED by $46,000 (8.0%) on 07/09/2026

    For Sale O6411198 - 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 53 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2020
    Monthly Fee: $718
       Tax: $8,192 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,299 (change assumption)
    Mortgage ($2,899) + Fees ($718) + Taxes in 2025 ($683)


    Taxes:$8,192

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 1006 TOURMALINE DR, KISSIMMEE, FL 34746

    $654,000118 Days on yellowkey   MLS ID: S5146029

    For Sale S5146029 - 1006 TOURMALINE DR, KISSIMMEE, FL 34746 49 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3628
       Built: 2013
    Monthly Fee: $210
       Tax: $7,785 (2024)
    Community: Crystal Cove Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,442 (change assumption)
    Mortgage ($3,583) + Fees ($210) + Taxes in 2024 ($649)


    Taxes:$7,785

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $485,000122 Days on yellowkey   MLS ID: S5145799

    REDUCED by $10,000 (2.0%) on 07/09/2026

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($2,657) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2818 OCONNELL DR, KISSIMMEE, FL 34741

    $469,00012 Days on yellowkey   MLS ID: O6421296

    For Sale O6421296 - 2818 OCONNELL DR, KISSIMMEE, FL 34741 39 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2005
    Monthly Fee: $100
       Tax: $5,554 (2025)
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,570) + Fees ($100) + Taxes in 2025 ($463)


    Taxes:$5,554

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7681 BENJI RIDGE TRL, KISSIMMEE, FL 34747

    $290,00072 Days on yellowkey   MLS ID: O6401767

    0 Days Off yellowkey (back on 5/10/2026)

    For Sale O6401767 - 7681 BENJI RIDGE TRL, KISSIMMEE, FL 34747 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1988
    Monthly Fee: $6
       Tax: $6,524 (2026)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,589) + Fees ($6) + Taxes in 2026 ($544)


    Taxes:$6,524

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 8545 LA ISLA DR, KISSIMMEE, FL 34747

    $699,00081 Days on yellowkey   MLS ID: S5148460

    For Sale S5148460 - 8545 LA ISLA DR, KISSIMMEE, FL 34747 71 photos

    Bed: 7   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3599
       Built: 2004
    Monthly Fee: $115
       Tax: $7,734 (2025)
    Community: Emerald
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,590 (change assumption)
    Mortgage ($3,830) + Fees ($115) + Taxes in 2025 ($645)


    Taxes:$7,734

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 256 CRANBROOK DR, KISSIMMEE, FL 34758

    $265,00011 Days on yellowkey   MLS ID: S5152953

    For Sale S5152953 - 256 CRANBROOK DR, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1212
       Built: 1991
    Monthly Fee: $100
       Tax: $3,748 (2025)
    Community: Poinciana Village 01 Neighborhood 01 North
    Single Family


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7442 GATHERING CT, KISSIMMEE, FL 34747

    $2,299,00069 Days on yellowkey   MLS ID: O6402997

    For Sale O6402997 - 7442 GATHERING CT, KISSIMMEE, FL 34747 90 photos

    Bed: 10   Bath: 9.5   Gar: 2
    Liv Area Sq Ft: 5563
       Built: 2024
    Monthly Fee: $620
       Tax: $20,385 (2025)
    Community: Reunion Phase 1 Parcel 1 Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,916 (change assumption)
    Mortgage ($12,597) + Fees ($620) + Taxes in 2025 ($1,699)


    Taxes:$20,385

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2840 CHANTILLY AVE, KISSIMMEE, FL 34741

    $615,000164 Days on yellowkey   MLS ID: O6377414

    REDUCED by $34,000 (5.2%) on 07/09/2026

    For Sale O6377414 - 2840 CHANTILLY AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 5   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3221
       Built: 2018
    Monthly Fee: $250
       Tax: $11,774 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $4,601 (change assumption)
    Mortgage ($3,370) + Fees ($250) + Taxes in 2025 ($981)


    Taxes:$11,774

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8462 SECRET KEY CV, KISSIMMEE, FL 34747

    $629,000500 Days on yellowkey   MLS ID: S5121458

    For Sale S5121458 - 8462 SECRET KEY CV, KISSIMMEE, FL 34747 67 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2002
    Monthly Fee: $115
       Tax: $6,401 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,095 (change assumption)
    Mortgage ($3,446) + Fees ($115) + Taxes in 2025 ($533)


    Taxes:$6,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2610 TRANQUILITY WAY, KISSIMMEE, FL 34746

    $569,0007 Days on yellowkey   MLS ID: S5153013

    For Sale S5153013 - 2610 TRANQUILITY WAY, KISSIMMEE, FL 34746 45 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3601
       Built: 2017
    Monthly Fee: $333
       Tax: $8,894 (2025)
    Community: Veranda Palms Ph 2A
    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($3,118) + Fees ($333) + Taxes in 2025 ($741)


    Taxes:$8,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3044 CAMINO REAL DR S, KISSIMMEE, FL 34744

    $479,00067 Days on yellowkey   MLS ID: O6406104

    REDUCED by $10,000 (2.0%) on 05/31/2026

    For Sale O6406104 - 3044 CAMINO REAL DR S, KISSIMMEE, FL 34744 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2264
       Built: 2005
    Monthly Fee: $160
       Tax: $5,505 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($2,625) + Fees ($160) + Taxes in 2025 ($459)


    Taxes:$5,505

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 4600 ST BERNARD DR, KISSIMMEE, FL 34746

    $416,50037 Days on yellowkey   MLS ID: O6408843

    2 Days Off yellowkey (back on 6/28/2026)

    REDUCED by $167 (0.0%) on 06/24/2026

    For Sale O6408843 - 4600 ST BERNARD DR, KISSIMMEE, FL 34746 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2016
    Monthly Fee: $248
       Tax: $5,432 (2025)
    Community: Storey Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,983 (change assumption)
    Mortgage ($2,282) + Fees ($248) + Taxes in 2025 ($453)


    Taxes:$5,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3816 BOWFIN TRL, KISSIMMEE, FL 34746

    $640,00090 Days on yellowkey   MLS ID: O6386997

    REDUCED by $15,000 (2.3%) on 07/09/2026

    For Sale O6386997 - 3816 BOWFIN TRL, KISSIMMEE, FL 34746 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3255
       Built: 2014
    Monthly Fee: $159
       Tax: $5,589 (2025)
    Community: Bellalago Ph 4K
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,507) + Fees ($159) + Taxes in 2025 ($466)


    Taxes:$5,589

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)




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.