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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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  • 2753 MONTICELLO WAY, KISSIMMEE, FL 34741

    $470,000416 Days on yellowkey   MLS ID: O6298917

    REDUCED by $10,000 (2.1%) on 05/05/2026

    For Sale O6298917 - 2753 MONTICELLO WAY, KISSIMMEE, FL 34741 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2015
    Monthly Fee: $72
       Tax: $5,573 (2024)
    Community: Preserve At Tapestry Ph 3 & 4
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,575) + Fees ($72) + Taxes in 2024 ($464)


    Taxes:$5,573

    Elementary School: Floral Ridge Elementary

    High School: None

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8098 KNEE DEEP RD, KISSIMMEE, FL 34747

    $799,000198 Days on yellowkey   MLS ID: O6360849

    For Sale O6360849 - 8098 KNEE DEEP RD, KISSIMMEE, FL 34747 40 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 1848
       Built: 2020
    Monthly Fee: $500
       Tax: $10,700 (2025)
    Community: Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,770 (change assumption)
    Mortgage ($4,378) + Fees ($500) + Taxes in 2025 ($892)


    Taxes:$10,700

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7712 GRABEN ST, KISSIMMEE, FL 34747

    $620,00045 Days on yellowkey   MLS ID: O6391521

    2 Days Off yellowkey (back on 4/23/2026)

    For Sale O6391521 - 7712 GRABEN ST, KISSIMMEE, FL 34747 52 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2018
    Monthly Fee: $857
       Tax: $12,109 (2025)
    Community: Reunion West Ph 2B West
    Single Family


    Estimated Monthly Payment: $5,263 (change assumption)
    Mortgage ($3,397) + Fees ($857) + Taxes in 2025 ($1,009)


    Taxes:$12,109

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 2506 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $520,00051 Days on yellowkey   MLS ID: O6398097

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

    For Sale O6398097 - 2506 VOLUNTEER AVE, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3199
       Built: 2019
    Monthly Fee: $7
       Tax: $9,289 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($2,849) + Fees ($7) + Taxes in 2025 ($774)


    Taxes:$9,289

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 685 LINCOLN ST, KISSIMMEE, FL 34741

    $375,00030 Days on yellowkey   MLS ID: S5149060

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

    For Sale S5149060 - 685 LINCOLN ST, KISSIMMEE, FL 34741 19 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 1971
       Built: 2026   Tax: $871 (2025)
    Community: Woodall & Doyles
    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($73)


    Taxes:$871

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 105 CATTAIL CT, KISSIMMEE, FL 34743

    $365,000428 Days on yellowkey   MLS ID: FC308382

    For Sale FC308382 - 105 CATTAIL CT, KISSIMMEE, FL 34743 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1395
       Built: 1997
    Monthly Fee: $46
       Tax: $1,289 (2023)
    Community: Coralwood
    Single Family


    Estimated Monthly Payment: $2,153 (change assumption)
    Mortgage ($2,000) + Fees ($46) + Taxes in 2023 ($107)


    Taxes:$1,289

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $469,00053 Days on yellowkey   MLS ID: O6397603

    REDUCED by $16,000 (3.3%) on 05/05/2026

    For Sale O6397603 - 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 38 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2565
       Built: 2004
    Monthly Fee: $175
       Tax: $8,133 (2025)
    Community: Cumbrian Lakes Residence Ph 3
    Single Family


    Estimated Monthly Payment: $3,423 (change assumption)
    Mortgage ($2,570) + Fees ($175) + Taxes in 2025 ($678)


    Taxes:$8,133

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 429 BROOKFIELD DR, KISSIMMEE, FL 34758

    $340,00079 Days on yellowkey   MLS ID: C7523267

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

    REDUCED by $10,000 (2.9%) on 04/16/2026

    For Sale C7523267 - 429 BROOKFIELD DR, KISSIMMEE, FL 34758 15 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2105
       Built: 2021
    Monthly Fee: $100
       Tax: $4,970 (2025)
    Community: Poinciana Village 02
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($414)


    Taxes:$4,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 165 SENECA POINT TRL, KISSIMMEE, FL 34746

    $395,00059 Days on yellowkey   MLS ID: O6395805

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

    For Sale O6395805 - 165 SENECA POINT TRL, KISSIMMEE, FL 34746 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2001
    Monthly Fee: $5
       Tax: $6,410 (2025)
    Community: Indian Point Ph 6
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,164) + Fees ($5) + Taxes in 2025 ($534)


    Taxes:$6,410

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1405 HILLSBOROUGH WAY, KISSIMMEE, FL 34759

    $277,00078 Days on yellowkey   MLS ID: S5145824

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

    For Sale S5145824 - 1405 HILLSBOROUGH WAY, KISSIMMEE, FL 34759 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2006
    Monthly Fee: $85
       Tax: $3,777 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,518) + Fees ($85) + Taxes in 2024 ($315)


    Taxes:$3,777

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 863 HUDSON VALLEY DR, KISSIMMEE, FL 34759

    $325,00027 Days on yellowkey   MLS ID: S5149174

    For Sale S5149174 - 863 HUDSON VALLEY DR, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1895
       Built: 2021   Tax: $4,135 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($345)


    Taxes:$4,135

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3150 APPALOOSA CT, KISSIMMEE, FL 34746

    $999,99927 Days on yellowkey   MLS ID: TB8502920

    For Sale TB8502920 - 3150 APPALOOSA CT, KISSIMMEE, FL 34746 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3796
       Built: 2003   Tax: $8,291 (2025)
    Community: Pleasant Hill Trails Unit 2
    Single Family


    Estimated Monthly Payment: $6,170 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($691)


    Taxes:$8,291

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8877 BENGAL CT, KISSIMMEE, FL 34747

    $565,00027 Days on yellowkey   MLS ID: O6402816

    For Sale O6402816 - 8877 BENGAL CT, KISSIMMEE, FL 34747 77 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2622
       Built: 2019
    Monthly Fee: $607
       Tax: $9,316 (2025)
    Community: Windsor At Westside Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,479 (change assumption)
    Mortgage ($3,096) + Fees ($607) + Taxes in 2025 ($776)


    Taxes:$9,316

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3557 VALLEYVIEW DR, KISSIMMEE, FL 34746

    $350,00027 Days on yellowkey   MLS ID: S5148852

    SHORT SALE S5148852 - 3557 VALLEYVIEW DR, KISSIMMEE, FL 34746 11 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3123
       Built: 2006
    Monthly Fee: $700
       Tax: $7,257 (2025)
    Community: Bellalago Ph 3M
    Single Family


    Estimated Monthly Payment: $3,223 (change assumption)
    Mortgage ($1,918) + Fees ($700) + Taxes in 2025 ($605)


    Taxes:$7,257

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1874 FLOURISH AVE, KISSIMMEE, FL 34744

    $489,000102 Days on yellowkey   MLS ID: O6382902

    For Sale O6382902 - 1874 FLOURISH AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2024
    Monthly Fee: $10
       Tax: $9,479 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,679) + Fees ($10) + Taxes in 2025 ($790)


    Taxes:$9,479

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 103 LUCA LN, KISSIMMEE, FL 34743

    $329,00041 Days on yellowkey   MLS ID: S5147880

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale S5147880 - 103 LUCA LN, KISSIMMEE, FL 34743 25 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1750
       Built: 1981   Tax: $5,044 (2025)
    Community: Bvl Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,223 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($420)


    Taxes:$5,044

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8023 ACADIA ESTATES CT, KISSIMMEE, FL 34747

    $570,000152 Days on yellowkey   MLS ID: O6369851

    For Sale O6369851 - 8023 ACADIA ESTATES CT, KISSIMMEE, FL 34747 37 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3346
       Built: 2003
    Monthly Fee: $445
       Tax: $6,986 (2024)
    Community: Wyndham Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,123) + Fees ($445) + Taxes in 2024 ($582)


    Taxes:$6,986

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2955 RED OAK DR, KISSIMMEE, FL 34744

    $375,00031 Days on yellowkey   MLS ID: O6401588

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

    For Sale O6401588 - 2955 RED OAK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 1996   Tax: $1,310 (2025)
    Community: Westwood Forest
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($109)


    Taxes:$1,310

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2147 TRIPOLI CT, KISSIMMEE, FL 34747

    $698,00028 Days on yellowkey   MLS ID: S5149067

    For Sale S5149067 - 2147 TRIPOLI CT, KISSIMMEE, FL 34747 47 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2016
    Monthly Fee: $563
       Tax: $11,982 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,386 (change assumption)
    Mortgage ($3,825) + Fees ($563) + Taxes in 2025 ($999)


    Taxes:$11,982

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3196 STONEHURST CIR, KISSIMMEE, FL 34741

    $415,00065 Days on yellowkey   MLS ID: O6393583

    REDUCED by $15,000 (3.5%) on 04/27/2026

    For Sale O6393583 - 3196 STONEHURST CIR, KISSIMMEE, FL 34741 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2001
    Monthly Fee: $223
       Tax: $4,102 (2025)
    Community: Stonehurst At Stonefield
    Single Family


    Estimated Monthly Payment: $2,839 (change assumption)
    Mortgage ($2,274) + Fees ($223) + Taxes in 2025 ($342)


    Taxes:$4,102

    Elementary School: Central Avenue Elem

    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.