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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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  • 1874 FLOURISH AVE, KISSIMMEE, FL 34744

    $489,000101 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

    $329,00040 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

    $570,000151 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

    $375,00030 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

    $698,00027 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

    $415,00064 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


  • 5684 SYCAMORE CANYON DR, KISSIMMEE, FL 34758

    $420,00058 Days on yellowkey   MLS ID: O6395263

    REDUCED by $10,000 (2.3%) on 04/23/2026

    For Sale O6395263 - 5684 SYCAMORE CANYON DR, KISSIMMEE, FL 34758 18 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2932
       Built: 2009
    Monthly Fee: $60
       Tax: $3,592 (2025)
    Community: Blackstone Landing Ph 3
    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,301) + Fees ($60) + Taxes in 2025 ($299)


    Taxes:$3,592

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $459,90072 Days on yellowkey   MLS ID: O6392189

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

    REDUCED by $10,000 (2.1%) on 04/08/2026

    For Sale O6392189 - 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2846
       Built: 2005
    Monthly Fee: $41
       Tax: $3,538 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,520) + Fees ($41) + Taxes in 2025 ($295)


    Taxes:$3,538

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 310 E MAGNOLIA ST, KISSIMMEE, FL 34744

    $250,000114 Days on yellowkey   MLS ID: O6379567

    For Sale O6379567 - 310 E MAGNOLIA ST, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1312
       Built: 1940   Tax: $3,382 (2025)
    Community: Robert Bass Add
    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($282)


    Taxes:$3,382

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8128 YELLOW CRANE DR, KISSIMMEE, FL 34747

    $365,00032 Days on yellowkey   MLS ID: O6402487

    For Sale O6402487 - 8128 YELLOW CRANE DR, KISSIMMEE, FL 34747 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2707
       Built: 2002
    Monthly Fee: $86
       Tax: $6,704 (2025)
    Community: Oak Island Cove
    Single Family


    Estimated Monthly Payment: $2,645 (change assumption)
    Mortgage ($2,000) + Fees ($86) + Taxes in 2025 ($559)


    Taxes:$6,704

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7624 SAND PIERRE CT, KISSIMMEE, FL 34747

    $337,50051 Days on yellowkey   MLS ID: S5147125

    REDUCED by $12,000 (3.4%) on 05/04/2026

    For Sale S5147125 - 7624 SAND PIERRE CT, KISSIMMEE, FL 34747 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 2022
    Monthly Fee: $480
       Tax: $8,091 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($1,849) + Fees ($480) + Taxes in 2025 ($674)


    Taxes:$8,091

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 2433 HURON CIR, KISSIMMEE, FL 34746

    $465,000388 Days on yellowkey   MLS ID: TB8378409

    For Sale TB8378409 - 2433 HURON CIR, KISSIMMEE, FL 34746 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2880
       Built: 2001
    Monthly Fee: $13
       Tax: $7,622 (2024)
    Community: Brighton Lakes Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,196 (change assumption)
    Mortgage ($2,548) + Fees ($13) + Taxes in 2024 ($635)


    Taxes:$7,622

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 105 DORCHESTER CT, KISSIMMEE, FL 34758

    $364,000132 Days on yellowkey   MLS ID: O6374667

    REDUCED by $1,000 (0.3%) on 04/30/2026

    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: $2,266 (change assumption)
    Mortgage ($1,994) + Fees ($100) + Taxes in 2025 ($172)


    Taxes:$2,063

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758

    $475,000115 Days on yellowkey   MLS ID: O6379573

    For Sale O6379573 - 4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758 58 photos

    Bed: 5   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2623
       Built: 2007
    Monthly Fee: $354
       Tax: $5,585 (2025)
    Community: Trafalgar Village Ph 3
    Single Family


    Estimated Monthly Payment: $3,422 (change assumption)
    Mortgage ($2,603) + Fees ($354) + Taxes in 2025 ($465)


    Taxes:$5,585

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 312 LA PAZ DR, KISSIMMEE, FL 34743

    $290,00043 Days on yellowkey   MLS ID: L4961194

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

    For Sale L4961194 - 312 LA PAZ DR, KISSIMMEE, FL 34743 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1981   Tax: $3,627 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,589) + Taxes in 2025 ($302)


    Taxes:$3,627

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 8211 FAN PALM WAY, KISSIMMEE, FL 34747

    $475,00045 Days on yellowkey   MLS ID: S5147833

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

    REDUCED by $24,900 (5.0%) on 05/01/2026

    For Sale S5147833 - 8211 FAN PALM WAY, KISSIMMEE, FL 34747 42 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2001
    Monthly Fee: $275
       Tax: $6,629 (2025)
    Community: Wyndham Palms Ph 1B
    Single Family


    Estimated Monthly Payment: $3,430 (change assumption)
    Mortgage ($2,603) + Fees ($275) + Taxes in 2025 ($552)


    Taxes:$6,629

    Elementary School: Celebration K-8

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2650 SANTOSH CV, KISSIMMEE, FL 34746

    $499,90061 Days on yellowkey   MLS ID: O6394749

    For Sale O6394749 - 2650 SANTOSH CV, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2014
    Monthly Fee: $396
       Tax: $6,942 (2025)
    Community: Veranda Palms Ph 1C
    Single Family


    Estimated Monthly Payment: $3,714 (change assumption)
    Mortgage ($2,739) + Fees ($396) + Taxes in 2025 ($579)


    Taxes:$6,942

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 442 BIG BLACK PL, KISSIMMEE, FL 34759

    $256,00075 Days on yellowkey   MLS ID: S5145812

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

    REDUCED by $13,000 (4.8%) on 04/16/2026

    FORECLOSURE S5145812 - 442 BIG BLACK PL, KISSIMMEE, FL 34759 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1924
       Built: 2022
    Monthly Fee: $100
       Tax: $4,053 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,840 (change assumption)
    Mortgage ($1,403) + Fees ($100) + Taxes in 2025 ($338)


    Taxes:$4,053

    Elementary School: Lake Marion Creek Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 7936 JACKS CLUB CT, KISSIMMEE, FL 34747

    $1,725,000102 Days on yellowkey   MLS ID: S5144037

    REDUCED by $125,000 (6.8%) on 04/28/2026

    For Sale S5144037 - 7936 JACKS CLUB CT, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4588
       Built: 2020   Tax: $23,260 (2025)
    Community: Reunion, Bears Den, Reunion West
    Single Family


    Estimated Monthly Payment: $11,390 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($1,938)


    Taxes:$23,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1145 SEASONS BLVD, KISSIMMEE, FL 34746

    $550,000197 Days on yellowkey   MLS ID: O6357414

    For Sale O6357414 - 1145 SEASONS BLVD, KISSIMMEE, FL 34746 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2286
       Built: 2005
    Monthly Fee: $211
       Tax: $5,980 (2024)
    Community: Seasons
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,723 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2024 ($498)


    Taxes:$5,980

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.