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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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  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $650,00064 Days on yellowkey   MLS ID: O6393234

    REDUCED by $25,000 (3.7%) on 05/11/2026

    For Sale O6393234 - 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3267
       Built: 2014
    Monthly Fee: $111
       Tax: $4,883 (2025)
    Community: North Point Ph Ic
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,562) + Fees ($111) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2178 N STEWART ST, KISSIMMEE, FL 34746

    $514,90023 Days on yellowkey   MLS ID: S5149415

    For Sale S5149415 - 2178 N STEWART ST, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 2.0   Gar: 5
    Liv Area Sq Ft: 2424
       Built: 1990   Tax: $3,220 (2025)
    Community: Pleasant Hill Heights Unit 2
    Single Family


    Estimated Monthly Payment: $3,090 (change assumption)
    Mortgage ($2,821) + Taxes in 2025 ($268)


    Taxes:$3,220

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1158 SAINT TROPEZ CT, KISSIMMEE, FL 34759

    $275,000171 Days on yellowkey   MLS ID: S5140098

    For Sale S5140098 - 1158 SAINT TROPEZ CT, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2005
    Monthly Fee: $90
       Tax: $2,485 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,804 (change assumption)
    Mortgage ($1,507) + Fees ($90) + Taxes in 2024 ($207)


    Taxes:$2,485

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744

    $394,9909 Days on yellowkey   MLS ID: O6409425

    For Sale O6409425 - 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2020
    Monthly Fee: $11
       Tax: $6,661 (2025)
    Community: Kindred Ph 2A
    Single Family


    Estimated Monthly Payment: $2,730 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1550 REGAL OAK DR, KISSIMMEE, FL 34744

    $480,00015 Days on yellowkey   MLS ID: S5150034

    For Sale S5150034 - 1550 REGAL OAK DR, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 1983   Tax: $3,426 (2025)
    Community: Regal Oak Shores Unit 4
    Single Family


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,630) + Taxes in 2025 ($286)


    Taxes:$3,426

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 169 BIG BLACK DR, KISSIMMEE, FL 34759

    $317,50028 Days on yellowkey   MLS ID: S5149078

    REDUCED by $2,500 (0.8%) on 05/19/2026

    For Sale S5149078 - 169 BIG BLACK DR, KISSIMMEE, FL 34759 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 2006
    Monthly Fee: $100
       Tax: $2,216 (2025)
    Community: Poinciana
    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,740) + Fees ($100) + Taxes in 2025 ($185)


    Taxes:$2,216

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2470 AUGUSTA WAY, KISSIMMEE, FL 34746

    $325,00031 Days on yellowkey   MLS ID: S5148695

    REDUCED by $10,000 (3.0%) on 05/20/2026

    For Sale S5148695 - 2470 AUGUSTA WAY, KISSIMMEE, FL 34746 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1648
       Built: 2001
    Monthly Fee: $17
       Tax: $4,670 (2025)
    Community: Windmill Point Unit 4A
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($1,781) + Fees ($17) + Taxes in 2025 ($389)


    Taxes:$4,670

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 779 VIA COMO ST, KISSIMMEE, FL 34759

    $369,90040 Days on yellowkey   MLS ID: L4961219

    For Sale L4961219 - 779 VIA COMO ST, KISSIMMEE, FL 34759 51 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1653
       Built: 2023
    Monthly Fee: $276
       Tax: $4,358 (2025)
    Community: Solivita Ph 5C
    Single Family


    Estimated Monthly Payment: $2,666 (change assumption)
    Mortgage ($2,027) + Fees ($276) + Taxes in 2025 ($363)


    Taxes:$4,358

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $515,00047 Days on yellowkey   MLS ID: S5147642

    REDUCED by $15,000 (2.8%) on 05/20/2026

    For Sale S5147642 - 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744 41 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 1996
    Monthly Fee: $13
       Tax: $6,439 (2025)
    Community: Remington Ph 1 Tr E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($2,822) + Fees ($13) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1892 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $468,000107 Days on yellowkey   MLS ID: S5143785

    For Sale S5143785 - 1892 BRIGHT SKY DR, KISSIMMEE, FL 34744 12 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,564) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $515,000192 Days on yellowkey   MLS ID: S5138827

    REDUCED by $10,000 (1.9%) on 04/22/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,329 (change assumption)
    Mortgage ($2,822) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4694 PRAIRIE POINT BLVD, KISSIMMEE, FL 34746

    $549,000231 Days on yellowkey   MLS ID: R4910061

    For Sale R4910061 - 4694 PRAIRIE POINT BLVD, KISSIMMEE, FL 34746 23 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2209
       Built: 1998   Tax: $6,893 (2024)
    Community: Indian Point Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,583 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($574)


    Taxes:$6,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2368 TOPAZ TRL, KISSIMMEE, FL 34743

    $385,00032 Days on yellowkey   MLS ID: S5148390

    For Sale S5148390 - 2368 TOPAZ TRL, KISSIMMEE, FL 34743 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2001
    Monthly Fee: $29
       Tax: $1,770 (2025)
    Community: Emerald Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,110) + Fees ($29) + Taxes in 2025 ($148)


    Taxes:$1,770

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3009 SEA PLANE LN, KISSIMMEE, FL 34747

    $399,9998 Days on yellowkey   MLS ID: S5150143

    For Sale S5150143 - 3009 SEA PLANE LN, KISSIMMEE, FL 34747 32 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1283
       Built: 2018
    Monthly Fee: $197
       Tax: $5,223 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,824 (change assumption)
    Mortgage ($2,192) + Fees ($197) + Taxes in 2025 ($435)


    Taxes:$5,223

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 3929 REED GRASS PL, KISSIMMEE, FL 34746

    $412,50016 Days on yellowkey   MLS ID: O6408104

    1 Days Off yellowkey (back on 5/23/2026)

    FORECLOSURE O6408104 - 3929 REED GRASS PL, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2023
    Monthly Fee: $364
       Tax: $6,359 (2025)
    Community: Bellalago Ph 5J Sec 3
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,260) + Fees ($364) + Taxes in 2025 ($530)


    Taxes:$6,359

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 760 WINDLASS CT, KISSIMMEE, FL 34746

    $1,025,00015 Days on yellowkey   MLS ID: O6407891

    For Sale O6407891 - 760 WINDLASS CT, KISSIMMEE, FL 34746 70 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5412
       Built: 2019
    Monthly Fee: $159
       Tax: $7,659 (2025)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $6,414 (change assumption)
    Mortgage ($5,616) + Fees ($159) + Taxes in 2025 ($638)


    Taxes:$7,659

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1666 MARINA LAKE DR, KISSIMMEE, FL 34744

    $899,99030 Days on yellowkey   MLS ID: O6401678

    REDUCED by $75,010 (7.7%) on 05/21/2026

    For Sale O6401678 - 1666 MARINA LAKE DR, KISSIMMEE, FL 34744 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3721
       Built: 2000
    Monthly Fee: $75
       Tax: $9,365 (2025)
    Community: Ashley Cove Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,787 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2025 ($780)


    Taxes:$9,365

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 412 ARKANSAS CT, KISSIMMEE, FL 34759

    $345,00054 Days on yellowkey   MLS ID: L4960633

    REDUCED by $5,000 (1.4%) on 04/29/2026

    For Sale L4960633 - 412 ARKANSAS CT, KISSIMMEE, FL 34759 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 2023
    Monthly Fee: $100
       Tax: $4,072 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,330 (change assumption)
    Mortgage ($1,890) + Fees ($100) + Taxes in 2025 ($339)


    Taxes:$4,072

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747

    $685,00071 Days on yellowkey   MLS ID: O6392299

    REDUCED by $14,000 (2.0%) on 05/09/2026

    For Sale O6392299 - 7774 FOUR SEASONS BLVD, KISSIMMEE, FL 34747 99 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1969
       Built: 2021
    Monthly Fee: $407
       Tax: $10,834 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $5,063 (change assumption)
    Mortgage ($3,753) + Fees ($407) + Taxes in 2025 ($903)


    Taxes:$10,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3404 WILLOW BRANCH LN, KISSIMMEE, FL 34741

    $410,000284 Days on yellowkey   MLS ID: S5133043

    For Sale S5133043 - 3404 WILLOW BRANCH LN, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2003
    Monthly Fee: $80
       Tax: $1,690 (2024)
    Community: Windsor Point
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($2,247) + Fees ($80) + Taxes in 2024 ($141)


    Taxes:$1,690

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    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.