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Kissimmee Single Family Homes For Sale - 2025 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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  • 3951 OAKVILLE AVE, KISSIMMEE, FL 34741

    $875,0001006 Days on yellowkey   MLS ID: O6137411

    INCREASED by $20,000 (2.3%) on 05/23/2026

    For Sale O6137411 - 3951 OAKVILLE AVE, KISSIMMEE, FL 34741 40 photos

    Bed: 7   Bath: 7.5   Gar: 2
    Liv Area Sq Ft: 4084
       Built: 2016
    Monthly Fee: $412
       Tax: $10,447 (2022)
    Community: Sonoma Res/Tapestry Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,077 (change assumption)
    Mortgage ($4,794) + Fees ($412) + Taxes in 2022 ($871)


    Taxes:$10,447

    Elementary School: None

    High School: None

    Tax Year: 2022

    Middle School: None


  • 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $485,00043 Days on yellowkey   MLS ID: O6399978

    REDUCED by $25,000 (4.9%) on 05/23/2026

    For Sale O6399978 - 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2580
       Built: 2023
    Monthly Fee: $132
       Tax: $7,792 (2025)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $3,439 (change assumption)
    Mortgage ($2,657) + Fees ($132) + Taxes in 2025 ($649)


    Taxes:$7,792

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 808 BALSAMWOOD LN, KISSIMMEE, FL 34743

    $335,0008 Days on yellowkey   MLS ID: S5150371

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

    For Sale S5150371 - 808 BALSAMWOOD LN, KISSIMMEE, FL 34743 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1120
       Built: 1986   Tax: $4,073 (2025)
    Community: Buenaventura Lakes
    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($339)


    Taxes:$4,073

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2705 PRESTWICK LN, KISSIMMEE, FL 34744

    $410,00094 Days on yellowkey   MLS ID: O6384546

    For Sale O6384546 - 2705 PRESTWICK LN, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2005
    Monthly Fee: $73
       Tax: $6,174 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,247) + Fees ($73) + Taxes in 2025 ($515)


    Taxes:$6,174

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3021 PINEWOOD CT, KISSIMMEE, FL 34746

    $449,99012 Days on yellowkey   MLS ID: O6408584

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6408584 - 3021 PINEWOOD CT, KISSIMMEE, FL 34746 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2383
       Built: 1988
    Monthly Fee: $31
       Tax: $2,317 (2025)
    Community: Pleasant Hill Lakes Unit 08
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,690 (change assumption)
    Mortgage ($2,466) + Fees ($31) + Taxes in 2025 ($193)


    Taxes:$2,317

    Elementary School: None

    High School: Liberty High

    Tax Year: 2025

    Middle School: None


  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $650,00063 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


  • 4647 CAVERNS DR, KISSIMMEE, FL 34758

    $340,000205 Days on yellowkey   MLS ID: S5137432

    For Sale S5137432 - 4647 CAVERNS DR, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1915
       Built: 2008
    Monthly Fee: $67
       Tax: $2,758 (2024)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $2,160 (change assumption)
    Mortgage ($1,863) + Fees ($67) + Taxes in 2024 ($230)


    Taxes:$2,758

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2178 N STEWART ST, KISSIMMEE, FL 34746

    $514,90022 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

    $275,000170 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

    $394,9908 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

    $480,00014 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

    $317,50027 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

    $325,00030 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

    $369,90039 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

    $515,00046 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

    $468,000106 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

    $515,000191 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

    $549,000230 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

    $385,00031 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

    $399,9997 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




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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.