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Kissimmee Single Family Homes For Sale - 2087 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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  • 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $369,99952 Days on yellowkey   MLS ID: O6404452

    4 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $5,001 (1.3%) on 05/18/2026

    For Sale O6404452 - 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2005
    Monthly Fee: $40
       Tax: $4,040 (2024)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,027) + Fees ($40) + Taxes in 2024 ($337)


    Taxes:$4,040

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 159 VENTANA DR, KISSIMMEE, FL 34759

    $324,000487 Days on yellowkey   MLS ID: S5120654

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale S5120654 - 159 VENTANA DR, KISSIMMEE, FL 34759 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1813
       Built: 2003
    Monthly Fee: $276
       Tax: $4,512 (2024)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($1,775) + Fees ($276) + Taxes in 2024 ($376)


    Taxes:$4,512

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 708 DUFFER LN, KISSIMMEE, FL 34759

    $279,00026 Days on yellowkey   MLS ID: S5150669

    For Sale S5150669 - 708 DUFFER LN, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1254
       Built: 1979
    Monthly Fee: $110
       Tax: $3,098 (2025)
    Community: Poinciana Nbrhd 01 Village 03
    Single Family


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,529) + Fees ($110) + Taxes in 2025 ($258)


    Taxes:$3,098

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 CITRUS DR, KISSIMMEE, FL 34743

    $369,900127 Days on yellowkey   MLS ID: O6383127

    REDUCED by $18,000 (4.6%) on 06/11/2026

    For Sale O6383127 - 107 CITRUS DR, KISSIMMEE, FL 34743 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1742
       Built: 1980   Tax: $5,810 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($484)


    Taxes:$5,810

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5441 CROWN POINT RD, KISSIMMEE, FL 34758

    $362,82921 Days on yellowkey   MLS ID: O6413061

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale O6413061 - 5441 CROWN POINT RD, KISSIMMEE, FL 34758 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 2026
    Monthly Fee: $75

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,988) + Fees ($75) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $545,00076 Days on yellowkey   MLS ID: S5147254

    REDUCED by $4,000 (0.7%) on 06/13/2026

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,193 (change assumption)
    Mortgage ($2,986) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4698 CORAL HARBOUR RD, KISSIMMEE, FL 34758

    $439,900123 Days on yellowkey   MLS ID: O6381714

    REDUCED by $100 (0.0%) on 06/13/2026

    For Sale O6381714 - 4698 CORAL HARBOUR RD, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 2025
    Monthly Fee: $125

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $2,535 (change assumption)
    Mortgage ($2,410) + Fees ($125) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1425 NELSON BROOK WAY, KISSIMMEE, FL 34759

    $330,00042 Days on yellowkey   MLS ID: V4949026

    REDUCED by $10,000 (2.9%) on 06/13/2026

    SHORT SALE V4949026 - 1425 NELSON BROOK WAY, KISSIMMEE, FL 34759 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 2006
    Monthly Fee: $93
       Tax: $3,500 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,193 (change assumption)
    Mortgage ($1,808) + Fees ($93) + Taxes in 2025 ($292)


    Taxes:$3,500

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2709 MANESTY LN, KISSIMMEE, FL 34747

    $635,00012 Days on yellowkey   MLS ID: O6415823

    For Sale O6415823 - 2709 MANESTY LN, KISSIMMEE, FL 34747 50 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2006
    Monthly Fee: $171
       Tax: $8,100 (2025)
    Community: Windsor Hills Phase Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,325 (change assumption)
    Mortgage ($3,479) + Fees ($171) + Taxes in 2025 ($675)


    Taxes:$8,100

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2260 TRADEWINDS DR, KISSIMMEE, FL 34746

    $442,00012 Days on yellowkey   MLS ID: O6416638

    FORECLOSURE O6416638 - 2260 TRADEWINDS DR, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2007
    Monthly Fee: $11
       Tax: $8,168 (2025)
    Community: Concorde Estates Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,114 (change assumption)
    Mortgage ($2,422) + Fees ($11) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 4715 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $458,00012 Days on yellowkey   MLS ID: O6416489

    For Sale O6416489 - 4715 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1902
       Built: 2003
    Monthly Fee: $175
       Tax: $6,529 (2025)
    Community: Cumbrian Lakes Resort Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,510) + Fees ($175) + Taxes in 2025 ($544)


    Taxes:$6,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3200 CASA DEL REY AVE, KISSIMMEE, FL 34746

    $364,90012 Days on yellowkey   MLS ID: O6416502

    For Sale O6416502 - 3200 CASA DEL REY AVE, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 2020
    Monthly Fee: $65
       Tax: $3,589 (2025)
    Community: Casa Bella
    Single Family


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,999) + Fees ($65) + Taxes in 2025 ($299)


    Taxes:$3,589

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 MEDITERRANEAN CT, KISSIMMEE, FL 34758

    $344,99012 Days on yellowkey   MLS ID: O6416414

    For Sale O6416414 - 100 MEDITERRANEAN CT, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $82
       Tax: $762 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,890) + Fees ($82) + Taxes in 2025 ($64)


    Taxes:$762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4250 LAKE AVE, KISSIMMEE, FL 34746

    $368,90012 Days on yellowkey   MLS ID: O6416362

    For Sale O6416362 - 4250 LAKE AVE, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1850
       Built: 1967   Tax: $1,098 (2025)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($2,021) + Taxes in 2025 ($92)


    Taxes:$1,098

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2602 LOLA LN, KISSIMMEE, FL 34744

    $487,45112 Days on yellowkey   MLS ID: O6415813

    For Sale O6415813 - 2602 LOLA LN, KISSIMMEE, FL 34744 5 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2025
    Monthly Fee: $167
       Tax: $434 (2025)
    Community: Hilliard Ridg
    Single Family


    Estimated Monthly Payment: $2,874 (change assumption)
    Mortgage ($2,671) + Fees ($167) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1945 MYAKKA CT, KISSIMMEE, FL 34759

    $340,00012 Days on yellowkey   MLS ID: S5151645

    For Sale S5151645 - 1945 MYAKKA CT, KISSIMMEE, FL 34759 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2797
       Built: 2005
    Monthly Fee: $90
       Tax: $2,352 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,863) + Fees ($90) + Taxes in 2025 ($196)


    Taxes:$2,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4494 MONADO DR, KISSIMMEE, FL 34746

    $650,000258 Days on yellowkey   MLS ID: O6351138

    For Sale O6351138 - 4494 MONADO DR, KISSIMMEE, FL 34746 34 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3248
       Built: 2020
    Monthly Fee: $400
       Tax: $8,792 (2024)
    Community: Bellavida Ph 2C
    Single Family


    Estimated Monthly Payment: $4,694 (change assumption)
    Mortgage ($3,562) + Fees ($400) + Taxes in 2024 ($733)


    Taxes:$8,792

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $597,00037 Days on yellowkey   MLS ID: S5150202

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale S5150202 - 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2024
    Monthly Fee: $80
       Tax: $4,873 (2025)
    Community: Seasons At Big Sky Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,757 (change assumption)
    Mortgage ($3,271) + Fees ($80) + Taxes in 2025 ($406)


    Taxes:$4,873

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2183 TRIPOLI CT, KISSIMMEE, FL 34747

    $659,000346 Days on yellowkey   MLS ID: S5130786

    For Sale S5130786 - 2183 TRIPOLI CT, KISSIMMEE, FL 34747 29 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2016
    Monthly Fee: $563
       Tax: $12,617 (2024)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,225 (change assumption)
    Mortgage ($3,611) + Fees ($563) + Taxes in 2024 ($1,051)


    Taxes:$12,617

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4528 YORKSHIRE LANE, KISSIMMEE, FL 34758

    $625,00072 Days on yellowkey   MLS ID: O6389773

    5 Days Off yellowkey (back on 6/12/2026)

    For Sale O6389773 - 4528 YORKSHIRE LANE, KISSIMMEE, FL 34758 66 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2293
       Built: 2024
    Monthly Fee: $25
       Tax: $762 (2025)
    Community: Country Side Manor
    Single Family


    Estimated Monthly Payment: $3,513 (change assumption)
    Mortgage ($3,425) + Fees ($25) + Taxes in 2025 ($64)


    Taxes:$762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.