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Kissimmee Single Family Homes For Sale - 2027 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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  • 2540 WINNERS CIR, KISSIMMEE, FL 34744

    $699,00099 Days on yellowkey   MLS ID: O6382446

    REDUCED by $26,000 (3.6%) on 05/28/2026

    For Sale O6382446 - 2540 WINNERS CIR, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3246
       Built: 2000   Tax: $3,688 (2025)
    Community: Winners Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,137 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 8958 SUGAR PALM RD, KISSIMMEE, FL 34747

    $459,90024 Days on yellowkey   MLS ID: S5149166

    REDUCED by $9,800 (2.1%) on 05/29/2026

    For Sale S5149166 - 8958 SUGAR PALM RD, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3081
       Built: 2014
    Monthly Fee: $682
       Tax: $6,821 (2025)
    Community: Paradise Palms Resort Ph 3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,770 (change assumption)
    Mortgage ($2,520) + Fees ($682) + Taxes in 2025 ($568)


    Taxes:$6,821

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1701 GOBLET COVE ST, KISSIMMEE, FL 34746

    $399,90029 Days on yellowkey   MLS ID: S5148923

    REDUCED by $20,100 (4.8%) on 05/11/2026

    For Sale S5148923 - 1701 GOBLET COVE ST, KISSIMMEE, FL 34746 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2055
       Built: 2023
    Monthly Fee: $364
       Tax: $5,271 (2025)
    Community: Bellalago Phase X
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,191) + Fees ($364) + Taxes in 2025 ($439)


    Taxes:$5,271

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2657 ONEIDA LOOP, KISSIMMEE, FL 34747

    $489,00056 Days on yellowkey   MLS ID: S5147106

    For Sale S5147106 - 2657 ONEIDA LOOP, KISSIMMEE, FL 34747 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 2001   Tax: $6,677 (2025)
    Community: Indian Creek Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,236 (change assumption)
    Mortgage ($2,679) + Taxes in 2025 ($556)


    Taxes:$6,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $589,0001 Day on yellowkey   MLS ID: O6411198

    For Sale O6411198 - 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 36 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2020
    Monthly Fee: $718
       Tax: $8,192 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,628 (change assumption)
    Mortgage ($3,227) + Fees ($718) + Taxes in 2025 ($683)


    Taxes:$8,192

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 1620 MARINA LAKE DR, KISSIMMEE, FL 34744

    $790,0009 Days on yellowkey   MLS ID: S5150329

    For Sale S5150329 - 1620 MARINA LAKE DR, KISSIMMEE, FL 34744 95 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3643
       Built: 2000
    Monthly Fee: $75
       Tax: $5,686 (2025)
    Community: Ashley Cove Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,329) + Fees ($75) + Taxes in 2025 ($474)


    Taxes:$5,686

    Elementary School: Partin Settlement Elem

    High School: None

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1881 NICE CT, KISSIMMEE, FL 34747

    $585,000Listed 05/28/2026 11:47PM   MLS ID: O6411765

    For Sale O6411765 - 1881 NICE CT, KISSIMMEE, FL 34747 45 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $606
       Tax: $7,849 (2025)
    Community: Windsor/Westside-Ph 2A
    Single Family


    Estimated Monthly Payment: $4,465 (change assumption)
    Mortgage ($3,205) + Fees ($606) + Taxes in 2025 ($654)


    Taxes:$7,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 SAN BLAS AVE, KISSIMMEE, FL 34743

    $399,000Listed 05/28/2026 10:28PM   MLS ID: O6411826

    For Sale O6411826 - 131 SAN BLAS AVE, KISSIMMEE, FL 34743 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1850
       Built: 1981   Tax: $4,803 (2024)
    Community: Buenaventura Lakes Unit 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,586 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($400)


    Taxes:$4,803

    Elementary School: Boggy Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Parkway Middle


  • 329 GAIT CT, KISSIMMEE, FL 34743

    $399,900Listed 05/28/2026 6:21PM   MLS ID: TB8513414

    For Sale TB8513414 - 329 GAIT CT, KISSIMMEE, FL 34743 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1775
       Built: 1984   Tax: $1,401 (2025)
    Community: Bvl Unit 11
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($117)


    Taxes:$1,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4621 YELLOW BAY DR, KISSIMMEE, FL 34758

    $414,990Listed 05/28/2026 6:11PM   MLS ID: S5150584

    For Sale S5150584 - 4621 YELLOW BAY DR, KISSIMMEE, FL 34758 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2560
       Built: 2007
    Monthly Fee: $67
       Tax: $5,028 (2025)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $2,760 (change assumption)
    Mortgage ($2,274) + Fees ($67) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 539 BRENTFORD CT, KISSIMMEE, FL 34758

    $309,900Listed 05/28/2026 5:17PM   MLS ID: TB8512665

    For Sale TB8512665 - 539 BRENTFORD CT, KISSIMMEE, FL 34758 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2003
    Monthly Fee: $100
       Tax: $4,330 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,698) + Fees ($100) + Taxes in 2025 ($361)


    Taxes:$4,330

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $498,120Listed 05/28/2026 3:07PM   MLS ID: O6411675

    For Sale O6411675 - 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $20
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,729) + Fees ($20) + Taxes in 2025 ($111)


    Taxes:$1,329

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $409,9901 Day on yellowkey   MLS ID: O6411670

    For Sale O6411670 - 2030 WALNUT CREEK DR, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,564 (change assumption)
    Mortgage ($2,246) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1419 KING ST, KISSIMMEE, FL 34741

    $259,9001 Day on yellowkey   MLS ID: O6408271

    For Sale O6408271 - 1419 KING ST, KISSIMMEE, FL 34741 1 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1524
       Built: 1926   Tax: $669 (2025)
    Community: Woodall & Doyles
    Single Family


    Estimated Monthly Payment: $1,480 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($56)


    Taxes:$669

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 106 VISTA DR, KISSIMMEE, FL 34759

    $279,9001 Day on yellowkey   MLS ID: O6411500

    For Sale O6411500 - 106 VISTA DR, KISSIMMEE, FL 34759 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1786
       Built: 2004
    Monthly Fee: $441
       Tax: $2,937 (2025)
    Community: Solivita Ph 04C Sec 02
    Single Family


    Estimated Monthly Payment: $2,219 (change assumption)
    Mortgage ($1,534) + Fees ($441) + Taxes in 2025 ($245)


    Taxes:$2,937

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 954 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $250,0001 Day on yellowkey   MLS ID: TB8512671

    For Sale TB8512671 - 954 DERBYSHIRE DR, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1536
       Built: 2000
    Monthly Fee: $100
       Tax: $3,899 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,370) + Fees ($100) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 334 COCOA CT, KISSIMMEE, FL 34758

    $289,0001 Day on yellowkey   MLS ID: O6411565

    For Sale O6411565 - 334 COCOA CT, KISSIMMEE, FL 34758 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1733
       Built: 1999
    Monthly Fee: $85
       Tax: $4,165 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,584) + Fees ($85) + Taxes in 2025 ($347)


    Taxes:$4,165

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7950 SEA PEARL CIR, KISSIMMEE, FL 34747

    $775,0001 Day on yellowkey   MLS ID: S5150770

    For Sale S5150770 - 7950 SEA PEARL CIR, KISSIMMEE, FL 34747 42 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3126
       Built: 2002
    Monthly Fee: $125
       Tax: $8,286 (2025)
    Community: Formosa Gardens
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,062 (change assumption)
    Mortgage ($4,246) + Fees ($125) + Taxes in 2025 ($690)


    Taxes:$8,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 187 PINEWOOD CIR, KISSIMMEE, FL 34743

    $450,0001 Day on yellowkey   MLS ID: O6411284

    For Sale O6411284 - 187 PINEWOOD CIR, KISSIMMEE, FL 34743 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 1988   Tax: $5,422 (2025)
    Community: Bvl Briarwood Village Tr 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,918 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($452)


    Taxes:$5,422

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5385 DAHLIA RESERVE DR, KISSIMMEE, FL 34758

    $499,9001 Day on yellowkey   MLS ID: O6407840

    For Sale O6407840 - 5385 DAHLIA RESERVE DR, KISSIMMEE, FL 34758 39 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 1999   Tax: $6,437 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,276 (change assumption)
    Mortgage ($2,739) + Taxes in 2025 ($536)


    Taxes:$6,437

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.