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Kissimmee Single Family Homes For Sale - 1756 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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  • 1885 GOBI DR, KISSIMMEE, FL 34747

    $770,00065 Days on yellowkey   MLS ID: O6383464

    REDUCED by $10,000 (1.3%) on 04/23/2026

    For Sale O6383464 - 1885 GOBI DR, KISSIMMEE, FL 34747 56 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $607
       Tax: $11,612 (2025)
    Community: Windsor/Westside, Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,794 (change assumption)
    Mortgage ($4,219) + Fees ($607) + Taxes in 2025 ($968)


    Taxes:$11,612

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2199 TRIPOLI CT, KISSIMMEE, FL 34747

    $750,00064 Days on yellowkey   MLS ID: O6383484

    REDUCED by $20,000 (2.6%) on 04/23/2026

    For Sale O6383484 - 2199 TRIPOLI CT, KISSIMMEE, FL 34747 33 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2015
    Monthly Fee: $563
       Tax: $11,987 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,671 (change assumption)
    Mortgage ($4,109) + Fees ($563) + Taxes in 2025 ($999)


    Taxes:$11,987

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 356 QUARRY ROCK CIR, KISSIMMEE, FL 34758

    $350,00031 Days on yellowkey   MLS ID: O6392853

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6392853 - 356 QUARRY ROCK CIR, KISSIMMEE, FL 34758 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2020
    Monthly Fee: $75
       Tax: $3,969 (2024)
    Community: Stepping Stone
    Single Family


    Estimated Monthly Payment: $2,324 (change assumption)
    Mortgage ($1,918) + Fees ($75) + Taxes in 2024 ($331)


    Taxes:$3,969

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 760 WINDLASS CT, KISSIMMEE, FL 34746

    $1,050,00084 Days on yellowkey   MLS ID: S5142713

    For Sale S5142713 - 760 WINDLASS CT, KISSIMMEE, FL 34746 67 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5412
       Built: 2019
    Monthly Fee: $364
       Tax: $7,659 (2025)
    Community: Bellalago Ph 6H & 6I
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,756 (change assumption)
    Mortgage ($5,753) + Fees ($364) + Taxes in 2025 ($638)


    Taxes:$7,659

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2346 LILY PAD LN, KISSIMMEE, FL 34743

    $354,88852 Days on yellowkey   MLS ID: S5143818

    REDUCED by $3,000 (0.8%) on 04/16/2026

    For Sale S5143818 - 2346 LILY PAD LN, KISSIMMEE, FL 34743 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 1997
    Monthly Fee: $28
       Tax: $3,115 (2025)
    Community: Shannon Lakes
    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($1,945) + Fees ($28) + Taxes in 2025 ($260)


    Taxes:$3,115

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 164 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746

    $559,0001 Day on yellowkey   MLS ID: O6401551

    For Sale O6401551 - 164 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746 67 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $467
       Tax: $7,111 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,123 (change assumption)
    Mortgage ($3,063) + Fees ($467) + Taxes in 2025 ($593)


    Taxes:$7,111

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 258 MARCELLO BLVD, KISSIMMEE, FL 34746

    $819,9981 Day on yellowkey   MLS ID: O6401479

    For Sale O6401479 - 258 MARCELLO BLVD, KISSIMMEE, FL 34746 52 photos

    Bed: 10   Bath: 8.0   Gar: 2
    Liv Area Sq Ft: 4275
       Built: 2022
    Monthly Fee: $431
       Tax: $13,466 (2025)
    Community: Bellavida Ph 2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,046 (change assumption)
    Mortgage ($4,493) + Fees ($431) + Taxes in 2025 ($1,122)


    Taxes:$13,466

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4633 CORAL HARBOUR RD, KISSIMMEE, FL 34758

    $390,7801 Day on yellowkey   MLS ID: O6401454

    For Sale O6401454 - 4633 CORAL HARBOUR RD, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,266 (change assumption)
    Mortgage ($2,141) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4602 CORAL HARBOUR RD, KISSIMMEE, FL 34758

    $429,9801 Day on yellowkey   MLS ID: O6401443

    For Sale O6401443 - 4602 CORAL HARBOUR RD, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2366
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,481 (change assumption)
    Mortgage ($2,356) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5591 MORANT BAY PATH, KISSIMMEE, FL 34758

    $317,5401 Day on yellowkey   MLS ID: O6401432

    For Sale O6401432 - 5591 MORANT BAY PATH, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2025
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,865 (change assumption)
    Mortgage ($1,740) + Fees ($125) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 219 MAPLE DR, KISSIMMEE, FL 34759

    $249,9991 Day on yellowkey   MLS ID: O6401375

    For Sale O6401375 - 219 MAPLE DR, KISSIMMEE, FL 34759 40 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1873
       Built: 2018
    Monthly Fee: $90
       Tax: $3,648 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,764 (change assumption)
    Mortgage ($1,370) + Fees ($90) + Taxes in 2025 ($304)


    Taxes:$3,648

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1783 N STEWART ST, KISSIMMEE, FL 34746

    $499,0001 Day on yellowkey   MLS ID: A4690956

    For Sale A4690956 - 1783 N STEWART ST, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1794
       Built: 1994   Tax: $5,109 (2025)
    Community: Pleasant Hill Heights Unit 2
    Single Family


    Estimated Monthly Payment: $3,160 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1002 GEORGE ST, KISSIMMEE, FL 34741

    $240,0001 Day on yellowkey   MLS ID: S5148387

    For Sale S5148387 - 1002 GEORGE ST, KISSIMMEE, FL 34741 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1062
       Built: 1956   Tax: $588 (2025)
    Community: Orange Gardens Sec 01
    Single Family


    Estimated Monthly Payment: $1,364 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($49)


    Taxes:$588

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3195 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $399,0001 Day on yellowkey   MLS ID: O6400981

    For Sale O6400981 - 3195 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1999
    Monthly Fee: $58
       Tax: $3,881 (2025)
    Community: Cranes Cove Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,568 (change assumption)
    Mortgage ($2,186) + Fees ($58) + Taxes in 2025 ($323)


    Taxes:$3,881

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 923 S PARK CT, KISSIMMEE, FL 34741

    $268,0001 Day on yellowkey   MLS ID: O6400815

    For Sale O6400815 - 923 S PARK CT, KISSIMMEE, FL 34741 16 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1391
       Built: 1971   Tax: $1,926 (2025)
    Community: South Park
    Single Family


    Estimated Monthly Payment: $1,629 (change assumption)
    Mortgage ($1,468) + Taxes in 2025 ($161)


    Taxes:$1,926

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • KISSIMMEE, FL 34758

    $345,0001 Day on yellowkey   MLS ID: S5148194

    For Sale S5148194 - KISSIMMEE, FL 34758 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1702
       Built: 2013
    Monthly Fee: $53
       Tax: $2,370 (2025)
    Community: Doral Pointe North
    Single Family


    Estimated Monthly Payment: $2,141 (change assumption)
    Mortgage ($1,890) + Fees ($53) + Taxes in 2025 ($198)


    Taxes:$2,370

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1383 LEVY BEND DR, KISSIMMEE, FL 34744

    $504,5001 Day on yellowkey   MLS ID: O6400373

    For Sale O6400373 - 1383 LEVY BEND DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2024
    Monthly Fee: $80
       Tax: $6,287 (2025)
    Community: Seasons At Big Sky Ph 2
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,764) + Fees ($80) + Taxes in 2025 ($524)


    Taxes:$6,287

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2464 WHITE POPPY DR, KISSIMMEE, FL 34747

    $515,000Listed 04/23/2026 12:03AM   MLS ID: S5147622

    For Sale S5147622 - 2464 WHITE POPPY DR, KISSIMMEE, FL 34747 39 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2845
       Built: 2019
    Monthly Fee: $130
       Tax: $5,393 (2025)
    Community: Murano At Westside
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,401 (change assumption)
    Mortgage ($2,822) + Fees ($130) + Taxes in 2025 ($449)


    Taxes:$5,393

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4585 TARGET BLVD, KISSIMMEE, FL 34746

    $669,000229 Days on yellowkey   MLS ID: O6342138

    For Sale O6342138 - 4585 TARGET BLVD, KISSIMMEE, FL 34746 58 photos

    Bed: 6   Bath: 6.0
    Liv Area Sq Ft: 3760
       Built: 2019
    Monthly Fee: $248
       Tax: $8,460 (2024)
    Community: Storey Lake
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,619 (change assumption)
    Mortgage ($3,666) + Fees ($248) + Taxes in 2024 ($705)


    Taxes:$8,460

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2549 DHARMA CIR, KISSIMMEE, FL 34746

    $530,0005 Days on yellowkey   MLS ID: O6400397

    For Sale O6400397 - 2549 DHARMA CIR, KISSIMMEE, FL 34746 38 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2874
       Built: 2011
    Monthly Fee: $397
       Tax: $4,373 (2025)
    Community: Veranda Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,665 (change assumption)
    Mortgage ($2,904) + Fees ($397) + Taxes in 2025 ($364)


    Taxes:$4,373

    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.