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Kissimmee Single Family Homes For Sale - 1784 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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  • 1120 CHESTERFIELD, KISSIMMEE, FL 34758

    $337,900165 Days on yellowkey   MLS ID: S5138603

    REDUCED by $1,000 (0.3%) on 04/17/2026

    For Sale S5138603 - 1120 CHESTERFIELD, KISSIMMEE, FL 34758 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2025
    Monthly Fee: $90
       Tax: $534 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,986 (change assumption)
    Mortgage ($1,851) + Fees ($90) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 540 OAK BRANCH CIR, KISSIMMEE, FL 34758

    $304,999176 Days on yellowkey   MLS ID: S5137421

    REDUCED by $501 (0.2%) on 04/24/2026

    For Sale S5137421 - 540 OAK BRANCH CIR, KISSIMMEE, FL 34758 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1443
       Built: 1997
    Monthly Fee: $90
       Tax: $3,820 (2024)
    Community: Oaks At Cypress Woods The
    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,671) + Fees ($90) + Taxes in 2024 ($318)


    Taxes:$3,820

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Harmony Middle


  • 5591 MORANT BAY PATH, KISSIMMEE, FL 34758

    $318,5406 Days on yellowkey   MLS ID: O6401432

    INCREASED by $1,000 (0.3%) on 04/24/2026

    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: $1,870 (change assumption)
    Mortgage ($1,745) + Fees ($125) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $464,00092 Days on yellowkey   MLS ID: O6376960

    For Sale O6376960 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975   Tax: $4,836 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,542) + Taxes in 2025 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2665 CALISTOGA AVE, KISSIMMEE, FL 34741

    $639,00019 Days on yellowkey   MLS ID: O6395220

    For Sale O6395220 - 2665 CALISTOGA AVE, KISSIMMEE, FL 34741 35 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3067
       Built: 2016
    Monthly Fee: $660
       Tax: $9,916 (2025)
    Community: Sonoma Res/Tapestry Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,988 (change assumption)
    Mortgage ($3,501) + Fees ($660) + Taxes in 2025 ($826)


    Taxes:$9,916

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 271 LA PAZ DR, KISSIMMEE, FL 34743

    $316,99078 Days on yellowkey   MLS ID: S5143475

    For Sale S5143475 - 271 LA PAZ DR, KISSIMMEE, FL 34743 13 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1065
       Built: 1981   Tax: $3,704 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,046 (change assumption)
    Mortgage ($1,737) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 8008 SANDY TOES WAY, KISSIMMEE, FL 34747

    $675,00095 Days on yellowkey   MLS ID: S5142398

    For Sale S5142398 - 8008 SANDY TOES WAY, KISSIMMEE, FL 34747 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2020
    Monthly Fee: $600
       Tax: $7,249 (2024)
    Community: Rolling Oaks Ph 6B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,903 (change assumption)
    Mortgage ($3,699) + Fees ($600) + Taxes in 2024 ($604)


    Taxes:$7,249

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $363,000283 Days on yellowkey   MLS ID: TB8408985

    REDUCED by $4,000 (1.1%) on 04/24/2026

    For Sale TB8408985 - 1724 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2018
    Monthly Fee: $11
       Tax: $5,835 (2024)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,989) + Fees ($11) + Taxes in 2024 ($486)


    Taxes:$5,835

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3892 GOLDEN KNOT DR, KISSIMMEE, FL 34746

    $595,00055 Days on yellowkey   MLS ID: V4947681

    REDUCED by $25,000 (4.0%) on 04/01/2026

    For Sale V4947681 - 3892 GOLDEN KNOT DR, KISSIMMEE, FL 34746 50 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3188
       Built: 2018
    Monthly Fee: $205
       Tax: $6,943 (2025)
    Community: Bellalago Ph 7L
    Single Family


    Estimated Monthly Payment: $4,044 (change assumption)
    Mortgage ($3,260) + Fees ($205) + Taxes in 2025 ($579)


    Taxes:$6,943

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 1907 BROWN ST, KISSIMMEE, FL 34741

    $308,000204 Days on yellowkey   MLS ID: O6345303

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

    For Sale O6345303 - 1907 BROWN ST, KISSIMMEE, FL 34741 15 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1044
       Built: 1967   Tax: $511 (2024)
    Community: City Heights
    Single Family


    Estimated Monthly Payment: $1,730 (change assumption)
    Mortgage ($1,688) + Taxes in 2024 ($43)


    Taxes:$511

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 299 INDIAN POINT CIR, KISSIMMEE, FL 34746

    $279,900140 Days on yellowkey   MLS ID: S5139930

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $20,000 (6.7%) on 04/20/2026

    For Sale S5139930 - 299 INDIAN POINT CIR, KISSIMMEE, FL 34746 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1994
    Monthly Fee: $60
       Tax: $3,400 (2024)
    Community: Indian Point Ph 1
    Single Family


    Estimated Monthly Payment: $1,877 (change assumption)
    Mortgage ($1,534) + Fees ($60) + Taxes in 2024 ($283)


    Taxes:$3,400

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 216 MAGICAL WAY, KISSIMMEE, FL 34744

    $359,00011 Days on yellowkey   MLS ID: O6396457

    For Sale O6396457 - 216 MAGICAL WAY, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1832
       Built: 2005
    Monthly Fee: $127
       Tax: $4,782 (2025)
    Community: Magic Landings
    Single Family


    Estimated Monthly Payment: $2,493 (change assumption)
    Mortgage ($1,967) + Fees ($127) + Taxes in 2025 ($399)


    Taxes:$4,782

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2121 HIBISCUS PL, KISSIMMEE, FL 34759

    $310,00013 Days on yellowkey   MLS ID: S5147765

    For Sale S5147765 - 2121 HIBISCUS PL, KISSIMMEE, FL 34759 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1869
       Built: 2019
    Monthly Fee: $100
       Tax: $4,062 (2025)
    Community: Poinciana Neighborhood 2 Village 8
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,137 (change assumption)
    Mortgage ($1,699) + Fees ($100) + Taxes in 2025 ($338)


    Taxes:$4,062

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2988 MARBELLA DR, KISSIMMEE, FL 34744

    $485,0005 Days on yellowkey   MLS ID: S5148494

    For Sale S5148494 - 2988 MARBELLA DR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2004
    Monthly Fee: $167
       Tax: $5,357 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,657) + Fees ($167) + Taxes in 2025 ($446)


    Taxes:$5,357

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7946 GOLDEN POND CIR, KISSIMMEE, FL 34747

    $477,500187 Days on yellowkey   MLS ID: O6349911

    REDUCED by $5,000 (1.0%) on 04/24/2026

    For Sale O6349911 - 7946 GOLDEN POND CIR, KISSIMMEE, FL 34747 31 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2677
       Built: 1998
    Monthly Fee: $53
       Tax: $7,045 (2024)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Single Family


    Estimated Monthly Payment: $3,256 (change assumption)
    Mortgage ($2,616) + Fees ($53) + Taxes in 2024 ($587)


    Taxes:$7,045

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $349,9005 Days on yellowkey   MLS ID: S5148486

    For Sale S5148486 - 3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1990
    Monthly Fee: $10
       Tax: $6,216 (2025)
    Community: Indian Wells Unit 5
    Single Family


    Estimated Monthly Payment: $2,445 (change assumption)
    Mortgage ($1,917) + Fees ($10) + Taxes in 2025 ($518)


    Taxes:$6,216

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8825 KENSINGTON CT, KISSIMMEE, FL 34747

    $449,90028 Days on yellowkey   MLS ID: O6395327

    5 Days Off yellowkey (back on 4/24/2026)

    For Sale O6395327 - 8825 KENSINGTON CT, KISSIMMEE, FL 34747 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2361
       Built: 1997   Tax: $6,584 (2025)
    Community: Lindfields Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($2,465) + Taxes in 2025 ($549)


    Taxes:$6,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2346 LILY PAD LN, KISSIMMEE, FL 34743

    $354,88857 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


  • 554 BRISTOL CIR, KISSIMMEE, FL 34758

    $525,00037 Days on yellowkey   MLS ID: S5145832

    REDUCED by $14,000 (2.6%) on 04/24/2026

    For Sale S5145832 - 554 BRISTOL CIR, KISSIMMEE, FL 34758 78 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2734
       Built: 2006
    Monthly Fee: $90
       Tax: $5,853 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($2,877) + Fees ($90) + Taxes in 2025 ($488)


    Taxes:$5,853

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 385 QUARRY ROCK CIR, KISSIMMEE, FL 34758

    $324,00040 Days on yellowkey   MLS ID: L4960029

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $5,000 (1.5%) on 04/15/2026

    For Sale L4960029 - 385 QUARRY ROCK CIR, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2020
    Monthly Fee: $85
       Tax: $4,353 (2025)
    Community: Stepping Stone
    Single Family


    Estimated Monthly Payment: $2,223 (change assumption)
    Mortgage ($1,775) + Fees ($85) + Taxes in 2025 ($363)


    Taxes:$4,353

    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.