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Kissimmee Single Family Homes For Sale - 2018 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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  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $385,00037 Days on yellowkey   MLS ID: S5148768

    REDUCED by $4,900 (1.3%) on 06/02/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($2,110) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4842 ASHURST ST, KISSIMMEE, FL 34758

    $365,00042 Days on yellowkey   MLS ID: R4911131

    INCREASED by $15,100 (4.3%) on 06/02/2026

    For Sale R4911131 - 4842 ASHURST ST, KISSIMMEE, FL 34758 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2014
    Monthly Fee: $53
       Tax: $2,778 (2025)
    Community: Doral Pointe North
    Single Family


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($2,000) + Fees ($53) + Taxes in 2025 ($232)


    Taxes:$2,778

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 7 WESTCHESTER DR, KISSIMMEE, FL 34744

    $434,000382 Days on yellowkey   MLS ID: O6309992

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $5,000 (1.1%) on 04/16/2026

    For Sale O6309992 - 7 WESTCHESTER DR, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1962   Tax: $1,988 (2024)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,378) + Taxes in 2024 ($166)


    Taxes:$1,988

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 9029 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747

    $850,000191 Days on yellowkey   MLS ID: O6363130

    For Sale O6363130 - 9029 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747 42 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2018
    Monthly Fee: $726
       Tax: $11,229 (2024)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,319 (change assumption)
    Mortgage ($4,657) + Fees ($726) + Taxes in 2024 ($936)


    Taxes:$11,229

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1005 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $459,000315 Days on yellowkey   MLS ID: O6329552

    For Sale O6329552 - 1005 LAKE BERKLEY DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $138
       Tax: $5,144 (2024)
    Community: Lake Berkley Resort Ph 02
    Single Family


    Estimated Monthly Payment: $3,082 (change assumption)
    Mortgage ($2,515) + Fees ($138) + Taxes in 2024 ($429)


    Taxes:$5,144

    Elementary School: Kissimmee Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 604 TAMARIN LN, KISSIMMEE, FL 34759

    $384,99091 Days on yellowkey   MLS ID: S5145138

    REDUCED by $10,000 (2.5%) on 06/02/2026

    For Sale S5145138 - 604 TAMARIN LN, KISSIMMEE, FL 34759 40 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2793
       Built: 2003
    Monthly Fee: $21
       Tax: $4,570 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($2,109) + Fees ($21) + Taxes in 2025 ($381)


    Taxes:$4,570

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3040 CARDILLINO WAY, KISSIMMEE, FL 34741

    $610,000484 Days on yellowkey   MLS ID: S5120036

    For Sale S5120036 - 3040 CARDILLINO WAY, KISSIMMEE, FL 34741 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3105
       Built: 2018
    Monthly Fee: $246
       Tax: $9,754 (2023)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $4,401 (change assumption)
    Mortgage ($3,342) + Fees ($246) + Taxes in 2023 ($813)


    Taxes:$9,754

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2940 SIMILE ST, KISSIMMEE, FL 34746

    $799,900135 Days on yellowkey   MLS ID: O6375366

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

    For Sale O6375366 - 2940 SIMILE ST, KISSIMMEE, FL 34746 51 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $564
       Tax: $13,207 (2025)
    Community: Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,047 (change assumption)
    Mortgage ($4,383) + Fees ($564) + Taxes in 2025 ($1,101)


    Taxes:$13,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2901 FABLE ST, KISSIMMEE, FL 34746

    $810,000209 Days on yellowkey   MLS ID: O6358672

    REDUCED by $40,000 (4.7%) on 05/22/2026

    For Sale O6358672 - 2901 FABLE ST, KISSIMMEE, FL 34746 82 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4303
       Built: 2018
    Monthly Fee: $259
       Tax: $13,758 (2024)
    Community: Storey Lake Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,844 (change assumption)
    Mortgage ($4,438) + Fees ($259) + Taxes in 2024 ($1,147)


    Taxes:$13,758

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1425 RIVIERA DR, KISSIMMEE, FL 34744

    $944,90091 Days on yellowkey   MLS ID: O6386384

    For Sale O6386384 - 1425 RIVIERA DR, KISSIMMEE, FL 34744 82 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4654
       Built: 2002
    Monthly Fee: $183
       Tax: $7,220 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,962 (change assumption)
    Mortgage ($5,177) + Fees ($183) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 302 FERRARA CT, KISSIMMEE, FL 34758

    $260,00049 Days on yellowkey   MLS ID: S5147942

    REDUCED by $19,500 (7.0%) on 06/01/2026

    For Sale S5147942 - 302 FERRARA CT, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2002
    Monthly Fee: $100
       Tax: $4,237 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $1,878 (change assumption)
    Mortgage ($1,425) + Fees ($100) + Taxes in 2025 ($353)


    Taxes:$4,237

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1350 ROCKY RD, KISSIMMEE, FL 34744

    $325,00027 Days on yellowkey   MLS ID: O6405639

    For Sale O6405639 - 1350 ROCKY RD, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1108
       Built: 1983   Tax: $4,613 (2025)
    Community: Pebble Creek
    Single Family


    Estimated Monthly Payment: $2,165 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($384)


    Taxes:$4,613

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $359,9007 Days on yellowkey   MLS ID: TB8512342

    For Sale TB8512342 - 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $4,936 (2025)
    Community: Cranes Cove Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,440 (change assumption)
    Mortgage ($1,972) + Fees ($57) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1636 BARBERRY DR, KISSIMMEE, FL 34744

    $560,000101 Days on yellowkey   MLS ID: S5144068

    For Sale S5144068 - 1636 BARBERRY DR, KISSIMMEE, FL 34744 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $7,432 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($619)


    Taxes:$7,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $335,500274 Days on yellowkey   MLS ID: O6341345

    REDUCED by $400 (0.1%) on 06/02/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 24 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $534 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $1,927 (change assumption)
    Mortgage ($1,838) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744

    $627,1106 Days on yellowkey   MLS ID: O6412075

    For Sale O6412075 - 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3598
       Built: 2026
    Monthly Fee: $42
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,589 (change assumption)
    Mortgage ($3,436) + Fees ($42) + 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)


  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $415,00083 Days on yellowkey   MLS ID: O6390445

    REDUCED by $10,000 (2.4%) on 05/26/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,274) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 191 LASSO DR, KISSIMMEE, FL 34747

    $795,000240 Days on yellowkey   MLS ID: O6350262

    3 Days Off yellowkey (back on 3/12/2026)

    For Sale O6350262 - 191 LASSO DR, KISSIMMEE, FL 34747 63 photos

    Bed: 10   Bath: 10.0
    Liv Area Sq Ft: 4683
       Built: 2015
    Monthly Fee: $784
       Tax: $15,578 (2024)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,438 (change assumption)
    Mortgage ($4,356) + Fees ($784) + Taxes in 2024 ($1,298)


    Taxes:$15,578

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3899 MOUNT VERNON WAY, KISSIMMEE, FL 34741

    $623,900379 Days on yellowkey   MLS ID: S5127354

    For Sale S5127354 - 3899 MOUNT VERNON WAY, KISSIMMEE, FL 34741 56 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3509
       Built: 2015
    Monthly Fee: $80
       Tax: $8,657 (2024)
    Community: Preserve At Tapestry Ph 3 & 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,220 (change assumption)
    Mortgage ($3,419) + Fees ($80) + Taxes in 2024 ($721)


    Taxes:$8,657

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90025 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)




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.