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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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  • 9027 PELICAN COVE TRCE, KISSIMMEE, FL 34747

    $515,000200 Days on yellowkey   MLS ID: S5138250

    REDUCED by $10,000 (1.9%) on 05/20/2026

    For Sale S5138250 - 9027 PELICAN COVE TRCE, KISSIMMEE, FL 34747 11 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2488
       Built: 2018
    Monthly Fee: $717
       Tax: $7,397 (2024)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,155 (change assumption)
    Mortgage ($2,822) + Fees ($717) + Taxes in 2024 ($616)


    Taxes:$7,397

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2560 GRASMERE VIEW PKWY S, KISSIMMEE, FL 34746

    $435,000212 Days on yellowkey   MLS ID: O6356164

    REDUCED by $14,900 (3.3%) on 04/08/2026

    For Sale O6356164 - 2560 GRASMERE VIEW PKWY S, KISSIMMEE, FL 34746 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2301
       Built: 2018
    Monthly Fee: $17
       Tax: $6,474 (2025)
    Community: Concorde Estates Ph 2A
    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,384) + Fees ($17) + Taxes in 2025 ($540)


    Taxes:$6,474

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 635 FRESNO CT, KISSIMMEE, FL 34758

    $249,900199 Days on yellowkey   MLS ID: O6359542

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $100 (0.0%) on 04/22/2026

    For Sale O6359542 - 635 FRESNO CT, KISSIMMEE, FL 34758 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1989
    Monthly Fee: $90
       Tax: $3,444 (2024)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $1,746 (change assumption)
    Mortgage ($1,369) + Fees ($90) + Taxes in 2024 ($287)


    Taxes:$3,444

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8901 RHODES ST, KISSIMMEE, FL 34747

    $550,000346 Days on yellowkey   MLS ID: O6319078

    REDUCED by $15,000 (2.7%) on 05/08/2026

    For Sale O6319078 - 8901 RHODES ST, KISSIMMEE, FL 34747 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2016
    Monthly Fee: $553
       Tax: $6,382 (2024)
    Community: Windsor At Westside Ph 1
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,014) + Fees ($553) + Taxes in 2024 ($532)


    Taxes:$6,382

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1632 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,099,000261 Days on yellowkey   MLS ID: S5134100

    REDUCED by $500 (0.0%) on 05/27/2026

    For Sale S5134100 - 1632 REGAL COVE CT, KISSIMMEE, FL 34744 76 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4621
       Built: 1993
    Monthly Fee: $100
       Tax: $10,804 (2024)
    Community: Regal Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,022 (change assumption)
    Mortgage ($6,022) + Fees ($100) + Taxes in 2024 ($900)


    Taxes:$10,804

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2365 RAPOLLO DR, KISSIMMEE, FL 34741

    $505,00065 Days on yellowkey   MLS ID: O6379468

    REDUCED by $9,900 (1.9%) on 05/27/2026

    For Sale O6379468 - 2365 RAPOLLO DR, KISSIMMEE, FL 34741 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2391
       Built: 2018
    Monthly Fee: $173
       Tax: $8,804 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($2,767) + Fees ($173) + Taxes in 2025 ($734)


    Taxes:$8,804

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 540 OAK BRANCH CIR, KISSIMMEE, FL 34758

    $298,999207 Days on yellowkey   MLS ID: S5137421

    REDUCED by $1,000 (0.3%) on 05/27/2026

    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: $2,047 (change assumption)
    Mortgage ($1,638) + 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


  • 724 DEL RAY DR, KISSIMMEE, FL 34758

    $268,99921 Days on yellowkey   MLS ID: S5148992

    REDUCED by $1,000 (0.4%) on 05/27/2026

    For Sale S5148992 - 724 DEL RAY DR, KISSIMMEE, FL 34758 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1080
       Built: 1986
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,804 (change assumption)
    Mortgage ($1,474) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7934 GOLDEN POND CIR, KISSIMMEE, FL 34747

    $599,000113 Days on yellowkey   MLS ID: O6379733

    2 Days Off yellowkey (back on 4/3/2026)

    For Sale O6379733 - 7934 GOLDEN POND CIR, KISSIMMEE, FL 34747 53 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 2827
       Built: 1998
    Monthly Fee: $54
       Tax: $7,169 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Single Family


    Estimated Monthly Payment: $3,934 (change assumption)
    Mortgage ($3,282) + Fees ($54) + Taxes in 2025 ($597)


    Taxes:$7,169

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1964 MICHIGAN CT, KISSIMMEE, FL 34759

    $316,000200 Days on yellowkey   MLS ID: S5138255

    REDUCED by $29,999 (8.7%) on 05/08/2026

    For Sale S5138255 - 1964 MICHIGAN CT, KISSIMMEE, FL 34759 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2926
       Built: 2005
    Monthly Fee: $90
       Tax: $3,890 (2024)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,146 (change assumption)
    Mortgage ($1,731) + Fees ($90) + Taxes in 2024 ($324)


    Taxes:$3,890

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2109 WOODSEDGE DR, KISSIMMEE, FL 34746

    $330,000108 Days on yellowkey   MLS ID: S5142691

    For Sale S5142691 - 2109 WOODSEDGE DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2004
    Monthly Fee: $87
       Tax: $4,497 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,808) + Fees ($87) + Taxes in 2025 ($375)


    Taxes:$4,497

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3463 FOREST RIDGE LN, KISSIMMEE, FL 34741

    $600,00017 Days on yellowkey   MLS ID: O6407190

    For Sale O6407190 - 3463 FOREST RIDGE LN, KISSIMMEE, FL 34741 61 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3807
       Built: 2003
    Monthly Fee: $80
       Tax: $8,939 (2025)
    Community: Crestwood Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,288) + Fees ($80) + Taxes in 2025 ($745)


    Taxes:$8,939

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4842 ASHURST ST, KISSIMMEE, FL 34758

    $349,90036 Days on yellowkey   MLS ID: R4911131

    REDUCED by $5,000 (1.4%) on 05/17/2026

    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: $2,202 (change assumption)
    Mortgage ($1,917) + 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


  • 7442 GATHERING CT, KISSIMMEE, FL 34747

    $2,299,00024 Days on yellowkey   MLS ID: O6402997

    For Sale O6402997 - 7442 GATHERING CT, KISSIMMEE, FL 34747 90 photos

    Bed: 10   Bath: 9.5   Gar: 2
    Liv Area Sq Ft: 5563
       Built: 2024
    Monthly Fee: $620
       Tax: $20,385 (2025)
    Community: Reunion Phase 1 Parcel 1 Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,916 (change assumption)
    Mortgage ($12,597) + Fees ($620) + Taxes in 2025 ($1,699)


    Taxes:$20,385

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 241 GLADIOLA CT, KISSIMMEE, FL 34759

    $265,000102 Days on yellowkey   MLS ID: S5143919

    5 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $5,000 (1.9%) on 04/20/2026

    For Sale S5143919 - 241 GLADIOLA CT, KISSIMMEE, FL 34759 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1447
       Built: 2020
    Monthly Fee: $100
       Tax: $3,586 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,851 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($299)


    Taxes:$3,586

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000157 Days on yellowkey   MLS ID: O6369122

    REDUCED by $50,000 (8.3%) on 05/26/2026

    For Sale O6369122 - 1710 WOODSIDE CT, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2369
       Built: 1980
    Monthly Fee: $17
       Tax: $2,230 (2024)
    Community: Harbour Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,216 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2024 ($186)


    Taxes:$2,230

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4807 WORCHESTER DR, KISSIMMEE, FL 34746

    $410,00014 Days on yellowkey   MLS ID: O6408137

    For Sale O6408137 - 4807 WORCHESTER DR, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2186
       Built: 2024
    Monthly Fee: $88
       Tax: $9,449 (2025)
    Community: Knightsbridge Ph 1
    Single Family


    Estimated Monthly Payment: $3,122 (change assumption)
    Mortgage ($2,247) + Fees ($88) + Taxes in 2025 ($787)


    Taxes:$9,449

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: VOYAGER K-8


  • 2401 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $415,00014 Days on yellowkey   MLS ID: O6408166

    For Sale O6408166 - 2401 VOLUNTEER AVE, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2021
    Monthly Fee: $120
       Tax: $7,416 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,274) + Fees ($120) + Taxes in 2025 ($618)


    Taxes:$7,416

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1666 LOXLEY TRL, KISSIMMEE, FL 34746

    $452,4403 Days on yellowkey   MLS ID: O6410986

    1 Days Off yellowkey (back on 5/27/2026)

    For Sale O6410986 - 1666 LOXLEY TRL, KISSIMMEE, FL 34746 18 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,567 (change assumption)
    Mortgage ($2,479) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746

    $356,99094 Days on yellowkey   MLS ID: O6385301

    1 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $5,000 (1.4%) on 05/26/2026

    For Sale O6385301 - 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2025
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,956) + Fees ($88) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle




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.