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Kissimmee Single Family Homes For Sale - 1781 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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  • 2987 BOATING BLVD, KISSIMMEE, FL 34746

    $688,99925 Days on yellowkey   MLS ID: S5146993

    For Sale S5146993 - 2987 BOATING BLVD, KISSIMMEE, FL 34746 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3118
       Built: 2015
    Monthly Fee: $22
       Tax: $8,649 (2025)
    Community: Shingle Creek Reserve At The Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $4,518 (change assumption)
    Mortgage ($3,775) + Fees ($22) + Taxes in 2025 ($721)


    Taxes:$8,649

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2840 CHANTILLY AVE, KISSIMMEE, FL 34741

    $649,00086 Days on yellowkey   MLS ID: O6377414

    For Sale O6377414 - 2840 CHANTILLY AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 5   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3221
       Built: 2018
    Monthly Fee: $250
       Tax: $11,774 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $4,787 (change assumption)
    Mortgage ($3,556) + Fees ($250) + Taxes in 2025 ($981)


    Taxes:$11,774

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $467,201145 Days on yellowkey   MLS ID: O6364329

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

    REDUCED by $30,000 (6.0%) on 03/31/2026

    For Sale O6364329 - 1831 BRIGHT SKY DR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2025
    Monthly Fee: $10

    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,560) + Fees ($10) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2311 INDIAN MOUND TRL, KISSIMMEE, FL 34746

    $645,00024 Days on yellowkey   MLS ID: P4938285

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

    For Sale P4938285 - 2311 INDIAN MOUND TRL, KISSIMMEE, FL 34746 62 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3004
       Built: 1986
    Monthly Fee: $147
       Tax: $5,001 (2025)
    Community: Hidden Harbor
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,534) + Fees ($147) + Taxes in 2025 ($417)


    Taxes:$5,001

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2487 EMPRESS DR, KISSIMMEE, FL 34741

    $555,00055 Days on yellowkey   MLS ID: S5144882

    For Sale S5144882 - 2487 EMPRESS DR, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2020
    Monthly Fee: $170
       Tax: $10,401 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $4,078 (change assumption)
    Mortgage ($3,041) + Fees ($170) + Taxes in 2025 ($867)


    Taxes:$10,401

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8490 OASIS KEY CV, KISSIMMEE, FL 34747

    $569,900108 Days on yellowkey   MLS ID: O6371707

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

    For Sale O6371707 - 8490 OASIS KEY CV, KISSIMMEE, FL 34747 49 photos

    Bed: 8   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2914
       Built: 2002
    Monthly Fee: $107
       Tax: $6,606 (2025)
    Community: Emerald Island Resort Ph 1
    Single Family


    Estimated Monthly Payment: $3,780 (change assumption)
    Mortgage ($3,123) + Fees ($107) + Taxes in 2025 ($551)


    Taxes:$6,606

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 472 VILLA PARK RD, KISSIMMEE, FL 34759

    $459,50087 Days on yellowkey   MLS ID: S5142791

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

    REDUCED by $6,500 (1.4%) on 04/01/2026

    For Sale S5142791 - 472 VILLA PARK RD, KISSIMMEE, FL 34759 97 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2011
    Monthly Fee: $276
       Tax: $6,287 (2025)
    Community: Solivita Ph 7B2
    Single Family


    Estimated Monthly Payment: $3,318 (change assumption)
    Mortgage ($2,518) + Fees ($276) + Taxes in 2025 ($524)


    Taxes:$6,287

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 POMPEI DR, KISSIMMEE, FL 34758

    $385,00022 Days on yellowkey   MLS ID: O6395438

    For Sale O6395438 - 121 POMPEI DR, KISSIMMEE, FL 34758 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1999
    Monthly Fee: $33
       Tax: $3,432 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($2,110) + Fees ($33) + Taxes in 2025 ($286)


    Taxes:$3,432

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 325 LARIAT LN, KISSIMMEE, FL 34743

    $359,00027 Days on yellowkey   MLS ID: O6391633

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

    For Sale O6391633 - 325 LARIAT LN, KISSIMMEE, FL 34743 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1390
       Built: 1984   Tax: $5,016 (2025)
    Community: Bvl Unit 11
    Single Family


    Estimated Monthly Payment: $2,385 (change assumption)
    Mortgage ($1,967) + Taxes in 2025 ($418)


    Taxes:$5,016

    Elementary School: Boggy Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1111 LIBERTY HALL DR, KISSIMMEE, FL 34746

    $512,500101 Days on yellowkey   MLS ID: O6373251

    For Sale O6373251 - 1111 LIBERTY HALL DR, KISSIMMEE, FL 34746 56 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2718
       Built: 2003
    Monthly Fee: $38
       Tax: $6,240 (2025)
    Community: Liberty Village Ph 1
    Single Family


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($2,808) + Fees ($38) + Taxes in 2025 ($520)


    Taxes:$6,240

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $475,000282 Days on yellowkey   MLS ID: O6328214

    For Sale O6328214 - 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2717
       Built: 2021
    Monthly Fee: $10
       Tax: $9,250 (2024)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,603) + Fees ($10) + Taxes in 2024 ($771)


    Taxes:$9,250

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 637 FRESNO CT, KISSIMMEE, FL 34758

    $260,00081 Days on yellowkey   MLS ID: S5143129

    For Sale S5143129 - 637 FRESNO CT, KISSIMMEE, FL 34758 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1985
    Monthly Fee: $100
       Tax: $1,147 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $1,620 (change assumption)
    Mortgage ($1,425) + Fees ($100) + Taxes in 2025 ($96)


    Taxes:$1,147

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758

    $475,00081 Days on yellowkey   MLS ID: O6379573

    For Sale O6379573 - 4910 HAROLD STANLEY DR, KISSIMMEE, FL 34758 58 photos

    Bed: 5   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2623
       Built: 2007
    Monthly Fee: $354
       Tax: $5,585 (2025)
    Community: Trafalgar Village Ph 3
    Single Family


    Estimated Monthly Payment: $3,422 (change assumption)
    Mortgage ($2,603) + Fees ($354) + Taxes in 2025 ($465)


    Taxes:$5,585

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2863 BOATING BLVD, KISSIMMEE, FL 34746

    $425,00044 Days on yellowkey   MLS ID: O6388080

    For Sale O6388080 - 2863 BOATING BLVD, KISSIMMEE, FL 34746 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2585
       Built: 2007
    Monthly Fee: $11
       Tax: $5,307 (2025)
    Community: Shingle Crk Resrv At Oaks
    Single Family


    Estimated Monthly Payment: $2,782 (change assumption)
    Mortgage ($2,329) + Fees ($11) + Taxes in 2025 ($442)


    Taxes:$5,307

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 193 AURELIA CT, KISSIMMEE, FL 34758

    $355,000103 Days on yellowkey   MLS ID: S5141378

    For Sale S5141378 - 193 AURELIA CT, KISSIMMEE, FL 34758 41 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2898
       Built: 2002
    Monthly Fee: $100
       Tax: $4,923 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,945) + Fees ($100) + Taxes in 2025 ($410)


    Taxes:$4,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 243 AMBER WAY, KISSIMMEE, FL 34758

    $364,999278 Days on yellowkey   MLS ID: S5131210

    For Sale S5131210 - 243 AMBER WAY, KISSIMMEE, FL 34758 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 2023
    Monthly Fee: $85
       Tax: $4,536 (2024)
    Community: Stepping Stone Pod A Ph 2
    Single Family


    Estimated Monthly Payment: $2,463 (change assumption)
    Mortgage ($2,000) + Fees ($85) + Taxes in 2024 ($378)


    Taxes:$4,536

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 807 SAN REMO CT, KISSIMMEE, FL 34758

    $450,000247 Days on yellowkey   MLS ID: O6338207

    For Sale O6338207 - 807 SAN REMO CT, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1780
       Built: 1981
    Monthly Fee: $82
       Tax: $1,686 (2024)
    Community: Poinciana Village 1 Nbhd 3 East
    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($2,466) + Fees ($82) + Taxes in 2024 ($141)


    Taxes:$1,686

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744

    $495,140327 Days on yellowkey   MLS ID: O6314894

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

    For Sale O6314894 - 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $10
       Tax: $917 (2024)
    Community: Tohoqua
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,713) + Fees ($10) + Taxes in 2024 ($76)


    Taxes:$917

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,90074 Days on yellowkey   MLS ID: S5143367

    For Sale S5143367 - 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 61 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3177
       Built: 1991
    Monthly Fee: $195
       Tax: $4,193 (2025)
    Community: Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,287) + Fees ($195) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 157 TOLUCA DR, KISSIMMEE, FL 34743

    $429,99056 Days on yellowkey   MLS ID: S5144834

    REDUCED by $10,009 (2.3%) on 04/04/2026

    For Sale S5144834 - 157 TOLUCA DR, KISSIMMEE, FL 34743 25 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2026
       Built: 1988   Tax: $2,990 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($249)


    Taxes:$2,990

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle




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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.