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Kissimmee Homes For Sale & Real Estate - 3352 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 5431 ISLA SAONA DR, KISSIMMEE, FL 34758

    $361,93495 Days on yellowkey   MLS ID: O6398213

    REDUCED by $23,610 (6.1%) on 07/09/2026

    For Sale O6398213 - 5431 ISLA SAONA DR, KISSIMMEE, FL 34758 16 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,983) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746

    $549,900145 Days on yellowkey   MLS ID: O6383771

    REDUCED by $20,090 (3.5%) on 07/09/2026

    For Sale O6383771 - 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746 48 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2813
       Built: 2004
    Monthly Fee: $205
       Tax: $6,177 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,013) + Fees ($205) + Taxes in 2025 ($515)


    Taxes:$6,177

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 111 NICHOLAS CT, KISSIMMEE, FL 34758

    $168,30029 Days on yellowkey   MLS ID: S5151931

    1 Days Off yellowkey (back on 7/9/2026)

    INCREASED by $23,300 (16.1%) on 07/02/2026

    For Sale S5151931 - 111 NICHOLAS CT, KISSIMMEE, FL 34758 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 1988
    Monthly Fee: $100
       Tax: $3,388 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,305 (change assumption)
    Mortgage ($922) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,388

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $529,00047 Days on yellowkey   MLS ID: O6411198

    REDUCED by $46,000 (8.0%) on 07/09/2026

    For Sale O6411198 - 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 53 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2020
    Monthly Fee: $718
       Tax: $8,192 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,299 (change assumption)
    Mortgage ($2,899) + Fees ($718) + Taxes in 2025 ($683)


    Taxes:$8,192

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 4015 VENETIAN BAY DR #104, KISSIMMEE, FL 34741

    $255,000362 Days on yellowkey   MLS ID: S5131070

    REDUCED by $5,000 (1.9%) on 07/09/2026

    For Sale S5131070 - 4015 VENETIAN BAY DR #104, KISSIMMEE, FL 34741 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $497
       Tax: $3,887 (2024)
    Community: Venetian Bay
    Condo


    Estimated Monthly Payment: $2,218 (change assumption)
    Mortgage ($1,397) + Fees ($497) + Taxes in 2024 ($324)


    Taxes:$3,887

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746

    $199,99029 Days on yellowkey   MLS ID: O6417178

    0 Days Off yellowkey (back on 7/9/2026)

    REDUCED by $10,000 (4.8%) on 06/24/2026

    For Sale O6417178 - 2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1204
       Built: 2007
    Monthly Fee: $360
       Tax: $2,434 (2025)
    Community: Club Cortile Condo Ph 7
    Condo


    Estimated Monthly Payment: $1,659 (change assumption)
    Mortgage ($1,096) + Fees ($360) + Taxes in 2025 ($203)


    Taxes:$2,434

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1006 TOURMALINE DR, KISSIMMEE, FL 34746

    $654,000119 Days on yellowkey   MLS ID: S5146029

    For Sale S5146029 - 1006 TOURMALINE DR, KISSIMMEE, FL 34746 49 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3628
       Built: 2013
    Monthly Fee: $210
       Tax: $7,785 (2024)
    Community: Crystal Cove Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,442 (change assumption)
    Mortgage ($3,583) + Fees ($210) + Taxes in 2024 ($649)


    Taxes:$7,785

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14 GLENDALE DR, KISSIMMEE, FL 34744

    $485,000123 Days on yellowkey   MLS ID: S5145799

    REDUCED by $10,000 (2.0%) on 07/09/2026

    For Sale S5145799 - 14 GLENDALE DR, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2510
       Built: 1970   Tax: $5,664 (2025)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($2,657) + Taxes in 2025 ($472)


    Taxes:$5,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7568 SUNFLOWER CIR, KISSIMMEE, FL 34747

    $429,000133 Days on yellowkey   MLS ID: O6387020

    For Sale O6387020 - 7568 SUNFLOWER CIR, KISSIMMEE, FL 34747 39 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1530
       Built: 2023
    Monthly Fee: $483
       Tax: $4,454 (2024)
    Community: Summerville Resort
    Townhouse


    Estimated Monthly Payment: $3,205 (change assumption)
    Mortgage ($2,351) + Fees ($483) + Taxes in 2024 ($371)


    Taxes:$4,454

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2818 OCONNELL DR, KISSIMMEE, FL 34741

    $469,00013 Days on yellowkey   MLS ID: O6421296

    For Sale O6421296 - 2818 OCONNELL DR, KISSIMMEE, FL 34741 39 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2005
    Monthly Fee: $100
       Tax: $5,554 (2025)
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,570) + Fees ($100) + Taxes in 2025 ($463)


    Taxes:$5,554

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7681 BENJI RIDGE TRL, KISSIMMEE, FL 34747

    $290,00073 Days on yellowkey   MLS ID: O6401767

    0 Days Off yellowkey (back on 5/10/2026)

    For Sale O6401767 - 7681 BENJI RIDGE TRL, KISSIMMEE, FL 34747 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1988
    Monthly Fee: $6
       Tax: $6,524 (2026)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,589) + Fees ($6) + Taxes in 2026 ($544)


    Taxes:$6,524

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 8545 LA ISLA DR, KISSIMMEE, FL 34747

    $699,00082 Days on yellowkey   MLS ID: S5148460

    For Sale S5148460 - 8545 LA ISLA DR, KISSIMMEE, FL 34747 71 photos

    Bed: 7   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3599
       Built: 2004
    Monthly Fee: $115
       Tax: $7,734 (2025)
    Community: Emerald
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,590 (change assumption)
    Mortgage ($3,830) + Fees ($115) + Taxes in 2025 ($645)


    Taxes:$7,734

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2947 LANGDON LN S, KISSIMMEE, FL 34741

    $320,000152 Days on yellowkey   MLS ID: S5143730

    REDUCED by $4,000 (1.2%) on 07/03/2026

    For Sale S5143730 - 2947 LANGDON LN S, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1749
       Built: 2005
    Monthly Fee: $240
       Tax: $5,015 (2025)
    Community: Townhomes Of Flora Ridge Ph 2
    Townhouse


    Estimated Monthly Payment: $2,411 (change assumption)
    Mortgage ($1,753) + Fees ($240) + Taxes in 2025 ($418)


    Taxes:$5,015

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2637 SUNRISE SHORES DR, KISSIMMEE, FL 34747

    $445,000159 Days on yellowkey   MLS ID: O6374492

    REDUCED by $20,000 (4.3%) on 07/09/2026

    For Sale O6374492 - 2637 SUNRISE SHORES DR, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 1804
       Built: 2017
    Monthly Fee: $525
       Tax: $4,945 (2025)
    Community: Summerville Resort
    Townhouse


    Estimated Monthly Payment: $3,375 (change assumption)
    Mortgage ($2,438) + Fees ($525) + Taxes in 2025 ($412)


    Taxes:$4,945

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2900 EDENSHIRE WAY #107, KISSIMMEE, FL 34746

    $280,00040 Days on yellowkey   MLS ID: O6413995

    REDUCED by $10,000 (3.4%) on 07/09/2026

    For Sale O6413995 - 2900 EDENSHIRE WAY #107, KISSIMMEE, FL 34746 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2014
    Monthly Fee: $555
       Tax: $3,988 (2025)
    Community: Lucaya Village Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,422 (change assumption)
    Mortgage ($1,534) + Fees ($555) + Taxes in 2025 ($332)


    Taxes:$3,988

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 256 CRANBROOK DR, KISSIMMEE, FL 34758

    $265,00012 Days on yellowkey   MLS ID: S5152953

    For Sale S5152953 - 256 CRANBROOK DR, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1212
       Built: 1991
    Monthly Fee: $100
       Tax: $3,748 (2025)
    Community: Poinciana Village 01 Neighborhood 01 North
    Single Family


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7442 GATHERING CT, KISSIMMEE, FL 34747

    $2,299,00070 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


  • 2840 CHANTILLY AVE, KISSIMMEE, FL 34741

    $615,000165 Days on yellowkey   MLS ID: O6377414

    REDUCED by $34,000 (5.2%) on 07/09/2026

    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: $4,601 (change assumption)
    Mortgage ($3,370) + Fees ($250) + Taxes in 2025 ($981)


    Taxes:$11,774

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8538 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

    $244,000156 Days on yellowkey   MLS ID: S5143280

    REDUCED by $25,999 (9.6%) on 07/09/2026

    For Sale S5143280 - 8538 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747 61 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1277
       Built: 2003
    Monthly Fee: $305
       Tax: $3,349 (2025)
    Community: Emerald Island Resort Ph 2
    Townhouse


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,337) + Fees ($305) + Taxes in 2025 ($279)


    Taxes:$3,349

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 8462 SECRET KEY CV, KISSIMMEE, FL 34747

    $629,000501 Days on yellowkey   MLS ID: S5121458

    For Sale S5121458 - 8462 SECRET KEY CV, KISSIMMEE, FL 34747 67 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2002
    Monthly Fee: $115
       Tax: $6,401 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,095 (change assumption)
    Mortgage ($3,446) + Fees ($115) + Taxes in 2025 ($533)


    Taxes:$6,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

Kissimmee home, townhome, condo, villa, and other listing sales 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 houses for sale in Kissimmee. You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. 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 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.