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Kissimmee Single Family Homes For Sale - 2021 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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  • 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $399,00010 Days on yellowkey   MLS ID: O6405406

    For Sale O6405406 - 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $5,680 (2025)
    Community: Cranes Cove Ph 2
    Single Family


    Estimated Monthly Payment: $2,717 (change assumption)
    Mortgage ($2,186) + Fees ($57) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4429 SHIVA LOOP, KISSIMMEE, FL 34746

    $629,000206 Days on yellowkey   MLS ID: O6358756

    For Sale O6358756 - 4429 SHIVA LOOP, KISSIMMEE, FL 34746 64 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3565
       Built: 2017
    Monthly Fee: $397

    Community: Veranda Palms Ph 2A
    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($3,446) + Fees ($397) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744

    $474,999334 Days on yellowkey   MLS ID: S5130069

    REDUCED by $14,001 (2.9%) on 05/26/2026

    For Sale S5130069 - 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2012
    Monthly Fee: $112
       Tax: $4,907 (2024)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,124 (change assumption)
    Mortgage ($2,603) + Fees ($112) + Taxes in 2024 ($409)


    Taxes:$4,907

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000311 Days on yellowkey   MLS ID: O6329265

    REDUCED by $11,000 (1.9%) on 05/20/2026

    For Sale O6329265 - 8900 PRAGUE WAY, KISSIMMEE, FL 34747 37 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $587
       Tax: $9,677 (2024)
    Community: Windsor At Westside Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,566 (change assumption)
    Mortgage ($3,173) + Fees ($587) + Taxes in 2024 ($806)


    Taxes:$9,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2748 BOOKMARK DR, KISSIMMEE, FL 34746

    $649,000218 Days on yellowkey   MLS ID: O6355089

    For Sale O6355089 - 2748 BOOKMARK DR, KISSIMMEE, FL 34746 41 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2019
    Monthly Fee: $248
       Tax: $11,764 (2024)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,784 (change assumption)
    Mortgage ($3,556) + Fees ($248) + Taxes in 2024 ($980)


    Taxes:$11,764

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2726 OXYMORON WAY, KISSIMMEE, FL 34746

    $968,000191 Days on yellowkey   MLS ID: O6361612

    For Sale O6361612 - 2726 OXYMORON WAY, KISSIMMEE, FL 34746 65 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $259
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,708 (change assumption)
    Mortgage ($5,304) + Fees ($259) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2766 OXYMORON WAY, KISSIMMEE, FL 34746

    $895,000194 Days on yellowkey   MLS ID: O6361628

    For Sale O6361628 - 2766 OXYMORON WAY, KISSIMMEE, FL 34746 57 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $259
       Tax: $12,985 (2024)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,245 (change assumption)
    Mortgage ($4,904) + Fees ($259) + Taxes in 2024 ($1,082)


    Taxes:$12,985

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8903 COCONUT BREEZE DR, KISSIMMEE, FL 34747

    $698,000176 Days on yellowkey   MLS ID: O6365504

    For Sale O6365504 - 8903 COCONUT BREEZE DR, KISSIMMEE, FL 34747 78 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2023
    Monthly Fee: $718
       Tax: $9,524 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,336 (change assumption)
    Mortgage ($3,825) + Fees ($718) + Taxes in 2025 ($794)


    Taxes:$9,524

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8515 PALM HARBOR DR, KISSIMMEE, FL 34747

    $475,00027 Days on yellowkey   MLS ID: S5149105

    REDUCED by $15,000 (3.1%) on 05/29/2026

    For Sale S5149105 - 8515 PALM HARBOR DR, KISSIMMEE, FL 34747 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2005
    Monthly Fee: $115
       Tax: $5,725 (2025)
    Community: Emerald Island Resort Ph 5A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,195 (change assumption)
    Mortgage ($2,603) + Fees ($115) + Taxes in 2025 ($477)


    Taxes:$5,725

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 1632 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,099,000263 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)


  • 540 OAK BRANCH CIR, KISSIMMEE, FL 34758

    $304,999209 Days on yellowkey   MLS ID: S5137421

    INCREASED by $6,000 (2.0%) on 05/30/2026

    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


  • 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744

    $509,00010 Days on yellowkey   MLS ID: O6409970

    For Sale O6409970 - 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1396
       Built: 1983   Tax: $6,645 (2025)
    Community: Valencia Woods
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,789) + Taxes in 2025 ($554)


    Taxes:$6,645

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 5346 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $424,99952 Days on yellowkey   MLS ID: O6397580

    For Sale O6397580 - 5346 ROYAL POINT AVE, KISSIMMEE, FL 34746 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2023
    Monthly Fee: $122
       Tax: $5,122 (2025)
    Community: Cypress Hammock
    Single Family


    Estimated Monthly Payment: $2,878 (change assumption)
    Mortgage ($2,329) + Fees ($122) + Taxes in 2025 ($427)


    Taxes:$5,122

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 7442 GATHERING CT, KISSIMMEE, FL 34747

    $2,299,00026 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


  • 4165 BABBLING BROOK WAY, KISSIMMEE, FL 34746

    $370,00010 Days on yellowkey   MLS ID: O6409358

    For Sale O6409358 - 4165 BABBLING BROOK WAY, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 2023
    Monthly Fee: $171
       Tax: $6,825 (2025)
    Community: Storey Creek Ph 5
    Single Family


    Estimated Monthly Payment: $2,767 (change assumption)
    Mortgage ($2,027) + Fees ($171) + Taxes in 2025 ($569)


    Taxes:$6,825

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2946 SALTED RIM RD, KISSIMMEE, FL 34747

    $600,000204 Days on yellowkey   MLS ID: O6356626

    REDUCED by $1,000 (0.2%) on 05/18/2026

    For Sale O6356626 - 2946 SALTED RIM RD, KISSIMMEE, FL 34747 24 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2021
    Monthly Fee: $457
       Tax: $11,068 (2024)
    Community: Rolling Oaks Ph 6B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,667 (change assumption)
    Mortgage ($3,288) + Fees ($457) + Taxes in 2024 ($922)


    Taxes:$11,068

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2487 EMPRESS DR, KISSIMMEE, FL 34741

    $544,90090 Days on yellowkey   MLS ID: S5144882

    REDUCED by $10,100 (1.8%) on 05/21/2026

    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: $4,022 (change assumption)
    Mortgage ($2,986) + 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


  • 4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746

    $349,95035 Days on yellowkey   MLS ID: O6401786

    2 Days Off yellowkey (back on 5/30/2026)

    For Sale O6401786 - 4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1243
       Built: 1994
    Monthly Fee: $29
       Tax: $4,951 (2025)
    Community: Creekside Ph 2
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($413)


    Taxes:$4,951

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2683 AMATI DR, KISSIMMEE, FL 34741

    $674,900Listed 05/30/2026 9:28AM   MLS ID: O6410751

    For Sale O6410751 - 2683 AMATI DR, KISSIMMEE, FL 34741 35 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3105
       Built: 2016
    Monthly Fee: $173
       Tax: $8,359 (2024)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $4,568 (change assumption)
    Mortgage ($3,698) + Fees ($173) + Taxes in 2024 ($697)


    Taxes:$8,359

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8900 CANDY PALM RD, KISSIMMEE, FL 34747

    $498,400164 Days on yellowkey   MLS ID: O6368196

    REDUCED by $100 (0.0%) on 05/25/2026

    For Sale O6368196 - 8900 CANDY PALM RD, KISSIMMEE, FL 34747 43 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2012
    Monthly Fee: $682
       Tax: $7,875 (2024)
    Community: Paradise Palms Resort Ph 2
    Single Family


    Estimated Monthly Payment: $4,069 (change assumption)
    Mortgage ($2,731) + Fees ($682) + Taxes in 2024 ($656)


    Taxes:$7,875

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.