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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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  • 1781 KING CHARLES DR, KISSIMMEE, FL 34744

    $425,000Listed 06/04/2026 5:46PM   MLS ID: S5151033

    For Sale S5151033 - 1781 KING CHARLES DR, KISSIMMEE, FL 34744 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2054
       Built: 1986   Tax: $2,076 (2025)
    Community: Kings Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,502 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($173)


    Taxes:$2,076

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746

    $524,990Listed 06/04/2026 12:07PM   MLS ID: O6413557

    For Sale O6413557 - 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746 50 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 1987
    Monthly Fee: $31
       Tax: $2,589 (2025)
    Community: Pleasant Hill Lakes Unit 9
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,877) + Fees ($31) + Taxes in 2025 ($216)


    Taxes:$2,589

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 7657 WILMINGTON LOOP, KISSIMMEE, FL 34747

    $949,000Listed 06/04/2026 5:26PM   MLS ID: O6412755

    For Sale O6412755 - 7657 WILMINGTON LOOP, KISSIMMEE, FL 34747 54 photos

    Bed: 11   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4723
       Built: 2015
    Monthly Fee: $697
       Tax: $11,855 (2025)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,885 (change assumption)
    Mortgage ($5,200) + Fees ($697) + Taxes in 2025 ($988)


    Taxes:$11,855

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 4648 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $579,00019 Days on yellowkey   MLS ID: O6408538

    For Sale O6408538 - 4648 FAIRY TALE CIR, KISSIMMEE, FL 34746 79 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3439
       Built: 2016
    Monthly Fee: $249
       Tax: $9,595 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $4,221 (change assumption)
    Mortgage ($3,173) + Fees ($249) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1885 GOBI DR, KISSIMMEE, FL 34747

    $740,000107 Days on yellowkey   MLS ID: O6383464

    REDUCED by $25,000 (3.3%) on 06/04/2026

    For Sale O6383464 - 1885 GOBI DR, KISSIMMEE, FL 34747 56 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $607
       Tax: $11,612 (2025)
    Community: Windsor/Westside, Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($4,055) + Fees ($607) + Taxes in 2025 ($968)


    Taxes:$11,612

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1666 MARINA LAKE DR, KISSIMMEE, FL 34744

    $899,99035 Days on yellowkey   MLS ID: O6401678

    REDUCED by $75,010 (7.7%) on 05/21/2026

    For Sale O6401678 - 1666 MARINA LAKE DR, KISSIMMEE, FL 34744 48 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3721
       Built: 2000
    Monthly Fee: $75
       Tax: $9,365 (2025)
    Community: Ashley Cove Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,787 (change assumption)
    Mortgage ($4,931) + Fees ($75) + Taxes in 2025 ($780)


    Taxes:$9,365

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 7798 FOUR SEASONS BLVD, KISSIMMEE, FL 34747

    $680,0003 Days on yellowkey   MLS ID: S5150955

    For Sale S5150955 - 7798 FOUR SEASONS BLVD, KISSIMMEE, FL 34747 81 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2024
    Monthly Fee: $408
       Tax: $10,766 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $5,031 (change assumption)
    Mortgage ($3,726) + Fees ($408) + Taxes in 2025 ($897)


    Taxes:$10,766

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7977 HANSON BAY PL, KISSIMMEE, FL 34747

    $475,000107 Days on yellowkey   MLS ID: O6382804

    REDUCED by $15,000 (3.1%) on 04/24/2026

    For Sale O6382804 - 7977 HANSON BAY PL, KISSIMMEE, FL 34747 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2019
    Monthly Fee: $407
       Tax: $7,381 (2025)
    Community: Four Seasons At Orlando Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,625 (change assumption)
    Mortgage ($2,603) + Fees ($407) + Taxes in 2025 ($615)


    Taxes:$7,381

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 2437 HYBRID DR, KISSIMMEE, FL 34758

    $360,00014 Days on yellowkey   MLS ID: S5150405

    For Sale S5150405 - 2437 HYBRID DR, KISSIMMEE, FL 34758 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1420
       Built: 1997   Tax: $2,465 (2025)
    Community: Orchid Edge At Crescent Lakes Unit 1
    Single Family


    Estimated Monthly Payment: $2,178 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($205)


    Taxes:$2,465

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8404 RISING STAR CT, KISSIMMEE, FL 34747

    $595,000258 Days on yellowkey   MLS ID: S5134441

    REDUCED by $55,000 (8.5%) on 05/11/2026

    For Sale S5134441 - 8404 RISING STAR CT, KISSIMMEE, FL 34747 55 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2604
       Built: 1999
    Monthly Fee: $125
       Tax: $6,273 (2024)
    Community: Sunset Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $3,908 (change assumption)
    Mortgage ($3,260) + Fees ($125) + Taxes in 2024 ($523)


    Taxes:$6,273

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 5043 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $437,000Listed 06/04/2026 12:01PM   MLS ID: O6413550

    For Sale O6413550 - 5043 ROYAL POINT AVE, KISSIMMEE, FL 34746 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2022
    Monthly Fee: $124
       Tax: $6,149 (2025)
    Community: Cypress Hammock Ph 1
    Single Family


    Estimated Monthly Payment: $3,031 (change assumption)
    Mortgage ($2,394) + Fees ($124) + Taxes in 2025 ($512)


    Taxes:$6,149

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 336 MONTGOMERY CT, KISSIMMEE, FL 34758

    $240,000Listed 06/04/2026 10:20AM   MLS ID: O6413724

    For Sale O6413724 - 336 MONTGOMERY CT, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1346
       Built: 1984
    Monthly Fee: $58
       Tax: $3,460 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,661 (change assumption)
    Mortgage ($1,315) + Fees ($58) + Taxes in 2025 ($288)


    Taxes:$3,460

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5455 ISLA SAONA DR, KISSIMMEE, FL 34758

    $378,784Listed 06/04/2026 9:42AM   MLS ID: O6413719

    For Sale O6413719 - 5455 ISLA SAONA DR, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($2,075) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 931 VAN LOON CT, KISSIMMEE, FL 34758

    $310,000Listed 06/04/2026 9:21AM   MLS ID: O6413694

    For Sale O6413694 - 931 VAN LOON CT, KISSIMMEE, FL 34758 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1609
       Built: 2004
    Monthly Fee: $100
       Tax: $4,068 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,138 (change assumption)
    Mortgage ($1,699) + Fees ($100) + Taxes in 2025 ($339)


    Taxes:$4,068

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2744 BOOKMARK DR, KISSIMMEE, FL 34746

    $619,800Listed 06/04/2026 9:12AM   MLS ID: S5151257

    For Sale S5151257 - 2744 BOOKMARK DR, KISSIMMEE, FL 34746 37 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3292
       Built: 2019
    Monthly Fee: $564
       Tax: $10,334 (2025)
    Community: Storey Lake
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,821 (change assumption)
    Mortgage ($3,396) + Fees ($564) + Taxes in 2025 ($861)


    Taxes:$10,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 164 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746

    $539,00043 Days on yellowkey   MLS ID: O6401551

    REDUCED by $20,000 (3.6%) on 06/04/2026

    For Sale O6401551 - 164 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746 67 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $467
       Tax: $7,111 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,013 (change assumption)
    Mortgage ($2,953) + Fees ($467) + Taxes in 2025 ($593)


    Taxes:$7,111

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4338 RHYME ST, KISSIMMEE, FL 34746

    $624,90023 Days on yellowkey   MLS ID: TB8505515

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale TB8505515 - 4338 RHYME ST, KISSIMMEE, FL 34746 36 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2022
    Monthly Fee: $304
       Tax: $10,870 (2025)
    Community: Cove At Storey Lake 5
    Single Family


    Estimated Monthly Payment: $4,634 (change assumption)
    Mortgage ($3,424) + Fees ($304) + Taxes in 2025 ($906)


    Taxes:$10,870

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 455 CINNAMON DR, KISSIMMEE, FL 34759

    $260,000166 Days on yellowkey   MLS ID: O6368803

    0 Days Off yellowkey (back on 4/30/2026)

    REDUCED by $8,000 (3.0%) on 04/23/2026

    For Sale O6368803 - 455 CINNAMON DR, KISSIMMEE, FL 34759 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2007
    Monthly Fee: $255
       Tax: $2,093 (2024)
    Community: Poinciana Nbrhd 3 South Village 7
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,854 (change assumption)
    Mortgage ($1,425) + Fees ($255) + Taxes in 2024 ($174)


    Taxes:$2,093

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5179 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $395,000Listed 06/04/2026 2:44PM   MLS ID: O6413455

    For Sale O6413455 - 5179 ROYAL POINT AVE, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2022
    Monthly Fee: $124
       Tax: $3,567 (2025)
    Community: Cypress Hammock Ph 1
    Single Family


    Estimated Monthly Payment: $2,586 (change assumption)
    Mortgage ($2,164) + Fees ($124) + Taxes in 2025 ($297)


    Taxes:$3,567

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2581 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746

    $355,000Listed 06/04/2026 2:23PM   MLS ID: A4694287

    For Sale A4694287 - 2581 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2013
    Monthly Fee: $11
       Tax: $7,795 (2025)
    Community: Concorde Estates Ph 2B
    Single Family


    Estimated Monthly Payment: $2,606 (change assumption)
    Mortgage ($1,945) + Fees ($11) + Taxes in 2025 ($650)


    Taxes:$7,795

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.