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Kissimmee Homes For Sale & Real Estate - 3298 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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  • 2101 ANTILLES CLUB DR, KISSIMMEE, FL 34747

    $725,000112 Days on yellowkey   MLS ID: O6384009

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6384009 - 2101 ANTILLES CLUB DR, KISSIMMEE, FL 34747 52 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2360
       Built: 2018
    Monthly Fee: $419
       Tax: $11,786 (2025)
    Community: Four Seasons At Orlando Ph 1
    Single Family


    Estimated Monthly Payment: $5,374 (change assumption)
    Mortgage ($3,973) + Fees ($419) + Taxes in 2025 ($982)


    Taxes:$11,786

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 537 MONTAGE LN, KISSIMMEE, FL 34759

    $538,900405 Days on yellowkey   MLS ID: G5096869

    REDUCED by $1,000 (0.2%) on 05/10/2026

    For Sale G5096869 - 537 MONTAGE LN, KISSIMMEE, FL 34759 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2441
       Built: 2002
    Monthly Fee: $278
       Tax: $6,337 (2024)
    Community: Solivita Ph 04A
    Single Family


    Estimated Monthly Payment: $3,759 (change assumption)
    Mortgage ($2,953) + Fees ($278) + Taxes in 2024 ($528)


    Taxes:$6,337

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4387 CREEK COVE LN, KISSIMMEE, FL 34744

    $391,9004 Days on yellowkey   MLS ID: S5151891

    For Sale S5151891 - 4387 CREEK COVE LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1628
       Built: 2023
    Monthly Fee: $241
       Tax: $4,446 (2025)
    Community: Creekside Twnhms
    Townhouse


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,147) + Fees ($241) + Taxes in 2025 ($371)


    Taxes:$4,446

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1734 PILCHARD DR, KISSIMMEE, FL 34759

    $225,00069 Days on yellowkey   MLS ID: S5147634

    4 Days Off yellowkey (back on 5/14/2026)

    For Sale S5147634 - 1734 PILCHARD DR, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1209
       Built: 2002
    Monthly Fee: $100
       Tax: $2,725 (2025)
    Community: Poinciana Neigborhood 4 Village 7 Pb 53 Pgs 4/18/
    Single Family


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,233) + Fees ($100) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2320 MARGARITA CT #2320, KISSIMMEE, FL 34741

    $195,00035 Days on yellowkey   MLS ID: O6407740

    REDUCED by $10,000 (4.9%) on 06/15/2026

    For Sale O6407740 - 2320 MARGARITA CT #2320, KISSIMMEE, FL 34741 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 991
       Built: 1984   Tax: $2,371 (2025)
    Community: Caribbean Villas Condo
    Condo


    Estimated Monthly Payment: $1,266 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($198)


    Taxes:$2,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 206 TARANTO WAY, KISSIMMEE, FL 34758

    $417,50080 Days on yellowkey   MLS ID: S5146771

    REDUCED by $500 (0.1%) on 06/15/2026

    For Sale S5146771 - 206 TARANTO WAY, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2844
       Built: 2002
    Monthly Fee: $100
       Tax: $5,577 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,852 (change assumption)
    Mortgage ($2,288) + Fees ($100) + Taxes in 2025 ($465)


    Taxes:$5,577

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 423 VERNON CT, KISSIMMEE, FL 34759

    $270,000268 Days on yellowkey   MLS ID: S5135083

    SHORT SALE S5135083 - 423 VERNON CT, KISSIMMEE, FL 34759 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1163
       Built: 2024
    Monthly Fee: $90
       Tax: $982 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,479) + Fees ($90) + Taxes in 2024 ($82)


    Taxes:$982

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 4001 SAN SEBASTIAN DR #108, KISSIMMEE, FL 34741

    $260,000335 Days on yellowkey   MLS ID: G5099757

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $18,000 (6.5%) on 05/27/2026

    For Sale G5099757 - 4001 SAN SEBASTIAN DR #108, KISSIMMEE, FL 34741 69 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $496
       Tax: $3,815 (2024)
    Community: Venetian Bay Villages
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,425) + Fees ($496) + Taxes in 2024 ($318)


    Taxes:$3,815

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2368 TOPAZ TRL, KISSIMMEE, FL 34743

    $385,00051 Days on yellowkey   MLS ID: S5148390

    4 Days Off yellowkey (back on 6/15/2026)

    For Sale S5148390 - 2368 TOPAZ TRL, KISSIMMEE, FL 34743 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2001
    Monthly Fee: $29
       Tax: $1,770 (2025)
    Community: Emerald Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,110) + Fees ($29) + Taxes in 2025 ($148)


    Taxes:$1,770

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2852 EASTHAM LN, KISSIMMEE, FL 34741

    $300,000206 Days on yellowkey   MLS ID: S5139025

    REDUCED by $40,000 (11.8%) on 06/15/2026

    SHORT SALE S5139025 - 2852 EASTHAM LN, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1776
       Built: 2013
    Monthly Fee: $384
       Tax: $5,445 (2024)
    Community: Cypress Reserve Villas
    Townhouse


    Estimated Monthly Payment: $2,482 (change assumption)
    Mortgage ($1,644) + Fees ($384) + Taxes in 2024 ($454)


    Taxes:$5,445

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 931 EMERALD GREEN CT, KISSIMMEE, FL 34746

    $340,000128 Days on yellowkey   MLS ID: S5143546

    REDUCED by $5,000 (1.4%) on 04/04/2026

    For Sale S5143546 - 931 EMERALD GREEN CT, KISSIMMEE, FL 34746 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1397
       Built: 2007
    Monthly Fee: $207
       Tax: $4,767 (2024)
    Community: Crystal Cove Resort
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($1,863) + Fees ($207) + Taxes in 2024 ($397)


    Taxes:$4,767

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 213 BIG BLACK DR, KISSIMMEE, FL 34759

    $274,900147 Days on yellowkey   MLS ID: S5142262

    For Sale S5142262 - 213 BIG BLACK DR, KISSIMMEE, FL 34759 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1640
       Built: 2006
    Monthly Fee: $90
       Tax: $3,555 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,506) + Fees ($90) + Taxes in 2025 ($296)


    Taxes:$3,555

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1906 LAKEVIEW WAY, KISSIMMEE, FL 34759

    $249,90017 Days on yellowkey   MLS ID: TB8512319

    3 Days Off yellowkey (back on 6/15/2026)

    For Sale TB8512319 - 1906 LAKEVIEW WAY, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2004
    Monthly Fee: $100
       Tax: $3,485 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,369) + Fees ($100) + Taxes in 2025 ($290)


    Taxes:$3,485

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758

    $315,000108 Days on yellowkey   MLS ID: O6386406

    REDUCED by $5,000 (1.6%) on 04/21/2026

    SHORT SALE O6386406 - 4723 MARCOS CIRCLE, KISSIMMEE, FL 34758 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1525
       Built: 2020
    Monthly Fee: $84
       Tax: $3,413 (2025)
    Community: Overlook Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,726) + Fees ($84) + Taxes in 2025 ($284)


    Taxes:$3,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3012 SECRET LAKE DR, KISSIMMEE, FL 34747

    $310,00073 Days on yellowkey   MLS ID: O6395642

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $19,000 (5.8%) on 04/29/2026

    For Sale O6395642 - 3012 SECRET LAKE DR, KISSIMMEE, FL 34747 42 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1470
       Built: 2011
    Monthly Fee: $594
       Tax: $4,208 (2025)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,643 (change assumption)
    Mortgage ($1,699) + Fees ($594) + Taxes in 2025 ($351)


    Taxes:$4,208

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2600 SHORTLEAF, KISSIMMEE, FL 34746

    $429,99042 Days on yellowkey   MLS ID: L4961677

    For Sale L4961677 - 2600 SHORTLEAF, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1959
       Built: 1999
    Monthly Fee: $31
       Tax: $5,337 (2025)
    Community: Pleasant Hill Lakes
    Single Family


    Estimated Monthly Payment: $2,832 (change assumption)
    Mortgage ($2,356) + Fees ($31) + Taxes in 2025 ($445)


    Taxes:$5,337

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 920 WINDLASS CT, KISSIMMEE, FL 34746

    $850,000151 Days on yellowkey   MLS ID: S5142005

    REDUCED by $19,000 (2.2%) on 06/15/2026

    For Sale S5142005 - 920 WINDLASS CT, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4322
       Built: 2021
    Monthly Fee: $320
       Tax: $10,207 (2025)
    Community: Bellalago Ph 6H & 6I
    Single Family


    Estimated Monthly Payment: $5,828 (change assumption)
    Mortgage ($4,657) + Fees ($320) + Taxes in 2025 ($851)


    Taxes:$10,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $499,900211 Days on yellowkey   MLS ID: S5138827

    REDUCED by $15,100 (2.9%) on 06/14/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,246 (change assumption)
    Mortgage ($2,739) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4611 CABALERRO TRL, KISSIMMEE, FL 34758

    $340,000307 Days on yellowkey   MLS ID: S5132592

    INCREASED by $5,100 (1.5%) on 06/15/2026

    For Sale S5132592 - 4611 CABALERRO TRL, KISSIMMEE, FL 34758 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1545
       Built: 2010
    Monthly Fee: $137
       Tax: $3,831 (2024)
    Community: Brighton Landings Ph 1
    Single Family


    Estimated Monthly Payment: $2,319 (change assumption)
    Mortgage ($1,863) + Fees ($137) + Taxes in 2024 ($319)


    Taxes:$3,831

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 306 MICHIGAN LN, KISSIMMEE, FL 34759

    $230,0007 Days on yellowkey   MLS ID: TB8496518

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale TB8496518 - 306 MICHIGAN LN, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2018
    Monthly Fee: $100
       Tax: $3,823 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,679 (change assumption)
    Mortgage ($1,260) + Fees ($100) + Taxes in 2025 ($319)


    Taxes:$3,823

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle




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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.