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Kissimmee Homes For Sale & Real Estate - 3273 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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  • 2461 AVIAN LOOP, KISSIMMEE, FL 34741

    $499,90011 Days on yellowkey   MLS ID: S5150978

    For Sale S5150978 - 2461 AVIAN LOOP, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2020
    Monthly Fee: $173
       Tax: $7,966 (2025)
    Community: Tapestry Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,576 (change assumption)
    Mortgage ($2,739) + Fees ($173) + Taxes in 2025 ($664)


    Taxes:$7,966

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 137 VIOLET CT, KISSIMMEE, FL 34759

    $265,000142 Days on yellowkey   MLS ID: C7520696

    REDUCED by $5,000 (1.9%) on 06/10/2026

    For Sale C7520696 - 137 VIOLET CT, KISSIMMEE, FL 34759 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2021
    Monthly Fee: $100
       Tax: $3,690 (2025)
    Community: Poinciana Villages
    Single Family


    Estimated Monthly Payment: $1,860 (change assumption)
    Mortgage ($1,452) + Fees ($100) + Taxes in 2025 ($307)


    Taxes:$3,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 411 COLUMBIA CT, KISSIMMEE, FL 34759

    $329,00039 Days on yellowkey   MLS ID: S5149269

    2 Days Off yellowkey (back on 6/10/2026)

    For Sale S5149269 - 411 COLUMBIA CT, KISSIMMEE, FL 34759 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2530
       Built: 2006
    Monthly Fee: $100
       Tax: $4,252 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,257 (change assumption)
    Mortgage ($1,803) + Fees ($100) + Taxes in 2025 ($354)


    Taxes:$4,252

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 8942 SYDNEY AVE, KISSIMMEE, FL 34747

    $445,00039 Days on yellowkey   MLS ID: O6404821

    REDUCED by $13,000 (2.8%) on 06/10/2026

    For Sale O6404821 - 8942 SYDNEY AVE, KISSIMMEE, FL 34747 44 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $584
       Tax: $6,808 (2025)
    Community: Windsor At Westside; Windsor/Westside
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,590 (change assumption)
    Mortgage ($2,438) + Fees ($584) + Taxes in 2025 ($567)


    Taxes:$6,808

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2925 WILLOW CREEK LN, KISSIMMEE, FL 34741

    $405,00057 Days on yellowkey   MLS ID: C7525014

    REDUCED by $10,000 (2.4%) on 06/10/2026

    For Sale C7525014 - 2925 WILLOW CREEK LN, KISSIMMEE, FL 34741 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2004
    Monthly Fee: $80
       Tax: $6,773 (2025)
    Community: Windsor Point Ph 2
    Single Family


    Estimated Monthly Payment: $2,863 (change assumption)
    Mortgage ($2,219) + Fees ($80) + Taxes in 2025 ($564)


    Taxes:$6,773

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1030 PLANTATION DR #C7, KISSIMMEE, FL 34741

    $175,00099 Days on yellowkey   MLS ID: O6388527

    For Sale O6388527 - 1030 PLANTATION DR #C7, KISSIMMEE, FL 34741 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 970
       Built: 1970   Tax: $316 (2024)
    Community: Terra Condo
    Condo


    Estimated Monthly Payment: $985 (change assumption)
    Mortgage ($959) + Taxes in 2024 ($26)


    Taxes:$316

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8602 WELLINGTON LOOP, KISSIMMEE, FL 34747

    $419,90054 Days on yellowkey   MLS ID: O6397655

    For Sale O6397655 - 8602 WELLINGTON LOOP, KISSIMMEE, FL 34747 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1482
       Built: 1991   Tax: $2,839 (2025)
    Community: Lindfields Unit 2
    Single Family


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($237)


    Taxes:$2,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2114 THE OAKS BLVD, KISSIMMEE, FL 34746

    $415,00036 Days on yellowkey   MLS ID: C7525948

    REDUCED by $10,000 (2.4%) on 06/10/2026

    For Sale C7525948 - 2114 THE OAKS BLVD, KISSIMMEE, FL 34746 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2609
       Built: 2003
    Monthly Fee: $24
       Tax: $7,817 (2025)
    Community: Oaks Ph 1 B-2
    Single Family


    Estimated Monthly Payment: $2,949 (change assumption)
    Mortgage ($2,274) + Fees ($24) + Taxes in 2025 ($651)


    Taxes:$7,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4912 SAUSALITO LN, KISSIMMEE, FL 34746

    $380,00058 Days on yellowkey   MLS ID: C7524970

    REDUCED by $10,000 (2.6%) on 06/10/2026

    For Sale C7524970 - 4912 SAUSALITO LN, KISSIMMEE, FL 34746 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1380
       Built: 1993
    Monthly Fee: $66
       Tax: $4,822 (2025)
    Community: Chatham Park Ph 02
    Single Family


    Estimated Monthly Payment: $2,550 (change assumption)
    Mortgage ($2,082) + Fees ($66) + Taxes in 2025 ($402)


    Taxes:$4,822

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 304 COCOA CT, KISSIMMEE, FL 34758

    $339,500168 Days on yellowkey   MLS ID: S5140659

    REDUCED by $10,300 (2.9%) on 06/10/2026

    For Sale S5140659 - 304 COCOA CT, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2844
       Built: 2003
    Monthly Fee: $21
       Tax: $5,141 (2024)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($1,860) + Fees ($21) + Taxes in 2024 ($428)


    Taxes:$5,141

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 1905 RAY PL, KISSIMMEE, FL 34759

    $232,800122 Days on yellowkey   MLS ID: S5141525

    4 Days Off yellowkey (back on 4/8/2026)

    REDUCED by $200 (0.1%) on 03/31/2026

    For Sale S5141525 - 1905 RAY PL, KISSIMMEE, FL 34759 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2004
    Monthly Fee: $100
       Tax: $1,090 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,466 (change assumption)
    Mortgage ($1,276) + Fees ($100) + Taxes in 2025 ($91)


    Taxes:$1,090

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4004 SAN GALLO DR #107, KISSIMMEE, FL 34741

    $220,000137 Days on yellowkey   MLS ID: S5142430

    For Sale S5142430 - 4004 SAN GALLO DR #107, KISSIMMEE, FL 34741 11 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2003
    Monthly Fee: $497
       Tax: $3,968 (2025)
    Community: Venetian Bay Village Condo Ph 1
    Condo


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,205) + Fees ($497) + Taxes in 2025 ($331)


    Taxes:$3,968

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2733 SUN KEY PL, KISSIMMEE, FL 34747

    $330,0007 Days on yellowkey   MLS ID: S5151298

    For Sale S5151298 - 2733 SUN KEY PL, KISSIMMEE, FL 34747 51 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 1645
       Built: 2002
    Monthly Fee: $305
       Tax: $3,863 (2025)
    Community: Emerald Island Resort
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,435 (change assumption)
    Mortgage ($1,808) + Fees ($305) + Taxes in 2025 ($322)


    Taxes:$3,863

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 706 N RENNES CT, KISSIMMEE, FL 34759

    $209,000279 Days on yellowkey   MLS ID: NS1085911

    5 Days Off yellowkey (back on 1/21/2026)

    SHORT SALE NS1085911 - 706 N RENNES CT, KISSIMMEE, FL 34759 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 2002
    Monthly Fee: $90
       Tax: $5,039 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,655 (change assumption)
    Mortgage ($1,145) + Fees ($90) + Taxes in 2024 ($420)


    Taxes:$5,039

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 332 GAIT CT, KISSIMMEE, FL 34743

    $349,00019 Days on yellowkey   MLS ID: S5150586

    For Sale S5150586 - 332 GAIT CT, KISSIMMEE, FL 34743 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1390
       Built: 1984   Tax: $4,642 (2025)
    Community: Bvl Unt 11
    Single Family


    Estimated Monthly Payment: $2,299 (change assumption)
    Mortgage ($1,912) + Taxes in 2025 ($387)


    Taxes:$4,642

    Elementary School: Boggy Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 8807 DUNES CT #308, KISSIMMEE, FL 34747

    $190,00010 Days on yellowkey   MLS ID: V4949423

    For Sale V4949423 - 8807 DUNES CT #308, KISSIMMEE, FL 34747 41 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 2000   Tax: $2,459 (2025)
    Community: Legacy Dunes
    Condo


    Estimated Monthly Payment: $1,246 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($205)


    Taxes:$2,459

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 206 REDWOOD BARK TRL, KISSIMMEE, FL 34758

    $345,000221 Days on yellowkey   MLS ID: O6356521

    5 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $10,000 (2.8%) on 05/22/2026

    For Sale O6356521 - 206 REDWOOD BARK TRL, KISSIMMEE, FL 34758 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2308
       Built: 2002
    Monthly Fee: $90
       Tax: $4,455 (2024)
    Community: Tamarind Parke/Cyp Wds U2
    Single Family


    Estimated Monthly Payment: $2,352 (change assumption)
    Mortgage ($1,890) + Fees ($90) + Taxes in 2024 ($371)


    Taxes:$4,455

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2307 BUTTERFLY PALM WAY #201, KISSIMMEE, FL 34747

    $229,000226 Days on yellowkey   MLS ID: O6356497

    5 Days Off yellowkey (back on 6/10/2026)

    For Sale O6356497 - 2307 BUTTERFLY PALM WAY #201, KISSIMMEE, FL 34747 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1268
       Built: 2000   Tax: $2,988 (2024)
    Community: Wyndham Palms Condo Ph 2
    Condo


    Estimated Monthly Payment: $1,504 (change assumption)
    Mortgage ($1,255) + Taxes in 2024 ($249)


    Taxes:$2,988

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 209 CIMARRON DR, KISSIMMEE, FL 34759

    $250,00073 Days on yellowkey   MLS ID: O6395162

    REDUCED by $25,000 (9.1%) on 06/10/2026

    SHORT SALE O6395162 - 209 CIMARRON DR, KISSIMMEE, FL 34759 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 2022
    Monthly Fee: $100
       Tax: $3,380 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,370) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,380

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 171 WHITE BIRCH DR, KISSIMMEE, FL 34743

    $335,00057 Days on yellowkey   MLS ID: A4690538

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $20,000 (5.6%) on 05/27/2026

    For Sale A4690538 - 171 WHITE BIRCH DR, KISSIMMEE, FL 34743 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1286
       Built: 1989   Tax: $3,863 (2025)
    Community: Buenaventura Lakes Unit 09 Add 05
    Single Family


    Estimated Monthly Payment: $2,157 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($322)


    Taxes:$3,863

    Elementary School: Boggy Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Parkway Middle




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.