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Kissimmee Homes For Sale & Real Estate - 3166 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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  • 3040 PALERMO ROSE WAY, KISSIMMEE, FL 34746

    $345,000578 Days on yellowkey   MLS ID: S5114010

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale S5114010 - 3040 PALERMO ROSE WAY, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2005
    Monthly Fee: $12
       Tax: $4,556 (2025)
    Community: Concorde Estates Ph 1
    Single Family


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,890) + Fees ($12) + Taxes in 2025 ($380)


    Taxes:$4,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2048 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $305,00092 Days on yellowkey   MLS ID: O6386580

    REDUCED by $4,000 (1.3%) on 06/02/2026

    For Sale O6386580 - 2048 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 2006
    Monthly Fee: $217
       Tax: $4,858 (2025)
    Community: Cypress Lakes Twnhms Ph 2 Unit 2
    Townhouse


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,671) + Fees ($217) + Taxes in 2025 ($405)


    Taxes:$4,858

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8951 HILTON RIDGE AVE, KISSIMMEE, FL 34747

    $699,50090 Days on yellowkey   MLS ID: S5143223

    REDUCED by $75,000 (9.7%) on 04/02/2026

    For Sale S5143223 - 8951 HILTON RIDGE AVE, KISSIMMEE, FL 34747 38 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4169
       Built: 2020
    Monthly Fee: $727
       Tax: $10,800 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,460 (change assumption)
    Mortgage ($3,833) + Fees ($727) + Taxes in 2025 ($900)


    Taxes:$10,800

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 402 OHIO WAY, KISSIMMEE, FL 34759

    $315,000Listed 06/02/2026 4:55AM   MLS ID: S5151059

    For Sale S5151059 - 402 OHIO WAY, KISSIMMEE, FL 34759 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1548
       Built: 2005
    Monthly Fee: $85
       Tax: $2,634 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,030 (change assumption)
    Mortgage ($1,726) + Fees ($85) + Taxes in 2025 ($220)


    Taxes:$2,634

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 2721 BOOKMARK DR, KISSIMMEE, FL 34746

    $790,00025 Days on yellowkey   MLS ID: O6405337

    For Sale O6405337 - 2721 BOOKMARK DR, KISSIMMEE, FL 34746 55 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2019
    Monthly Fee: $304
       Tax: $10,015 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,467 (change assumption)
    Mortgage ($4,329) + Fees ($304) + Taxes in 2025 ($835)


    Taxes:$10,015

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3002 BONFIRE BEACH DR #102, KISSIMMEE, FL 34746

    $258,900221 Days on yellowkey   MLS ID: O6354451

    REDUCED by $1,100 (0.4%) on 05/16/2026

    For Sale O6354451 - 3002 BONFIRE BEACH DR #102, KISSIMMEE, FL 34746 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1159
       Built: 2002
    Monthly Fee: $608
       Tax: $2,993 (2024)
    Community: Runaway Beach Club Condo
    Condo


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($1,419) + Fees ($608) + Taxes in 2024 ($249)


    Taxes:$2,993

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000350 Days on yellowkey   MLS ID: O6319108

    2 Days Off yellowkey (back on 3/8/2026)

    SHORT SALE O6319108 - 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3032
       Built: 2006
    Monthly Fee: $170
       Tax: $5,901 (2024)
    Community: Bellalago Ph 4P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($2,844) + Fees ($170) + Taxes in 2024 ($492)


    Taxes:$5,901

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2633 SCRAPBOOK ST, KISSIMMEE, FL 34746

    $569,900113 Days on yellowkey   MLS ID: TB8474050

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale TB8474050 - 2633 SCRAPBOOK ST, KISSIMMEE, FL 34746 68 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2168
       Built: 2023
    Monthly Fee: $550
       Tax: $8,156 (2025)
    Community: Cove At Storey Lake 5
    Townhouse


    Estimated Monthly Payment: $4,352 (change assumption)
    Mortgage ($3,123) + Fees ($550) + Taxes in 2025 ($680)


    Taxes:$8,156

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $650,000104 Days on yellowkey   MLS ID: S5142104

    For Sale S5142104 - 4004 SAN GALLO DR #107, KISSIMMEE, FL 34741 26 photos

    Bed: 11   Bath: 0.0
    Liv Area Sq Ft: 1470
       Built: 2003
    Monthly Fee: $497
       Tax: $3,968 (2025)
    Community: Venetian Bay Village
    Apartment


    Estimated Monthly Payment: $4,389 (change assumption)
    Mortgage ($3,562) + Fees ($497) + Taxes in 2025 ($331)


    Taxes:$3,968

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2602 LODI CIR #105, KISSIMMEE, FL 34746

    $450,000138 Days on yellowkey   MLS ID: S5140411

    For Sale S5140411 - 2602 LODI CIR #105, KISSIMMEE, FL 34746 21 photos

    Bed: 6   Bath: 0.0
    Liv Area Sq Ft: 1296
       Built: 2006
    Monthly Fee: $565
       Tax: $3,548 (2024)
    Community: Villas At Seven Dwarfs Lane Condo
    Multi-Family 5+


    Estimated Monthly Payment: $3,326 (change assumption)
    Mortgage ($2,466) + Fees ($565) + Taxes in 2024 ($296)


    Taxes:$3,548

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741

    $220,000126 Days on yellowkey   MLS ID: S5142432

    For Sale S5142432 - 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741 22 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $497
       Tax: $4,082 (2025)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,205) + Fees ($497) + Taxes in 2025 ($340)


    Taxes:$4,082

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2200 SAN VITTORINO CIR #104, KISSIMMEE, FL 34741

    $195,000126 Days on yellowkey   MLS ID: S5142427

    For Sale S5142427 - 2200 SAN VITTORINO CIR #104, KISSIMMEE, FL 34741 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2004
    Monthly Fee: $497
       Tax: $3,583 (2025)
    Community: Venetian Bay Village Condo Ph 2
    Condo


    Estimated Monthly Payment: $1,864 (change assumption)
    Mortgage ($1,068) + Fees ($497) + Taxes in 2025 ($299)


    Taxes:$3,583

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4638 TERRY TOWN DR, KISSIMMEE, FL 34746

    $515,00091 Days on yellowkey   MLS ID: A4683101

    REDUCED by $10,000 (1.9%) on 06/02/2026

    For Sale A4683101 - 4638 TERRY TOWN DR, KISSIMMEE, FL 34746 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2016
    Monthly Fee: $268
       Tax: $6,055 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,594 (change assumption)
    Mortgage ($2,822) + Fees ($268) + Taxes in 2025 ($505)


    Taxes:$6,055

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3008 SEAVIEW CASTLE DR, KISSIMMEE, FL 34746

    $369,000179 Days on yellowkey   MLS ID: S5139706

    For Sale S5139706 - 3008 SEAVIEW CASTLE DR, KISSIMMEE, FL 34746 41 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1882
       Built: 2008
    Monthly Fee: $254
       Tax: $4,079 (2024)
    Community: Compass Bay Unit 1
    Townhouse


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,022) + Fees ($254) + Taxes in 2024 ($340)


    Taxes:$4,079

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2429 WHITE POPPY DR, KISSIMMEE, FL 34747

    $382,500106 Days on yellowkey   MLS ID: O6380779

    4 Days Off yellowkey (back on 5/19/2026)

    For Sale O6380779 - 2429 WHITE POPPY DR, KISSIMMEE, FL 34747 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2019
    Monthly Fee: $129
       Tax: $3,153 (2025)
    Community: Murano At Westside
    Single Family


    Estimated Monthly Payment: $2,488 (change assumption)
    Mortgage ($2,096) + Fees ($129) + Taxes in 2025 ($263)


    Taxes:$3,153

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 920 WINDLASS CT, KISSIMMEE, FL 34746

    $869,000135 Days on yellowkey   MLS ID: S5142005

    REDUCED by $10,000 (1.1%) on 05/02/2026

    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: $5,932 (change assumption)
    Mortgage ($4,762) + Fees ($320) + Taxes in 2025 ($851)


    Taxes:$10,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 104 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $245,000425 Days on yellowkey   MLS ID: O6294274

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6294274 - 104 BIRMINGHAM DR, KISSIMMEE, FL 34758 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1332
       Built: 1999
    Monthly Fee: $90
       Tax: $3,603 (2024)
    Community: Poinciana Nbrhd 3 Village 2
    Single Family


    Estimated Monthly Payment: $1,733 (change assumption)
    Mortgage ($1,342) + Fees ($90) + Taxes in 2024 ($300)


    Taxes:$3,603

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 5356 DIPLOMAT CT #107, KISSIMMEE, FL 34746

    $279,90082 Days on yellowkey   MLS ID: O6390324

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

    REDUCED by $10,000 (3.4%) on 04/29/2026

    For Sale O6390324 - 5356 DIPLOMAT CT #107, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2014   Tax: $3,988 (2025)
    Community: Lucaya Village Ph 2
    Townhouse


    Estimated Monthly Payment: $1,866 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($332)


    Taxes:$3,988

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 429 JANICE KAY PL, KISSIMMEE, FL 34744

    $450,00085 Days on yellowkey   MLS ID: S5145448

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

    For Sale S5145448 - 429 JANICE KAY PL, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2906
       Built: 2004
    Monthly Fee: $14
       Tax: $2,737 (2024)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,466) + Fees ($14) + Taxes in 2024 ($228)


    Taxes:$2,737

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 165 SENECA POINT TRL, KISSIMMEE, FL 34746

    $395,00061 Days on yellowkey   MLS ID: O6395805

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

    For Sale O6395805 - 165 SENECA POINT TRL, KISSIMMEE, FL 34746 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2001
    Monthly Fee: $5
       Tax: $6,410 (2025)
    Community: Indian Point Ph 6
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,164) + Fees ($5) + Taxes in 2025 ($534)


    Taxes:$6,410

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee 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.