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Kissimmee Homes For Sale & Real Estate - 3189 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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  • 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746

    $569,99099 Days on yellowkey   MLS ID: O6383771

    REDUCED by $19,510 (3.3%) on 04/29/2026

    For Sale O6383771 - 1831 WINDWARD OAKS CT, KISSIMMEE, FL 34746 48 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2813
       Built: 2004
    Monthly Fee: $205
       Tax: $6,177 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($3,123) + Fees ($205) + Taxes in 2025 ($515)


    Taxes:$6,177

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2591 SUMMERLAND WAY, KISSIMMEE, FL 34746

    $334,90058 Days on yellowkey   MLS ID: O6395527

    For Sale O6395527 - 2591 SUMMERLAND WAY, KISSIMMEE, FL 34746 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 2004
    Monthly Fee: $205
       Tax: $4,440 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,410 (change assumption)
    Mortgage ($1,835) + Fees ($205) + Taxes in 2025 ($370)


    Taxes:$4,440

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 4004 SAN GALLO DR #104, KISSIMMEE, FL 34741

    $259,000178 Days on yellowkey   MLS ID: S5139474

    For Sale S5139474 - 4004 SAN GALLO DR #104, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $495
       Tax: $3,226 (2024)
    Community: Venetian Bay Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($1,419) + Fees ($495) + Taxes in 2024 ($269)


    Taxes:$3,226

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $530,00075 Days on yellowkey   MLS ID: O6388753

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6388753 - 3005 SLOUGH CREEK DR, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2790
       Built: 2022
    Monthly Fee: $129
       Tax: $6,220 (2024)
    Community: Creekside At Boggy Creek Ph 3
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($2,904) + Fees ($129) + Taxes in 2024 ($518)


    Taxes:$6,220

    Elementary School: East Lake Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1905 MAGICAL LN, KISSIMMEE, FL 34744

    $390,00028 Days on yellowkey   MLS ID: O6403327

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale O6403327 - 1905 MAGICAL LN, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 2005
    Monthly Fee: $63
       Tax: $4,388 (2025)
    Community: Magic Landings Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,566 (change assumption)
    Mortgage ($2,137) + Fees ($63) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 247 COMPETITION DR, KISSIMMEE, FL 34743

    $399,00087 Days on yellowkey   MLS ID: O6387054

    For Sale O6387054 - 247 COMPETITION DR, KISSIMMEE, FL 34743 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 1990   Tax: $5,361 (2025)
    Community: Bvl Unit 9 6Th Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,633 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($447)


    Taxes:$5,361

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 8712 RAIN FOREST PL #B, KISSIMMEE, FL 34747

    $180,00049 Days on yellowkey   MLS ID: O6397935

    5 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $10,000 (5.3%) on 04/29/2026

    For Sale O6397935 - 8712 RAIN FOREST PL #B, KISSIMMEE, FL 34747 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1999   Tax: $3,247 (2025)
    Community: Villas At Island Club Ph 10
    Condo


    Estimated Monthly Payment: $1,257 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($271)


    Taxes:$3,247

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3831 NAUTICAL WAY #203, KISSIMMEE, FL 34741

    $167,99091 Days on yellowkey   MLS ID: O6385814

    For Sale O6385814 - 3831 NAUTICAL WAY #203, KISSIMMEE, FL 34741 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 910
       Built: 1989
    Monthly Fee: $435
       Tax: $2,318 (2025)
    Community: Arbors Of Sendera
    Condo


    Estimated Monthly Payment: $1,549 (change assumption)
    Mortgage ($920) + Fees ($435) + Taxes in 2025 ($193)


    Taxes:$2,318

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 271 LA PAZ DR, KISSIMMEE, FL 34743

    $316,990109 Days on yellowkey   MLS ID: S5143475

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale S5143475 - 271 LA PAZ DR, KISSIMMEE, FL 34743 13 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1065
       Built: 1981   Tax: $3,704 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,046 (change assumption)
    Mortgage ($1,737) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744

    $790,00032 Days on yellowkey   MLS ID: S5147876

    For Sale S5147876 - 2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744 37 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3899
       Built: 2014
    Monthly Fee: $100
       Tax: $8,635 (2025)
    Community: North Point Ph 2B-2C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,148 (change assumption)
    Mortgage ($4,329) + Fees ($100) + Taxes in 2025 ($720)


    Taxes:$8,635

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 7916 HANSON BAY PL, KISSIMMEE, FL 34747

    $479,000159 Days on yellowkey   MLS ID: O6368824

    1 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $20,000 (4.0%) on 04/28/2026

    For Sale O6368824 - 7916 HANSON BAY PL, KISSIMMEE, FL 34747 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2019
    Monthly Fee: $419
       Tax: $2,441 (2024)
    Community: Four Seasons At Orlando Ph 1
    Single Family


    Estimated Monthly Payment: $3,247 (change assumption)
    Mortgage ($2,625) + Fees ($419) + Taxes in 2024 ($203)


    Taxes:$2,441

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 3814 BAY CLUB CIR #204, KISSIMMEE, FL 34741

    $169,99089 Days on yellowkey   MLS ID: O6386706

    For Sale O6386706 - 3814 BAY CLUB CIR #204, KISSIMMEE, FL 34741 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 910
       Built: 1988
    Monthly Fee: $435
       Tax: $2,286 (2025)
    Community: Arbors Of Sendera
    Condo


    Estimated Monthly Payment: $1,557 (change assumption)
    Mortgage ($931) + Fees ($435) + Taxes in 2025 ($191)


    Taxes:$2,286

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744

    $700,000143 Days on yellowkey   MLS ID: O6370990

    REDUCED by $25,000 (3.4%) on 04/21/2026

    For Sale O6370990 - 4306 BISCAYNE COVE CT, KISSIMMEE, FL 34744 54 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2015
    Monthly Fee: $108
       Tax: $5,600 (2025)
    Community: North Point Ph 2B-2C
    Single Family


    Estimated Monthly Payment: $4,410 (change assumption)
    Mortgage ($3,836) + Fees ($108) + Taxes in 2025 ($467)


    Taxes:$5,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 46 CORDONA DR, KISSIMMEE, FL 34758

    $260,00044 Days on yellowkey   MLS ID: S5147946

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

    For Sale S5147946 - 46 CORDONA DR, KISSIMMEE, FL 34758 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2067
       Built: 2004
    Monthly Fee: $100
       Tax: $1,753 (2025)
    Community: Poinciana Village 1 Nbhd 3 East
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,671 (change assumption)
    Mortgage ($1,425) + Fees ($100) + Taxes in 2025 ($146)


    Taxes:$1,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5732 DELOREAN DR, KISSIMMEE, FL 34746

    $330,00051 Days on yellowkey   MLS ID: S5147430

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale S5147430 - 5732 DELOREAN DR, KISSIMMEE, FL 34746 61 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 1852
       Built: 2007
    Monthly Fee: $435
       Tax: $3,684 (2025)
    Community: Regal Oaks
    Townhouse


    Estimated Monthly Payment: $2,550 (change assumption)
    Mortgage ($1,808) + Fees ($435) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 229 STARLING CT, KISSIMMEE, FL 34759

    $255,000126 Days on yellowkey   MLS ID: S5142321

    0 Days Off yellowkey (back on 3/27/2026)

    For Sale S5142321 - 229 STARLING CT, KISSIMMEE, FL 34759 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1500
       Built: 2024
    Monthly Fee: $90
       Tax: $3,560 (2025)
    Community: Poinciana Nbrhd 06 South Village 03
    Single Family


    Estimated Monthly Payment: $1,784 (change assumption)
    Mortgage ($1,397) + Fees ($90) + Taxes in 2025 ($297)


    Taxes:$3,560

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3000 MAINGATE LN #218, KISSIMMEE, FL 34747

    $45,000226 Days on yellowkey   MLS ID: S5136692

    For Sale S5136692 - 3000 MAINGATE LN #218, KISSIMMEE, FL 34747 13 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 304
       Built: 1998
    Monthly Fee: $450
       Tax: $929 (2024)
    Community: Meridian Palms Comm Condo
    Condo


    Estimated Monthly Payment: $774 (change assumption)
    Mortgage ($247) + Fees ($450) + Taxes in 2024 ($77)


    Taxes:$929

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4769 KINGS CASTLE CIR, KISSIMMEE, FL 34746

    $650,000134 Days on yellowkey   MLS ID: O6373306

    3 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $69,000 (9.6%) on 04/22/2026

    For Sale O6373306 - 4769 KINGS CASTLE CIR, KISSIMMEE, FL 34746 57 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3081
       Built: 2017
    Monthly Fee: $309
       Tax: $5,889 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $4,361 (change assumption)
    Mortgage ($3,562) + Fees ($309) + Taxes in 2025 ($491)


    Taxes:$5,889

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1816 HOWARD MESA DR, KISSIMMEE, FL 34744

    $472,99025 Days on yellowkey   MLS ID: O6404697

    INCREASED by $2,000 (0.4%) on 05/12/2026

    For Sale O6404697 - 1816 HOWARD MESA DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,592) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4308 MILANO PL S, KISSIMMEE, FL 34746

    $399,90039 Days on yellowkey   MLS ID: S5148238

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale S5148238 - 4308 MILANO PL S, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2803
       Built: 2006
    Monthly Fee: $13
       Tax: $8,317 (2025)
    Community: Brighton Lakes
    Single Family


    Estimated Monthly Payment: $2,897 (change assumption)
    Mortgage ($2,191) + Fees ($13) + Taxes in 2025 ($693)


    Taxes:$8,317

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.