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Kissimmee Homes For Sale & Real Estate - 2718 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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  • 4004 SANTA MARIA DR #108, KISSIMMEE, FL 34741

    $264,900Listed 04/23/2026 11:47AM   MLS ID: S5147653

    For Sale S5147653 - 4004 SANTA MARIA DR #108, KISSIMMEE, FL 34741 64 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $517
       Tax: $4,542 (2025)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($1,451) + Fees ($517) + Taxes in 2025 ($378)


    Taxes:$4,542

    Elementary School: Pleasant Hill Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7755 GRASSENDALE ST, KISSIMMEE, FL 34747

    $625,000Listed 04/23/2026 12:17PM   MLS ID: O6396993

    For Sale O6396993 - 7755 GRASSENDALE ST, KISSIMMEE, FL 34747 74 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2007
    Monthly Fee: $171
       Tax: $6,149 (2025)
    Community: Windsor Hills Ph 6
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,108 (change assumption)
    Mortgage ($3,425) + Fees ($171) + Taxes in 2025 ($512)


    Taxes:$6,149

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 428 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $789,990Listed 04/23/2026 9:51AM   MLS ID: O6397268

    For Sale O6397268 - 428 SOUTHFIELD ST, KISSIMMEE, FL 34747 35 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2020   Tax: $12,264 (2025)
    Community: Reunion West Ph 4 Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,351 (change assumption)
    Mortgage ($4,329) + Taxes in 2025 ($1,022)


    Taxes:$12,264

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2201 KEY WEST CT #328, KISSIMMEE, FL 34741

    $197,50024 Days on yellowkey   MLS ID: S5146825

    For Sale S5146825 - 2201 KEY WEST CT #328, KISSIMMEE, FL 34741 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $340
       Tax: $2,968 (2025)
    Community: Villas Del Sol At Kiss Condo
    Condo


    Estimated Monthly Payment: $1,669 (change assumption)
    Mortgage ($1,082) + Fees ($340) + Taxes in 2025 ($247)


    Taxes:$2,968

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2606 ROYAL FERN PL, KISSIMMEE, FL 34758

    $550,00027 Days on yellowkey   MLS ID: O6391472

    For Sale O6391472 - 2606 ROYAL FERN PL, KISSIMMEE, FL 34758 50 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 1999   Tax: $4,627 (2025)
    Community: Crescent Lakes
    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($386)


    Taxes:$4,627

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8017 SURF ST, KISSIMMEE, FL 34747

    $1,325,00053 Days on yellowkey   MLS ID: O6386683

    REDUCED by $25,000 (1.9%) on 04/22/2026

    For Sale O6386683 - 8017 SURF ST, KISSIMMEE, FL 34747 64 photos

    Bed: 7   Bath: 8.5
    Liv Area Sq Ft: 4319
       Built: 2019
    Monthly Fee: $603
       Tax: $18,556 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,409 (change assumption)
    Mortgage ($7,260) + Fees ($603) + Taxes in 2025 ($1,546)


    Taxes:$18,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 119 ANZIO DR, KISSIMMEE, FL 34758

    $215,000190 Days on yellowkey   MLS ID: O6352855

    SHORT SALE O6352855 - 119 ANZIO DR, KISSIMMEE, FL 34758 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1137
       Built: 2004
    Monthly Fee: $90
       Tax: $2,925 (2024)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $1,512 (change assumption)
    Mortgage ($1,178) + Fees ($90) + Taxes in 2024 ($244)


    Taxes:$2,925

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $139,0001 Day on yellowkey   MLS ID: S5148360

    For Sale S5148360 - 1805 MICHIGAN AVE #D, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 0.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $345
       Tax: $2,118 (2025)
    Community: Essex Park Villas Condo
    Apartment


    Estimated Monthly Payment: $1,283 (change assumption)
    Mortgage ($762) + Fees ($345) + Taxes in 2025 ($176)


    Taxes:$2,118

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 620 HERALDO CT, KISSIMMEE, FL 34758

    $329,900100 Days on yellowkey   MLS ID: S5141681

    For Sale S5141681 - 620 HERALDO CT, KISSIMMEE, FL 34758 33 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1372
       Built: 1988
    Monthly Fee: $85
       Tax: $3,790 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $2,208 (change assumption)
    Mortgage ($1,808) + Fees ($85) + Taxes in 2025 ($316)


    Taxes:$3,790

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2988 MARBELLA DR, KISSIMMEE, FL 34744

    $485,000Listed 04/23/2026 4:41PM   MLS ID: S5148494

    For Sale S5148494 - 2988 MARBELLA DR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2004
    Monthly Fee: $167
       Tax: $5,357 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,657) + Fees ($167) + Taxes in 2025 ($446)


    Taxes:$5,357

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7613 WILMINGTON LOOP, KISSIMMEE, FL 34747

    $609,0006 Days on yellowkey   MLS ID: S5148045

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale S5148045 - 7613 WILMINGTON LOOP, KISSIMMEE, FL 34747 1 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2904
       Built: 2016
    Monthly Fee: $697
       Tax: $11,288 (2025)
    Community: Encore Resort/Reunion West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,975 (change assumption)
    Mortgage ($3,337) + Fees ($697) + Taxes in 2025 ($941)


    Taxes:$11,288

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Harmony Middle


  • 902 N THACKER AVE, KISSIMMEE, FL 34741

    $329,99035 Days on yellowkey   MLS ID: O6392187

    For Sale O6392187 - 902 N THACKER AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1956   Tax: $4,636 (2025)
    Community: Orange Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($386)


    Taxes:$4,636

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 920 WINDLASS CT, KISSIMMEE, FL 34746

    $879,00095 Days on yellowkey   MLS ID: S5142005

    For Sale S5142005 - 920 WINDLASS CT, KISSIMMEE, FL 34746 38 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: $5,987 (change assumption)
    Mortgage ($4,816) + Fees ($320) + Taxes in 2025 ($851)


    Taxes:$10,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 412 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $760,000164 Days on yellowkey   MLS ID: O6359557

    For Sale O6359557 - 412 SOUTHFIELD ST, KISSIMMEE, FL 34747 100 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2020
    Monthly Fee: $777
       Tax: $11,647 (2024)
    Community: Reunion West Ph 4
    Single Family


    Estimated Monthly Payment: $5,912 (change assumption)
    Mortgage ($4,164) + Fees ($777) + Taxes in 2024 ($971)


    Taxes:$11,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7768 SOMERSWORTH DR, KISSIMMEE, FL 34747

    $564,90090 Days on yellowkey   MLS ID: O6374894

    For Sale O6374894 - 7768 SOMERSWORTH DR, KISSIMMEE, FL 34747 95 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3206
       Built: 2025
    Monthly Fee: $699
       Tax: $5,064 (2025)
    Community: Reunion Village Ph 4 & 5
    Single Family


    Estimated Monthly Payment: $4,216 (change assumption)
    Mortgage ($3,095) + Fees ($699) + Taxes in 2025 ($422)


    Taxes:$5,064

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $425,000Listed 04/23/2026 4:16PM   MLS ID: O6401021

    For Sale O6401021 - 1720 FULFILLMENT DR, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $7,447 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,959 (change assumption)
    Mortgage ($2,329) + Fees ($10) + Taxes in 2025 ($621)


    Taxes:$7,447

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 7483 MARKER AVE, KISSIMMEE, FL 34747

    $650,000404 Days on yellowkey   MLS ID: O6290419

    For Sale O6290419 - 7483 MARKER AVE, KISSIMMEE, FL 34747 60 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2019
    Monthly Fee: $938
       Tax: $12,416 (2024)
    Community: Reunion West Ph 2 East
    Single Family


    Estimated Monthly Payment: $5,534 (change assumption)
    Mortgage ($3,562) + Fees ($938) + Taxes in 2024 ($1,035)


    Taxes:$12,416

    Elementary School: Celebration K-8

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Celebration K-8


  • 7463 MARKER AVE, KISSIMMEE, FL 34747

    $760,000404 Days on yellowkey   MLS ID: O6290432

    For Sale O6290432 - 7463 MARKER AVE, KISSIMMEE, FL 34747 75 photos

    Bed: 8   Bath: 8.0   Gar: 2
    Liv Area Sq Ft: 4733
       Built: 2017
    Monthly Fee: $938
       Tax: $15,116 (2024)
    Community: Reunion West Ph 2 East
    Single Family


    Estimated Monthly Payment: $6,362 (change assumption)
    Mortgage ($4,164) + Fees ($938) + Taxes in 2024 ($1,260)


    Taxes:$15,116

    Elementary School: Celebration K-8

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Celebration K-8


  • 3704 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $699,000Listed 04/23/2026 4:08PM   MLS ID: O6400944

    For Sale O6400944 - 3704 EAGLE ISLE CIR, KISSIMMEE, FL 34746 45 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2934
       Built: 2013
    Monthly Fee: $205
       Tax: $5,445 (2025)
    Community: Bellalago Ph 4P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,489 (change assumption)
    Mortgage ($3,830) + Fees ($205) + Taxes in 2025 ($454)


    Taxes:$5,445

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 671 REGENCY WAY, KISSIMMEE, FL 34758

    $225,000Listed 04/23/2026 9:54AM   MLS ID: O6399971

    For Sale O6399971 - 671 REGENCY WAY, KISSIMMEE, FL 34758 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1155
       Built: 1994
    Monthly Fee: $14
       Tax: $2,840 (2025)
    Community: Poinciana Village 1 Nbd 3 West
    Single Family


    Estimated Monthly Payment: $1,484 (change assumption)
    Mortgage ($1,233) + Fees ($14) + Taxes in 2025 ($237)


    Taxes:$2,840

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate




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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.