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Kissimmee Homes For Sale & Real Estate - 3374 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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  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $419,90097 Days on yellowkey   MLS ID: O6397176

    REDUCED by $10,100 (2.3%) on 06/23/2026

    SHORT SALE O6397176 - 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2025
    Monthly Fee: $80
       Tax: $1,748 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,526 (change assumption)
    Mortgage ($2,301) + Fees ($80) + Taxes in 2025 ($146)


    Taxes:$1,748

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2874 SKYLINE LOOP, KISSIMMEE, FL 34758

    $249,00099 Days on yellowkey   MLS ID: O6397048

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6397048 - 2874 SKYLINE LOOP, KISSIMMEE, FL 34758 25 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1180
       Built: 2026
    Monthly Fee: $224

    Community: Westview Pod A Phase 3 Pb 206 Pgs 24-27 Lot 502
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,588 (change assumption)
    Mortgage ($1,364) + Fees ($224) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4496 MONADO DR, KISSIMMEE, FL 34746

    $775,000133 Days on yellowkey   MLS ID: O6387375

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

    REDUCED by $20,000 (2.5%) on 05/23/2026

    For Sale O6387375 - 4496 MONADO DR, KISSIMMEE, FL 34746 52 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4762
       Built: 2023
    Monthly Fee: $432
       Tax: $13,686 (2025)
    Community: Bellavida Ph 2C
    Single Family


    Estimated Monthly Payment: $5,819 (change assumption)
    Mortgage ($4,246) + Fees ($432) + Taxes in 2025 ($1,140)


    Taxes:$13,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5146 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $435,000168 Days on yellowkey   MLS ID: S5141885

    For Sale S5141885 - 5146 ROYAL POINT AVE, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2022
    Monthly Fee: $120
       Tax: $4,969 (2025)
    Community: Cypress Hammock Ph 1
    Single Family


    Estimated Monthly Payment: $2,918 (change assumption)
    Mortgage ($2,384) + Fees ($120) + Taxes in 2025 ($414)


    Taxes:$4,969

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2045 RANKIN ST, KISSIMMEE, FL 34744

    $524,900200 Days on yellowkey   MLS ID: O6369099

    For Sale O6369099 - 2045 RANKIN ST, KISSIMMEE, FL 34744 38 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $11
       Tax: $8,511 (2024)
    Community: Kindred Ph 3A
    Single Family


    Estimated Monthly Payment: $3,596 (change assumption)
    Mortgage ($2,876) + Fees ($11) + Taxes in 2024 ($709)


    Taxes:$8,511

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: None


  • 351 PENDANT CT, KISSIMMEE, FL 34747

    $634,000314 Days on yellowkey   MLS ID: O6340878

    REDUCED by $5,000 (0.8%) on 06/04/2026

    For Sale O6340878 - 351 PENDANT CT, KISSIMMEE, FL 34747 63 photos

    Bed: 8   Bath: 7.0   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2016
    Monthly Fee: $783
       Tax: $12,340 (2024)
    Community: Reunion West Ph 1 East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,285 (change assumption)
    Mortgage ($3,474) + Fees ($783) + Taxes in 2024 ($1,028)


    Taxes:$12,340

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1792 BULL HILL RD, KISSIMMEE, FL 34744

    $417,990389 Days on yellowkey   MLS ID: O6318608

    For Sale O6318608 - 1792 BULL HILL RD, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2024
    Monthly Fee: $11
       Tax: $3,776 (2024)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,290) + Fees ($11) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: Neptune Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2609 BRIGHT JEWEL ST #2909, KISSIMMEE, FL 34746

    $369,000768 Days on yellowkey   MLS ID: O6212392

    For Sale O6212392 - 2609 BRIGHT JEWEL ST #2909, KISSIMMEE, FL 34746 47 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1699
       Built: 2023
    Monthly Fee: $268
       Tax: $284 (2023)
    Community: Cypress Cay
    Townhouse


    Estimated Monthly Payment: $2,314 (change assumption)
    Mortgage ($2,022) + Fees ($268) + Taxes in 2023 ($24)


    Taxes:$284

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 620 HERALDO CT, KISSIMMEE, FL 34758

    $329,900183 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


  • 2717 EAGLE CLIFF DR, KISSIMMEE, FL 34746

    $499,000175 Days on yellowkey   MLS ID: S5141957

    REDUCED by $1,000 (0.2%) on 07/13/2026

    For Sale S5141957 - 2717 EAGLE CLIFF DR, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3052
       Built: 2009
    Monthly Fee: $72
       Tax: $4,034 (2025)
    Community: Eagle Lake Ph 3
    Single Family


    Estimated Monthly Payment: $3,142 (change assumption)
    Mortgage ($2,734) + Fees ($72) + Taxes in 2025 ($336)


    Taxes:$4,034

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4982 WINDERMERE AVE, KISSIMMEE, FL 34746

    $470,00081 Days on yellowkey   MLS ID: O6402327

    For Sale O6402327 - 4982 WINDERMERE AVE, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2018
    Monthly Fee: $286
       Tax: $5,852 (2026)
    Community: Storey Lake Ph 3
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,349 (change assumption)
    Mortgage ($2,575) + Fees ($286) + Taxes in 2026 ($488)


    Taxes:$5,852

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $488,12048 Days on yellowkey   MLS ID: O6411675

    REDUCED by $10,000 (2.0%) on 07/13/2026

    For Sale O6411675 - 2604 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $20
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($2,675) + Fees ($20) + Taxes in 2025 ($111)


    Taxes:$1,329

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744

    $599,11047 Days on yellowkey   MLS ID: O6412075

    REDUCED by $37,000 (5.8%) on 07/13/2026

    For Sale O6412075 - 2627 CLEAR NIGHT AVENUE, KISSIMMEE, FL 34744 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3598
       Built: 2026
    Monthly Fee: $42
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,435 (change assumption)
    Mortgage ($3,283) + Fees ($42) + Taxes in 2025 ($111)


    Taxes:$1,329

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $515,00093 Days on yellowkey   MLS ID: S5147642

    REDUCED by $15,000 (2.8%) on 05/20/2026

    For Sale S5147642 - 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744 41 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 1996
    Monthly Fee: $13
       Tax: $6,439 (2025)
    Community: Remington Ph 1 Tr E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($2,822) + Fees ($13) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2155 SOUTHBURY DRIVE, KISSIMMEE, FL 34744

    $370,00022 Days on yellowkey   MLS ID: O6419423

    REDUCED by $26,490 (6.7%) on 07/13/2026

    For Sale O6419423 - 2155 SOUTHBURY DRIVE, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $127
       Tax: $1,920 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,314 (change assumption)
    Mortgage ($2,027) + Fees ($127) + Taxes in 2025 ($160)


    Taxes:$1,920

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2153 SOUTHBURY DRIVE, KISSIMMEE, FL 34744

    $339,19022 Days on yellowkey   MLS ID: O6419342

    REDUCED by $20,000 (5.6%) on 07/13/2026

    For Sale O6419342 - 2153 SOUTHBURY DRIVE, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $127
       Tax: $1,610 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,120 (change assumption)
    Mortgage ($1,859) + Fees ($127) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2122 SOUTHBURY DR, KISSIMMEE, FL 34744

    $365,49025 Days on yellowkey   MLS ID: O6418725

    REDUCED by $21,000 (5.4%) on 07/13/2026

    For Sale O6418725 - 2122 SOUTHBURY DR, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $126
       Tax: $1,920 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($2,003) + Fees ($126) + Taxes in 2025 ($160)


    Taxes:$1,920

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2602 LOLA LN, KISSIMMEE, FL 34744

    $487,45133 Days on yellowkey   MLS ID: O6415813

    3 Days Off yellowkey (back on 7/13/2026)

    For Sale O6415813 - 2602 LOLA LN, KISSIMMEE, FL 34744 5 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2025
    Monthly Fee: $167
       Tax: $434 (2025)
    Community: Hilliard Ridg
    Single Family


    Estimated Monthly Payment: $2,874 (change assumption)
    Mortgage ($2,671) + Fees ($167) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 718 TOULON DR, KISSIMMEE, FL 34759

    $328,90090 Days on yellowkey   MLS ID: O6399344

    REDUCED by $1,100 (0.3%) on 07/13/2026

    For Sale O6399344 - 718 TOULON DR, KISSIMMEE, FL 34759 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1652
       Built: 1998
    Monthly Fee: $100
       Tax: $4,162 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,249 (change assumption)
    Mortgage ($1,802) + Fees ($100) + Taxes in 2025 ($347)


    Taxes:$4,162

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 406 S LATONIA ST, KISSIMMEE, FL 34741

    $345,000132 Days on yellowkey   MLS ID: O6387083

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

    REDUCED by $5,000 (1.4%) on 04/20/2026

    For Sale O6387083 - 406 S LATONIA ST, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 1995   Tax: $5,317 (2025)
    Community: Rosewood Unit 2
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($443)


    Taxes:$5,317

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee 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.