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Kissimmee Homes For Sale & Real Estate - 3175 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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  • 112 HARWOOD CIR, KISSIMMEE, FL 34744

    $498,9001 Day on yellowkey   MLS ID: S5151002

    For Sale S5151002 - 112 HARWOOD CIR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 1998
    Monthly Fee: $38
       Tax: $7,523 (2025)
    Community: Remington Ph 1 Tr D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,734) + Fees ($38) + Taxes in 2025 ($627)


    Taxes:$7,523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1255 WISPY CYPRESS DR, KISSIMMEE, FL 34746

    $375,0001 Day on yellowkey   MLS ID: V4948931

    For Sale V4948931 - 1255 WISPY CYPRESS DR, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1918
       Built: 2022
    Monthly Fee: $355
       Tax: $4,397 (2025)
    Community: Cypress Hammock Ph 1
    Townhouse


    Estimated Monthly Payment: $2,776 (change assumption)
    Mortgage ($2,055) + Fees ($355) + Taxes in 2025 ($366)


    Taxes:$4,397

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4871 FELLS COVE AVE, KISSIMMEE, FL 34744

    $435,0001 Day on yellowkey   MLS ID: A4695870

    For Sale A4695870 - 4871 FELLS COVE AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2603
       Built: 2005
    Monthly Fee: $53
       Tax: $6,313 (2025)
    Community: Fells Cove Units 3-4 Ph 2
    Single Family


    Estimated Monthly Payment: $2,963 (change assumption)
    Mortgage ($2,384) + Fees ($53) + Taxes in 2025 ($526)


    Taxes:$6,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5588 DENNERY BAY RD, KISSIMMEE, FL 34758

    $386,7801 Day on yellowkey   MLS ID: O6413445

    For Sale O6413445 - 5588 DENNERY BAY RD, KISSIMMEE, FL 34758 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,244 (change assumption)
    Mortgage ($2,119) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 S ROMA WAY, KISSIMMEE, FL 34746

    $350,0001 Day on yellowkey   MLS ID: R4911375

    For Sale R4911375 - 121 S ROMA WAY, KISSIMMEE, FL 34746 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1740
       Built: 2001
    Monthly Fee: $5
       Tax: $5,082 (2025)
    Community: Indian Point Ph 7
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($1,918) + Fees ($5) + Taxes in 2025 ($424)


    Taxes:$5,082

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 5441 CROWN POINT RD, KISSIMMEE, FL 34758

    $362,8291 Day on yellowkey   MLS ID: O6413061

    For Sale O6413061 - 5441 CROWN POINT RD, KISSIMMEE, FL 34758 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 2026
    Monthly Fee: $75

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,988) + Fees ($75) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 8807 DUNES CT #308, KISSIMMEE, FL 34747

    $190,0001 Day 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


  • 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $425,0001 Day on yellowkey   MLS ID: O6412507

    For Sale O6412507 - 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2004
    Monthly Fee: $100
       Tax: $5,728 (2025)
    Community: Terra Verde Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 5017 LAGUNA BAY CIR #97, KISSIMMEE, FL 34746

    $242,0001 Day on yellowkey   MLS ID: S5151093

    For Sale S5151093 - 5017 LAGUNA BAY CIR #97, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1991
    Monthly Fee: $499
       Tax: $2,964 (2025)
    Community: Villas At Laguna Bay Condo
    Condo


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,326) + Fees ($499) + Taxes in 2025 ($247)


    Taxes:$2,964

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 7674 OTTERSPOOL ST, KISSIMMEE, FL 34747

    $425,0001 Day on yellowkey   MLS ID: O6413246

    For Sale O6413246 - 7674 OTTERSPOOL ST, KISSIMMEE, FL 34747 62 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2005
    Monthly Fee: $169
       Tax: $4,614 (2025)
    Community: Windsor Hills Ph 2
    Townhouse


    Estimated Monthly Payment: $2,882 (change assumption)
    Mortgage ($2,329) + Fees ($169) + Taxes in 2025 ($384)


    Taxes:$4,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744

    $469,9001 Day on yellowkey   MLS ID: O6413243

    For Sale O6413243 - 2905 SUMMER GREEN TRL, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $93
       Tax: $4,418 (2025)
    Community: Marbella Ph 2
    Single Family


    Estimated Monthly Payment: $3,036 (change assumption)
    Mortgage ($2,575) + Fees ($93) + Taxes in 2025 ($368)


    Taxes:$4,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 302 E DRURY AVE, KISSIMMEE, FL 34744

    $368,0002 Days on yellowkey   MLS ID: O6411839

    For Sale O6411839 - 302 E DRURY AVE, KISSIMMEE, FL 34744 42 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1528
       Built: 1950   Tax: $778 (2025)
    Community: Cape Breeze
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($2,016) + Taxes in 2025 ($65)


    Taxes:$778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2579 SKYLINE LOOP, KISSIMMEE, FL 34758

    $270,72028 Days on yellowkey   MLS ID: O6405670

    1 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $5,000 (1.8%) on 05/12/2026

    For Sale O6405670 - 2579 SKYLINE LOOP, KISSIMMEE, FL 34758 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2026
    Monthly Fee: $230

    Community: Westview 22 Th
    Townhouse


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,483) + Fees ($230) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1816 HOWARD MESA DR, KISSIMMEE, FL 34744

    $472,99031 Days on yellowkey   MLS ID: O6404697

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

    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


  • 2027 BALBOA WAY, KISSIMMEE, FL 34741

    $259,90036 Days on yellowkey   MLS ID: S5148847

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

    For Sale S5148847 - 2027 BALBOA WAY, KISSIMMEE, FL 34741 14 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1418
       Built: 1986
    Monthly Fee: $160
       Tax: $2,071 (2025)
    Community: Royale Bermuda Twnhs
    Townhouse


    Estimated Monthly Payment: $1,757 (change assumption)
    Mortgage ($1,424) + Fees ($160) + Taxes in 2025 ($173)


    Taxes:$2,071

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1776 LEYLAND CIR, KISSIMMEE, FL 34746

    $339,99063 Days on yellowkey   MLS ID: O6395809

    For Sale O6395809 - 1776 LEYLAND CIR, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,863) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7958 HAVERHILL WAY, KISSIMMEE, FL 34747

    $429,900250 Days on yellowkey   MLS ID: S5135480

    REDUCED by $6,100 (1.4%) on 05/27/2026

    For Sale S5135480 - 7958 HAVERHILL WAY, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 2022
    Monthly Fee: $449
       Tax: $8,703 (2024)
    Community: Reunion Village Ph 3 Rep
    Single Family


    Estimated Monthly Payment: $3,530 (change assumption)
    Mortgage ($2,356) + Fees ($449) + Taxes in 2024 ($725)


    Taxes:$8,703

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 3161 PARADOX CIR #101, KISSIMMEE, FL 34746

    $389,000586 Days on yellowkey   MLS ID: O6249704

    For Sale O6249704 - 3161 PARADOX CIR #101, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1329
       Built: 2021   Tax: $5,801 (2023)
    Community: The Terraces At Storey Lake Condo 3 Ph 10
    Condo


    Estimated Monthly Payment: $2,615 (change assumption)
    Mortgage ($2,131) + Taxes in 2023 ($483)


    Taxes:$5,801

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1290 SEASONS BLVD, KISSIMMEE, FL 34746

    $499,99049 Days on yellowkey   MLS ID: O6399764

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6399764 - 1290 SEASONS BLVD, KISSIMMEE, FL 34746 29 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2005
    Monthly Fee: $225
       Tax: $4,437 (2025)
    Community: Seasons
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,334 (change assumption)
    Mortgage ($2,740) + Fees ($225) + Taxes in 2025 ($370)


    Taxes:$4,437

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $624,90044 Days on yellowkey   MLS ID: S5148275

    For Sale S5148275 - 2220 EMPEROR DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1991   Tax: $3,970 (2025)
    Community: Cane Brake Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,424) + Taxes in 2025 ($331)


    Taxes:$3,970

    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.