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Kissimmee Homes For Sale & Real Estate - 2370 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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  • 4324 PROLOGUE WAY, KISSIMMEE, FL 34746

    $970,00021 Days on yellowkey   MLS ID: O6393364

    For Sale O6393364 - 4324 PROLOGUE WAY, KISSIMMEE, FL 34746 53 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $264
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,724 (change assumption)
    Mortgage ($5,315) + Fees ($264) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1907 BROWN ST, KISSIMMEE, FL 34741

    $308,000191 Days on yellowkey   MLS ID: O6345303

    1 Days Off yellowkey (back on 1/23/2026)

    For Sale O6345303 - 1907 BROWN ST, KISSIMMEE, FL 34741 15 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1044
       Built: 1967   Tax: $511 (2024)
    Community: City Heights
    Single Family


    Estimated Monthly Payment: $1,730 (change assumption)
    Mortgage ($1,688) + Taxes in 2024 ($43)


    Taxes:$511

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9055 TREASURE TROVE LN #208, KISSIMMEE, FL 34747

    $215,00031 Days on yellowkey   MLS ID: S5145525

    REDUCED by $10,000 (4.4%) on 04/14/2026

    For Sale S5145525 - 9055 TREASURE TROVE LN #208, KISSIMMEE, FL 34747 88 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007   Tax: $3,631 (2025)
    Community: Caribe Cove Condo Ph 4
    Condo


    Estimated Monthly Payment: $1,481 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 104 GREEN COVE CT, KISSIMMEE, FL 34743

    $370,000119 Days on yellowkey   MLS ID: S5140308

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

    For Sale S5140308 - 104 GREEN COVE CT, KISSIMMEE, FL 34743 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1990   Tax: $4,641 (2024)
    Community: Cypress Lakes Ph 1
    Single Family


    Estimated Monthly Payment: $2,414 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($387)


    Taxes:$4,641

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 305 CAMELLIA CT, KISSIMMEE, FL 34759

    $230,000133 Days on yellowkey   MLS ID: O6364853

    0 Days Off yellowkey (back on 4/14/2026)

    REDUCED by $8,000 (3.4%) on 04/08/2026

    For Sale O6364853 - 305 CAMELLIA CT, KISSIMMEE, FL 34759 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1282
       Built: 2022
    Monthly Fee: $90
       Tax: $2,858 (2024)
    Community: Poinciana Nbrhd 02 Village 08
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,588 (change assumption)
    Mortgage ($1,260) + Fees ($90) + Taxes in 2024 ($238)


    Taxes:$2,858

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 2045 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $456,990Listed 04/14/2026 10:35AM   MLS ID: O6398932

    For Sale O6398932 - 2045 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 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: $2,822 (change assumption)
    Mortgage ($2,504) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4704 FLACK CT, KISSIMMEE, FL 34758

    $378,0001 Day on yellowkey   MLS ID: O6397609

    For Sale O6397609 - 4704 FLACK CT, KISSIMMEE, FL 34758 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 2004
    Monthly Fee: $100
       Tax: $2,568 (2025)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,385 (change assumption)
    Mortgage ($2,071) + Fees ($100) + Taxes in 2025 ($214)


    Taxes:$2,568

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8491 OASIS KEY CV, KISSIMMEE, FL 34747

    $539,95064 Days on yellowkey   MLS ID: S5143577

    For Sale S5143577 - 8491 OASIS KEY CV, KISSIMMEE, FL 34747 61 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2002
    Monthly Fee: $115
       Tax: $6,306 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,599 (change assumption)
    Mortgage ($2,959) + Fees ($115) + Taxes in 2025 ($525)


    Taxes:$6,306

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 157 SAND PIPER DR, KISSIMMEE, FL 34759

    $319,900222 Days on yellowkey   MLS ID: P4936191

    REDUCED by $2,590 (0.8%) on 04/08/2026

    For Sale P4936191 - 157 SAND PIPER DR, KISSIMMEE, FL 34759 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2267
       Built: 2002
    Monthly Fee: $359
       Tax: $3,442 (2024)
    Community: Solivita Ph Iib
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($1,753) + Fees ($359) + Taxes in 2024 ($287)


    Taxes:$3,442

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3211 SILVER FIN WAY, KISSIMMEE, FL 34746

    $395,00090 Days on yellowkey   MLS ID: O6373988

    For Sale O6373988 - 3211 SILVER FIN WAY, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2165
       Built: 2018
    Monthly Fee: $205
       Tax: $5,986 (2025)
    Community: Bellalago Ph 7L
    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,164) + Fees ($205) + Taxes in 2025 ($499)


    Taxes:$5,986

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 206 WATTS LN, KISSIMMEE, FL 34743

    $799,990129 Days on yellowkey   MLS ID: O6365706

    5 Days Off yellowkey (back on 2/23/2026)

    For Sale O6365706 - 206 WATTS LN, KISSIMMEE, FL 34743 14 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 4352
       Built: 1985   Tax: $7,404 (2024)
    Community: Bvl Unit 1
    Apartment


    Estimated Monthly Payment: $5,000 (change assumption)
    Mortgage ($4,383) + Taxes in 2024 ($617)


    Taxes:$7,404

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8720 ROCKINGHAM TER #B, KISSIMMEE, FL 34747

    $199,00091 Days on yellowkey   MLS ID: R4910530

    REDUCED by $10,000 (4.8%) on 04/14/2026

    For Sale R4910530 - 8720 ROCKINGHAM TER #B, KISSIMMEE, FL 34747 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1999
    Monthly Fee: $345
       Tax: $3,115 (2025)
    Community: Villas At Island Club Ph 3
    Condo


    Estimated Monthly Payment: $1,695 (change assumption)
    Mortgage ($1,090) + Fees ($345) + Taxes in 2025 ($260)


    Taxes:$3,115

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 314 A DAGAMA CT, KISSIMMEE, FL 34758

    $324,500460 Days on yellowkey   MLS ID: S5117253

    REDUCED by $10,400 (3.1%) on 04/14/2026

    For Sale S5117253 - 314 A DAGAMA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2024
    Monthly Fee: $85
       Tax: $435 (2024)
    Community: Poinciana Vlg
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,778) + Fees ($85) + Taxes in 2024 ($36)


    Taxes:$435

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1136 DONCASTER CT, KISSIMMEE, FL 34758

    $279,000406 Days on yellowkey   MLS ID: A4641203

    0 Days Off yellowkey (back on 4/14/2026)

    SHORT SALE A4641203 - 1136 DONCASTER CT, KISSIMMEE, FL 34758 9 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2002
    Monthly Fee: $23
       Tax: $3,908 (2023)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,877 (change assumption)
    Mortgage ($1,529) + Fees ($23) + Taxes in 2023 ($326)


    Taxes:$3,908

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1737 KATO WAY, KISSIMMEE, FL 34744

    $355,00014 Days on yellowkey   MLS ID: TB8492414

    For Sale TB8492414 - 1737 KATO WAY, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2018
    Monthly Fee: $168
       Tax: $4,031 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($1,945) + Fees ($168) + Taxes in 2025 ($336)


    Taxes:$4,031

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 134 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $620,00019 Days on yellowkey   MLS ID: O6394444

    For Sale O6394444 - 134 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $350
       Tax: $4,946 (2024)
    Community: Terra Verde
    Single Family


    Estimated Monthly Payment: $4,159 (change assumption)
    Mortgage ($3,397) + Fees ($350) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1075 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $225,0006 Days on yellowkey   MLS ID: TB8495814

    For Sale TB8495814 - 1075 PARK RIDGE CIR, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1291
       Built: 2002
    Monthly Fee: $460
       Tax: $3,507 (2025)
    Community: Lake Berkley Resort Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,233) + Fees ($460) + Taxes in 2025 ($292)


    Taxes:$3,507

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1145 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $225,0006 Days on yellowkey   MLS ID: TB8495915

    For Sale TB8495915 - 1145 PARK RIDGE CIR, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1291
       Built: 2002
    Monthly Fee: $460
       Tax: $3,505 (2025)
    Community: Lake Berkley Resort Villas Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,233) + Fees ($460) + Taxes in 2025 ($292)


    Taxes:$3,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 654 S DELMONTE CT, KISSIMMEE, FL 34758

    $270,00083 Days on yellowkey   MLS ID: S5142270

    0 Days Off yellowkey (back on 1/31/2026)

    For Sale S5142270 - 654 S DELMONTE CT, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2005
    Monthly Fee: $100
       Tax: $4,137 (2025)
    Community: Poinciana Nbhd 1 S Vlg 1
    Single Family


    Estimated Monthly Payment: $1,924 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($345)


    Taxes:$4,137

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2663 TRIUMPH WAY, KISSIMMEE, FL 34746

    $299,000233 Days on yellowkey   MLS ID: O6338799

    For Sale O6338799 - 2663 TRIUMPH WAY, KISSIMMEE, FL 34746 39 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1350
       Built: 2014
    Monthly Fee: $435
       Tax: $4,274 (2024)
    Community: Regal Oaks At Old Town
    Townhouse


    Estimated Monthly Payment: $2,429 (change assumption)
    Mortgage ($1,638) + Fees ($435) + Taxes in 2024 ($356)


    Taxes:$4,274

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8




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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.