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Kissimmee Homes For Sale & Real Estate - 3271 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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  • 2758 DODDS LN, KISSIMMEE, FL 34743

    $285,00018 Days on yellowkey   MLS ID: O6404833

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

    For Sale O6404833 - 2758 DODDS LN, KISSIMMEE, FL 34743 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1703
       Built: 2007
    Monthly Fee: $325
       Tax: $3,959 (2025)
    Community: Eagle Bay Ph 01
    Townhouse


    Estimated Monthly Payment: $2,216 (change assumption)
    Mortgage ($1,562) + Fees ($325) + Taxes in 2025 ($330)


    Taxes:$3,959

    Elementary School: Ventura Elem-OS

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1723 FLOURISH AVE, KISSIMMEE, FL 34744

    $384,50019 Days on yellowkey   MLS ID: O6410022

    REDUCED by $500 (0.1%) on 06/03/2026

    For Sale O6410022 - 1723 FLOURISH AVE, KISSIMMEE, FL 34744 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1617
       Built: 2021
    Monthly Fee: $10
       Tax: $5,566 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $2,581 (change assumption)
    Mortgage ($2,107) + Fees ($10) + Taxes in 2025 ($464)


    Taxes:$5,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2517 ISABELA TER, KISSIMMEE, FL 34743

    $410,0007 Days on yellowkey   MLS ID: S5151012

    For Sale S5151012 - 2517 ISABELA TER, KISSIMMEE, FL 34743 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1677
       Built: 2015
    Monthly Fee: $37
       Tax: $3,438 (2025)
    Community: Eagle Bay Ph 3
    Single Family


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,247) + Fees ($37) + Taxes in 2025 ($286)


    Taxes:$3,438

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8553 BAY LILLY LOOP, KISSIMMEE, FL 34747

    $278,89010 Days on yellowkey   MLS ID: O6412829

    2 Days Off yellowkey (back on 6/10/2026)

    For Sale O6412829 - 8553 BAY LILLY LOOP, KISSIMMEE, FL 34747 49 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1295
       Built: 2006
    Monthly Fee: $594
       Tax: $3,671 (2025)
    Community: Encantada Ph 01
    Townhouse


    Estimated Monthly Payment: $2,428 (change assumption)
    Mortgage ($1,528) + Fees ($594) + Taxes in 2025 ($306)


    Taxes:$3,671

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 5588 DENNERY BAY RD, KISSIMMEE, FL 34758

    $386,78010 Days 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


  • 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741

    $415,000115 Days on yellowkey   MLS ID: S5142104

    REDUCED by $235,000 (36.2%) on 06/10/2026

    For Sale S5142104 - 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741 26 photos

    Bed: 7   Bath: 0.0
    Liv Area Sq Ft: 1470
       Built: 2003
    Monthly Fee: $497
       Tax: $3,968 (2025)
    Community: Venetian Bay Village
    Apartment


    Estimated Monthly Payment: $3,102 (change assumption)
    Mortgage ($2,274) + Fees ($497) + Taxes in 2025 ($331)


    Taxes:$3,968

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 CACUTTA WAY, KISSIMMEE, FL 34744

    $400,0008 Days on yellowkey   MLS ID: S5151373

    SHORT SALE S5151373 - 1959 CACUTTA WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,033 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,789 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($586)


    Taxes:$7,033

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 8900 SYDNEY AVE, KISSIMMEE, FL 34747

    $439,00050 Days on yellowkey   MLS ID: O6401749

    For Sale O6401749 - 8900 SYDNEY AVE, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $591
       Tax: $5,607 (2025)
    Community: Windsor At Westside
    Townhouse


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,405) + Fees ($591) + Taxes in 2025 ($467)


    Taxes:$5,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4704 FLACK CT, KISSIMMEE, FL 34758

    $378,00061 Days on yellowkey   MLS ID: O6397609

    3 Days Off yellowkey (back on 5/11/2026)

    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


  • 1309 REUNION VILLAGE BLVD, KISSIMMEE, FL 34747

    $435,9009 Days on yellowkey   MLS ID: TB8515803

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale TB8515803 - 1309 REUNION VILLAGE BLVD, KISSIMMEE, FL 34747 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $699
       Tax: $5,244 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $3,524 (change assumption)
    Mortgage ($2,388) + Fees ($699) + Taxes in 2025 ($437)


    Taxes:$5,244

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 1200 TETON DR, KISSIMMEE, FL 34744

    $329,900126 Days on yellowkey   MLS ID: O6380571

    REDUCED by $10,100 (3.0%) on 04/30/2026

    For Sale O6380571 - 1200 TETON DR, KISSIMMEE, FL 34744 42 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1969
       Built: 2008
    Monthly Fee: $164
       Tax: $2,796 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,205 (change assumption)
    Mortgage ($1,808) + Fees ($164) + Taxes in 2025 ($233)


    Taxes:$2,796

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000120 Days on yellowkey   MLS ID: O6380471

    For Sale O6380471 - 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $100
       Tax: $6,370 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,953) + Fees ($100) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 439 MULBERRY CT, KISSIMMEE, FL 34759

    $229,000460 Days on yellowkey   MLS ID: O6288653

    REDUCED by $21,000 (8.4%) on 06/08/2026

    SHORT SALE O6288653 - 439 MULBERRY CT, KISSIMMEE, FL 34759 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1273
       Built: 2023
    Monthly Fee: $85
       Tax: $3,330 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,255) + Fees ($85) + Taxes in 2024 ($277)


    Taxes:$3,330

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2781 ALMATON LOOP #401, KISSIMMEE, FL 34747

    $294,50066 Days on yellowkey   MLS ID: O6397227

    REDUCED by $5,450 (1.8%) on 06/10/2026

    For Sale O6397227 - 2781 ALMATON LOOP #401, KISSIMMEE, FL 34747 66 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1246
       Built: 2005
    Monthly Fee: $354
       Tax: $3,908 (2025)
    Community: Ventura At Windsor Hills Condo Ph 2
    Condo


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,614) + Fees ($354) + Taxes in 2025 ($326)


    Taxes:$3,908

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 104 BIRMINGHAM DR, KISSIMMEE, FL 34758

    $245,000436 Days on yellowkey   MLS ID: O6294274

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6294274 - 104 BIRMINGHAM DR, KISSIMMEE, FL 34758 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1332
       Built: 1999
    Monthly Fee: $90
       Tax: $3,603 (2024)
    Community: Poinciana Nbrhd 3 Village 2
    Single Family


    Estimated Monthly Payment: $1,733 (change assumption)
    Mortgage ($1,342) + Fees ($90) + Taxes in 2024 ($300)


    Taxes:$3,603

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $299,00067 Days on yellowkey   MLS ID: O6396516

    REDUCED by $3,500 (1.2%) on 06/10/2026

    For Sale O6396516 - 1914 DAMON AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1972   Tax: $3,300 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,913 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90034 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2737 BOOKMARK DR, KISSIMMEE, FL 34746

    $685,000180 Days on yellowkey   MLS ID: O6366505

    For Sale O6366505 - 2737 BOOKMARK DR, KISSIMMEE, FL 34746 77 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2019
    Monthly Fee: $564
       Tax: $10,610 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,201 (change assumption)
    Mortgage ($3,753) + Fees ($564) + Taxes in 2025 ($884)


    Taxes:$10,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2809 ALMATON LOOP #401, KISSIMMEE, FL 34747

    $305,00061 Days on yellowkey   MLS ID: S5147712

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $12,000 (3.8%) on 05/16/2026

    For Sale S5147712 - 2809 ALMATON LOOP #401, KISSIMMEE, FL 34747 60 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1246
       Built: 2005
    Monthly Fee: $354
       Tax: $4,227 (2025)
    Community: Ventura At Windsor Hills, Windsor Hills
    Condo


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,671) + Fees ($354) + Taxes in 2025 ($352)


    Taxes:$4,227

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747

    $589,00016 Days on yellowkey   MLS ID: O6411198

    For Sale O6411198 - 8951 AMELIA DOWNS TRL, KISSIMMEE, FL 34747 53 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2020
    Monthly Fee: $718
       Tax: $8,192 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,628 (change assumption)
    Mortgage ($3,227) + Fees ($718) + Taxes in 2025 ($683)


    Taxes:$8,192

    Elementary School: Westside Elem

    High School: Celebration High

    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.