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Kissimmee Homes For Sale & Real Estate - 3372 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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  • KISSIMMEE, FL 34747

    $614,900182 Days on yellowkey   MLS ID: O6373101

    For Sale O6373101 - KISSIMMEE, FL 34747 27 photos

    Bed: 7   Bath: 4.5
    Liv Area Sq Ft: 3321
       Built: 2005
    Monthly Fee: $115
       Tax: $6,900 (2025)
    Community: Emerald Isl Rsrt Ph5a
    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,369) + Fees ($115) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 304 GROUPER DR, KISSIMMEE, FL 34759

    $259,900211 Days on yellowkey   MLS ID: G5105644

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale G5105644 - 304 GROUPER DR, KISSIMMEE, FL 34759 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2006
    Monthly Fee: $19
       Tax: $2,355 (2024)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,639 (change assumption)
    Mortgage ($1,424) + Fees ($19) + Taxes in 2024 ($196)


    Taxes:$2,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1998 KEY BAY TRL #524, KISSIMMEE, FL 34747

    $365,000182 Days on yellowkey   MLS ID: G5106590

    1 Days Off yellowkey (back on 7/14/2026)

    REDUCED by $10,000 (2.7%) on 07/06/2026

    For Sale G5106590 - 1998 KEY BAY TRL #524, KISSIMMEE, FL 34747 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2022
    Monthly Fee: $480
       Tax: $7,954 (2025)
    Community: Four Seasons At Orlando Ph 4B
    Spa: No

    Villa


    Estimated Monthly Payment: $3,143 (change assumption)
    Mortgage ($2,000) + Fees ($480) + Taxes in 2025 ($663)


    Taxes:$7,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3716 PARADISO CIR, KISSIMMEE, FL 34746

    $492,00060 Days on yellowkey   MLS ID: O6408454

    REDUCED by $2,000 (0.4%) on 07/11/2026

    For Sale O6408454 - 3716 PARADISO CIR, KISSIMMEE, FL 34746 60 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2750
       Built: 2013
    Monthly Fee: $364
       Tax: $4,319 (2025)
    Community: Bellalago Ph 5 O
    Single Family


    Estimated Monthly Payment: $3,420 (change assumption)
    Mortgage ($2,696) + Fees ($364) + Taxes in 2025 ($360)


    Taxes:$4,319

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3078 JULIET DR, KISSIMMEE, FL 34746

    $459,00067 Days on yellowkey   MLS ID: O6406391

    For Sale O6406391 - 3078 JULIET DR, KISSIMMEE, FL 34746 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2017
    Monthly Fee: $265
       Tax: $7,732 (2025)
    Community: Storey Lake
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($2,515) + Fees ($265) + Taxes in 2025 ($644)


    Taxes:$7,732

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $399,99968 Days on yellowkey   MLS ID: O6406202

    REDUCED by $15,001 (3.6%) on 07/14/2026

    For Sale O6406202 - 131 WESTMORELAND CIR, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2285
       Built: 1997
    Monthly Fee: $14
       Tax: $6,651 (2025)
    Community: Remington Ph 1 Tr F
    Single Family


    Estimated Monthly Payment: $2,760 (change assumption)
    Mortgage ($2,192) + Fees ($14) + Taxes in 2025 ($554)


    Taxes:$6,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2211 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741

    $256,000356 Days on yellowkey   MLS ID: O6330018

    For Sale O6330018 - 2211 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741 28 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2004
    Monthly Fee: $496
       Tax: $3,577 (2024)
    Community: Venetian Bay Village Condo Ph 2
    Condo


    Estimated Monthly Payment: $2,197 (change assumption)
    Mortgage ($1,403) + Fees ($496) + Taxes in 2024 ($298)


    Taxes:$3,577

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1700 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $520,000200 Days on yellowkey   MLS ID: O6368599

    For Sale O6368599 - 1700 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 51 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 2294
       Built: 2022
    Monthly Fee: $663
       Tax: $7,199 (2024)
    Community: Solara Resort Vacation Villas Rep
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4,112 (change assumption)
    Mortgage ($2,849) + Fees ($663) + Taxes in 2024 ($600)


    Taxes:$7,199

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1118 LIBERTY HALL DR, KISSIMMEE, FL 34746

    $400,00049 Days on yellowkey   MLS ID: C7526612

    4 Days Off yellowkey (back on 6/8/2026)

    For Sale C7526612 - 1118 LIBERTY HALL DR, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $38
       Tax: $6,258 (2025)
    Community: Liberty Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,751 (change assumption)
    Mortgage ($2,192) + Fees ($38) + Taxes in 2025 ($522)


    Taxes:$6,258

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 314 A DAGAMA CT, KISSIMMEE, FL 34758

    $324,500551 Days on yellowkey   MLS ID: S5117253

    2 Days Off yellowkey (back on 4/27/2026)

    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


  • 4004 SAN GALLO DR #106, KISSIMMEE, FL 34741

    $200,00057 Days on yellowkey   MLS ID: S5150253

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

    For Sale S5150253 - 4004 SAN GALLO DR #106, KISSIMMEE, FL 34741 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $517
       Tax: $3,494 (2025)
    Community: Venetian Bay Village Condo Ph 1
    Condo


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,096) + Fees ($517) + Taxes in 2025 ($291)


    Taxes:$3,494

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746

    $199,99030 Days on yellowkey   MLS ID: O6417178

    REDUCED by $10,000 (4.8%) on 06/24/2026

    For Sale O6417178 - 2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1204
       Built: 2007
    Monthly Fee: $360
       Tax: $2,434 (2025)
    Community: Club Cortile Condo Ph 7
    Condo


    Estimated Monthly Payment: $1,659 (change assumption)
    Mortgage ($1,096) + Fees ($360) + Taxes in 2025 ($203)


    Taxes:$2,434

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 202 BAY MEADOW DR, KISSIMMEE, FL 34746

    $374,90015 Days on yellowkey   MLS ID: A4698376

    INCREASED by $15,000 (4.2%) on 07/14/2026

    For Sale A4698376 - 202 BAY MEADOW DR, KISSIMMEE, FL 34746 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1237
       Built: 1993
    Monthly Fee: $28
       Tax: $2,268 (2025)
    Community: Creekside Ph 1
    Single Family


    Estimated Monthly Payment: $2,271 (change assumption)
    Mortgage ($2,054) + Fees ($28) + Taxes in 2025 ($189)


    Taxes:$2,268

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2785 ALMATON LOOP #202, KISSIMMEE, FL 34747

    $220,00033 Days on yellowkey   MLS ID: O6416316

    REDUCED by $20,000 (8.3%) on 07/14/2026

    For Sale O6416316 - 2785 ALMATON LOOP #202, KISSIMMEE, FL 34747 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1081
       Built: 2005   Tax: $3,625 (2024)
    Community: Ventura At Windsor Hills Condo Ph 2
    Condo


    Estimated Monthly Payment: $1,508 (change assumption)
    Mortgage ($1,205) + Taxes in 2024 ($302)


    Taxes:$3,625

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 152 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746

    $525,000112 Days on yellowkey   MLS ID: O6393120

    REDUCED by $15,000 (2.8%) on 06/29/2026

    For Sale O6393120 - 152 CASTAWAY BEACH WAY, KISSIMMEE, FL 34746 45 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2004
    Monthly Fee: $467
       Tax: $7,273 (2025)
    Community: Terra Verde Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,950 (change assumption)
    Mortgage ($2,877) + Fees ($467) + Taxes in 2025 ($606)


    Taxes:$7,273

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3071 KEY LIME LOOP, KISSIMMEE, FL 34747

    $399,0006 Days on yellowkey   MLS ID: S5153366

    For Sale S5153366 - 3071 KEY LIME LOOP, KISSIMMEE, FL 34747 53 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1217
       Built: 2018
    Monthly Fee: $468
       Tax: $9,313 (2025)
    Community: Margaritaville, Rolling Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,430 (change assumption)
    Mortgage ($2,186) + Fees ($468) + Taxes in 2025 ($776)


    Taxes:$9,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 40 COVENTRY CT, KISSIMMEE, FL 34758

    $242,500142 Days on yellowkey   MLS ID: O6384420

    REDUCED by $5,000 (2.0%) on 05/14/2026

    For Sale O6384420 - 40 COVENTRY CT, KISSIMMEE, FL 34758 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1229
       Built: 1995
    Monthly Fee: $100
       Tax: $3,490 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,720 (change assumption)
    Mortgage ($1,329) + Fees ($100) + Taxes in 2025 ($291)


    Taxes:$3,490

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5240 WORCHESTER DR, KISSIMMEE, FL 34746

    $397,75616 Days on yellowkey   MLS ID: O6420708

    INCREASED by $2,000 (0.5%) on 07/14/2026

    For Sale O6420708 - 5240 WORCHESTER DR, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,267 (change assumption)
    Mortgage ($2,179) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1852 HOWARD MESA DR, KISSIMMEE, FL 34744

    $460,99034 Days on yellowkey   MLS ID: O6416113

    2 Days Off yellowkey (back on 7/14/2026)

    REDUCED by $10,000 (2.1%) on 07/02/2026

    For Sale O6416113 - 1852 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: $2,844 (change assumption)
    Mortgage ($2,526) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4561 GOLDEN KNIGHT TRL, KISSIMMEE, FL 34746

    $456,44056 Days on yellowkey   MLS ID: O6409441

    INCREASED by $1,000 (0.2%) on 07/14/2026

    For Sale O6409441 - 4561 GOLDEN KNIGHT TRL, KISSIMMEE, FL 34746 9 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,589 (change assumption)
    Mortgage ($2,501) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle




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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.