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Kissimmee Homes For Sale & Real Estate - 3396 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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  • 1736 FULFILLMENT DR, KISSIMMEE, FL 34744

    $410,00078 Days on yellowkey   MLS ID: S5149578

    For Sale S5149578 - 1736 FULFILLMENT DR, KISSIMMEE, FL 34744 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2022
    Monthly Fee: $10
       Tax: $6,619 (2025)
    Community: Tohoqua Ph 2 Pb 29 Pgs 187-192 Lot 38
    Single Family


    Estimated Monthly Payment: $2,808 (change assumption)
    Mortgage ($2,247) + Fees ($10) + Taxes in 2025 ($552)


    Taxes:$6,619

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2139 BALBOA WAY, KISSIMMEE, FL 34741

    $258,900136 Days on yellowkey   MLS ID: S5144054

    For Sale S5144054 - 2139 BALBOA WAY, KISSIMMEE, FL 34741 20 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1418
       Built: 1986
    Monthly Fee: $164
       Tax: $683 (2025)
    Community: Royale Bermuda Twnhs
    Townhouse


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,419) + Fees ($164) + Taxes in 2025 ($57)


    Taxes:$683

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1516 PINE ISLAND RD, KISSIMMEE, FL 34744

    $859,900121 Days on yellowkey   MLS ID: S5145674

    REDUCED by $15,100 (1.7%) on 05/14/2026

    For Sale S5145674 - 1516 PINE ISLAND RD, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2026   Tax: $1,385 (2025)
    Community: Regal Point Estates Unit 1
    Single Family


    Estimated Monthly Payment: $4,827 (change assumption)
    Mortgage ($4,712) + Taxes in 2025 ($115)


    Taxes:$1,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2468 SWEETWATER CLUB CIR #111, KISSIMMEE, FL 34746

    $208,99973 Days on yellowkey   MLS ID: O6406837

    For Sale O6406837 - 2468 SWEETWATER CLUB CIR #111, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1992
    Monthly Fee: $450
       Tax: $2,911 (2025)
    Community: Sweetwater Club Condo
    Condo


    Estimated Monthly Payment: $1,838 (change assumption)
    Mortgage ($1,145) + Fees ($450) + Taxes in 2025 ($243)


    Taxes:$2,911

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 53 W MARBRISA WAY, KISSIMMEE, FL 34743

    $229,900148 Days on yellowkey   MLS ID: O6386367

    For Sale O6386367 - 53 W MARBRISA WAY, KISSIMMEE, FL 34743 3 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 875
       Built: 1982
    Monthly Fee: $75
       Tax: $2,381 (2024)
    Community: Marbrisa Villas
    Townhouse


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($1,260) + Fees ($75) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Cypress Elem (K 6)

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Parkway Middle


  • 2678 CALISTOGA AVE, KISSIMMEE, FL 34741

    $650,00080 Days on yellowkey   MLS ID: O6405139

    For Sale O6405139 - 2678 CALISTOGA AVE, KISSIMMEE, FL 34741 50 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3067
       Built: 2015
    Monthly Fee: $504
       Tax: $10,160 (2025)
    Community: Sonoma Resort At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $4,912 (change assumption)
    Mortgage ($3,562) + Fees ($504) + Taxes in 2025 ($847)


    Taxes:$10,160

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4756 ORMOND BEACH WAY, KISSIMMEE, FL 34746

    $356,500178 Days on yellowkey   MLS ID: S5142668

    For Sale S5142668 - 4756 ORMOND BEACH WAY, KISSIMMEE, FL 34746 46 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2004
    Monthly Fee: $515
       Tax: $4,019 (2025)
    Community: Terra Verde Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $2,803 (change assumption)
    Mortgage ($1,953) + Fees ($515) + Taxes in 2025 ($335)


    Taxes:$4,019

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8550 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $529,99987 Days on yellowkey   MLS ID: S5148879

    For Sale S5148879 - 8550 SUNRISE KEY DR, KISSIMMEE, FL 34747 68 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,454 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($2,904) + Fees ($115) + Taxes in 2025 ($538)


    Taxes:$6,454

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7525 BLISS WAY, KISSIMMEE, FL 34747

    $319,900310 Days on yellowkey   MLS ID: O6345659

    For Sale O6345659 - 7525 BLISS WAY, KISSIMMEE, FL 34747 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1808
       Built: 2007   Tax: $4,544 (2024)
    Community: Oakwater Condo Ph 2-6
    Townhouse


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($379)


    Taxes:$4,544

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2034 FLEMING MIST PL, KISSIMMEE, FL 34747

    $539,800439 Days on yellowkey   MLS ID: O6308354

    For Sale O6308354 - 2034 FLEMING MIST PL, KISSIMMEE, FL 34747 47 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2748
       Built: 2022
    Monthly Fee: $503
       Tax: $8,233 (2024)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($2,958) + Fees ($503) + Taxes in 2024 ($686)


    Taxes:$8,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 442 TAMARIND PARKE LN, KISSIMMEE, FL 34758

    $390,00092 Days on yellowkey   MLS ID: S5148605

    REDUCED by $20,000 (4.9%) on 05/13/2026

    For Sale S5148605 - 442 TAMARIND PARKE LN, KISSIMMEE, FL 34758 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 2000
    Monthly Fee: $33
       Tax: $2,448 (2025)
    Community: Tamarind Parke At Cypress Woods Unit 1
    Single Family


    Estimated Monthly Payment: $2,374 (change assumption)
    Mortgage ($2,137) + Fees ($33) + Taxes in 2025 ($204)


    Taxes:$2,448

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 137 MAPLE DR W, KISSIMMEE, FL 34759

    $299,990525 Days on yellowkey   MLS ID: O6281398

    INCREASED by $10,000 (3.4%) on 05/13/2026

    For Sale O6281398 - 137 MAPLE DR W, KISSIMMEE, FL 34759 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1273
       Built: 2025
    Monthly Fee: $90
       Tax: $299 (2024)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,759 (change assumption)
    Mortgage ($1,644) + Fees ($90) + Taxes in 2024 ($25)


    Taxes:$299

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 8398 HAPPY TRL, KISSIMMEE, FL 34747

    $2,200,000107 Days on yellowkey   MLS ID: O6396464

    For Sale O6396464 - 8398 HAPPY TRL, KISSIMMEE, FL 34747 61 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3667
       Built: 2024
    Monthly Fee: $50
       Tax: $10,852 (2025)
    Community: Happy Trails Units 1 & 2 Unrec
    Single Family


    Estimated Monthly Payment: $13,009 (change assumption)
    Mortgage ($12,054) + Fees ($50) + Taxes in 2025 ($904)


    Taxes:$10,852

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 4017 VENETIAN BAY DR #103, KISSIMMEE, FL 34741

    $220,00074 Days on yellowkey   MLS ID: O6407344

    For Sale O6407344 - 4017 VENETIAN BAY DR #103, KISSIMMEE, FL 34741 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $499
       Tax: $3,494 (2025)
    Community: Venetian Bay Village Condo Ph 1
    Townhouse


    Estimated Monthly Payment: $1,996 (change assumption)
    Mortgage ($1,205) + Fees ($499) + Taxes in 2025 ($291)


    Taxes:$3,494

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8716 RAIN FOREST PL #A, KISSIMMEE, FL 34747

    $195,50074 Days on yellowkey   MLS ID: V4949045

    For Sale V4949045 - 8716 RAIN FOREST PL #A, KISSIMMEE, FL 34747 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1381
       Built: 1999
    Monthly Fee: $345
       Tax: $3,267 (2025)
    Community: Villas At Island Club Ph 10
    Condo


    Estimated Monthly Payment: $1,688 (change assumption)
    Mortgage ($1,071) + Fees ($345) + Taxes in 2025 ($272)


    Taxes:$3,267

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1607 TAIL FEATHER DR, KISSIMMEE, FL 34746

    $369,00074 Days on yellowkey   MLS ID: O6406573

    For Sale O6406573 - 1607 TAIL FEATHER DR, KISSIMMEE, FL 34746 52 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2301
       Built: 2003
    Monthly Fee: $175
       Tax: $6,207 (2025)
    Community: Eagles Nest At The Oaks
    Single Family


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,022) + Fees ($175) + Taxes in 2025 ($517)


    Taxes:$6,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 377 VESTRELLA DR, KISSIMMEE, FL 34759

    $329,500108 Days on yellowkey   MLS ID: S5147380

    REDUCED by $400 (0.1%) on 05/10/2026

    For Sale S5147380 - 377 VESTRELLA DR, KISSIMMEE, FL 34759 12 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1577
       Built: 2020
    Monthly Fee: $263
       Tax: $4,487 (2025)
    Community: Solivita Ph 7F
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,442 (change assumption)
    Mortgage ($1,805) + Fees ($263) + Taxes in 2025 ($374)


    Taxes:$4,487

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2362 ZABALLINA PL, KISSIMMEE, FL 34747

    $680,00090 Days on yellowkey   MLS ID: O6401597

    For Sale O6401597 - 2362 ZABALLINA PL, KISSIMMEE, FL 34747 60 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 2321
       Built: 2024
    Monthly Fee: $590
       Tax: $8,389 (2025)
    Community: Solara Ph 3 Rep
    Townhouse


    Estimated Monthly Payment: $5,015 (change assumption)
    Mortgage ($3,726) + Fees ($590) + Taxes in 2025 ($699)


    Taxes:$8,389

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 210 PENDANT CT, KISSIMMEE, FL 34747

    $527,00080 Days on yellowkey   MLS ID: O6404820

    REDUCED by $10,000 (1.9%) on 05/12/2026

    For Sale O6404820 - 210 PENDANT CT, KISSIMMEE, FL 34747 16 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2016
    Monthly Fee: $570
       Tax: $10,393 (2025)
    Community: Reunion West
    Single Family


    Estimated Monthly Payment: $4,324 (change assumption)
    Mortgage ($2,888) + Fees ($570) + Taxes in 2025 ($866)


    Taxes:$10,393

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2926 FORAKER WAY, KISSIMMEE, FL 34758

    $340,000284 Days on yellowkey   MLS ID: TB8437694

    REDUCED by $9,999 (2.9%) on 05/12/2026

    For Sale TB8437694 - 2926 FORAKER WAY, KISSIMMEE, FL 34758 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2004
    Monthly Fee: $33
       Tax: $1,532 (2024)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,863) + Fees ($33) + Taxes in 2024 ($128)


    Taxes:$1,532

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.