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Kissimmee Homes For Sale & Real Estate - 2508 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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  • 2813 BOOKMARK DR, KISSIMMEE, FL 34746

    $700,00031 Days on yellowkey   MLS ID: O6387506

    For Sale O6387506 - 2813 BOOKMARK DR, KISSIMMEE, FL 34746 24 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2020
    Monthly Fee: $556
       Tax: $10,077 (2025)
    Community: Cove At Storey Lake Ii
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,231 (change assumption)
    Mortgage ($3,836) + Fees ($556) + Taxes in 2025 ($840)


    Taxes:$10,077

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2109 WOODSEDGE DR, KISSIMMEE, FL 34746

    $330,00066 Days on yellowkey   MLS ID: S5142691

    For Sale S5142691 - 2109 WOODSEDGE DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2004
    Monthly Fee: $87
       Tax: $4,497 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,808) + Fees ($87) + Taxes in 2025 ($375)


    Taxes:$4,497

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3444 BELLISSIMO AVE, KISSIMMEE, FL 34746

    $290,0002 Days on yellowkey   MLS ID: O6398509

    For Sale O6398509 - 3444 BELLISSIMO AVE, KISSIMMEE, FL 34746 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2019
       Built: 2020
    Monthly Fee: $273
       Tax: $2,181 (2025)
    Community: Bella Parc Twnhms
    Townhouse


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,589) + Fees ($273) + Taxes in 2025 ($182)


    Taxes:$2,181

    Elementary School: None

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2823 DRIFTING LILLY LOOP, KISSIMMEE, FL 34747

    $390,000274 Days on yellowkey   MLS ID: S5131113

    3 Days Off yellowkey (back on 3/30/2026)

    For Sale S5131113 - 2823 DRIFTING LILLY LOOP, KISSIMMEE, FL 34747 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1852
       Built: 1997
    Monthly Fee: $90
       Tax: $5,179 (2024)
    Community: Oak Island Harbor At Formosa Gardens
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,137) + Fees ($90) + Taxes in 2024 ($432)


    Taxes:$5,179

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3138 W BRITANNIA BLVD #C, KISSIMMEE, FL 34747

    $285,0003 Days on yellowkey   MLS ID: S5147692

    For Sale S5147692 - 3138 W BRITANNIA BLVD #C, KISSIMMEE, FL 34747 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1381
       Built: 2000
    Monthly Fee: $545
       Tax: $3,482 (2025)
    Community: Villas At Island Club Ph 2 Bldg P
    Condo


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($1,562) + Fees ($545) + Taxes in 2025 ($290)


    Taxes:$3,482

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2749 N POINCIANA BLVD #15, KISSIMMEE, FL 34746

    $215,0003 Days on yellowkey   MLS ID: S5147696

    For Sale S5147696 - 2749 N POINCIANA BLVD #15, KISSIMMEE, FL 34746 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1990
    Monthly Fee: $545
       Tax: $2,844 (2025)
    Community: Villas At Somerset The
    Condo


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,178) + Fees ($545) + Taxes in 2025 ($237)


    Taxes:$2,844

    Elementary School: Westside Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 4802 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $415,00080 Days on yellowkey   MLS ID: O6377319

    For Sale O6377319 - 4802 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2004
    Monthly Fee: $175
       Tax: $6,653 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,003 (change assumption)
    Mortgage ($2,274) + Fees ($175) + Taxes in 2025 ($554)


    Taxes:$6,653

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2814 OSPREY COVE PL #104, KISSIMMEE, FL 34746

    $210,00081 Days on yellowkey   MLS ID: G5106891

    For Sale G5106891 - 2814 OSPREY COVE PL #104, KISSIMMEE, FL 34746 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1136
       Built: 1998
    Monthly Fee: $250
       Tax: $3,316 (2025)
    Community: Osprey Cove At The Oaks Condo Ph 5
    Condo


    Estimated Monthly Payment: $1,677 (change assumption)
    Mortgage ($1,151) + Fees ($250) + Taxes in 2025 ($276)


    Taxes:$3,316

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1779 RED CANYON DR, KISSIMMEE, FL 34744

    $340,00081 Days on yellowkey   MLS ID: S5142388

    For Sale S5142388 - 1779 RED CANYON DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2021
    Monthly Fee: $84
       Tax: $5,092 (2025)
    Community: Kindred Ph 1Fb
    Townhouse


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,863) + Fees ($84) + Taxes in 2025 ($424)


    Taxes:$5,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2328 SALTY WINDS WAY, KISSIMMEE, FL 34747

    $790,0003 Days on yellowkey   MLS ID: O6395628

    For Sale O6395628 - 2328 SALTY WINDS WAY, KISSIMMEE, FL 34747 77 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2987
       Built: 2025
    Monthly Fee: $718
       Tax: $2,581 (2025)
    Community: Solara Ph 3 Rep
    Single Family


    Estimated Monthly Payment: $5,262 (change assumption)
    Mortgage ($4,329) + Fees ($718) + Taxes in 2025 ($215)


    Taxes:$2,581

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2319 LILY PAD LN, KISSIMMEE, FL 34743

    $344,5004 Days on yellowkey   MLS ID: A4689900

    For Sale A4689900 - 2319 LILY PAD LN, KISSIMMEE, FL 34743 22 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1704
       Built: 1999
    Monthly Fee: $31
       Tax: $1,481 (2025)
    Community: Shannon Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $2,042 (change assumption)
    Mortgage ($1,888) + Fees ($31) + Taxes in 2025 ($123)


    Taxes:$1,481

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 613 STILL ST, KISSIMMEE, FL 34744

    $228,80024 Days on yellowkey   MLS ID: A4687344

    REDUCED by $200 (0.1%) on 04/15/2026

    For Sale A4687344 - 613 STILL ST, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1410
       Built: 1959   Tax: $2,485 (2025)
    Community: Marydia
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,254) + Taxes in 2025 ($207)


    Taxes:$2,485

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 685 EAGLE POINTE S, KISSIMMEE, FL 34746

    $359,00042 Days on yellowkey   MLS ID: A4685123

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale A4685123 - 685 EAGLE POINTE S, KISSIMMEE, FL 34746 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2001   Tax: $289 (2025)
    Community: Eagle Pointe Ph 4
    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,967) + Taxes in 2025 ($24)


    Taxes:$289

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3016 STILLWATER DR, KISSIMMEE, FL 34743

    $429,00024 Days on yellowkey   MLS ID: O6393174

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6393174 - 3016 STILLWATER DR, KISSIMMEE, FL 34743 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2267
       Built: 1993
    Monthly Fee: $25
       Tax: $3,536 (2025)
    Community: Bridgewater
    Single Family


    Estimated Monthly Payment: $2,670 (change assumption)
    Mortgage ($2,351) + Fees ($25) + Taxes in 2025 ($295)


    Taxes:$3,536

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $339,9008 Days on yellowkey   MLS ID: S5147475

    For Sale S5147475 - 1838 TOHOQUA BLVD, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2023
    Monthly Fee: $126
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($1,862) + Fees ($126) + Taxes in 2025 ($523)


    Taxes:$6,276

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2300 PAINTER LN, KISSIMMEE, FL 34741

    $395,00063 Days on yellowkey   MLS ID: O6382119

    For Sale O6382119 - 2300 PAINTER LN, KISSIMMEE, FL 34741 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 2016
    Monthly Fee: $304
       Tax: $5,420 (2025)
    Community: Cypress Reserve Villas
    Townhouse


    Estimated Monthly Payment: $2,920 (change assumption)
    Mortgage ($2,164) + Fees ($304) + Taxes in 2025 ($452)


    Taxes:$5,420

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3000 MAINGATE LN #421, KISSIMMEE, FL 34747

    $65,0003 Days on yellowkey   MLS ID: G5111008

    For Sale G5111008 - 3000 MAINGATE LN #421, KISSIMMEE, FL 34747 58 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 304
       Built: 1998
    Monthly Fee: $450
       Tax: $872 (2025)
    Community: Meridian Palms Comm Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $879 (change assumption)
    Mortgage ($356) + Fees ($450) + Taxes in 2025 ($73)


    Taxes:$872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8825 KENSINGTON CT, KISSIMMEE, FL 34747

    $449,90017 Days on yellowkey   MLS ID: O6395327

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6395327 - 8825 KENSINGTON CT, KISSIMMEE, FL 34747 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2361
       Built: 1997   Tax: $6,584 (2025)
    Community: Lindfields Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($2,465) + Taxes in 2025 ($549)


    Taxes:$6,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2506 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $520,0007 Days on yellowkey   MLS ID: O6398097

    For Sale O6398097 - 2506 VOLUNTEER AVE, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3199
       Built: 2019
    Monthly Fee: $7
       Tax: $9,289 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($2,849) + Fees ($7) + Taxes in 2025 ($774)


    Taxes:$9,289

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3104 MANDOLIN DR, KISSIMMEE, FL 34744

    $465,0003 Days on yellowkey   MLS ID: S5147810

    For Sale S5147810 - 3104 MANDOLIN DR, KISSIMMEE, FL 34744 75 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 2007
    Monthly Fee: $83
       Tax: $3,388 (2025)
    Community: Turnberry Resv U2
    Single Family


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,548) + Fees ($83) + Taxes in 2025 ($282)


    Taxes:$3,388

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle




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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.