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Kissimmee Homes For Sale & Real Estate - 3201 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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  • 1010 VAN LIEU ST, KISSIMMEE, FL 34744

    $324,50016 Days on yellowkey   MLS ID: O6409485

    REDUCED by $25,000 (7.2%) on 06/04/2026

    For Sale O6409485 - 1010 VAN LIEU ST, KISSIMMEE, FL 34744 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 1986   Tax: $3,618 (2025)
    Community: Kissimmee Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,778) + Taxes in 2025 ($302)


    Taxes:$3,618

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1933 BELLKNOLL LN, KISSIMMEE, FL 34744

    $429,0004 Days on yellowkey   MLS ID: O6411567

    For Sale O6411567 - 1933 BELLKNOLL LN, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $11
       Tax: $6,080 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,351) + Fees ($11) + Taxes in 2025 ($507)


    Taxes:$6,080

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 2219 SAN VITTORINO CIR #107, KISSIMMEE, FL 34741

    $210,00015 Days on yellowkey   MLS ID: TB8510395

    INCREASED by $16,860 (8.7%) on 06/04/2026

    For Sale TB8510395 - 2219 SAN VITTORINO CIR #107, KISSIMMEE, FL 34741 41 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $517
       Tax: $4,082 (2025)
    Community: Venetian Bay Vlgs Ph 01
    Condo


    Estimated Monthly Payment: $2,008 (change assumption)
    Mortgage ($1,151) + Fees ($517) + Taxes in 2025 ($340)


    Taxes:$4,082

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744

    $370,0004 Days on yellowkey   MLS ID: S5150771

    For Sale S5150771 - 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1967   Tax: $1,767 (2025)
    Community: Cadillac Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($147)


    Taxes:$1,767

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1111 CHICHESTER CT, KISSIMMEE, FL 34758

    $299,99074 Days on yellowkey   MLS ID: O6392231

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6392231 - 1111 CHICHESTER CT, KISSIMMEE, FL 34758 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2204
       Built: 2004
    Monthly Fee: $100
       Tax: $4,340 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,644) + Fees ($100) + Taxes in 2025 ($362)


    Taxes:$4,340

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4239 CURACAO PL, KISSIMMEE, FL 34758

    $235,990219 Days on yellowkey   MLS ID: O6356226

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

    REDUCED by $7,000 (2.9%) on 06/01/2026

    For Sale O6356226 - 4239 CURACAO PL, KISSIMMEE, FL 34758 10 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1562
       Built: 2025
    Monthly Fee: $465

    Community: Westview 27 Villas
    Villa


    Estimated Monthly Payment: $1,758 (change assumption)
    Mortgage ($1,293) + Fees ($465) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3049 CHROMATIC ST, KISSIMMEE, FL 34758

    $276,87029 Days on yellowkey   MLS ID: O6405677

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

    REDUCED by $5,000 (1.8%) on 06/01/2026

    For Sale O6405677 - 3049 CHROMATIC ST, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1689
       Built: 2026
    Monthly Fee: $230

    Community: Westview 22 Th
    Townhouse


    Estimated Monthly Payment: $1,747 (change assumption)
    Mortgage ($1,517) + Fees ($230) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2571 SKYLINE LOOP, KISSIMMEE, FL 34758

    $271,7201 Day on yellowkey   MLS ID: O6413432

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

    For Sale O6413432 - 2571 SKYLINE LOOP, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2026
    Monthly Fee: $230

    Community: Westview 22 Th
    Townhouse


    Estimated Monthly Payment: $1,719 (change assumption)
    Mortgage ($1,489) + Fees ($230) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2739 N POINCIANA BLVD #71, KISSIMMEE, FL 34746

    $175,00016 Days on yellowkey   MLS ID: O6409625

    REDUCED by $10,000 (5.4%) on 06/04/2026

    For Sale O6409625 - 2739 N POINCIANA BLVD #71, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1990
    Monthly Fee: $545
       Tax: $2,856 (2025)
    Community: Villas At Somerset The
    Condo


    Estimated Monthly Payment: $1,742 (change assumption)
    Mortgage ($959) + Fees ($545) + Taxes in 2025 ($238)


    Taxes:$2,856

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2121 AVIAN LOOP, KISSIMMEE, FL 34741

    $470,00070 Days on yellowkey   MLS ID: S5146340

    REDUCED by $15,000 (3.1%) on 06/04/2026

    For Sale S5146340 - 2121 AVIAN LOOP, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2020
    Monthly Fee: $211
       Tax: $8,299 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,478 (change assumption)
    Mortgage ($2,575) + Fees ($211) + Taxes in 2025 ($692)


    Taxes:$8,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1816 STARGAZER TRL, KISSIMMEE, FL 34758

    $400,0001 Day on yellowkey   MLS ID: S5151138

    For Sale S5151138 - 1816 STARGAZER TRL, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 2012
    Monthly Fee: $133
       Tax: $2,744 (2025)
    Community: Brighton Landings Ph 2
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,192) + Fees ($133) + Taxes in 2025 ($229)


    Taxes:$2,744

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8553 BAY LILLY LOOP, KISSIMMEE, FL 34747

    $278,8901 Day on yellowkey   MLS ID: O6412829

    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


  • 1601 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $365,0001 Day on yellowkey   MLS ID: O6413325

    For Sale O6413325 - 1601 MOHEGAN BLVD, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 2014
    Monthly Fee: $164
       Tax: $3,207 (2025)
    Community: Heritage Run
    Single Family


    Estimated Monthly Payment: $2,431 (change assumption)
    Mortgage ($2,000) + Fees ($164) + Taxes in 2025 ($267)


    Taxes:$3,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 112 HARWOOD CIR, KISSIMMEE, FL 34744

    $498,9001 Day on yellowkey   MLS ID: S5151002

    For Sale S5151002 - 112 HARWOOD CIR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 1998
    Monthly Fee: $38
       Tax: $7,523 (2025)
    Community: Remington Ph 1 Tr D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,734) + Fees ($38) + Taxes in 2025 ($627)


    Taxes:$7,523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1255 WISPY CYPRESS DR, KISSIMMEE, FL 34746

    $375,0001 Day on yellowkey   MLS ID: V4948931

    For Sale V4948931 - 1255 WISPY CYPRESS DR, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1918
       Built: 2022
    Monthly Fee: $355
       Tax: $4,397 (2025)
    Community: Cypress Hammock Ph 1
    Townhouse


    Estimated Monthly Payment: $2,776 (change assumption)
    Mortgage ($2,055) + Fees ($355) + Taxes in 2025 ($366)


    Taxes:$4,397

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4871 FELLS COVE AVE, KISSIMMEE, FL 34744

    $435,0001 Day on yellowkey   MLS ID: A4695870

    For Sale A4695870 - 4871 FELLS COVE AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2603
       Built: 2005
    Monthly Fee: $53
       Tax: $6,313 (2025)
    Community: Fells Cove Units 3-4 Ph 2
    Single Family


    Estimated Monthly Payment: $2,963 (change assumption)
    Mortgage ($2,384) + Fees ($53) + Taxes in 2025 ($526)


    Taxes:$6,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5588 DENNERY BAY RD, KISSIMMEE, FL 34758

    $386,7801 Day 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


  • 121 S ROMA WAY, KISSIMMEE, FL 34746

    $350,0001 Day on yellowkey   MLS ID: R4911375

    For Sale R4911375 - 121 S ROMA WAY, KISSIMMEE, FL 34746 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1740
       Built: 2001
    Monthly Fee: $5
       Tax: $5,082 (2025)
    Community: Indian Point Ph 7
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($1,918) + Fees ($5) + Taxes in 2025 ($424)


    Taxes:$5,082

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 5441 CROWN POINT RD, KISSIMMEE, FL 34758

    $362,8291 Day on yellowkey   MLS ID: O6413061

    For Sale O6413061 - 5441 CROWN POINT RD, KISSIMMEE, FL 34758 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 2026
    Monthly Fee: $75

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,988) + Fees ($75) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746

    $425,0002 Days on yellowkey   MLS ID: O6412507

    For Sale O6412507 - 156 BAREFOOT BEACH WAY, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2004
    Monthly Fee: $100
       Tax: $5,728 (2025)
    Community: Terra Verde Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($477)


    Taxes:$5,728

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None




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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.