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Kissimmee Villas For Sale - 28 villas

Kissimmee villas for sale are located in Osceola County, Florida. Find villas in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Kissimmee villas.

Location: Kissimmee

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  • 1999 KEY BAY TRL, KISSIMMEE, FL 34747

    $429,9806 Days on yellowkey   MLS ID: O6396388

    For Sale O6396388 - 1999 KEY BAY TRL, KISSIMMEE, FL 34747 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1557
       Built: 2023
    Monthly Fee: $480
       Tax: $6,794 (2025)
    Community: Four Seasons At Orlando Ph 4B
    Villa


    Estimated Monthly Payment: $3,402 (change assumption)
    Mortgage ($2,356) + Fees ($480) + Taxes in 2025 ($566)


    Taxes:$6,794

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1746 CORIANDER DR, KISSIMMEE, FL 34759

    $199,99962 Days on yellowkey   MLS ID: S5143767

    For Sale S5143767 - 1746 CORIANDER DR, KISSIMMEE, FL 34759 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1050
       Built: 2026
    Monthly Fee: $270
       Tax: $330 (2025)
    Community: Tuscany Preserve Ph 03
    Villa


    Estimated Monthly Payment: $1,393 (change assumption)
    Mortgage ($1,096) + Fees ($270) + Taxes in 2025 ($28)


    Taxes:$330

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4254 ST THOMAS WAY, KISSIMMEE, FL 34758

    $257,54070 Days on yellowkey   MLS ID: O6379850

    For Sale O6379850 - 4254 ST THOMAS WAY, KISSIMMEE, FL 34758 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1562
       Built: 2026
    Monthly Fee: $429

    Community: Westview 27 Villas
    Villa


    Estimated Monthly Payment: $1,840 (change assumption)
    Mortgage ($1,411) + Fees ($429) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • KISSIMMEE, FL 34759

    $177,99062 Days on yellowkey   MLS ID: O6381419

    For Sale O6381419 - KISSIMMEE, FL 34759 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 923
       Built: 2010
    Monthly Fee: $180
       Tax: $2,593 (2025)
    Community: Tuscany Preserve Ph 03
    Villa


    Estimated Monthly Payment: $1,371 (change assumption)
    Mortgage ($975) + Fees ($180) + Taxes in 2025 ($216)


    Taxes:$2,593

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4249 CURACAO PL, KISSIMMEE, FL 34758

    $271,540161 Days on yellowkey   MLS ID: O6358206

    1 Days Off yellowkey (back on 4/13/2026)

    INCREASED by $2,000 (0.7%) on 04/09/2026

    For Sale O6358206 - 4249 CURACAO PL, KISSIMMEE, FL 34758 30 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: $1,953 (change assumption)
    Mortgage ($1,488) + Fees ($465) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3461 FALLBROOK DR, KISSIMMEE, FL 34759

    $300,0006 Days on yellowkey   MLS ID: OM722330

    For Sale OM722330 - 3461 FALLBROOK DR, KISSIMMEE, FL 34759 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1499
       Built: 2018
    Monthly Fee: $191
       Tax: $4,533 (2025)
    Community: Solivita
    Villa


    Estimated Monthly Payment: $2,213 (change assumption)
    Mortgage ($1,644) + Fees ($191) + Taxes in 2025 ($378)


    Taxes:$4,533

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 441 PRESTWICK PL, KISSIMMEE, FL 34759

    $175,0009 Days on yellowkey   MLS ID: O6396306

    For Sale O6396306 - 441 PRESTWICK PL, KISSIMMEE, FL 34759 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 921
       Built: 1989
    Monthly Fee: $360
       Tax: $1,665 (2025)
    Community: Golf Villas Ii/Poinciana
    Villa


    Estimated Monthly Payment: $1,458 (change assumption)
    Mortgage ($959) + Fees ($360) + Taxes in 2025 ($139)


    Taxes:$1,665

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2123 ST MARTEEN CT, KISSIMMEE, FL 34741

    $205,00039 Days on yellowkey   MLS ID: O6387879

    For Sale O6387879 - 2123 ST MARTEEN CT, KISSIMMEE, FL 34741 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 991
       Built: 1989
    Monthly Fee: $278
       Tax: $312 (2025)
    Community: Caribbean Villas Condo Ph A-F
    Villa


    Estimated Monthly Payment: $1,427 (change assumption)
    Mortgage ($1,123) + Fees ($278) + Taxes in 2025 ($26)


    Taxes:$312

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 4103 SPITFIRE AVE, KISSIMMEE, FL 34741

    $205,00023 Days on yellowkey   MLS ID: O6384633

    REDUCED by $10,000 (4.7%) on 04/12/2026

    For Sale O6384633 - 4103 SPITFIRE AVE, KISSIMMEE, FL 34741 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1984
    Monthly Fee: $62
       Tax: $2,566 (2025)
    Community: Waterway Village
    Villa


    Estimated Monthly Payment: $1,399 (change assumption)
    Mortgage ($1,123) + Fees ($62) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2340 PALM TREE DR, KISSIMMEE, FL 34759

    $330,0009 Days on yellowkey   MLS ID: O6395972

    For Sale O6395972 - 2340 PALM TREE DR, KISSIMMEE, FL 34759 46 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2272
       Built: 2007
    Monthly Fee: $292
       Tax: $5,319 (2025)
    Community: Solivita Ph 5F
    Villa


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($1,808) + Fees ($292) + Taxes in 2025 ($443)


    Taxes:$5,319

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 38 LAKE VILLA WAY, KISSIMMEE, FL 34743

    $234,50061 Days on yellowkey   MLS ID: O6380755

    REDUCED by $500 (0.2%) on 03/31/2026

    For Sale O6380755 - 38 LAKE VILLA WAY, KISSIMMEE, FL 34743 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 992
       Built: 1981
    Monthly Fee: $122
       Tax: $3,274 (2025)
    Community: Bvl Unit 1
    Villa


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,285) + Fees ($122) + Taxes in 2025 ($273)


    Taxes:$3,274

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 635 LAKE MARION GOLF RESORT, KISSIMMEE, FL 34759

    $125,00012 Days on yellowkey   MLS ID: S5146954

    For Sale S5146954 - 635 LAKE MARION GOLF RESORT, KISSIMMEE, FL 34759 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 784
       Built: 2001   Tax: $1,865 (2025)
    Community: Lake Marion Golf Resort
    Villa


    Estimated Monthly Payment: $840 (change assumption)
    Mortgage ($685) + Taxes in 2025 ($155)


    Taxes:$1,865

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 7637 SAND PIERRE COURT, KISSIMMEE, FL 34747

    $425,00070 Days on yellowkey   MLS ID: O6379571

    REDUCED by $19,900 (4.5%) on 04/06/2026

    For Sale O6379571 - 7637 SAND PIERRE COURT, KISSIMMEE, FL 34747 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1557
       Built: 2022
    Monthly Fee: $480
       Tax: $8,806 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Spa: No

    Villa


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($2,329) + Fees ($480) + Taxes in 2025 ($734)


    Taxes:$8,806

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2031 KEY BAY TRL, KISSIMMEE, FL 34747

    $313,000117 Days on yellowkey   MLS ID: G5105687

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

    For Sale G5105687 - 2031 KEY BAY TRL, KISSIMMEE, FL 34747 46 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1557
       Built: 2023
    Monthly Fee: $480
       Tax: $7,844 (2024)
    Community: Four Seasons At Orlando Ph 4B
    Villa


    Estimated Monthly Payment: $2,849 (change assumption)
    Mortgage ($1,715) + Fees ($480) + Taxes in 2024 ($654)


    Taxes:$7,844

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1991 KEY BAY TRL, KISSIMMEE, FL 34747

    $296,901218 Days on yellowkey   MLS ID: TB8421378

    For Sale TB8421378 - 1991 KEY BAY TRL, KISSIMMEE, FL 34747 45 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 2023
    Monthly Fee: $456
       Tax: $8,564 (2024)
    Community: Four Seasons At Orlando Ph 4B
    Villa


    Estimated Monthly Payment: $2,796 (change assumption)
    Mortgage ($1,627) + Fees ($456) + Taxes in 2024 ($714)


    Taxes:$8,564

    Elementary School: Celebration K-8

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Celebration K-8


  • 54 W MARBRISA WAY, KISSIMMEE, FL 34743

    $219,90014 Days on yellowkey   MLS ID: O6394076

    For Sale O6394076 - 54 W MARBRISA WAY, KISSIMMEE, FL 34743 41 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 750
       Built: 1982
    Monthly Fee: $75
       Tax: $2,654 (2025)
    Community: Marbrisa Villas
    Villa


    Estimated Monthly Payment: $1,501 (change assumption)
    Mortgage ($1,205) + Fees ($75) + Taxes in 2025 ($221)


    Taxes:$2,654

    Elementary School: Cypress Elem (K 6)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2316 PALM TREE DR, KISSIMMEE, FL 34759

    $298,50098 Days on yellowkey   MLS ID: S5141190

    REDUCED by $5,500 (1.8%) on 03/31/2026

    For Sale S5141190 - 2316 PALM TREE DR, KISSIMMEE, FL 34759 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1539
       Built: 2007
    Monthly Fee: $458
       Tax: $4,749 (2025)
    Community: Solivita Ph 05F
    Villa


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($1,636) + Fees ($458) + Taxes in 2025 ($396)


    Taxes:$4,749

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4239 CURACAO PL, KISSIMMEE, FL 34758

    $270,540168 Days on yellowkey   MLS ID: O6356226

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

    For Sale O6356226 - 4239 CURACAO PL, KISSIMMEE, FL 34758 30 photos

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

    Community: Westview 27 Villas
    Villa


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,482) + Fees ($465) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1911 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $370,00071 Days on yellowkey   MLS ID: O6378988

    For Sale O6378988 - 1911 SPRING SHOWER CIR, KISSIMMEE, FL 34744 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1579
       Built: 2024
    Monthly Fee: $220
       Tax: $6,234 (2025)
    Community: Tohoqua Reserve
    Villa


    Estimated Monthly Payment: $2,767 (change assumption)
    Mortgage ($2,027) + Fees ($220) + Taxes in 2025 ($520)


    Taxes:$6,234

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1648 CUMIN DR, KISSIMMEE, FL 34759

    $190,900560 Days on yellowkey   MLS ID: O6245065

    1 Days Off yellowkey (back on 1/30/2026)

    For Sale O6245065 - 1648 CUMIN DR, KISSIMMEE, FL 34759 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1055
       Built: 2024
    Monthly Fee: $155
       Tax: $302 (2023)
    Community: Tuscany Preserve Ph 03
    Villa


    Estimated Monthly Payment: $1,226 (change assumption)
    Mortgage ($1,046) + Fees ($155) + Taxes in 2023 ($25)


    Taxes:$302

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


12


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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.