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Kissimmee Homes For Sale & Real Estate - 3308 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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  • 2481 WINCHESTER BLVD, KISSIMMEE, FL 34743

    $259,90010 Days on yellowkey   MLS ID: O6413677

    For Sale O6413677 - 2481 WINCHESTER BLVD, KISSIMMEE, FL 34743 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1023
       Built: 1997
    Monthly Fee: $28
       Tax: $4,605 (2025)
    Community: Remington Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,424) + Fees ($28) + Taxes in 2025 ($384)


    Taxes:$4,605

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3305 TRANQUIL TRL, KISSIMMEE, FL 34747

    $367,000111 Days on yellowkey   MLS ID: O6386555

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale O6386555 - 3305 TRANQUIL TRL, KISSIMMEE, FL 34747 42 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1360
       Built: 2023
    Monthly Fee: $198
       Tax: $4,452 (2025)
    Community: The Hub At Westside
    Townhouse


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($2,011) + Fees ($198) + Taxes in 2025 ($371)


    Taxes:$4,452

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 106 VISTA DR, KISSIMMEE, FL 34759

    $279,90024 Days on yellowkey   MLS ID: O6411500

    For Sale O6411500 - 106 VISTA DR, KISSIMMEE, FL 34759 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1786
       Built: 2004
    Monthly Fee: $441
       Tax: $2,937 (2025)
    Community: Solivita Ph 04C Sec 02
    Single Family


    Estimated Monthly Payment: $2,219 (change assumption)
    Mortgage ($1,534) + Fees ($441) + Taxes in 2025 ($245)


    Taxes:$2,937

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1933 ESTANCIA CIR, KISSIMMEE, FL 34741

    $269,000416 Days on yellowkey   MLS ID: S5125794

    For Sale S5125794 - 1933 ESTANCIA CIR, KISSIMMEE, FL 34741 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2006
    Monthly Fee: $337
       Tax: $2,409 (2024)
    Community: Villas At Estancia Condo
    Townhouse


    Estimated Monthly Payment: $2,012 (change assumption)
    Mortgage ($1,474) + Fees ($337) + Taxes in 2024 ($201)


    Taxes:$2,409

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2963 SERA BELLA WAY, KISSIMMEE, FL 34744

    $500,000104 Days on yellowkey   MLS ID: S5144389

    REDUCED by $15,000 (2.9%) on 06/05/2026

    For Sale S5144389 - 2963 SERA BELLA WAY, KISSIMMEE, FL 34744 68 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 2016
    Monthly Fee: $120
       Tax: $5,072 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,282 (change assumption)
    Mortgage ($2,740) + Fees ($120) + Taxes in 2025 ($423)


    Taxes:$5,072

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 154 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743

    $402,00024 Days on yellowkey   MLS ID: O6411797

    INCREASED by $12,500 (3.2%) on 06/19/2026

    For Sale O6411797 - 154 HIDDEN SPRINGS CIR, KISSIMMEE, FL 34743 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1563
       Built: 1990   Tax: $5,071 (2025)
    Community: Cypress Lakes Ph 3
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,203) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8912 RHODES ST, KISSIMMEE, FL 34747

    $520,00060 Days on yellowkey   MLS ID: S5148044

    SHORT SALE S5148044 - 8912 RHODES ST, KISSIMMEE, FL 34747 93 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2016
    Monthly Fee: $607
       Tax: $10,299 (2025)
    Community: Windsor At Westside Ph 1
    Single Family


    Estimated Monthly Payment: $4,314 (change assumption)
    Mortgage ($2,849) + Fees ($607) + Taxes in 2025 ($858)


    Taxes:$10,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2291 RIO GRANDE CANYON LOOP, KISSIMMEE, FL 34759

    $420,00034 Days on yellowkey   MLS ID: O6408909

    For Sale O6408909 - 2291 RIO GRANDE CANYON LOOP, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2790
       Built: 2006
    Monthly Fee: $80
       Tax: $2,049 (2025)
    Community: Poinciana Villages
    Single Family


    Estimated Monthly Payment: $2,552 (change assumption)
    Mortgage ($2,301) + Fees ($80) + Taxes in 2025 ($171)


    Taxes:$2,049

    Elementary School: Laurel Elementary

    High School: None

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2304 SILVER PALM DR #103, KISSIMMEE, FL 34747

    $220,00020 Days on yellowkey   MLS ID: S5150409

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale S5150409 - 2304 SILVER PALM DR #103, KISSIMMEE, FL 34747 42 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1268
       Built: 2003
    Monthly Fee: $337
       Tax: $3,410 (2025)
    Community: Wyndham Palms
    Condo


    Estimated Monthly Payment: $1,827 (change assumption)
    Mortgage ($1,205) + Fees ($337) + Taxes in 2025 ($284)


    Taxes:$3,410

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2721 BOOKMARK DR, KISSIMMEE, FL 34746

    $790,00044 Days on yellowkey   MLS ID: O6405337

    For Sale O6405337 - 2721 BOOKMARK DR, KISSIMMEE, FL 34746 55 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2019
    Monthly Fee: $304
       Tax: $10,015 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,467 (change assumption)
    Mortgage ($4,329) + Fees ($304) + Taxes in 2025 ($835)


    Taxes:$10,015

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8931 SHINE DR, KISSIMMEE, FL 34747

    $271,50097 Days on yellowkey   MLS ID: S5145939

    For Sale S5145939 - 8931 SHINE DR, KISSIMMEE, FL 34747 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2018
    Monthly Fee: $485
       Tax: $3,860 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,294 (change assumption)
    Mortgage ($1,488) + Fees ($485) + Taxes in 2025 ($322)


    Taxes:$3,860

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3207 OYSTER LN, KISSIMMEE, FL 34747

    $269,00097 Days on yellowkey   MLS ID: S5145909

    REDUCED by $1,000 (0.4%) on 06/19/2026

    For Sale S5145909 - 3207 OYSTER LN, KISSIMMEE, FL 34747 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2017   Tax: $3,973 (2025)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $1,805 (change assumption)
    Mortgage ($1,474) + Taxes in 2025 ($331)


    Taxes:$3,973

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $209,9906 Days on yellowkey   MLS ID: O6417178

    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: $1,713 (change assumption)
    Mortgage ($1,151) + 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


  • 708 DEL RIO WAY, KISSIMMEE, FL 34758

    $249,90090 Days on yellowkey   MLS ID: O6390514

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale O6390514 - 708 DEL RIO WAY, KISSIMMEE, FL 34758 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1286
       Built: 1989
    Monthly Fee: $100
       Tax: $3,563 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,766 (change assumption)
    Mortgage ($1,369) + Fees ($100) + Taxes in 2025 ($297)


    Taxes:$3,563

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 429 BROOKFIELD DR, KISSIMMEE, FL 34758

    $340,000100 Days on yellowkey   MLS ID: C7523267

    REDUCED by $10,000 (2.9%) on 04/16/2026

    For Sale C7523267 - 429 BROOKFIELD DR, KISSIMMEE, FL 34758 15 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2105
       Built: 2021
    Monthly Fee: $100
       Tax: $4,970 (2025)
    Community: Poinciana Village 02
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($414)


    Taxes:$4,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1569 RESOLUTE ST, KISSIMMEE, FL 34747

    $945,0005 Days on yellowkey   MLS ID: O6415700

    For Sale O6415700 - 1569 RESOLUTE ST, KISSIMMEE, FL 34747 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2585
       Built: 2016
    Monthly Fee: $294
       Tax: $8,490 (2025)
    Community: Celebration South Village Unit 4 Rep 3
    Single Family


    Estimated Monthly Payment: $6,179 (change assumption)
    Mortgage ($5,178) + Fees ($294) + Taxes in 2025 ($707)


    Taxes:$8,490

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 4840 KINGSTON CIR, KISSIMMEE, FL 34746

    $475,0004 Days on yellowkey   MLS ID: O6417652

    For Sale O6417652 - 4840 KINGSTON CIR, KISSIMMEE, FL 34746 52 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 2441
       Built: 1990
    Monthly Fee: $38
       Tax: $2,304 (2025)
    Community: Montego Bay
    Single Family


    Estimated Monthly Payment: $2,833 (change assumption)
    Mortgage ($2,603) + Fees ($38) + Taxes in 2025 ($192)


    Taxes:$2,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8033 ACADIA ESTATES CT, KISSIMMEE, FL 34747

    $500,000153 Days on yellowkey   MLS ID: O6375082

    REDUCED by $15,000 (2.9%) on 06/19/2026

    For Sale O6375082 - 8033 ACADIA ESTATES CT, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 2005
    Monthly Fee: $445
       Tax: $7,396 (2024)
    Community: Wyndham Pointe / Acadia Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,801 (change assumption)
    Mortgage ($2,740) + Fees ($445) + Taxes in 2024 ($616)


    Taxes:$7,396

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3410 OAKMONT CT, KISSIMMEE, FL 34746

    $484,00087 Days on yellowkey   MLS ID: O6393204

    REDUCED by $15,000 (3.0%) on 06/18/2026

    For Sale O6393204 - 3410 OAKMONT CT, KISSIMMEE, FL 34746 70 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2003
    Monthly Fee: $365
       Tax: $5,296 (2025)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $3,458 (change assumption)
    Mortgage ($2,652) + Fees ($365) + Taxes in 2025 ($441)


    Taxes:$5,296

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • KISSIMMEE, FL 34747

    $610,00010 Days on yellowkey   MLS ID: O6413930

    For Sale O6413930 - KISSIMMEE, FL 34747 63 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 2297
       Built: 2006
    Monthly Fee: $572
       Tax: $6,546 (2025)
    Community: Windsor Hills Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,460 (change assumption)
    Mortgage ($3,342) + Fees ($572) + Taxes in 2025 ($545)


    Taxes:$6,546

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8




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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.