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Kissimmee Homes For Sale & Real Estate - 2451 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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  • 8008 SANDY TOES WAY, KISSIMMEE, FL 34747

    $675,00083 Days on yellowkey   MLS ID: S5142398

    For Sale S5142398 - 8008 SANDY TOES WAY, KISSIMMEE, FL 34747 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1410
       Built: 2020
    Monthly Fee: $600
       Tax: $7,249 (2024)
    Community: Rolling Oaks Ph 6B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,903 (change assumption)
    Mortgage ($3,699) + Fees ($600) + Taxes in 2024 ($604)


    Taxes:$7,249

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 4011 VENETIAN BAY VILLAGE #104, KISSIMMEE, FL 34741

    $220,000302 Days on yellowkey   MLS ID: O6317973

    For Sale O6317973 - 4011 VENETIAN BAY VILLAGE #104, KISSIMMEE, FL 34741 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $500
       Tax: $3,823 (2024)
    Community: Venetian Bay Vlg Condo Ph
    Condo


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,205) + Fees ($500) + Taxes in 2024 ($319)


    Taxes:$3,823

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2103 DERRINGER CT, KISSIMMEE, FL 34743

    $339,90053 Days on yellowkey   MLS ID: O6384641

    0 Days Off yellowkey (back on 4/8/2026)

    REDUCED by $20,000 (5.6%) on 04/01/2026

    For Sale O6384641 - 2103 DERRINGER CT, KISSIMMEE, FL 34743 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 1998
    Monthly Fee: $28
       Tax: $5,991 (2025)
    Community: Remington Pointe Ph 4
    Single Family


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,862) + Fees ($28) + Taxes in 2025 ($499)


    Taxes:$5,991

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 5025 WINDERMERE AVE, KISSIMMEE, FL 34746

    $519,00083 Days on yellowkey   MLS ID: S5142392

    For Sale S5142392 - 5025 WINDERMERE AVE, KISSIMMEE, FL 34746 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2019
    Monthly Fee: $544
       Tax: $7,685 (2024)
    Community: Storey Lake Ph 3
    Townhouse


    Estimated Monthly Payment: $4,028 (change assumption)
    Mortgage ($2,844) + Fees ($544) + Taxes in 2024 ($640)


    Taxes:$7,685

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5372 DIPLOMAT CT #108, KISSIMMEE, FL 34746

    $339,900276 Days on yellowkey   MLS ID: S5130596

    4 Days Off yellowkey (back on 4/8/2026)

    For Sale S5130596 - 5372 DIPLOMAT CT #108, KISSIMMEE, FL 34746 74 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1694
       Built: 2015
    Monthly Fee: $611
       Tax: $4,520 (2024)
    Community: Lucaya Village Ph 2
    Townhouse


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($1,862) + Fees ($611) + Taxes in 2024 ($377)


    Taxes:$4,520

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $459,90028 Days on yellowkey   MLS ID: O6392189

    REDUCED by $10,000 (2.1%) on 04/08/2026

    For Sale O6392189 - 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2846
       Built: 2005
    Monthly Fee: $41
       Tax: $3,538 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,520) + Fees ($41) + Taxes in 2025 ($295)


    Taxes:$3,538

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 431 CARDINAL CT, KISSIMMEE, FL 34759

    $250,00065 Days on yellowkey   MLS ID: O6380212

    0 Days Off yellowkey (back on 3/29/2026)

    For Sale O6380212 - 431 CARDINAL CT, KISSIMMEE, FL 34759 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1440
       Built: 2001
    Monthly Fee: $100
       Tax: $1,000 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,553 (change assumption)
    Mortgage ($1,370) + Fees ($100) + Taxes in 2025 ($83)


    Taxes:$1,000

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3549 SOMERSET CIR, KISSIMMEE, FL 34746

    $620,000191 Days on yellowkey   MLS ID: S5136105

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

    For Sale S5136105 - 3549 SOMERSET CIR, KISSIMMEE, FL 34746 79 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2724
       Built: 2006
    Monthly Fee: $159
       Tax: $6,806 (2025)
    Community: Bellalago Ph 2N
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,123 (change assumption)
    Mortgage ($3,397) + Fees ($159) + Taxes in 2025 ($567)


    Taxes:$6,806

    Elementary School: Bellalago Charter Academy (K-8)

    High School: None

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8501 NATURES HAMMOCK TRL, KISSIMMEE, FL 34747

    $1,250,00020 Days on yellowkey   MLS ID: S5145910

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale S5145910 - 8501 NATURES HAMMOCK TRL, KISSIMMEE, FL 34747 96 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2927
       Built: 2007   Tax: $5,516 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $7,309 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($460)


    Taxes:$5,516

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 106 BURRELL CIR, KISSIMMEE, FL 34744

    $525,00034 Days on yellowkey   MLS ID: S5145477

    For Sale S5145477 - 106 BURRELL CIR, KISSIMMEE, FL 34744 49 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3173
       Built: 1999
    Monthly Fee: $14
       Tax: $8,142 (2025)
    Community: Remington Ph 1 Tr C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,569 (change assumption)
    Mortgage ($2,877) + Fees ($14) + Taxes in 2025 ($679)


    Taxes:$8,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2921 PUERTA DEL SOL BLVD, KISSIMMEE, FL 34744

    $257,800392 Days on yellowkey   MLS ID: S5123068

    REDUCED by $9,199 (3.4%) on 04/08/2026

    For Sale S5123068 - 2921 PUERTA DEL SOL BLVD, KISSIMMEE, FL 34744 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1274
       Built: 2014
    Monthly Fee: $362
       Tax: $5,527 (2024)
    Community: Villa Sol
    Townhouse


    Estimated Monthly Payment: $2,235 (change assumption)
    Mortgage ($1,413) + Fees ($362) + Taxes in 2024 ($461)


    Taxes:$5,527

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4800 CRUSOE ST, KISSIMMEE, FL 34746

    $544,500190 Days on yellowkey   MLS ID: S5136189

    For Sale S5136189 - 4800 CRUSOE ST, KISSIMMEE, FL 34746 39 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2168
       Built: 2016
    Monthly Fee: $277
       Tax: $7,783 (2024)
    Community: Storey Lake Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,909 (change assumption)
    Mortgage ($2,983) + Fees ($277) + Taxes in 2024 ($649)


    Taxes:$7,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2018 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $300,00089 Days on yellowkey   MLS ID: O6373358

    For Sale O6373358 - 2018 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 39 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1824
       Built: 2005
    Monthly Fee: $217
       Tax: $3,979 (2025)
    Community: Cypress Lakes Twnhms Ph 2 Unit 1
    Townhouse


    Estimated Monthly Payment: $2,192 (change assumption)
    Mortgage ($1,644) + Fees ($217) + Taxes in 2025 ($332)


    Taxes:$3,979

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4004 SANTA MARIA DR #104, KISSIMMEE, FL 34741

    $259,00012 Days on yellowkey   MLS ID: O6396369

    For Sale O6396369 - 4004 SANTA MARIA DR #104, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2005
    Monthly Fee: $532
       Tax: $3,482 (2025)
    Community: Venetian Bay Village P3
    Townhouse


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,419) + Fees ($532) + Taxes in 2025 ($290)


    Taxes:$3,482

    Elementary School: Kissimmee Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2808 EAGLE CLAW CT, KISSIMMEE, FL 34746

    $344,90037 Days on yellowkey   MLS ID: O6389608

    REDUCED by $5,000 (1.4%) on 04/08/2026

    For Sale O6389608 - 2808 EAGLE CLAW CT, KISSIMMEE, FL 34746 57 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2004
    Monthly Fee: $175
       Tax: $3,460 (2025)
    Community: Eagles Nest At The Oaks
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,890) + Fees ($175) + Taxes in 2025 ($288)


    Taxes:$3,460

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 209 CIMARRON DR, KISSIMMEE, FL 34759

    $315,00015 Days on yellowkey   MLS ID: O6395162

    REDUCED by $15,000 (4.5%) on 04/08/2026

    For Sale O6395162 - 209 CIMARRON DR, KISSIMMEE, FL 34759 54 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 2022
    Monthly Fee: $100
       Tax: $3,380 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,108 (change assumption)
    Mortgage ($1,726) + Fees ($100) + Taxes in 2025 ($282)


    Taxes:$3,380

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2900 WINDMILL DR, KISSIMMEE, FL 34741

    $346,50071 Days on yellowkey   MLS ID: S5143171

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale S5143171 - 2900 WINDMILL DR, KISSIMMEE, FL 34741 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2017
    Monthly Fee: $233
       Tax: $5,328 (2025)
    Community: Tapestry Ph 2
    Townhouse


    Estimated Monthly Payment: $2,576 (change assumption)
    Mortgage ($1,899) + Fees ($233) + Taxes in 2025 ($444)


    Taxes:$5,328

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2178 COOPER BELL PL, KISSIMMEE, FL 34747

    $599,999680 Days on yellowkey   MLS ID: O6211969

    For Sale O6211969 - 2178 COOPER BELL PL, KISSIMMEE, FL 34747 56 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2294
       Built: 2020
    Monthly Fee: $611
       Tax: $6,023 (2022)
    Community: Solara Resort
    Townhouse


    Estimated Monthly Payment: $4,400 (change assumption)
    Mortgage ($3,288) + Fees ($611) + Taxes in 2022 ($502)


    Taxes:$6,023

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2022

    Middle School: West Side


  • 4613 EAGLET LN, KISSIMMEE, FL 34746

    $355,000367 Days on yellowkey   MLS ID: R4909185

    For Sale R4909185 - 4613 EAGLET LN, KISSIMMEE, FL 34746 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 1997
    Monthly Fee: $23
       Tax: $4,880 (2024)
    Community: Eagle Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,375 (change assumption)
    Mortgage ($1,945) + Fees ($23) + Taxes in 2024 ($407)


    Taxes:$4,880

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 7955 MAGNOLIA BEND CT, KISSIMMEE, FL 34747

    $520,00031 Days on yellowkey   MLS ID: O6387772

    For Sale O6387772 - 7955 MAGNOLIA BEND CT, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2618
       Built: 1999
    Monthly Fee: $54
       Tax: $7,153 (2025)
    Community: Rolling Hills Estates Unit 2 At Formosa Gardens
    Single Family


    Estimated Monthly Payment: $3,499 (change assumption)
    Mortgage ($2,849) + Fees ($54) + Taxes in 2025 ($596)


    Taxes:$7,153

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side




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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.