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Kissimmee Homes For Sale & Real Estate - 2681 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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  • 2926 FORAKER WAY, KISSIMMEE, FL 34758

    $349,999191 Days on yellowkey   MLS ID: TB8437694

    REDUCED by $4,001 (1.1%) on 04/08/2026

    For Sale TB8437694 - 2926 FORAKER WAY, KISSIMMEE, FL 34758 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2004
    Monthly Fee: $33
       Tax: $1,532 (2024)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,078 (change assumption)
    Mortgage ($1,918) + Fees ($33) + Taxes in 2024 ($128)


    Taxes:$1,532

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2103 DERRINGER CT, KISSIMMEE, FL 34743

    $339,90060 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

    $519,00090 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

    $339,900283 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


  • 3549 SOMERSET CIR, KISSIMMEE, FL 34746

    $620,000198 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

    $1,250,00027 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


  • 2921 PUERTA DEL SOL BLVD, KISSIMMEE, FL 34744

    $257,800399 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

    $544,500197 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


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

    $259,00019 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


  • 209 CIMARRON DR, KISSIMMEE, FL 34759

    $315,00022 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

    $346,50078 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

    $599,999687 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

    $355,000374 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

    $520,00038 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


  • 2561 MONTEGO BAY BLVD, KISSIMMEE, FL 34746

    $595,00050 Days on yellowkey   MLS ID: O6386928

    For Sale O6386928 - 2561 MONTEGO BAY BLVD, KISSIMMEE, FL 34746 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 1990
    Monthly Fee: $38
       Tax: $6,955 (2025)
    Community: Montego Bay
    Single Family


    Estimated Monthly Payment: $3,878 (change assumption)
    Mortgage ($3,260) + Fees ($38) + Taxes in 2025 ($580)


    Taxes:$6,955

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1822 BERING RD, KISSIMMEE, FL 34759

    $325,00041 Days on yellowkey   MLS ID: G5109241

    REDUCED by $20,000 (5.8%) on 04/08/2026

    For Sale G5109241 - 1822 BERING RD, KISSIMMEE, FL 34759 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1496
       Built: 2023
    Monthly Fee: $23
       Tax: $3,641 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,107 (change assumption)
    Mortgage ($1,781) + Fees ($23) + Taxes in 2025 ($303)


    Taxes:$3,641

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7843 STONEY BAY LOOP, KISSIMMEE, FL 34747

    $549,900100 Days on yellowkey   MLS ID: O6373575

    REDUCED by $5,000 (0.9%) on 04/08/2026

    For Sale O6373575 - 7843 STONEY BAY LOOP, KISSIMMEE, FL 34747 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2024
    Monthly Fee: $407
       Tax: $6,455 (2025)
    Community: Four Seasons At Orlando Ph 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,958 (change assumption)
    Mortgage ($3,013) + Fees ($407) + Taxes in 2025 ($538)


    Taxes:$6,455

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2815 W ORANGE BLVD, KISSIMMEE, FL 34741

    $285,00017 Days on yellowkey   MLS ID: O6396449

    For Sale O6396449 - 2815 W ORANGE BLVD, KISSIMMEE, FL 34741 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1062
       Built: 1958   Tax: $2,691 (2025)
    Community: Orange Gardens Sec 2
    Single Family


    Estimated Monthly Payment: $1,786 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($224)


    Taxes:$2,691

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1816 BRYANT ST, KISSIMMEE, FL 34746

    $328,99030 Days on yellowkey   MLS ID: O6393185

    REDUCED by $1,000 (0.3%) on 04/08/2026

    For Sale O6393185 - 1816 BRYANT ST, KISSIMMEE, FL 34746 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1463
       Built: 2026
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,963 (change assumption)
    Mortgage ($1,803) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2624 LODI CIR #12-105, KISSIMMEE, FL 34746

    $237,70080 Days on yellowkey   MLS ID: O6379110

    For Sale O6379110 - 2624 LODI CIR #12-105, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1286
       Built: 2006
    Monthly Fee: $601
       Tax: $3,287 (2025)
    Community: Villas At Seven Dwarfs Lane Condo
    Condo


    Estimated Monthly Payment: $2,177 (change assumption)
    Mortgage ($1,302) + Fees ($601) + Taxes in 2025 ($274)


    Taxes:$3,287

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

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.