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Kissimmee Homes For Sale & Real Estate - 3182 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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  • 157 TOLUCA DR, KISSIMMEE, FL 34743

    $429,99092 Days on yellowkey   MLS ID: S5144834

    3 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $10,009 (2.3%) on 04/04/2026

    For Sale S5144834 - 157 TOLUCA DR, KISSIMMEE, FL 34743 25 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2026
       Built: 1988   Tax: $2,990 (2025)
    Community: Bvl Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($249)


    Taxes:$2,990

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 5431 ISLA SAONA DR, KISSIMMEE, FL 34758

    $385,54452 Days on yellowkey   MLS ID: O6398213

    REDUCED by $6,290 (1.6%) on 05/08/2026

    For Sale O6398213 - 5431 ISLA SAONA DR, KISSIMMEE, FL 34758 21 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,163 (change assumption)
    Mortgage ($2,113) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4501 SEQUEL RD TRL, KISSIMMEE, FL 34746

    $479,000108 Days on yellowkey   MLS ID: O6381373

    1 Days Off yellowkey (back on 5/8/2026)

    For Sale O6381373 - 4501 SEQUEL RD TRL, KISSIMMEE, FL 34746 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 2017
    Monthly Fee: $239
       Tax: $8,888 (2025)
    Community: Storey Lake Ph I-2
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,625) + Fees ($239) + Taxes in 2025 ($741)


    Taxes:$8,888

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8458 SECRET KEY CV, KISSIMMEE, FL 34747

    $495,00093 Days on yellowkey   MLS ID: S5144816

    For Sale S5144816 - 8458 SECRET KEY CV, KISSIMMEE, FL 34747 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2217
       Built: 2002
    Monthly Fee: $115
       Tax: $5,519 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,287 (change assumption)
    Mortgage ($2,712) + Fees ($115) + Taxes in 2025 ($460)


    Taxes:$5,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2848 OSPREY COVE PL #204, KISSIMMEE, FL 34746

    $199,99098 Days on yellowkey   MLS ID: O6383473

    REDUCED by $8,010 (3.9%) on 04/28/2026

    For Sale O6383473 - 2848 OSPREY COVE PL #204, KISSIMMEE, FL 34746 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1136
       Built: 2000
    Monthly Fee: $300
       Tax: $3,508 (2025)
    Community: Osprey Cove At The Oaks Condo Ph 14
    Condo


    Estimated Monthly Payment: $1,688 (change assumption)
    Mortgage ($1,096) + Fees ($300) + Taxes in 2025 ($292)


    Taxes:$3,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2410 TANGIER DR, KISSIMMEE, FL 34747

    $428,00030 Days on yellowkey   MLS ID: A4692263

    For Sale A4692263 - 2410 TANGIER DR, KISSIMMEE, FL 34747 24 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $584
       Tax: $7,083 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,519 (change assumption)
    Mortgage ($2,345) + Fees ($584) + Taxes in 2025 ($590)


    Taxes:$7,083

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 41 DORSET DR, KISSIMMEE, FL 34758

    $350,00094 Days on yellowkey   MLS ID: O6386472

    0 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $14,990 (4.1%) on 04/07/2026

    SHORT SALE O6386472 - 41 DORSET DR, KISSIMMEE, FL 34758 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2024
    Monthly Fee: $90
       Tax: $4,842 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,411 (change assumption)
    Mortgage ($1,918) + Fees ($90) + Taxes in 2025 ($403)


    Taxes:$4,842

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2213 GRAND CAYMAN CT #1135, KISSIMMEE, FL 34741

    $189,00061 Days on yellowkey   MLS ID: O6395435

    1 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $21,000 (10.0%) on 04/28/2026

    For Sale O6395435 - 2213 GRAND CAYMAN CT #1135, KISSIMMEE, FL 34741 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $375
       Tax: $3,113 (2025)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,670 (change assumption)
    Mortgage ($1,036) + Fees ($375) + Taxes in 2025 ($259)


    Taxes:$3,113

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 17 TROTTERS CIR, KISSIMMEE, FL 34743

    $230,00025 Days on yellowkey   MLS ID: S5149373

    0 Days Off yellowkey (back on 5/8/2026)

    SHORT SALE S5149373 - 17 TROTTERS CIR, KISSIMMEE, FL 34743 3 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1120
       Built: 1984   Tax: $4,313 (2025)
    Community: Bvl Unit 11 1St Add
    Single Family


    Estimated Monthly Payment: $1,620 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($359)


    Taxes:$4,313

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 414 CARIBBEAN CT, KISSIMMEE, FL 34759

    $309,90027 Days on yellowkey   MLS ID: S5149119

    For Sale S5149119 - 414 CARIBBEAN CT, KISSIMMEE, FL 34759 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1471
       Built: 2024
    Monthly Fee: $100
       Tax: $3,421 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,698) + Fees ($100) + Taxes in 2025 ($285)


    Taxes:$3,421

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4820 ROCKVALE DR, KISSIMMEE, FL 34758

    $312,500143 Days on yellowkey   MLS ID: TB8461639

    1 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $7,400 (2.3%) on 05/01/2026

    For Sale TB8461639 - 4820 ROCKVALE DR, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2016
    Monthly Fee: $67
       Tax: $4,915 (2025)
    Community: Hammock Trails Ph 2B Amd Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,712) + Fees ($67) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2704 LUCAS LAKES LN, KISSIMMEE, FL 34744

    $409,99077 Days on yellowkey   MLS ID: S5145763

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale S5145763 - 2704 LUCAS LAKES LN, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $6,432 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,796 (change assumption)
    Mortgage ($2,246) + Fees ($14) + Taxes in 2025 ($536)


    Taxes:$6,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3275 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $419,900163 Days on yellowkey   MLS ID: O6368684

    For Sale O6368684 - 3275 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1410
       Built: 1990
    Monthly Fee: $11
       Tax: $5,938 (2024)
    Community: Indian Wells Unit 5
    Single Family


    Estimated Monthly Payment: $2,807 (change assumption)
    Mortgage ($2,301) + Fees ($11) + Taxes in 2024 ($495)


    Taxes:$5,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 305 CHELMSFORD CT, KISSIMMEE, FL 34758

    $275,000166 Days on yellowkey   MLS ID: O6367634

    1 Days Off yellowkey (back on 12/22/2025)

    SHORT SALE O6367634 - 305 CHELMSFORD CT, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 2017
    Monthly Fee: $90
       Tax: $3,916 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,507) + Fees ($90) + Taxes in 2024 ($326)


    Taxes:$3,916

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4557 TEOLI CT, KISSIMMEE, FL 34746

    $249,99049 Days on yellowkey   MLS ID: S5147626

    REDUCED by $56,010 (18.3%) on 05/08/2026

    SHORT SALE S5147626 - 4557 TEOLI CT, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1552
       Built: 2023
    Monthly Fee: $216
       Tax: $4,715 (2025)
    Community: Reedy Reserve Ph 3
    Townhouse


    Estimated Monthly Payment: $1,979 (change assumption)
    Mortgage ($1,370) + Fees ($216) + Taxes in 2025 ($393)


    Taxes:$4,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 172 PINEWOOD CIR, KISSIMMEE, FL 34743

    $409,998248 Days on yellowkey   MLS ID: S5135147

    For Sale S5135147 - 172 PINEWOOD CIR, KISSIMMEE, FL 34743 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 1988   Tax: $2,613 (2024)
    Community: Bvl Briarwood Village Tr 3
    Single Family


    Estimated Monthly Payment: $2,464 (change assumption)
    Mortgage ($2,247) + Taxes in 2024 ($218)


    Taxes:$2,613

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3924 CARRICK BEND DR, KISSIMMEE, FL 34746

    $430,000906 Days on yellowkey   MLS ID: S5095956

    For Sale S5095956 - 3924 CARRICK BEND DR, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2019
    Monthly Fee: $340
       Tax: $5,065 (2022)
    Community: Bellalago-Ph 5J Sec 2
    Single Family


    Estimated Monthly Payment: $3,118 (change assumption)
    Mortgage ($2,356) + Fees ($340) + Taxes in 2022 ($422)


    Taxes:$5,065

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2022

    Middle School: Bellalago Charter Academy (K-8)


  • 2742 OAKWATER DR #104, KISSIMMEE, FL 34747

    $315,000115 Days on yellowkey   MLS ID: O6380137

    REDUCED by $12,000 (3.7%) on 05/08/2026

    For Sale O6380137 - 2742 OAKWATER DR #104, KISSIMMEE, FL 34747 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1427
       Built: 2007
    Monthly Fee: $499
       Tax: $3,375 (2024)
    Community: Oakwater Condo Ph 11-14
    Condo


    Estimated Monthly Payment: $2,506 (change assumption)
    Mortgage ($1,726) + Fees ($499) + Taxes in 2024 ($281)


    Taxes:$3,375

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8


  • 8824 BENGAL CT, KISSIMMEE, FL 34747

    $670,900227 Days on yellowkey   MLS ID: O6353390

    SHORT SALE O6353390 - 8824 BENGAL CT, KISSIMMEE, FL 34747 51 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2019
    Monthly Fee: $550
       Tax: $12,811 (2024)
    Community: Windsor At Westside Ph 2B-1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,294 (change assumption)
    Mortgage ($3,676) + Fees ($550) + Taxes in 2024 ($1,068)


    Taxes:$12,811

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1040 HALI RIDGE CT, KISSIMMEE, FL 34747

    $370,00037 Days on yellowkey   MLS ID: O6402223

    3 Days Off yellowkey (back on 5/8/2026)

    For Sale O6402223 - 1040 HALI RIDGE CT, KISSIMMEE, FL 34747 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 1989
    Monthly Fee: $6
       Tax: $6,722 (2025)
    Community: Indian Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,594 (change assumption)
    Mortgage ($2,027) + Fees ($6) + Taxes in 2025 ($560)


    Taxes:$6,722

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None




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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.