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Kissimmee Homes For Sale & Real Estate - 3190 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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  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $400,000Listed 05/29/2026 1:18PM   MLS ID: O6411888

    For Sale O6411888 - 2747 CALLAWAY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2005
    Monthly Fee: $78
       Tax: $3,420 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,555 (change assumption)
    Mortgage ($2,192) + Fees ($78) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2216 LIMESTONE TRL, KISSIMMEE, FL 34747

    $799,00023 Days on yellowkey   MLS ID: S5148684

    For Sale S5148684 - 2216 LIMESTONE TRL, KISSIMMEE, FL 34747 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2684
       Built: 2023
    Monthly Fee: $407
       Tax: $12,240 (2025)
    Community: Four Seasons At Orlando Ph 3C & 3D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,805 (change assumption)
    Mortgage ($4,378) + Fees ($407) + Taxes in 2025 ($1,020)


    Taxes:$12,240

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7952 HERITAGE ENTRANCE BLVD, KISSIMMEE, FL 34747

    $440,000Listed 05/29/2026 4:54PM   MLS ID: O6411852

    For Sale O6411852 - 7952 HERITAGE ENTRANCE BLVD, KISSIMMEE, FL 34747 8 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 1998
    Monthly Fee: $53
       Tax: $5,513 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Single Family


    Estimated Monthly Payment: $2,923 (change assumption)
    Mortgage ($2,411) + Fees ($53) + Taxes in 2025 ($459)


    Taxes:$5,513

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1527 GANTS CIR, KISSIMMEE, FL 34744

    $599,00014 Days on yellowkey   MLS ID: O6407722

    For Sale O6407722 - 1527 GANTS CIR, KISSIMMEE, FL 34744 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2871
       Built: 2002
    Monthly Fee: $75
       Tax: $4,456 (2025)
    Community: Ashley Cove Unit 3
    Single Family


    Estimated Monthly Payment: $3,728 (change assumption)
    Mortgage ($3,282) + Fees ($75) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 249 ABBOTSBURY DR, KISSIMMEE, FL 34758

    $325,000Listed 05/29/2026 4:58PM   MLS ID: C7526761

    For Sale C7526761 - 249 ABBOTSBURY DR, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2004
    Monthly Fee: $100
       Tax: $5,303 (2025)
    Community: Poinciana Village 01 Neighborhood 03
    Single Family


    Estimated Monthly Payment: $2,323 (change assumption)
    Mortgage ($1,781) + Fees ($100) + Taxes in 2025 ($442)


    Taxes:$5,303

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2460 THE OAKS BLVD, KISSIMMEE, FL 34746

    $560,000329 Days on yellowkey   MLS ID: O6323394

    REDUCED by $35,000 (5.9%) on 05/12/2026

    For Sale O6323394 - 2460 THE OAKS BLVD, KISSIMMEE, FL 34746 74 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3416
       Built: 2003
    Monthly Fee: $23
       Tax: $455 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($3,068) + Fees ($23) + Taxes in 2024 ($38)


    Taxes:$455

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2219 CARIBBEAN DR S #27, KISSIMMEE, FL 34741

    $160,00032 Days on yellowkey   MLS ID: S5148755

    REDUCED by $15,000 (8.6%) on 05/29/2026

    For Sale S5148755 - 2219 CARIBBEAN DR S #27, KISSIMMEE, FL 34741 8 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 991
       Built: 1984   Tax: $2,501 (2025)
    Community: Caribbean Villas Condo Phs A-F
    Condo


    Estimated Monthly Payment: $1,085 (change assumption)
    Mortgage ($877) + Taxes in 2025 ($208)


    Taxes:$2,501

    Elementary School: None

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 935 AMY RIDGE CT, KISSIMMEE, FL 34747

    $365,000137 Days on yellowkey   MLS ID: O6372851

    2 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $14,990 (3.9%) on 04/08/2026

    For Sale O6372851 - 935 AMY RIDGE CT, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 1988
    Monthly Fee: $6
       Tax: $6,618 (2025)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,000) + Fees ($6) + Taxes in 2025 ($552)


    Taxes:$6,618

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 9052 PAOLOS PL, KISSIMMEE, FL 34747

    $539,90062 Days on yellowkey   MLS ID: O6394431

    0 Days Off yellowkey (back on 5/29/2026)

    For Sale O6394431 - 9052 PAOLOS PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2891
       Built: 2006
    Monthly Fee: $209
       Tax: $8,815 (2025)
    Community: Westside Prcl D Calabria
    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($2,958) + Fees ($209) + Taxes in 2025 ($735)


    Taxes:$8,815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1845 TANGLEWOOD DR, KISSIMMEE, FL 34746

    $539,000Listed 05/29/2026 4:16PM   MLS ID: S5150370

    FORECLOSURE S5150370 - 1845 TANGLEWOOD DR, KISSIMMEE, FL 34746 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 1992   Tax: $6,231 (2025)
    Community: Forest Unit 1
    Single Family


    Estimated Monthly Payment: $3,473 (change assumption)
    Mortgage ($2,953) + Taxes in 2025 ($519)


    Taxes:$6,231

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2121 AVIAN LOOP, KISSIMMEE, FL 34741

    $485,00063 Days on yellowkey   MLS ID: S5146340

    REDUCED by $10,000 (2.0%) on 04/17/2026

    For Sale S5146340 - 2121 AVIAN LOOP, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2020
    Monthly Fee: $211
       Tax: $8,299 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,560 (change assumption)
    Mortgage ($2,657) + Fees ($211) + Taxes in 2025 ($692)


    Taxes:$8,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3001 LAUREL RUN LN #104, KISSIMMEE, FL 34741

    $272,00016 Days on yellowkey   MLS ID: O6407397

    For Sale O6407397 - 3001 LAUREL RUN LN #104, KISSIMMEE, FL 34741 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1433
       Built: 2006   Tax: $4,275 (2025)
    Community: Flora Ridge Condo Ph 8 Bldg 11
    Condo


    Estimated Monthly Payment: $1,847 (change assumption)
    Mortgage ($1,490) + Taxes in 2025 ($356)


    Taxes:$4,275

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4711 PERSHOIE LN, KISSIMMEE, FL 34746

    $465,000Listed 05/29/2026 4:03PM   MLS ID: O6411710

    For Sale O6411710 - 4711 PERSHOIE LN, KISSIMMEE, FL 34746 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $138
       Tax: $5,985 (2025)
    Community: Lake Berkley Resort
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,185 (change assumption)
    Mortgage ($2,548) + Fees ($138) + Taxes in 2025 ($499)


    Taxes:$5,985

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2746 PATRICIAN CIR, KISSIMMEE, FL 34746

    $414,000Listed 05/29/2026 3:33PM   MLS ID: O6411446

    For Sale O6411446 - 2746 PATRICIAN CIR, KISSIMMEE, FL 34746 1 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2794
       Built: 2005
    Monthly Fee: $15
       Tax: $7,967 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,947 (change assumption)
    Mortgage ($2,268) + Fees ($15) + Taxes in 2025 ($664)


    Taxes:$7,967

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 308 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $1,350,000113 Days on yellowkey   MLS ID: O6380091

    For Sale O6380091 - 308 SOUTHFIELD ST, KISSIMMEE, FL 34747 56 photos

    Bed: 13   Bath: 12.5   Gar: 4
    Liv Area Sq Ft: 6351
       Built: 2020
    Monthly Fee: $697
       Tax: $14,776 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,325 (change assumption)
    Mortgage ($7,397) + Fees ($697) + Taxes in 2025 ($1,231)


    Taxes:$14,776

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2800 SIMILE ST, KISSIMMEE, FL 34746

    $809,900477 Days on yellowkey   MLS ID: O6278326

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $30,000 (3.6%) on 05/07/2026

    For Sale O6278326 - 2800 SIMILE ST, KISSIMMEE, FL 34746 62 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $304
       Tax: $12,377 (2024)
    Community: Cove At Storey Lake Iii
    Single Family


    Estimated Monthly Payment: $5,773 (change assumption)
    Mortgage ($4,438) + Fees ($304) + Taxes in 2024 ($1,031)


    Taxes:$12,377

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 146 FLATFISH CT, KISSIMMEE, FL 34759

    $281,400Listed 05/29/2026 2:51PM   MLS ID: O6411971

    SHORT SALE O6411971 - 146 FLATFISH CT, KISSIMMEE, FL 34759 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 2023
    Monthly Fee: $100
       Tax: $3,401 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,925 (change assumption)
    Mortgage ($1,542) + Fees ($100) + Taxes in 2025 ($283)


    Taxes:$3,401

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00078 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2074 FLORA PASS PL, KISSIMMEE, FL 34747

    $599,000209 Days on yellowkey   MLS ID: O6356199

    REDUCED by $6,000 (1.0%) on 05/09/2026

    For Sale O6356199 - 2074 FLORA PASS PL, KISSIMMEE, FL 34747 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2021
    Monthly Fee: $407
       Tax: $9,816 (2025)
    Community: Four Seasons At Orlando Ph 2
    Single Family


    Estimated Monthly Payment: $4,507 (change assumption)
    Mortgage ($3,282) + Fees ($407) + Taxes in 2025 ($818)


    Taxes:$9,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746

    $297,00015 Days on yellowkey   MLS ID: S5149467

    For Sale S5149467 - 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 2005
    Monthly Fee: $205
       Tax: $4,660 (2025)
    Community: Bellalago Ph 3M
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($1,627) + Fees ($205) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)




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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.