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Homes for Sale Near Kissimmee Middle in Kissimmee - 307 homes

Kissimmee Middle is an Middle School in Osceola County. Find homes for sale close to Kissimmee Middle. Our REALTORS® can assist you in your search for Kissimmee Middle, Kissimmee nearby homes.

Location: Kissimmee

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  • 2916 SIMILE ST, KISSIMMEE, FL 34746

    $789,000415 Days on yellowkey   MLS ID: O6305401

    For Sale O6305401 - 2916 SIMILE ST, KISSIMMEE, FL 34746 55 photos

    Bed: 6   Bath: 6.0
    Liv Area Sq Ft: 3760
       Built: 2022
    Monthly Fee: $304
       Tax: $11,920 (2024)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,621 (change assumption)
    Mortgage ($4,323) + Fees ($304) + Taxes in 2024 ($993)


    Taxes:$11,920

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2753 MONTICELLO WAY, KISSIMMEE, FL 34741

    $470,000437 Days on yellowkey   MLS ID: O6298917

    REDUCED by $10,000 (2.1%) on 05/05/2026

    For Sale O6298917 - 2753 MONTICELLO WAY, KISSIMMEE, FL 34741 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2015
    Monthly Fee: $72
       Tax: $5,573 (2024)
    Community: Preserve At Tapestry Ph 3 & 4
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,575) + Fees ($72) + Taxes in 2024 ($464)


    Taxes:$5,573

    Elementary School: Floral Ridge Elementary

    High School: None

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8098 KNEE DEEP RD, KISSIMMEE, FL 34747

    $799,000219 Days on yellowkey   MLS ID: O6360849

    For Sale O6360849 - 8098 KNEE DEEP RD, KISSIMMEE, FL 34747 40 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 1848
       Built: 2020
    Monthly Fee: $500
       Tax: $10,700 (2025)
    Community: Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,770 (change assumption)
    Mortgage ($4,378) + Fees ($500) + Taxes in 2025 ($892)


    Taxes:$10,700

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3003 RED GINGER RD, KISSIMMEE, FL 34747

    $265,000247 Days on yellowkey   MLS ID: O6353031

    For Sale O6353031 - 3003 RED GINGER RD, KISSIMMEE, FL 34747 31 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1161
       Built: 2011
    Monthly Fee: $532
       Tax: $3,518 (2024)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($1,452) + Fees ($532) + Taxes in 2024 ($293)


    Taxes:$3,518

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3191 PARADOX CIR #405, KISSIMMEE, FL 34746

    $367,76091 Days on yellowkey   MLS ID: S5146311

    For Sale S5146311 - 3191 PARADOX CIR #405, KISSIMMEE, FL 34746 14 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1196
       Built: 2022
    Monthly Fee: $859
       Tax: $5,717 (2025)
    Community: The Terraces At Storey Lake Condo 3 Ph 12
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,015) + Fees ($859) + Taxes in 2025 ($476)


    Taxes:$5,717

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3002 BONFIRE BEACH DR #202, KISSIMMEE, FL 34746

    $235,00048 Days on yellowkey   MLS ID: O6404782

    For Sale O6404782 - 3002 BONFIRE BEACH DR #202, KISSIMMEE, FL 34746 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1271
       Built: 2002   Tax: $2,946 (2025)
    Community: Runaway Beach Club Condo
    Condo


    Estimated Monthly Payment: $1,533 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($246)


    Taxes:$2,946

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3050 PIRATES RETREAT CT #207, KISSIMMEE, FL 34747

    $211,00048 Days on yellowkey   MLS ID: O6404768

    For Sale O6404768 - 3050 PIRATES RETREAT CT #207, KISSIMMEE, FL 34747 69 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007   Tax: $3,245 (2024)
    Community: Caribe Cove Condo Ph 2
    Condo


    Estimated Monthly Payment: $1,427 (change assumption)
    Mortgage ($1,156) + Taxes in 2024 ($270)


    Taxes:$3,245

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3827 BAY CLUB CIR #103, KISSIMMEE, FL 34741

    $164,90048 Days on yellowkey   MLS ID: S5149138

    For Sale S5149138 - 3827 BAY CLUB CIR #103, KISSIMMEE, FL 34741 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 910
       Built: 1989
    Monthly Fee: $435
       Tax: $2,427 (2025)
    Community: Arbors Of Sendera
    Condo


    Estimated Monthly Payment: $1,541 (change assumption)
    Mortgage ($904) + Fees ($435) + Taxes in 2025 ($202)


    Taxes:$2,427

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3196 STONEHURST CIR, KISSIMMEE, FL 34741

    $415,00086 Days on yellowkey   MLS ID: O6393583

    REDUCED by $15,000 (3.5%) on 04/27/2026

    For Sale O6393583 - 3196 STONEHURST CIR, KISSIMMEE, FL 34741 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2001
    Monthly Fee: $223
       Tax: $4,102 (2025)
    Community: Stonehurst At Stonefield
    Single Family


    Estimated Monthly Payment: $2,839 (change assumption)
    Mortgage ($2,274) + Fees ($223) + Taxes in 2025 ($342)


    Taxes:$4,102

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 9061 TREASURE TROVE LN #403, KISSIMMEE, FL 34747

    $245,000412 Days on yellowkey   MLS ID: O6304247

    For Sale O6304247 - 9061 TREASURE TROVE LN #403, KISSIMMEE, FL 34747 59 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 2007
    Monthly Fee: $843
       Tax: $3,497 (2024)
    Community: Caribe Cove Condo Ph 5
    Condo


    Estimated Monthly Payment: $2,477 (change assumption)
    Mortgage ($1,342) + Fees ($843) + Taxes in 2024 ($291)


    Taxes:$3,497

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2215 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741

    $265,00095 Days on yellowkey   MLS ID: O6390623

    REDUCED by $10,000 (3.6%) on 05/03/2026

    For Sale O6390623 - 2215 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2004   Tax: $4,031 (2025)
    Community: Venetian Bay Village Condo Ph 2
    Spa: No

    Condo


    Estimated Monthly Payment: $1,788 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($336)


    Taxes:$4,031

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2620 SANTOSH CV, KISSIMMEE, FL 34746

    $459,000108 Days on yellowkey   MLS ID: O6387887

    For Sale O6387887 - 2620 SANTOSH CV, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2012
    Monthly Fee: $345
       Tax: $5,872 (2025)
    Community: Veranda Palms Ph 1C
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,349 (change assumption)
    Mortgage ($2,515) + Fees ($345) + Taxes in 2025 ($489)


    Taxes:$5,872

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1026 N PLANTATION DR #B14, KISSIMMEE, FL 34741

    $135,000125 Days on yellowkey   MLS ID: O6381666

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

    REDUCED by $15,000 (10.0%) on 04/29/2026

    For Sale O6381666 - 1026 N PLANTATION DR #B14, KISSIMMEE, FL 34741 15 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 872
       Built: 1970   Tax: $2,635 (2025)
    Community: Terra Condo
    Condo


    Estimated Monthly Payment: $959 (change assumption)
    Mortgage ($740) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2342 BARBADOS CT, KISSIMMEE, FL 34741

    $240,00096 Days on yellowkey   MLS ID: S5145920

    REDUCED by $12,000 (4.8%) on 05/01/2026

    For Sale S5145920 - 2342 BARBADOS CT, KISSIMMEE, FL 34741 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 991
       Built: 1984
    Monthly Fee: $251
       Tax: $2,956 (2025)
    Community: Caribbean Villas Condo Ph A-F
    Villa


    Estimated Monthly Payment: $1,812 (change assumption)
    Mortgage ($1,315) + Fees ($251) + Taxes in 2025 ($246)


    Taxes:$2,956

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 9008 SHINE DR, KISSIMMEE, FL 34747

    $335,000281 Days on yellowkey   MLS ID: O6341857

    For Sale O6341857 - 9008 SHINE DR, KISSIMMEE, FL 34747 63 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1694
       Built: 2016
    Monthly Fee: $575
       Tax: $3,789 (2024)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,726 (change assumption)
    Mortgage ($1,836) + Fees ($575) + Taxes in 2024 ($316)


    Taxes:$3,789

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2801 OAKWATER DR #2801, KISSIMMEE, FL 34747

    $320,00094 Days on yellowkey   MLS ID: O6391169

    REDUCED by $5,000 (1.5%) on 04/30/2026

    For Sale O6391169 - 2801 OAKWATER DR #2801, KISSIMMEE, FL 34747 55 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1255
       Built: 2007
    Monthly Fee: $495
       Tax: $3,726 (2025)
    Community: Oakwater Ph 04
    Condo


    Estimated Monthly Payment: $2,559 (change assumption)
    Mortgage ($1,753) + Fees ($495) + Taxes in 2025 ($310)


    Taxes:$3,726

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2211 SAN VITTORINO CIR #103, KISSIMMEE, FL 34741

    $279,999236 Days on yellowkey   MLS ID: O6356070

    For Sale O6356070 - 2211 SAN VITTORINO CIR #103, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2004
    Monthly Fee: $496
       Tax: $3,875 (2024)
    Community: Venetian Bay Village Condo Ph 2
    Spa: No

    Condo


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,534) + Fees ($496) + Taxes in 2024 ($323)


    Taxes:$3,875

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4800 MEMORIES LN, KISSIMMEE, FL 34746

    $544,999492 Days on yellowkey   MLS ID: O6277363

    For Sale O6277363 - 4800 MEMORIES LN, KISSIMMEE, FL 34746 23 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2168
       Built: 2019
    Monthly Fee: $286
       Tax: $6,735 (2024)
    Community: Storey Lake Ph 3
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,986) + Fees ($286) + Taxes in 2024 ($561)


    Taxes:$6,735

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2920 ASHLAND LN S, KISSIMMEE, FL 34741

    $330,00061 Days on yellowkey   MLS ID: O6400955

    For Sale O6400955 - 2920 ASHLAND LN S, KISSIMMEE, FL 34741 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1957
       Built: 2005
    Monthly Fee: $240
       Tax: $4,098 (2025)
    Community: Townhomes Of Flora Ridge
    Townhouse


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,808) + Fees ($240) + Taxes in 2025 ($342)


    Taxes:$4,098

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2130 CASCADES BLVD ## 101, KISSIMMEE, FL 34741

    $160,00061 Days on yellowkey   MLS ID: O6400900

    For Sale O6400900 - 2130 CASCADES BLVD ## 101, KISSIMMEE, FL 34741 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 870
       Built: 1987   Tax: $1,868 (2025)
    Community: Cascade At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,032 (change assumption)
    Mortgage ($877) + Taxes in 2025 ($156)


    Taxes:$1,868

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle




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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.