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Homes for Sale Near Kissimmee Middle in Kissimmee - 296 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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  • 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741

    $194,90017 Days on yellowkey   MLS ID: S5150480

    REDUCED by $10,100 (4.9%) on 06/12/2026

    For Sale S5150480 - 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1103
       Built: 1993
    Monthly Fee: $451
       Tax: $2,126 (2025)
    Community: Gables At Lakeside Condo
    Condo


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,068) + Fees ($451) + Taxes in 2025 ($177)


    Taxes:$2,126

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2634 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741

    $345,0007 Days on yellowkey   MLS ID: O6412428

    For Sale O6412428 - 2634 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 2020
    Monthly Fee: $251
       Tax: $5,485 (2025)
    Community: Cypress Ridge
    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($1,890) + Fees ($251) + Taxes in 2025 ($457)


    Taxes:$5,485

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $299,90050 Days on yellowkey   MLS ID: S5148492

    REDUCED by $20,000 (6.3%) on 06/12/2026

    For Sale S5148492 - 3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1990
    Monthly Fee: $10
       Tax: $5,569 (2025)
    Community: Indian Wells Unit 5
    Single Family


    Estimated Monthly Payment: $2,117 (change assumption)
    Mortgage ($1,643) + Fees ($10) + Taxes in 2025 ($464)


    Taxes:$5,569

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $325,00050 Days on yellowkey   MLS ID: S5148486

    REDUCED by $24,900 (7.1%) on 06/12/2026

    For Sale S5148486 - 3155 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1990
    Monthly Fee: $10
       Tax: $6,216 (2025)
    Community: Indian Wells Unit 5
    Single Family


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,781) + Fees ($10) + Taxes in 2025 ($518)


    Taxes:$6,216

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2721 BOOKMARK DR, KISSIMMEE, FL 34746

    $790,00035 Days on yellowkey   MLS ID: O6405337

    For Sale O6405337 - 2721 BOOKMARK DR, KISSIMMEE, FL 34746 55 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2019
    Monthly Fee: $304
       Tax: $10,015 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,467 (change assumption)
    Mortgage ($4,329) + Fees ($304) + Taxes in 2025 ($835)


    Taxes:$10,015

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2474 SWEETWATER CLUB CIR #101, KISSIMMEE, FL 34746

    $219,000Listed 06/11/2026 11:30PM   MLS ID: O6415917

    For Sale O6415917 - 2474 SWEETWATER CLUB CIR #101, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1992
    Monthly Fee: $485
       Tax: $1,401 (2025)
    Community: Sweetwater Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,200) + Fees ($485) + Taxes in 2025 ($117)


    Taxes:$1,401

    Elementary School: Kissimmee Elem

    High School: None

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8675 LA ISLA DR, KISSIMMEE, FL 34747

    $589,0001 Day on yellowkey   MLS ID: O6415825

    For Sale O6415825 - 8675 LA ISLA DR, KISSIMMEE, FL 34747 39 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2827
       Built: 2005
    Monthly Fee: $367
       Tax: $6,240 (2026)
    Community: Emerald Island
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,114 (change assumption)
    Mortgage ($3,227) + Fees ($367) + Taxes in 2026 ($520)


    Taxes:$6,240

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2026

    Middle School: Kissimmee Middle


  • 2736 OAKWATER DR, KISSIMMEE, FL 34747

    $289,990Listed 06/12/2026 12:14AM   MLS ID: S5151634

    For Sale S5151634 - 2736 OAKWATER DR, KISSIMMEE, FL 34747 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1427
       Built: 2007   Tax: $3,587 (2024)
    Community: Oakwater
    Townhouse


    Estimated Monthly Payment: $1,888 (change assumption)
    Mortgage ($1,589) + Taxes in 2024 ($299)


    Taxes:$3,587

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2580 READING TRL, KISSIMMEE, FL 34746

    $644,990225 Days on yellowkey   MLS ID: S5137489

    For Sale S5137489 - 2580 READING TRL, KISSIMMEE, FL 34746 34 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2168
       Built: 2023
    Monthly Fee: $286
       Tax: $2,272 (2024)
    Community: Cove At Storey Lake 5
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4,009 (change assumption)
    Mortgage ($3,534) + Fees ($286) + Taxes in 2024 ($189)


    Taxes:$2,272

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4756 TRIBUTE TRL, KISSIMMEE, FL 34746

    $357,900253 Days on yellowkey   MLS ID: S5135287

    REDUCED by $2,000 (0.6%) on 06/11/2026

    For Sale S5135287 - 4756 TRIBUTE TRL, KISSIMMEE, FL 34746 48 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1848
       Built: 2018
    Monthly Fee: $443
       Tax: $6,121 (2024)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,914 (change assumption)
    Mortgage ($1,961) + Fees ($443) + Taxes in 2024 ($510)


    Taxes:$6,121

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2449 VARENNA LOOP, KISSIMMEE, FL 34741

    $320,00047 Days on yellowkey   MLS ID: S5148673

    For Sale S5148673 - 2449 VARENNA LOOP, KISSIMMEE, FL 34741 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 2020
    Monthly Fee: $304
       Tax: $5,888 (2025)
    Community: Tapestry Ph 5
    Townhouse


    Estimated Monthly Payment: $2,548 (change assumption)
    Mortgage ($1,753) + Fees ($304) + Taxes in 2025 ($491)


    Taxes:$5,888

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3032 PRELUDE LN, KISSIMMEE, FL 34746

    $792,00015 Days on yellowkey   MLS ID: S5150542

    REDUCED by $15,000 (1.9%) on 06/11/2026

    For Sale S5150542 - 3032 PRELUDE LN, KISSIMMEE, FL 34746 73 photos

    Bed: 6   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3294
       Built: 2019
    Monthly Fee: $249
       Tax: $8,126 (2025)
    Community: Storey Lake Ph I-3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,266 (change assumption)
    Mortgage ($4,340) + Fees ($249) + Taxes in 2025 ($677)


    Taxes:$8,126

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2437 SHANTI DR, KISSIMMEE, FL 34746

    $1,799,00059 Days on yellowkey   MLS ID: O6397792

    REDUCED by $25,900 (1.4%) on 06/10/2026

    For Sale O6397792 - 2437 SHANTI DR, KISSIMMEE, FL 34746 95 photos

    Bed: 13   Bath: 11.0   Gar: 3
    Liv Area Sq Ft: 5504
       Built: 2023
    Monthly Fee: $397
       Tax: $12,719 (2025)
    Community: Veranda Palms Ph 2B2-2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,314 (change assumption)
    Mortgage ($9,857) + Fees ($397) + Taxes in 2025 ($1,060)


    Taxes:$12,719

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $499,000133 Days on yellowkey   MLS ID: S5142833

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

    For Sale S5142833 - 121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 93 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2005
    Monthly Fee: $100
       Tax: $7,429 (2025)
    Community: Terra Verde
    Single Family


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,734) + Fees ($100) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 5367 W IRLO BRONSON MEMORIAL HWY #2-219, KISSIMMEE, FL 34746

    $64,90011 Days on yellowkey   MLS ID: S5150927

    For Sale S5150927 - 5367 W IRLO BRONSON MEMORIAL HWY #2-219, KISSIMMEE, FL 34746 21 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 231
       Built: 1985
    Monthly Fee: $282
       Tax: $1,138 (2025)
    Community: Greenpoint Essential Hotel Condo
    Condo


    Estimated Monthly Payment: $732 (change assumption)
    Mortgage ($356) + Fees ($282) + Taxes in 2025 ($95)


    Taxes:$1,138

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4619 CABALERRO TRL, KISSIMMEE, FL 34758

    $374,99027 Days on yellowkey   MLS ID: O6406501

    REDUCED by $10,010 (2.6%) on 06/09/2026

    For Sale O6406501 - 4619 CABALERRO TRL, KISSIMMEE, FL 34758 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2010
    Monthly Fee: $142
       Tax: $3,945 (2025)
    Community: Brighton Landings
    Single Family


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($2,055) + Fees ($142) + Taxes in 2025 ($329)


    Taxes:$3,945

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2324 HALEY CT, KISSIMMEE, FL 34741

    $370,0002 Days on yellowkey   MLS ID: O6414105

    For Sale O6414105 - 2324 HALEY CT, KISSIMMEE, FL 34741 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1973   Tax: $5,224 (2025)
    Community: Renee Terrace Sec 4
    Single Family


    Estimated Monthly Payment: $2,463 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($435)


    Taxes:$5,224

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2365 RAPOLLO DR, KISSIMMEE, FL 34741

    $505,00079 Days on yellowkey   MLS ID: O6379468

    2 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $9,900 (1.9%) on 05/27/2026

    For Sale O6379468 - 2365 RAPOLLO DR, KISSIMMEE, FL 34741 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2391
       Built: 2018
    Monthly Fee: $173
       Tax: $8,804 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($2,767) + Fees ($173) + Taxes in 2025 ($734)


    Taxes:$8,804

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2819 MAGUIRE DR, KISSIMMEE, FL 34741

    $389,9501 Day on yellowkey   MLS ID: O6413988

    For Sale O6413988 - 2819 MAGUIRE DR, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2004
    Monthly Fee: $100
       Tax: $6,509 (2025)
    Community: Cypress Reserve Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,137) + Fees ($100) + Taxes in 2025 ($542)


    Taxes:$6,509

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2520 NOUVEAU WAY, KISSIMMEE, FL 34741

    $559,0002 Days on yellowkey   MLS ID: O6415341

    For Sale O6415341 - 2520 NOUVEAU WAY, KISSIMMEE, FL 34741 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2391
       Built: 2017
    Monthly Fee: $180
       Tax: $5,743 (2025)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $3,722 (change assumption)
    Mortgage ($3,063) + Fees ($180) + Taxes in 2025 ($479)


    Taxes:$5,743

    Elementary School: Floral Ridge Elementary

    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.