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Homes for Sale Near Kissimmee Middle in Kissimmee - 298 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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  • 3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741

    $325,00040 Days on yellowkey   MLS ID: S5149525

    REDUCED by $20,000 (5.8%) on 06/08/2026

    For Sale S5149525 - 3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2000
    Monthly Fee: $342
       Tax: $4,615 (2025)
    Community: Sterling Park At Stonefield
    Townhouse


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($1,781) + Fees ($342) + Taxes in 2025 ($385)


    Taxes:$4,615

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $299,0005 Days on yellowkey   MLS ID: O6416435

    For Sale O6416435 - 2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 1 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1394
       Built: 2022
    Monthly Fee: $468
       Tax: $7,689 (2025)
    Community: Rolling Oaks Ph 7
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,747 (change assumption)
    Mortgage ($1,638) + Fees ($468) + Taxes in 2025 ($641)


    Taxes:$7,689

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3129 TOCOA CIR, KISSIMMEE, FL 34746

    $365,0005 Days on yellowkey   MLS ID: O6415821

    For Sale O6415821 - 3129 TOCOA CIR, KISSIMMEE, FL 34746 23 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 1782
       Built: 2014
    Monthly Fee: $272
       Tax: $4,811 (2025)
    Community: Compass Bay Unit 3
    Townhouse


    Estimated Monthly Payment: $2,673 (change assumption)
    Mortgage ($2,000) + Fees ($272) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2442 SWEETWATER CLUB CIR #41, KISSIMMEE, FL 34746

    $204,990252 Days on yellowkey   MLS ID: O6350120

    REDUCED by $10,000 (4.7%) on 06/12/2026

    For Sale O6350120 - 2442 SWEETWATER CLUB CIR #41, KISSIMMEE, FL 34746 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1992
    Monthly Fee: $450
       Tax: $1,495 (2024)
    Community: Sweetwater Club Condo
    Condo


    Estimated Monthly Payment: $1,698 (change assumption)
    Mortgage ($1,123) + Fees ($450) + Taxes in 2024 ($125)


    Taxes:$1,495

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1066 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $237,40099 Days on yellowkey   MLS ID: O6389477

    REDUCED by $7,600 (3.1%) on 04/30/2026

    For Sale O6389477 - 1066 PARK RIDGE CIR, KISSIMMEE, FL 34746 49 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1291
       Built: 2002
    Monthly Fee: $460
       Tax: $3,693 (2024)
    Community: Lake Berkley Resort Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,069 (change assumption)
    Mortgage ($1,301) + Fees ($460) + Taxes in 2024 ($308)


    Taxes:$3,693

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


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

    $230,0006 Days on yellowkey   MLS ID: O6415917

    INCREASED by $11,000 (5.0%) on 06/12/2026

    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: $1,862 (change assumption)
    Mortgage ($1,260) + Fees ($485) + Taxes in 2025 ($117)


    Taxes:$1,401

    Elementary School: Kissimmee Elem

    High School: None

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2819 MAGUIRE DR, KISSIMMEE, FL 34741

    $389,9507 Days 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


  • 7526 BLISS WAY #7526, KISSIMMEE, FL 34747

    $299,50028 Days on yellowkey   MLS ID: O6409040

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale O6409040 - 7526 BLISS WAY #7526, KISSIMMEE, FL 34747 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1427
       Built: 2007   Tax: $3,965 (2025)
    Community: Oakwater Ph 07-10 A Condo
    Condo


    Estimated Monthly Payment: $1,971 (change assumption)
    Mortgage ($1,641) + Taxes in 2025 ($330)


    Taxes:$3,965

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1329 WINDSOR DR, KISSIMMEE, FL 34741

    $175,00047 Days on yellowkey   MLS ID: O6403991

    REDUCED by $5,000 (2.8%) on 06/12/2026

    For Sale O6403991 - 1329 WINDSOR DR, KISSIMMEE, FL 34741 38 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1290
       Built: 1982
    Monthly Fee: $375
       Tax: $992 (2025)
    Community: Windsor Pines 1 Condo
    Condo


    Estimated Monthly Payment: $1,417 (change assumption)
    Mortgage ($959) + Fees ($375) + Taxes in 2025 ($83)


    Taxes:$992

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4501 MONADO DR, KISSIMMEE, FL 34746

    $565,000554 Days on yellowkey   MLS ID: O6263041

    For Sale O6263041 - 4501 MONADO DR, KISSIMMEE, FL 34746 52 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $346
       Tax: $8,111 (2023)
    Community: Bellavida Ph 2A
    Single Family


    Estimated Monthly Payment: $4,118 (change assumption)
    Mortgage ($3,096) + Fees ($346) + Taxes in 2023 ($676)


    Taxes:$8,111

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2023

    Middle School: Kissimmee Middle


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000124 Days on yellowkey   MLS ID: O6380471

    For Sale O6380471 - 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $100
       Tax: $6,370 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,953) + Fees ($100) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741

    $231,00036 Days on yellowkey   MLS ID: S5148826

    REDUCED by $8,000 (3.3%) on 06/12/2026

    For Sale S5148826 - 3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 2006
    Monthly Fee: $392
       Tax: $4,316 (2025)
    Community: Flora Ridge Condo Ph 7 Bldg 12
    Condo


    Estimated Monthly Payment: $2,017 (change assumption)
    Mortgage ($1,266) + Fees ($392) + Taxes in 2025 ($360)


    Taxes:$4,316

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741

    $194,90022 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


  • 3165 SMOKE SIGNAL CIR, KISSIMMEE, FL 34746

    $299,90055 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

    $325,00055 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

    $790,00040 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


  • 8675 LA ISLA DR, KISSIMMEE, FL 34747

    $589,0006 Days 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

    $289,9905 Days on yellowkey   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


  • 4756 TRIBUTE TRL, KISSIMMEE, FL 34746

    $357,900258 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

    $320,00052 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




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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.