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Homes for Sale Near Kissimmee Middle in Kissimmee - 306 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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  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $415,000104 Days on yellowkey   MLS ID: O6390445

    1 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $10,000 (2.4%) on 05/26/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,274) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 709 S DILLINGHAM AVE, KISSIMMEE, FL 34741

    $529,900139 Days on yellowkey   MLS ID: S5143373

    For Sale S5143373 - 709 S DILLINGHAM AVE, KISSIMMEE, FL 34741 33 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1983   Tax: $6,589 (2025)
    Community: E B Waters Add
    Single Family


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,903) + Taxes in 2025 ($549)


    Taxes:$6,589

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2504 FASSONA DR, KISSIMMEE, FL 34741

    $350,00036 Days on yellowkey   MLS ID: S5150213

    1 Days Off yellowkey (back on 6/9/2026)

    REDUCED by $5,000 (1.4%) on 06/05/2026

    For Sale S5150213 - 2504 FASSONA DR, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $115
       Tax: $6,074 (2025)
    Community: Tapestry Ph 4
    Townhouse


    Estimated Monthly Payment: $2,539 (change assumption)
    Mortgage ($1,918) + Fees ($115) + Taxes in 2025 ($506)


    Taxes:$6,074

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3111 RIVER BRANCH CIR, KISSIMMEE, FL 34741

    $325,000255 Days on yellowkey   MLS ID: V4945364

    For Sale V4945364 - 3111 RIVER BRANCH CIR, KISSIMMEE, FL 34741 39 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1964
       Built: 2000
    Monthly Fee: $349
       Tax: $2,799 (2024)
    Community: Sterling Park
    Townhouse


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,781) + Fees ($349) + Taxes in 2024 ($233)


    Taxes:$2,799

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3001 GREYSTONE LOOP #201, KISSIMMEE, FL 34741

    $250,000156 Days on yellowkey   MLS ID: O6373186

    4 Days Off yellowkey (back on 6/9/2026)

    For Sale O6373186 - 3001 GREYSTONE LOOP #201, KISSIMMEE, FL 34741 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 2007
    Monthly Fee: $389
       Tax: $4,364 (2025)
    Community: Flora Ridge Condo Ph 4 Bldg 8
    Condo


    Estimated Monthly Payment: $2,122 (change assumption)
    Mortgage ($1,370) + Fees ($389) + Taxes in 2025 ($364)


    Taxes:$4,364

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2515 NOUVEAU WAY, KISSIMMEE, FL 34741

    $426,50023 Days on yellowkey   MLS ID: S5151111

    For Sale S5151111 - 2515 NOUVEAU WAY, KISSIMMEE, FL 34741 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2017
    Monthly Fee: $173
       Tax: $7,549 (2025)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $3,139 (change assumption)
    Mortgage ($2,337) + Fees ($173) + Taxes in 2025 ($629)


    Taxes:$7,549

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2212 SAN VITTORINO CIR #28-107, KISSIMMEE, FL 34741

    $248,000128 Days on yellowkey   MLS ID: S5144032

    REDUCED by $1,000 (0.4%) on 05/19/2026

    For Sale S5144032 - 2212 SAN VITTORINO CIR #28-107, KISSIMMEE, FL 34741 35 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 1470
       Built: 2004
    Monthly Fee: $315
       Tax: $4,017 (2025)
    Community: Venetian Bay Village Condo Ph 2
    Townhouse


    Estimated Monthly Payment: $2,009 (change assumption)
    Mortgage ($1,359) + Fees ($315) + Taxes in 2025 ($335)


    Taxes:$4,017

    Elementary School: Kissimmee Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8816 DUNES CT #302, KISSIMMEE, FL 34747

    $239,00017 Days on yellowkey   MLS ID: S5151475

    For Sale S5151475 - 8816 DUNES CT #302, KISSIMMEE, FL 34747 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1110
       Built: 2000
    Monthly Fee: $565
       Tax: $1,147 (2025)
    Community: Legacy Dunes
    Spa: No

    Condo


    Estimated Monthly Payment: $1,970 (change assumption)
    Mortgage ($1,310) + Fees ($565) + Taxes in 2025 ($96)


    Taxes:$1,147

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2916 BLOOMING ALAMANDA LOOP, KISSIMMEE, FL 34747

    $469,90058 Days on yellowkey   MLS ID: S5148866

    For Sale S5148866 - 2916 BLOOMING ALAMANDA LOOP, KISSIMMEE, FL 34747 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2000
    Monthly Fee: $89
       Tax: $5,627 (2025)
    Community: Oak Island Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,575) + Fees ($89) + Taxes in 2025 ($469)


    Taxes:$5,627

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4004 SANTA MARIA DR #101, KISSIMMEE, FL 34741

    $275,900349 Days on yellowkey   MLS ID: S5130668

    REDUCED by $4,000 (1.4%) on 06/08/2026

    For Sale S5130668 - 4004 SANTA MARIA DR #101, KISSIMMEE, FL 34741 42 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $500
       Tax: $3,772 (2024)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,326 (change assumption)
    Mortgage ($1,512) + Fees ($500) + Taxes in 2024 ($314)


    Taxes:$3,772

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2801 BOOKMARK DR, KISSIMMEE, FL 34746

    $675,00056 Days on yellowkey   MLS ID: O6402384

    REDUCED by $25,000 (3.6%) on 06/08/2026

    For Sale O6402384 - 2801 BOOKMARK DR, KISSIMMEE, FL 34746 65 photos

    Bed: 7   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2020
    Monthly Fee: $500
       Tax: $11,031 (2025)
    Community: Storey Lake Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,118 (change assumption)
    Mortgage ($3,699) + Fees ($500) + Taxes in 2025 ($919)


    Taxes:$11,031

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 5520 PARADISE CAY CIR, KISSIMMEE, FL 34746

    $279,00049 Days on yellowkey   MLS ID: S5149441

    REDUCED by $6,000 (2.1%) on 06/08/2026

    For Sale S5149441 - 5520 PARADISE CAY CIR, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1362
       Built: 2007
    Monthly Fee: $200
       Tax: $3,810 (2025)
    Community: Paradise Cay
    Townhouse


    Estimated Monthly Payment: $2,046 (change assumption)
    Mortgage ($1,529) + Fees ($200) + Taxes in 2025 ($318)


    Taxes:$3,810

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1118 LIBERTY HALL DR, KISSIMMEE, FL 34746

    $400,00029 Days on yellowkey   MLS ID: C7526612

    4 Days Off yellowkey (back on 6/8/2026)

    For Sale C7526612 - 1118 LIBERTY HALL DR, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $38
       Tax: $6,258 (2025)
    Community: Liberty Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,751 (change assumption)
    Mortgage ($2,192) + Fees ($38) + Taxes in 2025 ($522)


    Taxes:$6,258

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4711 PERSHOIE LN, KISSIMMEE, FL 34746

    $465,00027 Days on yellowkey   MLS ID: O6411710

    1 Days Off yellowkey (back on 6/8/2026)

    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


  • 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746

    $379,000270 Days on yellowkey   MLS ID: O6347986

    REDUCED by $10,000 (2.6%) on 06/08/2026

    For Sale O6347986 - 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1377
       Built: 1991   Tax: $1,764 (2025)
    Community: Indian Wells
    Single Family


    Estimated Monthly Payment: $2,224 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($147)


    Taxes:$1,764

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $325,000186 Days on yellowkey   MLS ID: O6367556

    1 Days Off yellowkey (back on 6/8/2026)

    INCREASED by $25,100 (8.4%) on 04/20/2026

    For Sale O6367556 - 1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2001
    Monthly Fee: $125
       Tax: $3,149 (2024)
    Community: Lake Berkley Resort Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,168 (change assumption)
    Mortgage ($1,781) + Fees ($125) + Taxes in 2024 ($262)


    Taxes:$3,149

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741

    $449,000118 Days on yellowkey   MLS ID: O6386171

    For Sale O6386171 - 3539 MAPLE RIDGE LOOP, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $73
       Tax: $6,844 (2025)
    Community: Forest Edge
    Single Family


    Estimated Monthly Payment: $3,104 (change assumption)
    Mortgage ($2,460) + Fees ($73) + Taxes in 2025 ($570)


    Taxes:$6,844

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 902 N THACKER AVE, KISSIMMEE, FL 34741

    $314,00098 Days on yellowkey   MLS ID: O6392187

    REDUCED by $15,990 (4.8%) on 06/07/2026

    For Sale O6392187 - 902 N THACKER AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1956   Tax: $4,636 (2025)
    Community: Orange Gardens
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,107 (change assumption)
    Mortgage ($1,721) + Taxes in 2025 ($386)


    Taxes:$4,636

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8535 BAY LILLY LOOP, KISSIMMEE, FL 34747

    $390,000157 Days on yellowkey   MLS ID: S5141962

    For Sale S5141962 - 8535 BAY LILLY LOOP, KISSIMMEE, FL 34747 57 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2006
    Monthly Fee: $594
       Tax: $4,354 (2026)
    Community: Encantada Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,094 (change assumption)
    Mortgage ($2,137) + Fees ($594) + Taxes in 2026 ($363)


    Taxes:$4,354

    Elementary School: Westside Elem

    High School: None

    Tax Year: 2026

    Middle School: Kissimmee Middle


  • 3050 WHITE ORCHID RD, KISSIMMEE, FL 34747

    $289,00022 Days on yellowkey   MLS ID: S5150815

    For Sale S5150815 - 3050 WHITE ORCHID RD, KISSIMMEE, FL 34747 65 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1161
       Built: 2012
    Monthly Fee: $594
       Tax: $3,538 (2025)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,472 (change assumption)
    Mortgage ($1,584) + Fees ($594) + Taxes in 2025 ($295)


    Taxes:$3,538

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle




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Home, townhome, condo, villa, and other listing sales data closeby Kissimmee Middle is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Kissimmee Middle, Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee homes near Kissimmee Middle. 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 listings that are close to Kissimmee Middle.



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.