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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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  • 2331 PEPPERCORN ST, KISSIMMEE, FL 34741

    $419,90030 Days on yellowkey   MLS ID: L4962084

    2 Days Off yellowkey (back on 5/27/2026)

    For Sale L4962084 - 2331 PEPPERCORN ST, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1769
       Built: 1987
    Monthly Fee: $25
       Tax: $1,475 (2025)
    Community: Shadow Bay Unit 4
    Single Family


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($2,301) + Fees ($25) + Taxes in 2025 ($123)


    Taxes:$1,475

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2729 BOOKMARK DR, KISSIMMEE, FL 34746

    $625,00026 Days on yellowkey   MLS ID: S5150671

    For Sale S5150671 - 2729 BOOKMARK DR, KISSIMMEE, FL 34746 17 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2021
    Monthly Fee: $480
       Tax: $10,461 (2025)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,776 (change assumption)
    Mortgage ($3,425) + Fees ($480) + Taxes in 2025 ($872)


    Taxes:$10,461

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3086 WHITE HORSE CT, KISSIMMEE, FL 34746

    $545,00050 Days on yellowkey   MLS ID: O6403738

    REDUCED by $30,000 (5.2%) on 05/25/2026

    For Sale O6403738 - 3086 WHITE HORSE CT, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2015
    Monthly Fee: $213
       Tax: $8,737 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,927 (change assumption)
    Mortgage ($2,986) + Fees ($213) + Taxes in 2025 ($728)


    Taxes:$8,737

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 140 POMPANO BEACH DR, KISSIMMEE, FL 34746

    $298,000215 Days on yellowkey   MLS ID: O6358440

    For Sale O6358440 - 140 POMPANO BEACH DR, KISSIMMEE, FL 34746 44 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1286
       Built: 2004
    Monthly Fee: $149
       Tax: $3,962 (2024)
    Community: Terra Verde Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,633) + Fees ($149) + Taxes in 2024 ($330)


    Taxes:$3,962

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2909 THEME ST, KISSIMMEE, FL 34746

    $339,660110 Days on yellowkey   MLS ID: S5144980

    For Sale S5144980 - 2909 THEME ST, KISSIMMEE, FL 34746 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1869
       Built: 2018
    Monthly Fee: $443
       Tax: $5,804 (2024)
    Community: Storey Lake 25Th
    Townhouse


    Estimated Monthly Payment: $2,788 (change assumption)
    Mortgage ($1,861) + Fees ($443) + Taxes in 2024 ($484)


    Taxes:$5,804

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2720 ROADSTER, KISSIMMEE, FL 34746

    $340,00066 Days on yellowkey   MLS ID: O6398687

    For Sale O6398687 - 2720 ROADSTER, KISSIMMEE, FL 34746 84 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2007
    Monthly Fee: $435
       Tax: $3,967 (2025)
    Community: Regal Oaks At Old Town
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,629 (change assumption)
    Mortgage ($1,863) + Fees ($435) + Taxes in 2025 ($331)


    Taxes:$3,967

    Elementary School: Kissimmee Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2208 ANTIGUA PL #938, KISSIMMEE, FL 34741

    $189,90041 Days on yellowkey   MLS ID: O6405626

    For Sale O6405626 - 2208 ANTIGUA PL #938, KISSIMMEE, FL 34741 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1026
       Built: 1999   Tax: $3,339 (2025)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,319 (change assumption)
    Mortgage ($1,041) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2216 GRAND CAYMAN CT #1435, KISSIMMEE, FL 34741

    $194,90045 Days on yellowkey   MLS ID: O6405612

    For Sale O6405612 - 2216 GRAND CAYMAN CT #1435, KISSIMMEE, FL 34741 29 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1026
       Built: 1999   Tax: $3,339 (2025)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,346 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2210 GRAND CAYMAN CT #1736, KISSIMMEE, FL 34741

    $194,90057 Days on yellowkey   MLS ID: O6402276

    0 Days Off yellowkey (back on 5/25/2026)

    For Sale O6402276 - 2210 GRAND CAYMAN CT #1736, KISSIMMEE, FL 34741 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1999   Tax: $3,339 (2025)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,346 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2202 KEY WEST CT #633, KISSIMMEE, FL 34741

    $174,900436 Days on yellowkey   MLS ID: O6298878

    For Sale O6298878 - 2202 KEY WEST CT #633, KISSIMMEE, FL 34741 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1026
       Built: 1999
    Monthly Fee: $348
       Tax: $3,201 (2024)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,573 (change assumption)
    Mortgage ($958) + Fees ($348) + Taxes in 2024 ($267)


    Taxes:$3,201

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2207 ANTIGUA PL #736, KISSIMMEE, FL 34741

    $169,900470 Days on yellowkey   MLS ID: O6286470

    For Sale O6286470 - 2207 ANTIGUA PL #736, KISSIMMEE, FL 34741 25 photos

    Bed: 1   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 530
       Built: 1999
    Monthly Fee: $196
       Tax: $2,214 (2024)
    Community: Villas Del Sol At Kissimmee Condo
    Condo


    Estimated Monthly Payment: $1,311 (change assumption)
    Mortgage ($931) + Fees ($196) + Taxes in 2024 ($184)


    Taxes:$2,214

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2694 CALISTOGA AVE, KISSIMMEE, FL 34741

    $664,999241 Days on yellowkey   MLS ID: O6353542

    For Sale O6353542 - 2694 CALISTOGA AVE, KISSIMMEE, FL 34741 57 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3451
       Built: 2015
    Monthly Fee: $517
       Tax: $10,465 (2025)
    Community: Sonoma Resort At Tapestry Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($3,644) + Fees ($517) + Taxes in 2025 ($872)


    Taxes:$10,465

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3051 GREYSTONE LOOP #302, KISSIMMEE, FL 34741

    $235,00062 Days on yellowkey   MLS ID: O6400559

    2 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $5,000 (2.1%) on 05/11/2026

    For Sale O6400559 - 3051 GREYSTONE LOOP #302, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1634
       Built: 2006
    Monthly Fee: $390
       Tax: $2,534 (2025)
    Community: Flora Ridge Condo Ph 2 Bldg 5
    Condo


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,288) + Fees ($390) + Taxes in 2025 ($211)


    Taxes:$2,534

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2460 SUMMERFIELD WAY, KISSIMMEE, FL 34741

    $210,00030 Days on yellowkey   MLS ID: O6409121

    For Sale O6409121 - 2460 SUMMERFIELD WAY, KISSIMMEE, FL 34741 21 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1265
       Built: 1988
    Monthly Fee: $230
       Tax: $2,930 (2025)
    Community: Summerfield Twnhms
    Townhouse


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,151) + Fees ($230) + Taxes in 2025 ($244)


    Taxes:$2,930

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2886 OCONNELL DR, KISSIMMEE, FL 34741

    $465,00041 Days on yellowkey   MLS ID: O6405575

    For Sale O6405575 - 2886 OCONNELL DR, KISSIMMEE, FL 34741 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2005
    Monthly Fee: $100
       Tax: $6,149 (2024)
    Community: Cypress Reserve Ph 02
    Single Family


    Estimated Monthly Payment: $3,160 (change assumption)
    Mortgage ($2,548) + Fees ($100) + Taxes in 2024 ($512)


    Taxes:$6,149

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3196 HANGING MOSS CIR, KISSIMMEE, FL 34741

    $639,90033 Days on yellowkey   MLS ID: S5149896

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale S5149896 - 3196 HANGING MOSS CIR, KISSIMMEE, FL 34741 53 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3270
       Built: 2001
    Monthly Fee: $223
       Tax: $3,979 (2025)
    Community: Parkside Estates At Stonefield Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,061 (change assumption)
    Mortgage ($3,506) + Fees ($223) + Taxes in 2025 ($332)


    Taxes:$3,979

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4810 MEMORIES LN, KISSIMMEE, FL 34746

    $520,000354 Days on yellowkey   MLS ID: G5098710

    REDUCED by $25,000 (4.6%) on 05/22/2026

    For Sale G5098710 - 4810 MEMORIES LN, KISSIMMEE, FL 34746 28 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2168
       Built: 2019
    Monthly Fee: $285
       Tax: $7,979 (2024)
    Community: Storey Lake Ph 3
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,799 (change assumption)
    Mortgage ($2,849) + Fees ($285) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2791 PUNCTUATION PL, KISSIMMEE, FL 34746

    $664,000415 Days on yellowkey   MLS ID: O6305622

    For Sale O6305622 - 2791 PUNCTUATION PL, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2021
    Monthly Fee: $304
       Tax: $10,896 (2024)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,850 (change assumption)
    Mortgage ($3,638) + Fees ($304) + Taxes in 2024 ($908)


    Taxes:$10,896

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4583 CYPRESS CAY WAY, KISSIMMEE, FL 34746

    $399,000439 Days on yellowkey   MLS ID: O6297165

    For Sale O6297165 - 4583 CYPRESS CAY WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 2023
    Monthly Fee: $298
       Tax: $3,583 (2024)
    Community: Cypress Cay Ph 1
    Townhouse


    Estimated Monthly Payment: $2,783 (change assumption)
    Mortgage ($2,186) + Fees ($298) + Taxes in 2024 ($299)


    Taxes:$3,583

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2444 VARENNA LOOP, KISSIMMEE, FL 34741

    $435,000164 Days on yellowkey   MLS ID: O6372247

    For Sale O6372247 - 2444 VARENNA LOOP, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2019
    Monthly Fee: $173
       Tax: $6,477 (2025)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,096 (change assumption)
    Mortgage ($2,384) + Fees ($173) + Taxes in 2025 ($540)


    Taxes:$6,477

    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.