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Homes for Sale Near Kissimmee Middle in Kissimmee - 277 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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  • 4648 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $579,00012 Days on yellowkey   MLS ID: O6408538

    For Sale O6408538 - 4648 FAIRY TALE CIR, KISSIMMEE, FL 34746 79 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3439
       Built: 2016
    Monthly Fee: $249
       Tax: $9,595 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $4,221 (change assumption)
    Mortgage ($3,173) + Fees ($249) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2208 ANTIGUA PL #938, KISSIMMEE, FL 34741

    $189,90017 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

    $194,90021 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

    $194,90033 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

    $174,900412 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

    $169,900446 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


  • 8189 SURF ST, KISSIMMEE, FL 34747

    $299,00090 Days on yellowkey   MLS ID: O6386129

    0 Days Off yellowkey (back on 5/6/2026)

    REDUCED by $38,900 (11.5%) on 04/17/2026

    For Sale O6386129 - 8189 SURF ST, KISSIMMEE, FL 34747 45 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1394
       Built: 2022
    Monthly Fee: $583
       Tax: $7,616 (2025)
    Community: Rolling Oaks Ph 7
    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($1,638) + Fees ($583) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2694 CALISTOGA AVE, KISSIMMEE, FL 34741

    $664,999217 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


  • 2504 FASSONA DR, KISSIMMEE, FL 34741

    $355,0008 Days on yellowkey   MLS ID: S5150213

    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: $2,566 (change assumption)
    Mortgage ($1,945) + 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


  • 3051 GREYSTONE LOOP #302, KISSIMMEE, FL 34741

    $235,00038 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


  • 3400 MT VERNON WAY, KISSIMMEE, FL 34741

    $435,000372 Days on yellowkey   MLS ID: S5127303

    For Sale S5127303 - 3400 MT VERNON WAY, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2014
    Monthly Fee: $90
       Tax: $4,426 (2024)
    Community: Preserve At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $2,842 (change assumption)
    Mortgage ($2,384) + Fees ($90) + Taxes in 2024 ($369)


    Taxes:$4,426

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 3404 WILLOW BRANCH LN, KISSIMMEE, FL 34741

    $410,000282 Days on yellowkey   MLS ID: S5133043

    For Sale S5133043 - 3404 WILLOW BRANCH LN, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1706
       Built: 2003
    Monthly Fee: $80
       Tax: $1,690 (2024)
    Community: Windsor Point
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($2,247) + Fees ($80) + Taxes in 2024 ($141)


    Taxes:$1,690

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2551 DHARMA CIR, KISSIMMEE, FL 34746

    $485,0007 Days on yellowkey   MLS ID: O6404506

    For Sale O6404506 - 2551 DHARMA CIR, KISSIMMEE, FL 34746 25 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2874
       Built: 2011
    Monthly Fee: $333
       Tax: $7,017 (2025)
    Community: Veranda Palms
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,575 (change assumption)
    Mortgage ($2,657) + Fees ($333) + Taxes in 2025 ($585)


    Taxes:$7,017

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2801 BOOKMARK DR, KISSIMMEE, FL 34746

    $700,00028 Days on yellowkey   MLS ID: O6402384

    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: $5,255 (change assumption)
    Mortgage ($3,836) + 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


  • 2460 SUMMERFIELD WAY, KISSIMMEE, FL 34741

    $210,0006 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

    $465,00017 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


  • 4770 TRIBUTE TRL, KISSIMMEE, FL 34746

    $315,00058 Days on yellowkey   MLS ID: O6394986

    REDUCED by $5,000 (1.6%) on 05/22/2026

    For Sale O6394986 - 4770 TRIBUTE TRL, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1674
       Built: 2018
    Monthly Fee: $454
       Tax: $5,918 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,673 (change assumption)
    Mortgage ($1,726) + Fees ($454) + Taxes in 2025 ($493)


    Taxes:$5,918

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1001 PARK RIDGE CIR, KISSIMMEE, FL 34746

    $230,000112 Days on yellowkey   MLS ID: S5143265

    REDUCED by $10,000 (4.2%) on 04/16/2026

    SHORT SALE S5143265 - 1001 PARK RIDGE CIR, KISSIMMEE, FL 34746 31 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 1645
       Built: 2002
    Monthly Fee: $460
       Tax: $4,038 (2025)
    Community: Lake Berkley Resort Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,057 (change assumption)
    Mortgage ($1,260) + Fees ($460) + Taxes in 2025 ($337)


    Taxes:$4,038

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746

    $210,00081 Days on yellowkey   MLS ID: S5145328

    REDUCED by $10,000 (4.5%) on 05/22/2026

    For Sale S5145328 - 2788 CLUB CORTILE CIR #A, KISSIMMEE, FL 34746 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1204
       Built: 2007
    Monthly Fee: $360
       Tax: $2,434 (2025)
    Community: Club Cortile Condo Ph 7
    Condo


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,151) + Fees ($360) + Taxes in 2025 ($203)


    Taxes:$2,434

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2060 CASCADES BLVD #202, KISSIMMEE, FL 34741

    $139,000112 Days on yellowkey   MLS ID: O6379651

    5 Days Off yellowkey (back on 3/30/2026)

    For Sale O6379651 - 2060 CASCADES BLVD #202, KISSIMMEE, FL 34741 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 870
       Built: 1987
    Monthly Fee: $443
       Tax: $1,812 (2025)
    Community: Cascades At Kissimme
    Condo


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($762) + Fees ($443) + Taxes in 2025 ($151)


    Taxes:$1,812

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    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.