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Homes for Sale Near Tuskawilla Middle in Winter Park - 69 homes

Tuskawilla Middle is an Middle School in Seminole County. Find homes for sale close to Tuskawilla Middle. Our REALTORS® can assist you in your search for Tuskawilla Middle, Winter Park nearby homes.

Location: Winter Park

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  • 1905 BONANZA CT, WINTER PARK, FL 32792

    $490,00016 Days on yellowkey   MLS ID: O6398772

    0 Days Off yellowkey (back on 4/20/2026)

    For Sale O6398772 - 1905 BONANZA CT, WINTER PARK, FL 32792 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1774
       Built: 1968   Tax: $5,015 (2024)
    Community: Eastbrook Sub Unit 13
    Single Family


    Estimated Monthly Payment: $3,103 (change assumption)
    Mortgage ($2,685) + Taxes in 2024 ($418)


    Taxes:$5,015

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1052 MANCHESTER CIR, WINTER PARK, FL 32792

    $470,00098 Days on yellowkey   MLS ID: O6376260

    REDUCED by $5,000 (1.1%) on 04/13/2026

    For Sale O6376260 - 1052 MANCHESTER CIR, WINTER PARK, FL 32792 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1703
       Built: 1983   Tax: $5,216 (2025)
    Community: Howell Estates 1St Add
    Single Family


    Estimated Monthly Payment: $3,010 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($435)


    Taxes:$5,216

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1537 BANTAM WAY, WINTER PARK, FL 32792

    $475,00045 Days on yellowkey   MLS ID: O6391664

    0 Days Off yellowkey (back on 3/21/2026)

    For Sale O6391664 - 1537 BANTAM WAY, WINTER PARK, FL 32792 68 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 2022
    Monthly Fee: $330
       Tax: $5,964 (2025)
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $3,430 (change assumption)
    Mortgage ($2,603) + Fees ($330) + Taxes in 2025 ($497)


    Taxes:$5,964

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792

    $285,00018 Days on yellowkey   MLS ID: O6398856

    For Sale O6398856 - 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1984   Tax: $668 (2024)
    Community: Lazy Oaks Condo
    Condo


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1340 BLUE STEM LN, WINTER PARK, FL 32792

    $724,900123 Days on yellowkey   MLS ID: O6365415

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $5,000 (0.7%) on 04/11/2026

    For Sale O6365415 - 1340 BLUE STEM LN, WINTER PARK, FL 32792 48 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2022
    Monthly Fee: $235
       Tax: $6,594 (2025)
    Community: Landings At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,756 (change assumption)
    Mortgage ($3,972) + Fees ($235) + Taxes in 2025 ($550)


    Taxes:$6,594

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1354 TIERRA CIR, WINTER PARK, FL 32792

    $425,000474 Days on yellowkey   MLS ID: O6271121

    For Sale O6271121 - 1354 TIERRA CIR, WINTER PARK, FL 32792 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 1969
    Monthly Fee: $2
       Tax: $3,812 (2023)
    Community: Casa Aloma
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,329) + Fees ($2) + Taxes in 2023 ($318)


    Taxes:$3,812

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2023

    Middle School: Tuskawilla Middle


  • 3110 HEARTLEAF PL, WINTER PARK, FL 32792

    $629,00022 Days on yellowkey   MLS ID: O6397396

    3 Days Off yellowkey (back on 4/16/2026)

    For Sale O6397396 - 3110 HEARTLEAF PL, WINTER PARK, FL 32792 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2704
       Built: 1998
    Monthly Fee: $21
       Tax: $7,231 (2025)
    Community: Lost Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,446) + Fees ($21) + Taxes in 2025 ($603)


    Taxes:$7,231

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7796 FERNBROOK WAY, WINTER PARK, FL 32792

    $290,00043 Days on yellowkey   MLS ID: O6392180

    0 Days Off yellowkey (back on 4/16/2026)

    REDUCED by $10,000 (3.3%) on 04/13/2026

    For Sale O6392180 - 7796 FERNBROOK WAY, WINTER PARK, FL 32792 45 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1332
       Built: 1985
    Monthly Fee: $110
       Tax: $3,296 (2024)
    Community: Fernbrook Trails Ph 3
    Townhouse


    Estimated Monthly Payment: $1,974 (change assumption)
    Mortgage ($1,589) + Fees ($110) + Taxes in 2024 ($275)


    Taxes:$3,296

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2400 DOMINICA RUN, WINTER PARK, FL 32792

    $225,00036 Days on yellowkey   MLS ID: O6394406

    For Sale O6394406 - 2400 DOMINICA RUN, WINTER PARK, FL 32792 29 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 854
       Built: 1979
    Monthly Fee: $99
       Tax: $433 (2025)
    Community: Windward Square Sec 3
    Townhouse


    Estimated Monthly Payment: $1,368 (change assumption)
    Mortgage ($1,233) + Fees ($99) + Taxes in 2025 ($36)


    Taxes:$433

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7529 VILLAGE GREEN DR, WINTER PARK, FL 32792

    $325,00023 Days on yellowkey   MLS ID: O6396985

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6396985 - 7529 VILLAGE GREEN DR, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1575
       Built: 1972   Tax: $1,320 (2024)
    Community: Village Green
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($110)


    Taxes:$1,320

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1280 GLADIOLAS DR, WINTER PARK, FL 32792

    $489,000121 Days on yellowkey   MLS ID: O6370371

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6370371 - 1280 GLADIOLAS DR, WINTER PARK, FL 32792 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 1983   Tax: $5,162 (2024)
    Community: Garden Lake Estates Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,110 (change assumption)
    Mortgage ($2,679) + Taxes in 2024 ($430)


    Taxes:$5,162

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 3711 VINSETTA CT, WINTER PARK, FL 32792

    $1,350,00099 Days on yellowkey   MLS ID: O6376139

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale O6376139 - 3711 VINSETTA CT, WINTER PARK, FL 32792 66 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4214
       Built: 2015
    Monthly Fee: $178
       Tax: $7,488 (2025)
    Community: Lakeside Estates
    Single Family


    Estimated Monthly Payment: $8,199 (change assumption)
    Mortgage ($7,397) + Fees ($178) + Taxes in 2025 ($624)


    Taxes:$7,488

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 256 LEWFIELD CIR #256, WINTER PARK, FL 32792

    $184,900111 Days on yellowkey   MLS ID: O6367842

    For Sale O6367842 - 256 LEWFIELD CIR #256, WINTER PARK, FL 32792 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 927
       Built: 1973
    Monthly Fee: $465
       Tax: $1,916 (2025)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,638 (change assumption)
    Mortgage ($1,013) + Fees ($465) + Taxes in 2025 ($160)


    Taxes:$1,916

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 302 LEWFIELD CIR #302, WINTER PARK, FL 32792

    $146,00086 Days on yellowkey   MLS ID: O6380160

    REDUCED by $4,000 (2.7%) on 04/11/2026

    For Sale O6380160 - 302 LEWFIELD CIR #302, WINTER PARK, FL 32792 23 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973
    Monthly Fee: $350
       Tax: $1,942 (2025)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,312 (change assumption)
    Mortgage ($800) + Fees ($350) + Taxes in 2025 ($162)


    Taxes:$1,942

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 4469 OLD BEAR RUN, WINTER PARK, FL 32792

    $1,850,00082 Days on yellowkey   MLS ID: O6375415

    For Sale O6375415 - 4469 OLD BEAR RUN, WINTER PARK, FL 32792 77 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4288
       Built: 1978   Tax: $10,710 (2024)
    Community: Pervis Survey For R E
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,029 (change assumption)
    Mortgage ($10,137) + Taxes in 2024 ($893)


    Taxes:$10,710

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 4190 BEAR GULLY RD, WINTER PARK, FL 32792

    $524,900116 Days on yellowkey   MLS ID: O6371014

    For Sale O6371014 - 4190 BEAR GULLY RD, WINTER PARK, FL 32792 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2003
    Monthly Fee: $52
       Tax: $5,630 (2024)
    Community: Bear Gully Forest
    Single Family


    Estimated Monthly Payment: $3,397 (change assumption)
    Mortgage ($2,876) + Fees ($52) + Taxes in 2024 ($469)


    Taxes:$5,630

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 5180 LAZY OAKS DR #5180, WINTER PARK, FL 32792

    $290,00031 Days on yellowkey   MLS ID: O6395367

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

    For Sale O6395367 - 5180 LAZY OAKS DR #5180, WINTER PARK, FL 32792 29 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1984
    Monthly Fee: $277
       Tax: $1,746 (2024)
    Community: Lazy Oaks Condo
    Condo


    Estimated Monthly Payment: $2,012 (change assumption)
    Mortgage ($1,589) + Fees ($277) + Taxes in 2024 ($146)


    Taxes:$1,746

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2175 MARSH SEDGE LN, WINTER PARK, FL 32792

    $845,00038 Days on yellowkey   MLS ID: O6393503

    1 Days Off yellowkey (back on 4/4/2026)

    For Sale O6393503 - 2175 MARSH SEDGE LN, WINTER PARK, FL 32792 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3188
       Built: 2019
    Monthly Fee: $236
       Tax: $9,100 (2025)
    Community: Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,624 (change assumption)
    Mortgage ($4,630) + Fees ($236) + Taxes in 2025 ($758)


    Taxes:$9,100

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7445 BETTY ST, WINTER PARK, FL 32792

    $435,00031 Days on yellowkey   MLS ID: OM721366

    0 Days Off yellowkey (back on 4/4/2026)

    For Sale OM721366 - 7445 BETTY ST, WINTER PARK, FL 32792 76 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1576
       Built: 1983   Tax: $3,769 (2025)
    Community: Wrenwood Unit 3 4Th Add
    Single Family


    Estimated Monthly Payment: $2,698 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($314)


    Taxes:$3,769

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2420 FIRSTLIGHT WAY, WINTER PARK, FL 32792

    $450,000202 Days on yellowkey   MLS ID: O6351808

    3 Days Off yellowkey (back on 4/4/2026)

    For Sale O6351808 - 2420 FIRSTLIGHT WAY, WINTER PARK, FL 32792 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 2019
    Monthly Fee: $320
       Tax: $5,397 (2024)
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,466) + Fees ($320) + Taxes in 2024 ($450)


    Taxes:$5,397

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla 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.