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Homes for Sale Near Tuskawilla Middle in Winter Park - 70 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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  • 7577 DOCKSIDE ST, WINTER PARK, FL 32792

    $370,000Listed 06/02/2026 3:34PM   MLS ID: O6412514

    For Sale O6412514 - 7577 DOCKSIDE ST, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1245
       Built: 1977   Tax: $3,722 (2025)
    Community: Woodcrest Unit 6
    Single Family


    Estimated Monthly Payment: $2,338 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($310)


    Taxes:$3,722

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1082 WILDMEADOW RUN, WINTER PARK, FL 32792

    $650,00012 Days on yellowkey   MLS ID: O6408825

    For Sale O6408825 - 1082 WILDMEADOW RUN, WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2021
    Monthly Fee: $170
       Tax: $5,154 (2025)
    Community: Meadows At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,161 (change assumption)
    Mortgage ($3,562) + Fees ($170) + Taxes in 2025 ($430)


    Taxes:$5,154

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1090 WILDMEADOW RUN, WINTER PARK, FL 32792

    $835,00067 Days on yellowkey   MLS ID: O6394208

    REDUCED by $10,000 (1.2%) on 06/02/2026

    For Sale O6394208 - 1090 WILDMEADOW RUN, WINTER PARK, FL 32792 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2589
       Built: 2021
    Monthly Fee: $243
       Tax: $6,258 (2024)
    Community: Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,340 (change assumption)
    Mortgage ($4,575) + Fees ($243) + Taxes in 2024 ($521)


    Taxes:$6,258

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2054 EASTBROOK BLVD, WINTER PARK, FL 32792

    $500,000Listed 06/02/2026 11:16AM   MLS ID: V4949389

    For Sale V4949389 - 2054 EASTBROOK BLVD, WINTER PARK, FL 32792 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 1966   Tax: $5,054 (2025)
    Community: Eastbrook Sub Unit 8
    Single Family


    Estimated Monthly Payment: $3,161 (change assumption)
    Mortgage ($2,740) + Taxes in 2025 ($421)


    Taxes:$5,054

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1914 BONANZA CT, WINTER PARK, FL 32792

    $429,99918 Days on yellowkey   MLS ID: O6408461

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale O6408461 - 1914 BONANZA CT, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1727
       Built: 1968   Tax: $4,497 (2025)
    Community: Eastbrook Sub Unit 13
    Single Family


    Estimated Monthly Payment: $2,731 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($375)


    Taxes:$4,497

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792

    $259,00043 Days on yellowkey   MLS ID: O6400674

    REDUCED by $10,000 (3.7%) on 05/24/2026

    For Sale O6400674 - 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1985
    Monthly Fee: $499
       Tax: $2,560 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,419) + Fees ($499) + Taxes in 2024 ($213)


    Taxes:$2,560

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2503 TAHOE CIR #2503, WINTER PARK, FL 32792

    $250,00061 Days on yellowkey   MLS ID: O6395130

    For Sale O6395130 - 2503 TAHOE CIR #2503, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1173
       Built: 1981   Tax: $506 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,412 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($42)


    Taxes:$506

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7794 COUNTRY PL #2, WINTER PARK, FL 32792

    $232,00046 Days on yellowkey   MLS ID: O6397587

    REDUCED by $5,000 (2.1%) on 06/02/2026

    For Sale O6397587 - 7794 COUNTRY PL #2, WINTER PARK, FL 32792 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1988
    Monthly Fee: $296
       Tax: $2,620 (2024)
    Community: Goldenrod Villas Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,786 (change assumption)
    Mortgage ($1,271) + Fees ($296) + Taxes in 2024 ($218)


    Taxes:$2,620

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2808 BRIGHT BIRD LN, WINTER PARK, FL 32792

    $399,0003 Days on yellowkey   MLS ID: O6410294

    For Sale O6410294 - 2808 BRIGHT BIRD LN, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1907
       Built: 2024
    Monthly Fee: $375
       Tax: $6,126 (2025)
    Community: Grayson Square
    Townhouse


    Estimated Monthly Payment: $3,072 (change assumption)
    Mortgage ($2,186) + Fees ($375) + Taxes in 2025 ($511)


    Taxes:$6,126

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7001 JACKMAN BLVD, WINTER PARK, FL 32792

    $450,00018 Days on yellowkey   MLS ID: O6408371

    5 Days Off yellowkey (back on 6/2/2026)

    For Sale O6408371 - 7001 JACKMAN BLVD, WINTER PARK, FL 32792 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1482
       Built: 1977   Tax: $4,421 (2025)
    Community: Howell Branch Woods
    Single Family


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($368)


    Taxes:$4,421

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1448 LAKE FLORENCE WAY, WINTER PARK, FL 32792

    $1,199,0006 Days on yellowkey   MLS ID: O6411164

    For Sale O6411164 - 1448 LAKE FLORENCE WAY, WINTER PARK, FL 32792 51 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3652
       Built: 2018
    Monthly Fee: $186
       Tax: $7,277 (2025)
    Community: Lake Florence Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,362 (change assumption)
    Mortgage ($6,570) + Fees ($186) + Taxes in 2025 ($606)


    Taxes:$7,277

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7485 ALOMA PINES CT, WINTER PARK, FL 32792

    $375,00053 Days on yellowkey   MLS ID: O6398259

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

    REDUCED by $15,000 (3.8%) on 05/23/2026

    For Sale O6398259 - 7485 ALOMA PINES CT, WINTER PARK, FL 32792 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1787
       Built: 2017
    Monthly Fee: $407
       Tax: $4,585 (2025)
    Community: Aloma Trails
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,844 (change assumption)
    Mortgage ($2,055) + Fees ($407) + Taxes in 2025 ($382)


    Taxes:$4,585

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3463 ARNEL DR, WINTER PARK, FL 32792

    $429,90077 Days on yellowkey   MLS ID: O6390301

    REDUCED by $20,000 (4.4%) on 06/01/2026

    For Sale O6390301 - 3463 ARNEL DR, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 1967   Tax: $4,648 (2024)
    Community: Eastbrook Sub Unit 11
    Single Family


    Estimated Monthly Payment: $2,743 (change assumption)
    Mortgage ($2,356) + Taxes in 2024 ($387)


    Taxes:$4,648

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 7522 ALOMA PINES CT, WINTER PARK, FL 32792

    $375,0008 Days on yellowkey   MLS ID: S5150544

    For Sale S5150544 - 7522 ALOMA PINES CT, WINTER PARK, FL 32792 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1872
       Built: 2017
    Monthly Fee: $407
       Tax: $4,304 (2025)
    Community: Aloma Trails
    Townhouse


    Estimated Monthly Payment: $2,820 (change assumption)
    Mortgage ($2,055) + Fees ($407) + Taxes in 2025 ($359)


    Taxes:$4,304

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3135 HEARTLEAF PL, WINTER PARK, FL 32792

    $665,00011 Days on yellowkey   MLS ID: O6410276

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6410276 - 3135 HEARTLEAF PL, WINTER PARK, FL 32792 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2749
       Built: 1994
    Monthly Fee: $20
       Tax: $2,825 (2025)
    Community: Lost Creek
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,899 (change assumption)
    Mortgage ($3,644) + Fees ($20) + Taxes in 2025 ($235)


    Taxes:$2,825

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1354 TIERRA CIR, WINTER PARK, FL 32792

    $425,000505 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


  • 1032 MANCHESTER CIR, WINTER PARK, FL 32792

    $470,000104 Days on yellowkey   MLS ID: O6383113

    For Sale O6383113 - 1032 MANCHESTER CIR, WINTER PARK, FL 32792 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1787
       Built: 1976   Tax: $1,535 (2025)
    Community: Howell Estates Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($128)


    Taxes:$1,535

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1340 BLUE STEM LN, WINTER PARK, FL 32792

    $724,900154 Days on yellowkey   MLS ID: O6365415

    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


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

    $280,00049 Days on yellowkey   MLS ID: O6398856

    REDUCED by $5,000 (1.8%) on 05/26/2026

    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: $1,590 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1320 GLADIOLAS DR, WINTER PARK, FL 32792

    $485,0004 Days on yellowkey   MLS ID: O6412139

    For Sale O6412139 - 1320 GLADIOLAS DR, WINTER PARK, FL 32792 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 1983   Tax: $1,380 (2025)
    Community: Garden Lake Estates Unit 3
    Single Family


    Estimated Monthly Payment: $2,772 (change assumption)
    Mortgage ($2,657) + Taxes in 2025 ($115)


    Taxes:$1,380

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    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.