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Homes for Sale Near Tuskawilla Middle in Winter Park - 64 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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  • 5473 BRACKEN CT, WINTER PARK, FL 32792

    $295,000125 Days on yellowkey   MLS ID: O6368415

    2 Days Off yellowkey (back on 4/26/2026)

    For Sale O6368415 - 5473 BRACKEN CT, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1178
       Built: 1986
    Monthly Fee: $101
       Tax: $2,205 (2024)
    Community: Fernbrook Trails
    Townhouse


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,616) + Fees ($101) + Taxes in 2024 ($184)


    Taxes:$2,205

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1951 CANNY CV, WINTER PARK, FL 32792

    $444,900138 Days on yellowkey   MLS ID: O6367023

    For Sale O6367023 - 1951 CANNY CV, WINTER PARK, FL 32792 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1782
       Built: 2023
    Monthly Fee: $375
       Tax: $6,889 (2025)
    Community: Grayson Square
    Townhouse


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,438) + Fees ($375) + Taxes in 2025 ($574)


    Taxes:$6,889

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1468 AUBURN GREEN LOOP, WINTER PARK, FL 32792

    $480,00010 Days on yellowkey   MLS ID: O6399199

    For Sale O6399199 - 1468 AUBURN GREEN LOOP, WINTER PARK, FL 32792 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 1984
    Monthly Fee: $49
       Tax: $6,243 (2024)
    Community: Country Lane
    Single Family


    Estimated Monthly Payment: $3,199 (change assumption)
    Mortgage ($2,630) + Fees ($49) + Taxes in 2024 ($520)


    Taxes:$6,243

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 291 LEWFIELD CIR #291, WINTER PARK, FL 32792

    $144,00073 Days on yellowkey   MLS ID: O6382547

    For Sale O6382547 - 291 LEWFIELD CIR #291, WINTER PARK, FL 32792 32 photos

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


    Estimated Monthly Payment: $1,301 (change assumption)
    Mortgage ($789) + 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


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

    $241,90013 Days on yellowkey   MLS ID: O6397587

    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: $1,840 (change assumption)
    Mortgage ($1,325) + 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


  • 2020 COCOS CT, WINTER PARK, FL 32792

    $458,99048 Days on yellowkey   MLS ID: O6389901

    1 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $1,000 (0.2%) on 04/17/2026

    For Sale O6389901 - 2020 COCOS CT, WINTER PARK, FL 32792 22 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1715
       Built: 1966   Tax: $1,410 (2024)
    Community: Eastbrook Sub Unit 8
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,632 (change assumption)
    Mortgage ($2,515) + Taxes in 2024 ($117)


    Taxes:$1,410

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 3330 COLEUS CT, WINTER PARK, FL 32792

    $384,90079 Days on yellowkey   MLS ID: O6378218

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

    For Sale O6378218 - 3330 COLEUS CT, WINTER PARK, FL 32792 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 1968   Tax: $5,410 (2024)
    Community: Eastbrook Sub Unit 14
    Single Family


    Estimated Monthly Payment: $2,560 (change assumption)
    Mortgage ($2,109) + Taxes in 2024 ($451)


    Taxes:$5,410

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1617 CHILEAN LN, WINTER PARK, FL 32792

    $369,900105 Days on yellowkey   MLS ID: O6373026

    For Sale O6373026 - 1617 CHILEAN LN, WINTER PARK, FL 32792 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1359
       Built: 1960   Tax: $3,432 (2024)
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $2,313 (change assumption)
    Mortgage ($2,027) + Taxes in 2024 ($286)


    Taxes:$3,432

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2224 SHADOWLAND LOOP, WINTER PARK, FL 32792

    $435,000142 Days on yellowkey   MLS ID: O6364889

    For Sale O6364889 - 2224 SHADOWLAND LOOP, WINTER PARK, FL 32792 42 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 2021
    Monthly Fee: $320
       Tax: $5,934 (2024)
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $3,198 (change assumption)
    Mortgage ($2,384) + Fees ($320) + Taxes in 2024 ($495)


    Taxes:$5,934

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 225 LEWFIELD CIR #225, WINTER PARK, FL 32792

    $220,000331 Days on yellowkey   MLS ID: O6314817

    For Sale O6314817 - 225 LEWFIELD CIR #225, WINTER PARK, FL 32792 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 953
       Built: 1973
    Monthly Fee: $465
       Tax: $1,020 (2024)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,755 (change assumption)
    Mortgage ($1,205) + Fees ($465) + Taxes in 2024 ($85)


    Taxes:$1,020

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2220 FAIRGLENN WAY, WINTER PARK, FL 32792

    $674,90013 Days on yellowkey   MLS ID: O6399993

    For Sale O6399993 - 2220 FAIRGLENN WAY, WINTER PARK, FL 32792 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 1986
    Monthly Fee: $53
       Tax: $3,357 (2025)
    Community: Quail Run
    Single Family


    Estimated Monthly Payment: $4,031 (change assumption)
    Mortgage ($3,698) + Fees ($53) + Taxes in 2025 ($280)


    Taxes:$3,357

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


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

    $269,00010 Days on yellowkey   MLS ID: O6400674

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

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1295
       Built: 1985
    Monthly Fee: $499
       Tax: $2,560 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,474) + 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


  • 2501 TAHOE CIR, WINTER PARK, FL 32792

    $259,90091 Days on yellowkey   MLS ID: O6378209

    2 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $10,000 (3.7%) on 04/05/2026

    For Sale O6378209 - 2501 TAHOE CIR, WINTER PARK, FL 32792 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 1981   Tax: $3,757 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,737 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($313)


    Taxes:$3,757

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1792 CHILEAN LN, WINTER PARK, FL 32792

    $325,00098 Days on yellowkey   MLS ID: O6375881

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6375881 - 1792 CHILEAN LN, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 984
       Built: 1959   Tax: $2,677 (2024)
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($223)


    Taxes:$2,677

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 5330 TANGERINE AVE, WINTER PARK, FL 32792

    $354,90015 Days on yellowkey   MLS ID: O6399019

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6399019 - 5330 TANGERINE AVE, WINTER PARK, FL 32792 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 1976   Tax: $1,296 (2024)
    Community: Wrenwood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,053 (change assumption)
    Mortgage ($1,945) + Taxes in 2024 ($108)


    Taxes:$1,296

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1905 BONANZA CT, WINTER PARK, FL 32792

    $490,00014 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

    $470,00096 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

    $475,00043 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

    $285,00016 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

    $724,900121 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




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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.