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Homes for Sale Near Tuskawilla Middle in Winter Park - 59 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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  • 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792

    $275,00092 Days on yellowkey   MLS ID: O6398856

    REDUCED by $5,000 (1.8%) on 06/29/2026

    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: $1,563 (change assumption)
    Mortgage ($1,507) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1287 VERDANT GLADE PL, WINTER PARK, FL 32792

    $825,00082 Days on yellowkey   MLS ID: O6400331

    REDUCED by $22,000 (2.6%) on 06/19/2026

    For Sale O6400331 - 1287 VERDANT GLADE PL, WINTER PARK, FL 32792 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2020
    Monthly Fee: $413
       Tax: $6,133 (2025)
    Community: Meadows At Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,444 (change assumption)
    Mortgage ($4,520) + Fees ($413) + Taxes in 2025 ($511)


    Taxes:$6,133

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2676 BARBADOS DR, WINTER PARK, FL 32792

    $340,00047 Days on yellowkey   MLS ID: O6411958

    2 Days Off yellowkey (back on 6/26/2026)

    For Sale O6411958 - 2676 BARBADOS DR, WINTER PARK, FL 32792 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1743
       Built: 1978
    Monthly Fee: $98
       Tax: $4,131 (2025)
    Community: Windward Square Sec 2
    Townhouse


    Estimated Monthly Payment: $2,305 (change assumption)
    Mortgage ($1,863) + Fees ($98) + Taxes in 2025 ($344)


    Taxes:$4,131

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3641 OAK VISTA LN, WINTER PARK, FL 32792

    $475,00037 Days on yellowkey   MLS ID: O6412855

    0 Days Off yellowkey (back on 6/26/2026)

    For Sale O6412855 - 3641 OAK VISTA LN, WINTER PARK, FL 32792 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1981   Tax: $1,562 (2025)
    Community: Garden Lake Estates Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,733 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($130)


    Taxes:$1,562

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2712 TORTOISE CV, WINTER PARK, FL 32792

    $235,00022 Days on yellowkey   MLS ID: O6419150

    For Sale O6419150 - 2712 TORTOISE CV, WINTER PARK, FL 32792 22 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 924
       Built: 1981   Tax: $2,442 (2025)
    Community: Slovak Village
    Half Duplex


    Estimated Monthly Payment: $1,491 (change assumption)
    Mortgage ($1,288) + Taxes in 2025 ($204)


    Taxes:$2,442

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2648 GALLIANO CIR, WINTER PARK, FL 32792

    $355,000141 Days on yellowkey   MLS ID: S5144547

    For Sale S5144547 - 2648 GALLIANO CIR, WINTER PARK, FL 32792 39 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1550
       Built: 2004
    Monthly Fee: $175
       Tax: $4,736 (2024)
    Community: Vistas At Lake Howell
    Townhouse


    Estimated Monthly Payment: $2,515 (change assumption)
    Mortgage ($1,945) + Fees ($175) + Taxes in 2024 ($395)


    Taxes:$4,736

    Elementary School: Sterling Park Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 5350 ORANGE AVE, WINTER PARK, FL 32792

    $469,90026 Days on yellowkey   MLS ID: O6415309

    1 Days Off yellowkey (back on 6/23/2026)

    For Sale O6415309 - 5350 ORANGE AVE, WINTER PARK, FL 32792 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2011   Tax: $5,520 (2025)
    Community: Suburban Homes
    Single Family


    Estimated Monthly Payment: $3,035 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($460)


    Taxes:$5,520

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1316 BLUE STEM LN, WINTER PARK, FL 32792

    $725,00031 Days on yellowkey   MLS ID: O6416828

    For Sale O6416828 - 1316 BLUE STEM LN, WINTER PARK, FL 32792 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 2022
    Monthly Fee: $243
       Tax: $6,788 (2025)
    Community: Landings At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,781 (change assumption)
    Mortgage ($3,973) + Fees ($243) + Taxes in 2025 ($566)


    Taxes:$6,788

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


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

    $184,900185 Days on yellowkey   MLS ID: O6367842

    1 Days Off yellowkey (back on 6/19/2026)

    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


  • 2054 EASTBROOK BLVD, WINTER PARK, FL 32792

    $500,00043 Days on yellowkey   MLS ID: V4949389

    For Sale V4949389 - 2054 EASTBROOK BLVD, WINTER PARK, FL 32792 5 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


  • 3374 HAMLET LOOP, WINTER PARK, FL 32792

    $365,00076 Days on yellowkey   MLS ID: O6403488

    REDUCED by $5,000 (1.4%) on 06/16/2026

    For Sale O6403488 - 3374 HAMLET LOOP, WINTER PARK, FL 32792 42 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1994
    Monthly Fee: $63
       Tax: $5,326 (2024)
    Community: Villas Of Casselberry Ph 3
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,000) + Fees ($63) + Taxes in 2024 ($444)


    Taxes:$5,326

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1032 MANCHESTER CIR, WINTER PARK, FL 32792

    $464,900147 Days on yellowkey   MLS ID: O6383113

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $5,100 (1.1%) on 06/11/2026

    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: $2,675 (change assumption)
    Mortgage ($2,547) + Taxes in 2025 ($128)


    Taxes:$1,535

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7771 COUNTRY PL #7, WINTER PARK, FL 32792

    $219,900225 Days on yellowkey   MLS ID: O6364384

    3 Days Off yellowkey (back on 6/12/2026)

    For Sale O6364384 - 7771 COUNTRY PL #7, WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1230
       Built: 1987
    Monthly Fee: $340
       Tax: $2,950 (2024)
    Community: Goldenrod Villas Condo
    Condo


    Estimated Monthly Payment: $1,791 (change assumption)
    Mortgage ($1,205) + Fees ($340) + Taxes in 2024 ($246)


    Taxes:$2,950

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1535 LAWNDALE CIR, WINTER PARK, FL 32792

    $450,00034 Days on yellowkey   MLS ID: C7527235

    For Sale C7527235 - 1535 LAWNDALE CIR, WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 1986
    Monthly Fee: $50
       Tax: $5,433 (2025)
    Community: Country Lane
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,968 (change assumption)
    Mortgage ($2,466) + Fees ($50) + Taxes in 2025 ($453)


    Taxes:$5,433

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3440 ALLSTON LN, WINTER PARK, FL 32792

    $405,00080 Days on yellowkey   MLS ID: O6401731

    REDUCED by $15,000 (3.6%) on 05/26/2026

    For Sale O6401731 - 3440 ALLSTON LN, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1533
       Built: 1993
    Monthly Fee: $65
       Tax: $1,364 (2024)
    Community: Villas Of Casselberry Ph 4
    Single Family


    Estimated Monthly Payment: $2,398 (change assumption)
    Mortgage ($2,219) + Fees ($65) + Taxes in 2024 ($114)


    Taxes:$1,364

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1052 MANCHESTER CIR, WINTER PARK, FL 32792

    $460,000172 Days on yellowkey   MLS ID: O6376260

    REDUCED by $10,000 (2.1%) on 05/28/2026

    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: $2,955 (change assumption)
    Mortgage ($2,520) + Taxes in 2025 ($435)


    Taxes:$5,216

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1521 HERON WOOD PL, WINTER PARK, FL 32792

    $860,000159 Days on yellowkey   MLS ID: O6379884

    REDUCED by $65,000 (7.0%) on 06/05/2026

    For Sale O6379884 - 1521 HERON WOOD PL, WINTER PARK, FL 32792 74 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 3950
       Built: 1983   Tax: $6,494 (2024)
    Community: None
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,712) + Taxes in 2024 ($541)


    Taxes:$6,494

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 7522 ALOMA PINES CT, WINTER PARK, FL 32792

    $375,00051 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


  • 5233 LAKE HOWELL RD, WINTER PARK, FL 32792

    $562,0001049 Days on yellowkey   MLS ID: O6137445

    1 Days Off yellowkey (back on 10/24/2023)

    For Sale O6137445 - 5233 LAKE HOWELL RD, WINTER PARK, FL 32792 45 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1778
       Built: 1956   Tax: $4,888 (2022)
    Community: Tanglewood Sec 3 Rep
    Single Family


    Estimated Monthly Payment: $3,487 (change assumption)
    Mortgage ($3,079) + Taxes in 2022 ($407)


    Taxes:$4,888

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2022

    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.