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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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  • 283 LEWFIELD CIR #283, WINTER PARK, FL 32792

    $142,50014 Days on yellowkey   MLS ID: O6420915

    1 Days Off yellowkey (back on 7/12/2026)

    For Sale O6420915 - 283 LEWFIELD CIR #283, WINTER PARK, FL 32792 23 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973   Tax: $1,729 (2025)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $925 (change assumption)
    Mortgage ($781) + Taxes in 2025 ($144)


    Taxes:$1,729

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1540 FLORENTINO LN, WINTER PARK, FL 32792

    $315,00054 Days on yellowkey   MLS ID: O6408841

    REDUCED by $20,000 (6.0%) on 07/12/2026

    For Sale O6408841 - 1540 FLORENTINO LN, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1682
       Built: 2004
    Monthly Fee: $175
       Tax: $5,340 (2025)
    Community: Vistas At Lake Howell
    Townhouse


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($1,726) + Fees ($175) + Taxes in 2025 ($445)


    Taxes:$5,340

    Elementary School: Sterling Park Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2008 HOUNDSLAKE DR, WINTER PARK, FL 32792

    $515,00031 Days on yellowkey   MLS ID: O6414369

    For Sale O6414369 - 2008 HOUNDSLAKE DR, WINTER PARK, FL 32792 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1980   Tax: $5,253 (2025)
    Community: Cedar Ridge
    Single Family


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($438)


    Taxes:$5,253

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1090 WILDMEADOW RUN, WINTER PARK, FL 32792

    $835,000111 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


  • 8433 COMMANDER CV, WINTER PARK, FL 32792

    $445,00033 Days on yellowkey   MLS ID: O6416635

    REDUCED by $10,000 (2.2%) on 07/11/2026

    For Sale O6416635 - 8433 COMMANDER CV, WINTER PARK, FL 32792 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 1986
    Monthly Fee: $76
       Tax: $3,556 (2025)
    Community: Trinity Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,811 (change assumption)
    Mortgage ($2,438) + Fees ($76) + Taxes in 2025 ($296)


    Taxes:$3,556

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2450 GRAND TETON CIR #2450, WINTER PARK, FL 32792

    $255,0006 Days on yellowkey   MLS ID: O6418973

    For Sale O6418973 - 2450 GRAND TETON CIR #2450, WINTER PARK, FL 32792 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1311
       Built: 1981   Tax: $889 (2025)
    Community: Cedarwood Village 1
    Spa: No

    Condo


    Estimated Monthly Payment: $1,471 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($74)


    Taxes:$889

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2189 SUSSEX RD, WINTER PARK, FL 32792

    $375,0007 Days on yellowkey   MLS ID: O6423782

    FORECLOSURE O6423782 - 2189 SUSSEX RD, WINTER PARK, FL 32792 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1776
       Built: 1968
    Monthly Fee: $2
       Tax: $4,646 (2025)
    Community: Winter Woods Unit 01
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,055) + Fees ($2) + Taxes in 2025 ($387)


    Taxes:$4,646

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3621 HAWTHORNE LN, WINTER PARK, FL 32792

    $415,00010 Days on yellowkey   MLS ID: S5153086

    For Sale S5153086 - 3621 HAWTHORNE LN, WINTER PARK, FL 32792 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1525
       Built: 1979   Tax: $1,108 (2025)
    Community: Garden Lake Estates Unit 1
    Single Family


    Estimated Monthly Payment: $2,366 (change assumption)
    Mortgage ($2,274) + Taxes in 2025 ($92)


    Taxes:$1,108

    Elementary School: Evans Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1610 GLADIOLAS DR, WINTER PARK, FL 32792

    $430,00019 Days on yellowkey   MLS ID: O6420292

    For Sale O6420292 - 1610 GLADIOLAS DR, WINTER PARK, FL 32792 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 1979   Tax: $1,442 (2025)
    Community: Garden Lake Estates Unit 1
    Single Family


    Estimated Monthly Payment: $2,476 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($120)


    Taxes:$1,442

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


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

    $144,000150 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


  • 1448 LAKE FLORENCE WAY, WINTER PARK, FL 32792

    $1,149,90050 Days on yellowkey   MLS ID: O6411164

    REDUCED by $49,100 (4.1%) on 06/17/2026

    For Sale O6411164 - 1448 LAKE FLORENCE WAY, WINTER PARK, FL 32792 49 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: $7,093 (change assumption)
    Mortgage ($6,301) + 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


  • 2914 REEF KNOT PL, WINTER PARK, FL 32792

    $1,725,00028 Days on yellowkey   MLS ID: O6418185

    For Sale O6418185 - 2914 REEF KNOT PL, WINTER PARK, FL 32792 63 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4173
       Built: 2019
    Monthly Fee: $186
       Tax: $17,688 (2025)
    Community: Lake Florence Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,112 (change assumption)
    Mortgage ($9,452) + Fees ($186) + Taxes in 2025 ($1,474)


    Taxes:$17,688

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7577 DOCKSIDE ST, WINTER PARK, FL 32792

    $360,00044 Days on yellowkey   MLS ID: O6412514

    4 Days Off yellowkey (back on 7/7/2026)

    REDUCED by $10,000 (2.7%) on 06/25/2026

    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: $2,283 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($310)


    Taxes:$3,722

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2022 EASTBROOK BLVD, WINTER PARK, FL 32792

    $353,00017 Days on yellowkey   MLS ID: S5152746

    1 Days Off yellowkey (back on 7/6/2026)

    For Sale S5152746 - 2022 EASTBROOK BLVD, WINTER PARK, FL 32792 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1420
       Built: 1966   Tax: $3,122 (2025)
    Community: Eastbrook Sub Unit 07
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,934) + Taxes in 2025 ($260)


    Taxes:$3,122

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 5184 LAZY OAKS DR, WINTER PARK, FL 32792

    $280,00012 Days on yellowkey   MLS ID: O6422366

    For Sale O6422366 - 5184 LAZY OAKS DR, WINTER PARK, FL 32792 31 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1984   Tax: $2,780 (2025)
    Community: Lazy Oaks Condo
    Condo


    Estimated Monthly Payment: $1,766 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($232)


    Taxes:$2,780

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1612 LAWNDALE CIR, WINTER PARK, FL 32792

    $439,00014 Days on yellowkey   MLS ID: O6418472

    0 Days Off yellowkey (back on 7/3/2026)

    For Sale O6418472 - 1612 LAWNDALE CIR, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 1984
    Monthly Fee: $49
       Tax: $1,425 (2025)
    Community: Country Lane
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,405) + Fees ($49) + Taxes in 2025 ($119)


    Taxes:$1,425

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1232 VALLEY CREEK RUN, WINTER PARK, FL 32792

    $535,00028 Days on yellowkey   MLS ID: O6417190

    1 Days Off yellowkey (back on 7/2/2026)

    For Sale O6417190 - 1232 VALLEY CREEK RUN, WINTER PARK, FL 32792 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2071
       Built: 1994
    Monthly Fee: $22
       Tax: $2,283 (2025)
    Community: Lost Creek
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,144 (change assumption)
    Mortgage ($2,931) + Fees ($22) + Taxes in 2025 ($190)


    Taxes:$2,283

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3009 NICHOLSON DR, WINTER PARK, FL 32792

    $449,90021 Days on yellowkey   MLS ID: O6419862

    3 Days Off yellowkey (back on 7/1/2026)

    For Sale O6419862 - 3009 NICHOLSON DR, WINTER PARK, FL 32792 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1980   Tax: $1,274 (2025)
    Community: Wrenwood Unit 3 3Rd Add
    Single Family


    Estimated Monthly Payment: $2,571 (change assumption)
    Mortgage ($2,465) + Taxes in 2025 ($106)


    Taxes:$1,274

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2222 MARSH SEDGE LN, WINTER PARK, FL 32792

    $739,000344 Days on yellowkey   MLS ID: O6333145

    4 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $25,900 (3.4%) on 06/13/2026

    For Sale O6333145 - 2222 MARSH SEDGE LN, WINTER PARK, FL 32792 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2192
       Built: 2019
    Monthly Fee: $243
       Tax: $7,847 (2024)
    Community: Preserve At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,049) + Fees ($243) + Taxes in 2024 ($654)


    Taxes:$7,847

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 4348 STEED TER, WINTER PARK, FL 32792

    $824,00069 Days on yellowkey   MLS ID: O6406018

    0 Days Off yellowkey (back on 5/26/2026)

    For Sale O6406018 - 4348 STEED TER, WINTER PARK, FL 32792 74 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3040
       Built: 1989
    Monthly Fee: $29
       Tax: $3,652 (2024)
    Community: Kings Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,848 (change assumption)
    Mortgage ($4,515) + Fees ($29) + Taxes in 2024 ($304)


    Taxes:$3,652

    Elementary School: Red Bug 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.