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Copyright © 2026 The Canadian Home Realty Inc.
  • Ontario
  • Toronto
  • Oakwood Village
  • 265 Winona Drive
265-winona-drive-toronto-ontario-c12504982
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  • Sold Sold in Nov 2025
  • Detached

265 Winona Drive

Toronto, Oakwood Village
  • 3 + 1 Bedrooms
  • 2 Bathrooms
  • 0 Garage
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Sold Price: $ 1,570,000
Listed Price: $ 1,585,000
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Room Details of 265 Winona Drive, Toronto

FloorBedroomsBathrooms
Basement 1 1
Second 3 1

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Key Facts About 265 Winona Drive, Toronto

  • Tax $6,545 / 2025
  • Property Type Residential
  • Building Type Detached
  • Building Style 2-Storey
  • Building Age 51-99
  • Size 1100 - 1500 feet²
  • Lot Size 24.1 x 78.8 feet
  • Parking 0 garage, 1 parking
  • Basement Separate Entrance
  • Listing # C12504982
  • Data Source PROPTX
  • Days on Market 8
  • Listed On 03/11/2025
  • Updated On 12/11/2025
  • Market Demand
    the canadian homethe canadian home

Description

Welcome to 265 Winona Drive! Beautifully renovated detached home in the heart of St. Clair West, showcasing a perfect blend of modern finishes and timeless character. The inviting main floor features a spacious living area with a gas fireplace, wainscotting, and hardwood floors, opening to a stunning custom kitchen with a waterfall island with seating for three, quartz countertops, and stainless steel appliances. The dining area includes built-in cabinetry plus a built-in bench with storage, and double garden doors leading to a private backyard

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Property Details of 265 Winona Drive, Toronto

Property

  • Property Type Detached
  • Style 2-Storey
  • Fronting On E
  • Community Oakwood Village
  • Municipality Toronto

Inside

  • Bedrooms 3
  • Bathrooms 2
  • Bathroom Details 1, 4pc Second
  • Bathroom Details 1, 3pc Lower
  • Basement Separate Entrance
  • Kitchen 1
  • Rooms 6
  • Family Rooms N
  • Central Vac N
  • Fireplace Y

Utilities

  • Water Municipal
  • Cooling Central Air
  • Heating Type Radiant
  • Heating Fuel Gas

Building

  • Size 1100 - 1500 feet²
  • Architecture Style 2-Storey
  • Exterior Feature Brick
  • Building Age 51-99

Parking

  • Garage Type Detached
  • Garage 0
  • Parking Places 1
  • Total Parking Places 1

Land

  • Sewer Sewer
  • Frontage 24.1
  • Depth 78.8
  • Lot Size 24.1 x 78.8 feet
  • Lot Size Code Feet
  • Cross Street Oakwood Avenue & St Clair Ave W

Features

  • Fenced Yard Y
  • Library Y
  • Park Y
  • Public Transit Y
  • School Y

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Our Estimate

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Estimated Rent

$ 4,245

Rental Yield

3.03%

School Score

7.6/10

Rental Score

2.5/5

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Rooms

Foyer (4.09X1.96 metre)
Level: Main
Living Room (4.72X3.66 metre)
Level: Main
Kitchen (4.14X2.36 metre)
Level: Main
Dining Room (4.14X3.1 metre)
Level: Main
Primary Bedroom (4.17X3.56 metre)
Level: Second
Bedroom 2 (2.92X2.87 metre)
Level: Second
Bedroom 3 (2.95X272 metre)
Level: Second
Bathroom (2.21X2.03 metre)
Level: Second
Recreation (5.23X4.45 metre)
Level: Basement
Bedroom 4 (2.79X3.58 metre)
Level: Basement
Bathroom (2.79X2.05 metre)
Level: Basement

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Expense Breakdown

Monthly Mortgage Payment

$0/monthly

30 Year , 3.99% interest

Cash Expenditure for Home Purchase

$1,000

  • Downpayment
    $0
  • PST on Mortgage Insurance
    $0
  • Land Transfer Tax
    $0
  • Lawyer Fees
    $1,000
  • Title Insurance
    $0

Monthly Expenses After Home Purchase

$569

  • Mortgage Payment
    $0
  • Property Insurance
    $50
  • Property Tax
    $250
  • Phone
    $40
  • Monthly debt payments
    $0
  • Cable
    $60
  • Utilities
    $124
  • Internet
    $45
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MLS® Trusted listing from Toronto Real Estate Board The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system.

Copyright:© The Canadian Home Realty Inc. All rights reserved. The Canadian Home Realty Inc is a registered real estate brokerage.

About 265 Winona Drive, Toronto

Welcome to the charming house for sale in Toronto , located at 265 Winona Drive, Toronto. This beautifully renovated detached home is nestled in the heart of Oakwood Village, a vibrant community that offers a delightful blend of modern conveniences and timeless character. As you approach the property, you’ll notice the inviting exterior, constructed from classic brick, which adds to its appeal. This 2-storey residence is not just a house; it’s a home that promises comfort and style.

Upon entering, you are greeted by a spacious living area that exudes warmth and character. The main floor features stunning hardwood floors and elegant wainscotting, creating an inviting atmosphere perfect for family gatherings or entertaining guests. The highlight of this area is undoubtedly the gas fireplace, which adds a touch of cosiness on chilly evenings. The main floor also boasts a stunning custom kitchen, equipped with a waterfall island that comfortably seats three, quartz countertops, and high-quality stainless steel appliances. This kitchen is a dream for any home cook, providing both functionality and aesthetic appeal.

Adjacent to the kitchen, the dining area is thoughtfully designed with built-in cabinetry and a bench that offers additional storage, making it a practical yet stylish space. Double garden doors lead you out to a private backyard, where you can enjoy the outdoors in your own little oasis. The backyard features a large deck and low-maintenance turf, making it ideal for entertaining or simply enjoying everyday family life.

As we move upstairs, you will discover three bright bedrooms, all adorned with beautiful hardwood floors. The spacious primary bedroom is a true retreat, complete with a walk-in closet that provides ample storage. The renovated bathroom on this level is a luxurious touch, featuring heated floors, a skylight that floods the space with natural light, and clever storage solutions to keep everything organised.

The lower level of this splendid house for sale in Toronto is equally impressive. It boasts excellent ceiling height and a generous recreation room, perfect for family movie nights or a play area for children. Additionally, there is a fourth bedroom, which can serve as a guest room or a private office. The full bathroom on this level features a glass-enclosed walk-in shower, adding a touch of elegance to the space. The laundry area is conveniently located here as well, along with ample storage options and a side entrance that offers easy access.

One of the standout features of this property is the fully finished backyard studio. This versatile space is equipped with heating, dedicated power, and a skylight, making it the perfect home office, gym, or creative workspace. Whether you’re working from home or pursuing a hobby, this studio provides the ideal environment to inspire creativity and productivity.

The house for sale in Toronto at 265 Winona Drive also includes legal front pad parking, ensuring that you and your guests have convenient access. The new, beautiful front porch adds to the charm of the home and is a lovely spot to enjoy your morning coffee or watch the world go by.

Located just steps away from parks, schools, shops, and restaurants, this home is situated in a sought-after, family-friendly neighbourhood. The community of Oakwood Village offers a rich tapestry of amenities and activities, making it a wonderful place to live.

In summary, this delightful house for sale in Toronto at 265 Winona Drive is not just a property; it’s a lifestyle choice. With its perfect blend of modern finishes, timeless character, and an array of features designed for comfort and convenience, it’s an opportunity not to be missed. Come and experience the charm of this home for yourself!

Oakwood Village, nestled in the vibrant city of Toronto, is a charming and diverse neighbourhood that seamlessly blends urban convenience with a welcoming atmosphere. Characterised by its tree-lined streets and a rich tapestry of cultural influences, Oakwood Village offers a delightful array of local shops, cafes, and eateries, making it an ideal spot for those who appreciate a lively yet close-knit environment. The area is well-connected by public transport, providing easy access to the bustling downtown core and surrounding attractions. With its strong sense of community spirit and a variety of parks and recreational spaces, Oakwood Village is a wonderful place to call home for individuals and families alike.

Schools in the Neighbourhood

This property is conveniently located near several educational institutions, making it an ideal choice for families. The closest school is St. Alphonsus Catholic School, just 0.1 km away, offering grades JK to 8 with a school rating of 4.9. Additionally, Humewood Community School, located 0.5 km away, provides both English and French instruction for grades JK to 8, boasting a solid rating of 6.8. For secondary education, Forest Hill Collegiate Institute is 2.4 km from the property, although it currently has a rating of 0. Loretto College School, another secondary option, is 1.2 km away and has a rating of 6. Furthermore, Marshall McLuhan Catholic Secondary School, located 3.3 km from the property, offers grades 9 to 12 with a rating of 6.6. Overall, the area features a mix of public and Catholic schools, with a variety of language options and grade levels, ensuring that families have access to quality education within a short distance from home.

Key Statistics of the Neighbourhood

The area surrounding the property has a population of 484 residents, with an average household size of 2.7 individuals. The demographic profile indicates a relatively mature community, with an average age of 40.8 years. The average household income is notably high at $144,000, reflecting the affluence of the area, where only 5.6% of the population is classified as low-income. The average property price stands at $1,320,000, indicating a robust real estate market. Approximately 39.24% of the population is single, while 57.14% of households include children, suggesting a family-friendly environment. The community is diverse, with 22.12% of residents being immigrants. Renters make up 28.57% of the population, but there are no condominiums in the area. Education levels are impressive, with 68.29% of residents holding a college or university degree. However, 24.39% of the population is not in the labor force, which may indicate a mix of retirees and those pursuing education or other interests. Overall, this area presents a blend of affluence, family orientation, and educational attainment, making it an attractive location for potential homeowners and investors alike.

FAQs About 265 Winona Drive, Toronto

How many bathrooms does this property have?

This property features 2 bathroom(s) and 3 bedroom(s).

Does this 3 bedroom property have additional bedrooms or a den?

This Detached property includes 1 additional bedrooms.

What is the square footage (sqft) of this Detached property?

The total square footage of this Detached 3 bed property in Toronto is 1100 - 1500.

How many parking spaces are available with this property?

265 Winona Drive boasts 1 convenient parking spaces.

How many cars can be parked in the garage of 265 Winona Drive?

This property does not feature a garage.

What type of garage does this property have?

This property includes an Detached garage with space for 0 cars.

Does this property have a basement?

Yes, this property has a basement.

What type of basement is it?

This property features Separate Entrance basement.

Does this property have a swimming pool?

It is not specified whether this property has a swimming pool.

Does this property have a fireplace?

A fireplace is available in this property.

How many kitchens does this property have?

This property includes 1 kitchen(s).

Is there a maintenance fee associated with this property?

Information about the maintenance fee is not available.

Is this property furnished?

Information about whether this property is furnished is not available.

What type of heating system is in place?

The heating system in place is a Radiant.

What utilities are available for this property?

Information about utilities is not available.

School Rating for 265 Winona Drive, Toronto

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Listing History

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