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Detached for sale at 55 Oakwood Avenue, Toronto C02 - 6 bedroom, 4 bathroom - Photo 1 of 28
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$1,225,000

55 Oakwood Ave

Toronto C02, ON M6H 2V7

55 Oakwood Ave, Toronto C02 — Listed at $1,225,000. 6 bedroom, 4 bathroom 2 1/2 Storey Detached. MLS® C14142454.

Just listed — 1 day ago

Possession · seller's timeline

1-29 days (Immediate-30 Days/TBA)

6Beds
4Baths
2500-3000sqft
Detached
2 1/2 Storey
3Parking
$7,864.93Taxes/yr · 2026
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Description

Offered for the first time in decades, this distinguished Wychwood/Regal Heights detach home presents a remarkable opportunity to own a property with its' original character and charm, generous in scale and full of possibilities. Situated just steps from St. Clair Avenue West, this home offers the flexibility as it's set-up as a legal duplex(with 2 separate hydro meters) configuration as an income property or undertake a thoughtful restoration to create an exceptional single-family residence. From the classic solid brick and welcoming large covered front porch to hardwood floors, original wood trim, stained-glass details, elegant staircase, bay windows and wood-burning and gas fireplace, the home's architectural heritage is evident throughout. Generously proportioned principal rooms and multiple levels of living space provide an inviting foundation for a transformation that keeps the property's history while introducing the comforts and finishes of contemporary living. For investors, the existing duplex setup offers an opportunity to establish a rental strategy with potential for up to 4 units. For those with a vision for restoration, the home's layout and distinctive period details invite a spectacular reinvention as a substantial single-family residence. One-car detached garage with One-car parking on driveway & One on parking pad and private, tree-lined backyard add further versatility. Just moments from cafés, restaurants, shops and everyday conveniences of St. Clair Ave W, this home enjoys access to the cultural energy of nearby Corso Italia, easy access to Transit with Bus Stop across the street, Schools nearby and Yorkdale Shopping Centre and 401 Hwy access just a 15 min drive away. Whether you're looking for a smart investment or a chance to enter the market with built-in income potential, this property checks all the boxes. Live in one unit and rent the others, helping to build equity while enjoying all the benefits of home ownership.

Property Details

Property TypeDetached
Style2 1/2 Storey
CommunityWychwood
Rooms13+4
Kitchens3
Washrooms4
Square Feet2500-3000 sqft
Lot Dimensions30.67 × 105 ft
Fronting OnEast
Dir/Cross StSt. Clair Ave. W. / Oakwood Ave.
Garage TypeDetached
Garage Parking Spaces1
DriveMutual
Parking Drive Spaces2
Total Parking Spaces3
ExteriorBrick
RoofAsphalt Shingle
FoundationUnknown
BasementUnfinished
Fireplace FeaturesYes
Heating TypeRadiant
Heating SourceGas
A/CNone
SewersSewer
Taxes (2026)$7,864.93
HSTIncluded In
Listed Date11/3/2026
Days on Market1 days
PossessionImmediate-30 Days/TBA
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
Estimate

Listing Courtesy of: EXP REALTY

MLS® #C14142454

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 55 Oakwood Avenue

This detached (2 1/2 Storey) is located in the Wychwood neighbourhood of Toronto.

The home offers 6 bedrooms, 4 bathrooms.

Features include a unfinished basement, 3 parking spaces including a 1-car garage, a fireplace.

Additional details: lot dimensions of 30.67 × 105 feet.

Listed at $1,225,000 CAD with annual property taxes of $7,864.93 (2026).

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About Toronto Real Estate

This Detached is located in the Wychwood community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →