55 Oakwood Avenue, Toronto

55 Oakwood Avenue
55 Oakwood Avenue
55 Oakwood Avenue
+25
6
 bed
4
 bath
3
 parking
2500 - 3000
 sqft
Detached
$1,225,000
For Sale
1 hour
 on site
$1,225,000
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Size
-
Lot size
3220 sqft
Street frontage
-
Possession
1-29 days
Price per sqft
$408 - $490
Taxes
$7,864.93 (2026)
Parking Type
-
Style
2 1/2 Storey
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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 to preserve its existing 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.
Broker: EXP REALTY
MLS®#: C14142454
Property details
Parking:
3
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
2 1/2 Storey
MLS Size:
2500-3000 sqft
Lot front:
30 Ft
Lot depth:
105 Ft
Listed on:
Nov 3, 2026
Show all details
Rooms
LevelNameSizeFeatures
Basement
Laundry
8.0 x 5.3 ft
Third
Bedroom
8.4 x 7.1 ft
Third
Primary Bedroom
18.2 x 15.2 ft
Show all
Instant estimate:
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$115,087
higher than listed price
i
High
$1,396,198
Mid
$1,340,087
Low
$1,262,706
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About 55 Oakwood Avenue

55 Oakwood Avenue is a Toronto detached house for sale. 55 Oakwood Avenue has an asking price of $1225000, and has been on the market since November 2026. This detached house has 6 beds, 4 bathrooms and is 2500-3000 sqft. 55 Oakwood Avenue, Toronto is situated in Hillcrest | Bracondale Hill, with nearby neighbourhoods in Corso Italia, Dovercourt Park, Christie Pits and Wallace Emerson.

There are a lot of great restaurants around 55 Oakwood Ave, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Mofer Coffee. For those that love cooking, Luciano's No Frills is only a 5 minute walk.

Transit riders take note, 55 Oakwood Ave, Toronto is only steps away to the closest public transit Bus Stop (Oakwood Ave / Highview Cres) with route Ossington, route Rogers Rd, and more. Residents of 55 Oakwood Ave also have access to Allen Rd, which is within a 9-minute drive getting on and off at Lawrence Ave W.