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55 Oakwood Avenue in Toronto for sale

Asking price
$1,225,000
Estimate (Nov 03)
$1,335,469
MLS #:
C14142454
Type:
Detached, 2 1/2 Storey
Approx. SQFT:
2500-3000
Basement:
Unfinished
6 6
1 30.67 x 105 ft lot
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.

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  • Date Listed: Tuesday, November 03, 2026
  • Listing Brokerage: Exp Realty - Disclaimer: The information contained in this listing has not been verified by Exp Realty and should be verified by the buyer.
  • City: Toronto

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  • Neighbourhood: Wychwood
  • Major Intersection: St. Clair Ave. W. / Oakwood Ave.
  • Full Address: 55 Oakwood Avenue, Toronto, M6H 2V7, Canada, ON, Canada
  • Living Room: Broadloom, Brick Fireplace, Bay Window
  • Kitchen: W/O To Yard, Backsplash, Window
  • Living Room: Gas Fireplace, Bay Window, hardwood floor
  • Kitchen: Window, Tile Floor, Backsplash
  • Kitchen: Closet, Walk-Out, Window
  • Amenities:
  • Taxes: $7,864.93 (2026)
Living17 x 14 ft238 sq ft
Dining14 x 12 ft168 sq ft
Kitchen9 x 7 ft63 sq ft
2nd Br13 x 10 ft130 sq ft
3rd Br12 x 8 ft96 sq ft
Living16 x 12 ft192 sq ft
Kitchen10 x 8 ft80 sq ft
4th Br14 x 10 ft140 sq ft
5th Br12 x 11 ft132 sq ft
Sunroom9 x 7 ft63 sq ft
Kitchen14 x 9 ft126 sq ft
Primary18 x 15 ft270 sq ft
Br8 x 7 ft56 sq ft
Rec33 x 11 ft363 sq ft
Laundry8 x 5 ft40 sq ft
Utility19 x 12 ft228 sq ft
Other12 x 8 ft96 sq ft

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