




$1,829,000
355 Parkside Drive, Toronto, ON M6R 2Z4
Toronto W01
- Bedrooms
- 5
- Bathrooms
- 4
- Parking
- 5
- Type
- Triplex
About this listing
Offered for the first time in over 50 years, this impeccably maintained triplex occupies one of Toronto's most coveted corners, proudly positioned at Parkside Drive and Geoffrey Street directly across from High Park. A rare legacy property, lovingly cared for by the same family for half a century, it presents an exceptional opportunity for investors, multi-generational families, or those seeking a premier owner-occupied residence with substantial income potential. Spanning three storeys, the building comprises two spacious 1,233 sq. ft. two-bedroom suites and a bright 708 sq. ft. one-bedroom suite on the third floor. West-facing windows in every unit frame picturesque views of High Park's expansive green canopy, creating a tranquil setting rarely found in the city. The property has benefited from significant capital improvements, including updated roof, windows, doors, eavestroughs, fascia, and electrical service, providing peace of mind for years to come. The vacant third-floor suite offers immediate occupancy or market-rent potential, while the first and second floor suites are occupied by outstanding long-term month-to-month tenants who have cared for their homes with pride and respect. Below, the full unfinished basement features solid concrete construction, dedicated storage rooms, a laundry area, and a powder room, presenting exciting possibilities for additional living space, supplementary income suites, or enhanced amenities. A private driveway accommodates 4 vehicles in addition to a detached garage-an extraordinary convenience in this sought-after neighbourhood. Steps to High Park, the subway, the waterfront, and the vibrant boutiques, cafés, restaurants, and pubs of Roncesvalles Village and Bloor West, this is a truly irreplaceable location. Opportunities to acquire a meticulously maintained, generational triplex overlooking Toronto's most celebrated park are exceptionally rare.
View Walk Score, Transit Score & Bike Score
Walkability, transit, and bike-friendliness for 355 Parkside Drive, Toronto, ON M6R 2Z4
Provided by Walk Score®. Walk Score, Transit Score, and Bike Score are trademarks of Walk Score.
MLS# W13487692
Listed by CORCORAN HORIZON REALTY
On market since Jun 25, 2026
About 355 Parkside Drive, Toronto, ON M6R 2Z4
How much is 355 Parkside Drive, Toronto, ON M6R 2Z4?
355 Parkside Drive, Toronto, ON M6R 2Z4 is listed for $1,829,000 CAD.
How many bedrooms and bathrooms does 355 Parkside Drive, Toronto, ON M6R 2Z4 have?
355 Parkside Drive, Toronto, ON M6R 2Z4 has 5 bedrooms and 4 bathrooms.
What type of property is 355 Parkside Drive, Toronto, ON M6R 2Z4?
355 Parkside Drive, Toronto, ON M6R 2Z4 is a Triplex.
What neighbourhood is 355 Parkside Drive, Toronto, ON M6R 2Z4 in?
355 Parkside Drive, Toronto, ON M6R 2Z4 is in Toronto W01, Ontario.
Is 355 Parkside Drive, Toronto, ON M6R 2Z4 for sale or for rent?
355 Parkside Drive, Toronto, ON M6R 2Z4 is currently for sale.
How do I book a showing for 355 Parkside Drive, Toronto, ON M6R 2Z4?
Contact Michael Mezheritsky at +1 (416) 716-4439 to arrange a private showing of 355 Parkside Drive, Toronto, ON M6R 2Z4 (MLS# W13487692). You can also send a message through the contact form on this site.