Toronto (High Park-Swansea), Ontario
Also listed as 355 Parkside Dr., Toronto (High Park-Swansea), Ontario
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. (id:64869)
355 Parkside Drive is located in Toronto (High Park-Swansea), ON (M6R2Z4).
355 Parkside Drive is listed for sale at $1,829,000.
This home offers 5 bedrooms and 4 bathrooms.
It is a home.
Annual property taxes are approximately $9,576 (2025).
Yes — 355 Parkside Drive includes a 5-car garage.
Contact Barbara Beers and the Barbara Beers Real Estate team at +1-905-634-2335 or barbara@barbarabeers.com to book a private showing or request more details.
Estimate only. Does not include property taxes, insurance, or fees. Actual rates may vary. Contact us for personalized mortgage guidance.
Listing Brokerage: CORCORAN HORIZON REALTY
Advertised By: Royal LePage® Burloak Real Estate Services
MLS®, REALTOR®, and associated logos are trademarks of CREA.
City: Toronto (High Park-Swansea)
Price: $1,529,000 - $2,129,000
Type: Residential
Bedrooms: 5+
Bathrooms: 4+