355 Parkside Drive

For Sale
19.63 BTC
355 Parkside Drive, Toronto
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
5
BEDROOMS
4
BATHROOMS
3
KITCHENS
13
ROOMS
W13487692
MLSID
Contact Us
Property Description
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.
Nearby Intersections
Property Features
Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit, Carpet Free, Floor Drain, Private
Property Details
Property Type
Triplex
Lot Size
40' x 74'
Taxes
$9,576 (2025)
Basement
Full, Unfinished, Development Potential
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Parking Spaces
4
Garage Type
Detached
Listing contracted with Corcoran Horizon Realty
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