355 Parkside Drive
High Park-Swansea, Toronto, M6R 2Z4
FOR SALE
$1,829,000

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BEDROOMS4
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KITCHENS13
ROOMSW13487692
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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.
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Nearby Intersections
Property Features
Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit, Carpet Free, Floor Drain, Private
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Property Details
Address
355 Parkside Drive
Community
City
Postal Code
M6R 2Z4
Property Type
Triplex, 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
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Listing contracted with Corcoran Horizon Realty
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