355 Parkside Drive

Toronto, ON M6R 2Z4 ( High Park-Swansea)

Quick Facts

Type: Triplex

Style: 2 1/2 Storey

Size: Sq Ft

Age: Years

Taxes: $ 9,576 ( 2025)

Updated: 2026-06-30 19:00:29

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.

Extras

Triplex

Property

Status: For Sale

MLS #: W13487692

Price: $ 1,829,000

Address: 355 Parkside Drive

Type:

Style: 2 1/2 Storey

Size: Sq Ft

Age: Years

Front On:

Taxes: $ 9,576

Tax Year: 2025

Lot Size:

Neighbourhood: High Park-Swansea

Nearest Intersection: Parkside Drive & Bloor Street W

City: Toronto

Postal Code: M6R 2Z4

DOM: 13 Days

Last Update: 2026-06-30 19:00:29

Building

Interior

Bedrooms: 5

Bathrooms: 4

Rooms: 0

Kitchens: 3

Family Room:

Fireplace:

Basement: Full Unfinished Development Potential,

Central Vacuum:

Exterior

Exterior: Brick,

Driveway:

Garage: Private

Garage Spaces:

Parking Spaces: 5.00

Pool:

Utilities

Electricity (Hydro):

Gas:

Phone:

Cable TV:

Heat Type: Radiant

Heat Source: Gas

Air Conditioning: None

Water:

Sewers:

Features

Rooms