HomeListingsTorontoW13487692

355 Parkside Drive Toronto W01 ON

📍 Toronto, Ontario M6R 2Z4

$1,829,000

Active
5BEDS
4BATHS
5PARKING
3KITCHENS
93.37×74.23LOT (FT)

📋 Listing Highlights

StatusActive
MLS®W13487692
ListedJun 25, 2026
Days on Market
Property TypeResidential Freehold
StyleTriplex
Cross StreetParkside Drive & Bloor Street W

📝 Listing 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.

🏠 Property Details

Property TypeResidential Freehold
StyleTriplex
Bedrooms5
Bathrooms4
Kitchens3

📐 Lot & Land

Lot Width93.37 ft
Lot Depth74.23 ft
Cross StreetParkside Drive & Bloor Street W

🔧 Building & Utilities

Heat SourceGas
HeatingRadiant
CoolingNone
BasementFull, Unfinished, Development Potential
GarageDetached
Garage Spaces1
Parking5
ConstructionBrick
RoofAsphalt Shingle

💰 Financial

List Price$1,829,000
Annual Taxes$9,576.04 (2025)

🧮 Mortgage Calculator

$365,800
Est. Monthly Payment
$8,985/mo
Principal: $1,463,200 · P+I only
Does not include taxes, insurance or CMHC
Listing provided by CORCORAN HORIZON REALTYData via PropTx MLS® / TRREB. Information deemed reliable but not guaranteed.MLS® #W13487692 · Last updated: Jul 14, 2026

Information deemed reliable but not guaranteed. © TRREB / PropTx. MLS® is a trademark of CREA. This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate.