NewFor Sale

355 Parkside Drive
Toronto W01, Toronto, ON, M6R 2Z4

Triplex
TRREB
MLS® Number: W13768692
Estimated Value
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$1,799,000List Price
5Bedrooms
4Bathrooms
1Garages
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Listing History

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Current valuation for 355 Parkside Drive, Toronto, ON M6R 2Z4. Listed for $1,799,000 on 2026-11-02

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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 story's, 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.

Features

Arts CentreBeachHospitalParkPlace Of WorshipPublic Transit

Amenities

No amenities available

Summary

Tax:$9,576.04 / 2025
Listing #:W13768692
Property Type:Triplex, 2 1/2 Storey
Size:3000-3500 feet²
Land Size:39.73 x 74.05
Days on CPRB:
Garage:Detached 1 garage
Locker:None
On CPRB Since:
Listing Brokerage:CORCORAN HORIZON REALTY

Rooms

Details

Property

Property Type:Triplex
Style:2 1/2 Storey
Community:High Park-Swansea
Municipality:Toronto

Building

Size:3000-3500 feet²
Construction:Brick

Inside

Bedrooms:5
Bedrooms Above Grade:5
Bathrooms:4
Bathrooms Detail:1, 4pc Main floor
Bathrooms Detail:1, 4pc Second floor
Bathrooms Detail:1, 4pc Third floor
Bathrooms Detail:1, 2pc Basement floor
Kitchens:3
Family Room:No
Appliances Included:Carpet Free, Floor Drain
Basement:Full, Unfinished, Development Potential

Parking

Driveway:Private
Garage Type:Detached
Garage Spaces:1
Total Parking Spaces:5

Utilities

Cooling:None
Heating Type:Radiant
Heating Fuel:Gas
Utility Sewer:Sewer

Highlights

Fireplace Type:Freestanding

Land

Cross Street:Parkside Drive & Bloor Street W

$1,799,000

List price

355 Parkside Drive, Toronto W01 – 5 bed Triplex for sale · MLS® # W13768692