355 Parkside Drive, Toronto, ON M6R 2Z4
Toronto W01, ON, M6R 2Z4 · High Park-Swansea
About this property
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.
Features & Amenities
- Basement: Full, Unfinished, Development Potential
- Garage: Detached
- Cooling: None
- Heat Type: Radiant
- Heat Source: Gas
- Style: 2 1/2 Storey
- Construction: Brick
- Sewer: Sewer
Property Details
| Property Type | Residential Freehold |
|---|---|
| Property Sub-Type | Triplex |
| Architectural Style | 2 1/2 Storey |
| Bedrooms | 5 |
| Bathrooms | 4 |
| Basement | Full, Unfinished, Development Potential |
| Garage | Detached |
| Parking Spaces | 4 |
| Heat Type | Radiant |
| Heat Source | Gas |
| Cooling | None |
| Sewer | Sewer |
| Annual Tax | $9,576 |
| Tax Year | 2025 |
Interior Features
- Interior Features
- Carpet Free, Floor Drain
Exterior Features
- Pool Features
- None
Building & Construction
- Architectural Style
- 2 1/2 Storey
- Construction Materials
- Brick
- Foundation Details
- Block, Stone
- Roof
- Asphalt Shingle
- Basement
- Full, Unfinished, Development Potential
Heating & Cooling
- Heat Type
- Radiant
- Heat Source
- Gas
- Cooling
- None
Parking & Garage
- Garage Type
- Detached
- Garage
- Yes
- Parking Spaces
- 4
- Parking Total
- 5.00
- Parking Features
- Private
- Covered Spaces
- 1
Lot & Land
- Lot Size Units
- Feet
- Lot Depth
- 74.05
- Lot Width
- 39.73
Community & Neighborhood
- Property Features
- Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit
Financial & Tax
- Tax Annual Amount
- $9,576
- Tax Year
- 2025
- Possession Type
- Immediate
Utilities & Services
- Sewer
- Sewer
Room Details
- Rooms Above Grade
- 13
- Kitchens Above Grade
- 3
- Kitchens Total
- 3
- Bedrooms Above Grade
- 5
Additional Details
- Occupant Type
- Tenant
- Direction Faces
- East
- County Or Parish
- Toronto
- Cross Street
- Parkside Drive & Bloor Street W
- Directions
- Parkside Drive & Bloor Street W
- Special Designation
- Unknown
- Showing Requirements
- Lockbox, See Brokerage Remarks, Showing System
Location
355 Parkside Drive, Toronto, ON M6R 2Z4, Toronto W01, ON, M6R 2Z4