355 Parkside Drive
Toronto (High Park-Swansea), Ontario M6R2Z4
MLS # W13768692
Property Details
Type
Triplex
Beds
5
Baths
4
Status
For Sale
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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 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.
Mortgage Estimate
Estimated monthly payment
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Estimate only. Taxes, insurance, condo fees, and lender terms are not included.
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Property taxes: about $798/month based on listed annual taxes.
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Rooms
| Room | Level | Dimensions |
|---|---|---|
| Living room | Main level | 4.32 x 4.27 |
| Living room | Third level | 3.58 x 4.52 |
| Bedroom | Third level | 3.48 x 4.52 |
| Kitchen | Third level | 2.79 x 3.18 |
| Dining room | Main level | 4.47 x 3.43 |
| Bedroom | Main level | 3.1 x 3.71 |
| Bedroom | Main level | 4.32 x 3.3 |
| Kitchen | Main level | 2.92 x 3.43 |
| Living room | Second level | 3.58 x 4.52 |
| Dining room | Second level | 4.27 x 3.43 |
| Bedroom | Second level | 3.53 x 3.1 |
| Bedroom | Second level | 3.71 x 3.1 |
| Kitchen | Second level | 3.18 x 3.43 |
Facts & Location
Interior Size
1,233 sq ft
Parking
5 spaces
Lot Size
39.7 x 74.1 FT
Annual Taxes
$9,576
Listing data
Listing information is provided for personal, non-commercial use and should be independently verified before making real estate decisions.
Last refreshed: Sep 10, 2026 6:00 PM
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