355 Parkside Drive, Toronto
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. (id:1945)
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Property details for 355 Parkside Drive, Toronto
- Type
- Multi-family
- Bedrooms
- 5
- Bathrooms
- 4
- Lot Size
- 39.7 x 74.1 FT
- Stories
- 2.5
- Basement
- Unfinished, Full, N/A
- Parking
- Detached Garage, Garage
- Heating
- Radiant heat, Natural gas
- Cooling
- None
- Exterior
- Brick
- Annual Taxes
- $9,576
Nearby Listings Stat
Estimated price and comparable properties near 355 Parkside Drive
Active Listings
7
Min Price
$1,450,000
Max Price
$1,899,000
Avg Price
$1,656,857
Days on Market
40
days
Sold Listings
2
Min Sold Price
$1,599,900
Max Sold Price
$2,199,000
Avg Sold Price
$1,899,450
Days until Sold
58
days
Neighbourhood Census Data
Toronto, Ontario
Population
513
Median Age
36.7
Median Income
$55,552
Dwelling Value
$1,500,043
Housing Tenure
Owners 44%
Renters 56%
Age Distribution
Dwelling Types
Commute Mode
Education Level
Housing Age
Commute Duration
Avg Household Size: 2.5
Pop. Density: 7,245.8/km²
Avg Shelter Cost: $2,497/mo
Owners with Mortgage: 64.7%
Owners Spending 30%+: 17.6%
Tenants Spending 30%+: 28.6%
English only: 74.5%
English and French: 24.5%
Median Household Income: $103,168
Median Employment Income: $46,976
Price History
Listed
September 10, 2026
by CORCORAN HORIZON REALTY
Current Price
$1,799,000
-1.6% from last change
Type
Multi-family
For Sale
Price Changes
1
| Date | Price | Change |
|---|---|---|
| Current | $1,799,000 | $30,000 (-1.6%) |
| Sep 10, 2026 | $1,829,000 | Listed |
