Salehian.com 647-325-5000

355 Parkside Drive

High Park-Swansea, Toronto, M6R 2Z4

$1,799,000

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  • 5 bedrooms
  • 4 bathrooms
  • 5 parking
  • 3000-3500 sq ft

Listed 39 days ago · MLS® W13768692

About this home

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.

Details

Type
Triplex
Style
2 1/2 Storey
Size
3000-3500 sq ft
Lot
39.73 × 74.05 ft
Basement
Full, Unfinished, Development Potential
Garage
Detached
Kitchens
3
Property tax
$9,576 (2025)
Neighbourhood
High Park-Swansea
Municipality
Toronto W01

Interior

Bedrooms
5 above ground
Bathrooms
1 × 4-piece (main), 1 × 4-piece (second), 1 × 4-piece (third), 1 × 2-piece (basement)
Rooms
13 above ground
Family room or den
No
Fireplace
Freestanding
Features
Carpet Free, Floor Drain

Heating, cooling and services

Heating
Radiant, Gas
Water and sewer
Sewer

Building and exterior

Style
2 1/2 Storey
Exterior
Brick
Roof
Asphalt Shingle
Foundation
Block, Stone
Faces
East
Outdoor
Porch, Porch Enclosed

Parking

Garage spaces
1
Total parking
5
Driveway and parking
Private

Lot

Size
39.73 × 74.05 ft

More

Possession
60-90 Days/TBA
Nearby
Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit
Cross street
Parkside Drive & Bloor Street W

Rooms

RoomLevelSizeFeatures
Living RoomMain4.32 × 4.27 m (14'2" × 14')Hardwood Floor, Window, Closet
Dining RoomMain4.47 × 3.43 m (14'8" × 11'3")Hardwood Floor, Bow Window
BedroomMain3.1 × 3.71 m (10'2" × 12'2")Hardwood Floor, Bow Window
BedroomMain4.32 × 3.3 m (14'2" × 10'10")Hardwood Floor, Window, Closet
KitchenMain2.92 × 3.43 m (9'7" × 11'3")Updated, Window
Living RoomSecond3.58 × 4.52 m (11'9" × 14'10")Hardwood Floor, Bow Window, Fireplace
Dining RoomSecond4.27 × 3.43 m (14' × 11'3")Hardwood Floor, Bow Window
BedroomSecond3.53 × 3.1 m (11'7" × 10'2")Hardwood Floor, Window, Closet
BedroomSecond3.71 × 3.1 m (12'2" × 10'2")Hardwood Floor, Window, Walk-In Closet(s)
KitchenSecond3.18 × 3.43 m (10'5" × 11'3")Updated, Window
Living RoomThird3.58 × 4.52 m (11'9" × 14'10")Hardwood Floor, Window, Closet
BedroomThird3.48 × 4.52 m (11'5" × 14'10")Hardwood Floor, Window, Walk-In Closet(s)
KitchenThird2.79 × 3.18 m (9'2" × 10'5")Window

History of this address

1 earlier listing at this address, with sold and leased prices. Create a free account or sign in to see them.

Location

Location is approximate. See nearby homes on the map

Recent sales nearby

See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.

The neighbourhood

Getting around Very walkable

  • 🚇 Keele Subway16 min walk
  • 🚇 High Park Subway18 min walk
  • 🚆 Exhibition GO3.3 km

Within a 10-minute walk: 7 grocery stores, 57 cafés and restaurants, 5 parks, 3 pharmacies. Nearest grocery: Maple Produce (650 m). Nearest park: High Park (500 m).

Schools nearby

Elementary

  • Howard Junior Public School
    EQAO: Gr 6 reading 93%, math 87%    9 min walk
  • St. Vincent de Paul Catholic School Catholic
    EQAO: Gr 6 reading 89%, math 63%    11 min walk
  • Garden Avenue Junior Public School
    EQAO: Gr 6 reading 100%, math 94%    11 min walk
  • Fern Avenue Junior and Senior Public School
    EQAO: Gr 6 reading 91%, math 62%    13 min walk

Secondary

  • Bishop Marrocco/Thomas Merton Catholic Secondary School Catholic
    EQAO: Gr 9 math 41%, literacy test 69%    18 min walk
  • École secondaire catholique Saint-Frère-André Catholic · French1.3 km
  • École secondaire Toronto Ouest French1.4 km

EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.

Closest schools, not school zones. Check which school serves this address with the school board before relying on it.

Who lives here postal area M6R

Owners / renters
51% / 49%
Median household income
$104,000
Average age
40
Children under 15
15%
Homes
16% detached, 11% high-rise
Commute by transit
23%
Population
19,349

Languages spoken most at home besides English: Polish 1.8%, Spanish 0.5%, Portuguese 0.5%, Ukrainian 0.4%.

Flood and conservation No mapped hazard

Not inside a mapped flood plain or regulated area.

Screening maps only. Ask the conservation authority for a property inquiry before relying on this.

Safety

Major crime per resident in High Park-Swansea (2025): 35% below the Toronto average, about the same from the year before.

  • Assault39% below average
  • Break and enter21% above average
  • Auto theft60% below average
  • Robbery41% below average
  • Theft from vehicles39% below average
  • Shootingsabout average

Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).

Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.

Development nearby

No planning applications within 500 m in the last five years.

Rezoning, site plan, subdivision and condominium applications filed with the city.

Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada.

Living here

Commute

To Union Station (downtown Toronto): 6 km. Transit times · Driving times

Noise Nothing major nearby

No highway within 500 m, rail line within 300 m, or airport flight path nearby.

Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.

What can be built R

Residential (with a site-specific exception).

  • ✅ Up to 6 homes on the lot (multiplex): a sixplex ward
  • ✅ Garden suite in the backyard
  • ✅ Laneway suite, if the lot backs onto a lane

From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.

Full lot check · Run the numbers

Trees

54 City street trees within 100 m. That’s more than the Toronto average of 42.

Trees on City boulevards only, not private yards or parks.

Internet High-speed

50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).

From the federal broadband map. Check exact speeds and providers for the address.

Short-term rentals

Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.

City rules

Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.

Listed by CORCORAN HORIZON REALTY.

Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.

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