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MLS® W13768692
High Park-Swansea, Toronto, ON
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.
Inclusions
Three (3) refrigerators, Three (3) stoves, Washing Machine (Commercial Grade, coin operated), Dryer (Commercial Grade, coin operated).
Exclusions
Tenants' art, belongings and furnishings.
Broker
CORCORAN HORIZON REALTY
Neighbourhood
High Park-Swansea
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Triplex
355 Parkside Drive Toronto
High Park-Swansea
Type
Triplex
Basement
Full, Unfinished, Development Potential
Parking
Detached (5)
Property Tax
~$9,576/yr
Heating
Radiant
Buying Essentials
Square Feet
3250 sqft
Facing Direction
East
Parking
Detached (5)
Finances
List Price
$1,799,000
Price per SQFT
$554/sqft
Property Tax
~$9,576/yr
Property Specs
Property Type
Triplex
MLS Size
3250 sqft
Basement
Full, Unfinished, Development Potential
Living & Amenities
Heating Type
Radiant
Features
Carpet Free · Floor Drain
Policies & Utilities
Neighbourhood
High Park-Swansea
Listed On
Sep 10, 2026
Arts Centre
Beach
Hospital
Park
Place Of Worship
Public Transit
Days on Market
Current: 58 days
Hardwood Floor, Window, Closet
14.2 x 14.0
199 sqft
Hardwood Floor, Bow Window
14.7 x 11.3
165 sqft
Hardwood Floor, Bow Window
10.2 x 12.2
124 sqft
Hardwood Floor, Window, Closet
14.2 x 10.8
153 sqft
Updated, Window
9.6 x 11.3
108 sqft
Hardwood Floor, Bow Window, Fireplace
11.7 x 14.8
174 sqft
Hardwood Floor, Bow Window
14.0 x 11.3
158 sqft
Hardwood Floor, Window, Closet
11.6 x 10.2
118 sqft
Hardwood Floor, Window, Walk-In Closet(s)
12.2 x 10.2
124 sqft
Updated, Window
10.4 x 11.3
117 sqft
Hardwood Floor, Window, Closet
11.7 x 14.8
174 sqft
Hardwood Floor, Window, Walk-In Closet(s)
11.4 x 14.8
169 sqft
Window
9.2 x 10.4
95 sqft
Rooms
13
Listed Room Area
1,878 sqft
Source
Estimated from MLS room dimensions
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