For Sale: 355 Parkside Drive, Toronto, ON - REW
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$1,829,000
5 bd 4 ba 3000 - 3499 sf Multifamily

355 Parkside DriveToronto, ON, M6R 2Z4

High Park-Swansea
  • 5 Bed
  • 4 Bath
  • 3000 - 3499 Sqft
  • Multifamily

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 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. (id:63626)
Listed by: COLIN LAVERY, Salesperson, Corcoran Horizon Realty

Home facts and features

Price details
List Price
Gross Taxes for 2025
$9,576
Home facts
Bedrooms
5
Full Bathrooms
3
Partial Bathrooms
1
Parking Spaces
5
Parking Details
Detached Garage, Garage
Property Type
Multifamily
Depth
74.2 feet
Frontage
93.4 feet
Exterior Finish
Brick
Heating Type
Radiant heat, Natural gas
Basement Details
Unfinished, Full,
Features
Carpet Free
Appliances
Dryer, Refrigerator, Stove, Washer
Community
Agent details
Primary Agent
COLIN LAVERY
Primary Broker
Corcoran Horizon Realty
Listing details
Days on REW
1 Day
MLS® Number
W13487692
Source
Canadian Real Estate Association
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Estimated Payments
Purchase Price
Mortgage Total
Down Payment
Amortization
25 Years
Interest Rate
3.99%

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Property Insights

High Park Gardens Montessori School
  • Private
  • NS - 6
Howard Junior Public School
  • Public
  • JK - 6
Garden Avenue Junior Public School
  • Public
  • JK - 6
St Vincent de Paul Catholic School
  • Catholic
  • JK - 8
St Vincent Catholic School
  • Catholic
  • JK - 8
Westminster Classical Christian Academy
  • Private
  • JK - 8
Fern Avenue Junior & Senior Public School
  • Public
  • JK - 8
Bishop Marrocco/Thomas Merton Catholic Secondary School
  • Catholic
  • 9 - 12
Keele Street School
  • Public
  • JK - 8
ÉS Toronto Ouest
  • Public
  • 7 - 12
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-06-25.