$1,829,000
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355 Parkside Drive, Toronto (high Park-Swansea), ON M6R2Z4

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5 Beds
4 Baths
- Sq Ft

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, cafs, 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:58753)

Listing By: COLIN LAVERY - CORCORAN HORIZON REALTY cncrea2 Realty.com
  • MLS® W13487692
  • Date Listed06/25/2026
  • Days on Realty 35 Days
  • Bedrooms 5
  • Bathrooms 4 baths
  • Lot Size -
  • Sewer Other
  • Property Type Triplex
  • Water Public

Interior Features

  • Appliances Washer, Refrigerator, Stove, Dryer
  • Flooring Hardwood
  • Cooling None
  • Heating Radiant heat, Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Carpet Free

Directions

Parkside Drive & Bloor Street W

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for M6R2Z4

Discover key demographics, population statistics, and environmental insights for the Toronto (high Park-Swansea), ON area.

Walkability in ON / M6R2Z4

Source: Walk Score

73/100

Very Walkable

Walk Score ®

91/100

Rider's Paradise

Transit Score ®

66/100

Bikable

Bike Score ®

Overview

Most errands can be accomplished on foot. World-class public transportation. Some bike infrastructure.

Transit Summary

23 nearby routes: 15 bus, 8 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 78/100, Transit Score: 75/100, Bike Score: 73/100.

Points of Interest near 355 PARKSIDE DRIVE, Toronto (High Park Swansea), ON M6R2Z4

Frequently Asked Questions for 355 PARKSIDE DRIVE

Source: Realty.com

355 PARKSIDE DRIVE, Toronto (High Park Swansea), ON M6R2Z4 in Toronto (High Park-Swansea), ON M6R2Z4 is a triplex listed at $1,829,000. Highlights include 5 bedrooms, 4 bathrooms. Realty.ca has 43 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 43 photos of 355 PARKSIDE DRIVE.

The full address for this home is 355 PARKSIDE DRIVE, Toronto (High Park Swansea), ON M6R2Z4.

355 PARKSIDE DRIVE has been listed on Realty.com since Thu June 25, 2026

Most errands can be accomplished on foot. World-class public transportation. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 78/100, Transit Score: 75/100, Bike Score: 73/100.

Listing provided courtesy of: CORCORAN HORIZON REALTY
Listing agent: COLIN LAVERY

This content last refreshed on 2026-07-30 09:30:36. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.