368-3689910_homelife-bayside-realty-ltd-brokerage

Vikas Palan Sales Representative Homelife Super Stars Real Estate LTD

Call Now: 416-939-2500 Email: vikas@vikaspalan.com

355 Parkside Drive, Toronto, ON M6R 2Z4

$1,829,000
  • Sale
  • Triplex
  • 2 days ago
  • Updated: 2026-06-25

Property Overview

Property Type
Triplex
Bedrooms
5
Bathrooms
4
Garage
Detached/4
Size
N/A
Age
N/A
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.

Key Details

  • W13487692
  • Detached/4
  • $1,829,000
  • Tenant
  • None
  • 3 + 3
  • 2 1/2 Storey
  • 5
  • 4
  • 3000-3500 Sqft
  • N/A
  • N/A
  • Triplex
  • Sale

Additional Details

  • Radiant / Gas
  • $9576.04
  • 2025
  • PT LT 70 PL 1277 TORONTO AS IN CT171106; CITY OF TORONTO
  • N/A
  • N
  • Full,Unfinished,Development Potential
  • None
  • Arts Centre,Beach,Hospital,Park,Place Of Worship,Public Transit
  • Municipal
RoomLevelSize
KitchenThird3.18 x 2.79 (m)
BedroomSecond3.1 x 3.53 (m)
KitchenMain3.43 x 2.92 (m)
KitchenSecond3.43 x 3.18 (m)
BedroomMain3.3 x 4.32 (m)
Dining RoomMain3.43 x 4.47 (m)
BedroomMain3.71 x 3.1 (m)
Dining RoomSecond3.43 x 4.27 (m)
BedroomSecond3.1 x 3.71 (m)
Living RoomMain4.27 x 4.32 (m)
BedroomThird4.52 x 3.48 (m)
Living RoomSecond4.52 x 3.58 (m)
Living RoomThird4.52 x 3.58 (m)
Neighbourhood profile DA 35201318 · 2021 Census

Key signals

Owner vs renter

Owner vs renter split.

Median home value

Owner cost / mo

Median rent / mo

Owner : renter

Dwelling types

Bedroom mix

Condition & suitability

Built when?

Homes by decade.

Median HH income

before tax

After-tax HH

median

Median individual

Low-income rate

Income benchmarks

Shelter cost burden (30%+ of income)

Shelter burden.

Education (ages 25-64)

Population

Median age

Avg HH size

Immigrants

Age groups

Age groups.

Language at home

Visible minority

Visible minority.

Employment rate

Unemployment

labour force

Work from home

of employed

Full-yr full-time

stable jobs

Commute mode

Commute duration

Commute duration.

Pop. density

per km²

5-yr stability

did not move

Occupied dwellings

Pop. change

since 2016

Pressure index

Pressure indicators.

Neighbourhood mobility (5 yr)

Statistics Canada, 2021 Census, Dissemination Areas (98-401-X2021006).

What's near transit

Subway and bus stops within 1 km · 355 Parkside Drive, Toronto, ON M6R 2Z4

High Park Loop
306Carlton
176 m ~ 3 min walk
High Park Loop
506Carlton
176 m ~ 3 min walk
Roncesvalles Ave at Grenadier Rd
304King
588 m ~ 8 min walk
Roncesvalles Ave at Grenadier Rd
504King
588 m ~ 8 min walk
The Queensway at Parkside Dr
301Queen
774 m ~ 10 min walk
The Queensway at Parkside Dr
501Queen
774 m ~ 10 min walk
The Queensway at Parkside Dr
508Lake Shore
774 m ~ 10 min walk
Dundas St West at Roncesvalles Ave East Side
305Dundas
890 m ~ 12 min walk
Dundas St West at Roncesvalles Ave East Side
505Dundas
890 m ~ 12 min walk
Parkside Dr at Geoffrey St
80Queensway
17 m ~ 1 min walk
Colborne Lodge Dr at Centre Rd
203High Park
664 m ~ 9 min walk
Dundas St West at Roncesvalles Ave East Side
402Parkdale
890 m ~ 12 min walk
Bloor St West at Parkside Dr
300Bloor-Danforth
939 m ~ 12 min walk
Keele St at Bloor St West - Keele Station
189Stockyards
976 m ~ 13 min walk

Neighbourhood Profile

High Park-Swansea
Toronto neighbourhood · 2021 census
7.4 / 10
$101K
Median income
40.8 yrs
Median age
$1.2M
Median home value
40%
Renters
Transit
25.8%
Car
56.1%
Walk / bike
13.7%
$1,530/mo
Median rent
38%
Renters 30%+ on shelter
🌳Park 🛝Playground 📚Library 🚔Police station 🚇Subway / light rail 🚌Bus / streetcar 🏥Hospital 🩺Clinic / GP 🏡Long-term care
● within approx. 3 km
Data: Statistics Canada 2021 Census · EQAO 2023-2024 · City of Toronto open data

Properties you may like

Internet Coverage — 355 Parkside Drive, Toronto, ON M6R 2Z4

ISED Canada ↗

Based on hexagonal coverage zones · Hex: ON43670795

  • Bell
    DSL Fibre Mobile
  • Rogers
    Cable Fibre Fixed Wireless Mobile
  • Telus
    Mobile
  • Xplore
    Satellite
  • Beanfield Metroconnect
    Fibre
  • FibreStream
    Fibre
  • Freedom Mobile
    Mobile
  • Routcom
    Fixed Wireless
  • SkyChoice Communications
    Fixed Wireless

Coverage is based on hexagonal zones from ISED Canada, not individual addresses. Confirm availability directly with the ISP before purchasing a plan. Roofup.ca makes no guarantee of service accuracy at this location.

Est. monthly payment
Edit details
$
%
yr
%

Down payment
Loan amount
Land transfer tax
CMHC premium
Total upfront

Enter your expected mortgage, annual expenses, and rental income to calculate monthly cash flow for this investment property.

$
$
$
Monthly Cash Flow
net per month
Annual Cash Flow
net per year
Monthly Costs
mortgage + expenses
Cost Coverage
costs vs rent

Estimates only. Not financial or investment advice.

FAQ
  • What is the total square footage of the w13487692 - 355 Parkside Drive, Toronto, ON M6R 2Z4?

    The total square footage of this property is 3000-3500 SqFt.

  • What schools near to w13487692 - 355 Parkside Drive, Toronto, ON M6R 2Z4?

    The nearest schools are Howard Junior Public School for elementary and Bishop Marrocco/Thomas Merton Catholic Secondary School for secondary.

Book a Viewing or Contact Us

Ask a question or request a viewing, we’ll respond quickly

Or
Text (416-939-2500) me directly for fastest response
RoofUp
Logo