I don't have enough recent comparable sales to call this one's price, but new this week. Here's everything I've got on it — ask me anything.

Toronto · Toronto Region · High Park-Swansea

355 Parkside Drive

Triplex

MLS® #W13768692

Listed for$1,799,0001 day on market
5 bed 4 bath 5 parking 3000-3500 sq ft~$554/sq ft
  • New this week
  • 7 schools within 1 km
  • Transit stop ~40 m
Free · about 10 seconds

Is $1,799,000 a fair price?

See AskEmma’s read of this asking price against recent comparable sales — how far above or below, and the range they sold in.

No obligation · unsubscribe anytime
Est. all-in monthly~$9,168/momortgage + property tax + maintenance · 20% down · example rate (compounded semi-annually) — the math on the list price, not a quote or what you can afford. For real rates, Alex can connect you with a mortgage pro.

On the map

Loading map…
This home below comps above in lineOpen full map →

7 schools within ~1 km · nearest transit stop ~0.04 km

Property information
What house buyers ask first
Lot size
39.73 × 74.05 ft
Square footage
3000-3500 sq ft
Property tax
$9,576 / yr
Parking
5 spaces · Detached
Basement
Full, Unfinished, Development Potential

Property summary

Property type
Triplex
Style
2 1/2 Storey
Lot size
39.73 × 74.05 ft
Parking
5 spaces · Detached
Heating
Radiant
Air conditioning
None
Basement
Full, Unfinished, Development Potential
Kitchens
3
Exterior
Brick
Property tax
$9,576 / yr
MLS®
W13768692

As stated by the MLS®, nothing inferred.

The numbers that matter
The numbers that matter
Property tax
$9,576/yr
Est. all-in
~$9,168/mo
Nearby rental listings are facts. Whether it works as a rental is a chat with Alex — not a number I’ll put on it.
Schools

Schools near this home, closest first by straight-line distance. These are factual locations — AskEmma doesn’t rate or rank schools.

  • High Park Gardens Montessori SchoolPrivate · Elementary & Secondary · ..0.3 km
  • Howard Junior Public SchoolPublic · Elementary · Toronto DSB0.5 km
  • Garden Avenue Junior Public SchoolPublic · Elementary · Toronto DSB0.7 km
  • St Vincent de Paul Catholic SchoolCatholic · Elementary & Secondary · Toronto CDSB0.7 km
  • AIM AcademyPrivate · Elementary & Secondary · ..0.8 km
  • Westminster Classical Christian AcademyPrivate · Elementary & Secondary · ..0.8 km

Locations: Open Database of Educational Facilities (ODEF), Statistics Canada v2.1 (2022) · Open Government Licence – Canada. School locations as of 2022 — confirm current catchment and enrolment with the school board. For official provincial results, check EQAO.

Getting around

Public transit near this home, by straight-line distance. Factual locations from OpenStreetMap — not walking time, and not a rating.

  • Geoffrey StreetNearest transit · Bus stop~40 m
  • Keele StreetNearest subway · Subway~1.0 km
  • BloorNearest GO / rail · GO / regional rail~1.3 km

Locations: OpenStreetMap public-transit stops, © OpenStreetMap contributors · Open Database Licence (ODbL). Stop locations from OpenStreetMap — confirm current routes and service with the transit agency.

Community — Toronto
$775KMedian sold
31Median days on market
98.7%Sale-to-list
Median sold price · Toronto1-yr -9% · 3-yr
Source: TRREB sold data via Repliers · all property types
Neighbourhood demographics — Toronto
2,794,356Population (2021)
39.6Median age
$84,000Median household income
51.9%Home owners
48.1%Renters
2.4Avg household size
Source: Statistics Canada, 2021 Census
Description & details

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.

The data only goes so far — condition, light and layout are worth seeing in person, with a home inspection, before you commit.

Listed by CORCORAN HORIZON REALTY. Showings via AskEmma by Alex Goodman, Sales Representative, RE/MAX Your Community Realty, Brokerage.