355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
355 Parkside Drive
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43 photos

355 Parkside Drive

High Park-Swansea, Toronto, ON
Listed 2 days ago
$1,829,000For Sale
$1,719,782Estimated value
5Bedrooms
4Bathrooms
3000-3500 sqftSize
5 (1 garage)Parking
93 ft × 74 ftLot Size
TriplexProperty Type

355 Parkside Drive

Toronto, ON · High Park-Swansea

Listed 2 days ago
Bedrooms5
Bathrooms4
Size3000-3500 sqft
Parking5 (1 garage)
Lot Size93 ft × 74 ft
Property TypeTriplex
$1,829,000
For Sale
MLS# W13487692
$1,719,782Estimated value

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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 benefit…

Features & Details

Property Type
Triplex
Tax
$9,576 / 2025
Size
3000-3500 sqft
Lot Size
93.37 x 74.23 Feet
Basement Info
Full, Unfinished, Development Potential
Total Parking Spaces
5 (1 Garage)
Title
Residential Freehold
Property Style
2 1/2 Storey
Community
High Park-Swansea
Municipality
Toronto
Construction
Brick
Cross Street
Parkside Drive & Bloor Street W
Front Door Facing
East
Local Amenities
Arts Centre, Beach, Hospital, Park, Place Of Worship, Public Transit
Lot Legal Description
PT LT 70 PL 1277 TORONTO AS IN CT171106; CITY OF TORONTO
Data Source
Toronto Regional Real Estate Board
Brokerage
CORCORAN HORIZON REALTY
Listed On
Jun 25, 2026
Listing Expires On
Dec 05, 2026
Listing Updated On
Jun 25, 2026
Bedrooms
5
Bathrooms
4
Kitchens
3
Rooms
13
Bathroom Detail
4 Pcs on Main Level
Bathroom Detail
4 Pcs on 2nd Level
Bathroom Detail
4 Pcs on 3rd Level
Bathroom Detail
2 Pcs on Basement Level
Driveway
Private
Garage Type
Detached
Garage
1
Parking
5
Heating
Radiant
Heat Source
Gas
Cooling
None
Sewer
Sewer
Swimming Pool
None
Roof Material
Asphalt Shingle
Foundation Type
Block, Stone
Interior Features
Carpet Free, Floor Drain

Listing History

Active2 days on marketCurrently viewingMLS #W13487692
Jun 25, 20263 days ago
Listed for Sale
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This is the only listing record currently available for this property.

Estimate History

Estimated value, last 24 months
Jul 2024 – Jun 2026
$1.85M
$1.76M
$1.67M
$1.58M
Jul
Dec
May
Oct
Mar
Jun

Automated estimate from Polsinello Predictive AI. Not an appraisal. Actual market value may differ.

Mortgage calculator

Estimated monthly payment
$8,923

Estimated payment. Does not include property tax, insurance, or condo fees.

Location & nearby

High Park-Swansea Real Estate Market

Toronto · last 90 days
$1,839,444
Median sold price
16 days
Avg days on market
41
Homes sold (90 days)
59%
Sold above asking
37%
Sold below asking
$923–$1,236/ft²
Price per sq ft
Median price trend
Jul 2025 – Jun 2026
$2.34M
$1.96M
$1.59M
$1.22M
Jul
Oct
Jan
Apr
Jun

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