376 Sunnyside Avenue, Toronto

376 Sunnyside Avenue
376 Sunnyside Avenue
376 Sunnyside Avenue
+29
6
 bed
4
 bath
8
 parking
2000 - 2500
 sqft
Multiplex
$2,099,000
For Sale
3 hours
 on site
$2,099,000
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Size
-
Lot size
3423 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$840 - $1,050
Taxes
$10,270.66 (2025)
Parking Type
-
Style
2 1/2 Storey
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Description
Offered for the first time in two generations, a truly exceptional residence that presents a rare opportunity to acquire one of the neighbourhood's distinguished legacy properties. Occupying a prominent 27 x 126.81ft corner lot, this stately home seamlessly blends historic charm with remarkable versatility, offering endless possibilities for families, investors, builders, and those seeking a multigenerational residence in one of Toronto's most coveted communities. Encompassing 3,490 of total living space, the home welcomes you through a gracious vestibule that sets the tone for the impressive scale and timeless character. Generous principal rooms, abundant natural light, and enduring architectural details create an inviting atmosphere while providing the perfect canvas for restoration, modernization, or reimagining. Reconfigure to design your family home or assume this already configured and well-maintained income-producing property. The property offers outstanding flexibility with five separate hydro meters, a dedicated coin-operated laundry facility, and private balconies serving each of the above-grade suites-features that enhance both tenant appeal and long-term investment value. Modern mechanical upgrades include a tankless hot water system, providing efficient, on demand hot water. Outside, the property's scale is equally impressive. A rare detached three-car garage complemented by parking for eight vehicles is virtually unheard of in this prestigious neighbourhood, creating unmatched convenience for homeowners, extended families, or investment/garden suite use. The expansive corner lot presents exciting opportunities for future enhancement or redevelopment and is garden suite eligible. Properties of this significance seldom become available. Rich in history, exceptional in scale, and brimming with future potential.
Broker: SOTHEBY'S INTERNATIONAL REALTY CANADA
MLS®#: W13846418
Property details
Parking:
8
Parking type:
-
Property type:
Multiplex
Heating type:
Radiant
Style:
2 1/2 Storey
MLS Size:
2000-2500 sqft
Lot front:
27 Ft
Lot depth:
126 Ft
Listed on:
Oct 1, 2026
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Instant estimate:
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$134,806
lower than listed price
i
High
$2,034,243
Mid
$1,964,194
Low
$1,865,363
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About 376 Sunnyside Avenue

376 Sunnyside Avenue is a Toronto multiplex for sale. It was listed at $2099000 in October 2026 and has 6 beds and 4 bathrooms. 376 Sunnyside Avenue, Toronto is situated in High Park, with nearby neighbourhoods in Roncesvalles Village, Junction Triangle , Little Portugal and Dufferin Grove.

There are a lot of great restaurants around 376 Sunnyside Ave, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Cosettee Coffee. For grabbing your groceries, Victoria Fruit Market is only a 6 minute walk.

Living in this High Park multiplex is easy. There is also Howard Park Ave at Indian Rd Bus Stop, a short walk, with route Carlton nearby. For drivers, the closest highway is Gardiner Expressway and is within a few minutes drive from 376 Sunnyside Ave, making it easier to get into and out of the city using on and off ramps on Dowling Ave.