{{::listingStatusInfo.daysOnMarket | timeAgo }}
 New Today
RENTED CONDITIONALLY
SOLD CONDITIONALLY
RENTED CONDITIONALLY WITH ESCAPE
SOLD CONDITIONALLY WITH ESCAPE
on {{::listingStatusInfo.soldAsOf | momentFormat }}
on {{::listingStatusInfo.soldAsOf | momentFormat }}
AS OF {{::listingStatusInfo.inactiveAsOf }}

$2,199,000Asking Price

376 Sunnyside Avenue, Toronto, ON M6R 2R8

High Park, Toronto

Fourplex
6
Bedrooms
4
Baths
8
Parking
Days on Market

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.Configured as a well-maintained income-producing property, the residence is occupied by exceptional tenants. 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 use. The expansive corner lot further 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, 376 Sunnyside Avenue represents a once-in-a-generation opportunity to own a remarkable family legacy while creating the next chapter of its enduring story.

Thank you for your inqury! We’ll be in touch shortly about your request.
Tour this home:

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.Configured as a well-maintained income-producing property, the residence is occupied by exceptional tenants. 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 use. The expansive corner lot further 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, 376 Sunnyside Avenue represents a once-in-a-generation opportunity to own a remarkable family legacy while creating the next chapter of its enduring story.

Key Info

  • 2.5-Storey Fourplex
  • 4+ Parking
  • Detached Garage
  • Howard Park and Sunnyside Ave
  • 2000-2500 Approximate Sq Feet
  • 100+ Years Approximate Age
  • No Ensuite Laundry
  • Radiant Gas Heating

Property

  • Excludes: Heat, Hydro, Water, Cable TV, Central A/C, Common Elements, Building Insurance, Parking
  • Taxes were $10,270 in 2025
  • Possession: FLEXIBLE

Details

  • Brick Exterior
  • Fireplace
  • 4 Kitchens
  •  
  • MLS #W13509134
  • SOTHEBY'S INTERNATIONAL REALTY CANADA

Extras

Room Floor Dimensions Details
1 Kitchen Main 10.40' x 12.43'
2 Bathroom Main 6.50' x 7.32' 4-PieceBath, Tile Floor
Washroom1 4-Piece Bathroom
Washroom1 4-Piece Bathroom on Ground Floor
Washroom1 4-Piece Bathroom
Washroom1 4-Piece Bathroom

Who lives here?

High Park, Toronto is a west Toronto neighbourhood notable for its renters, university grads, executives and business, science, education, law & public sector and arts & culture professionals. Residents tend to be younger with a significant number of adults aged 25 to 49.

Families

Kids Per Family

0.9

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

49% of residents are
single and loving it.

49% singles

Toronto (50%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

63% of residents
are renters.

63% renters

Toronto (47%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

64% of residents are
university grads.

64% university grads

Toronto (48%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$132K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Sales 13%
Government 13%
Business 12%
Management 10%
Sciences 9%

Immigrants

32% of residents were
born outside of Canada.

32% immigrants

Toronto (48%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

Poland was once home to 2.7% of immigrants.
UK 2.0%
Ukraine 1.6%
India 1.6%
USA 1.4%

2.7% from Poland
All-time

Birthplace - Recent

India was once home to 0.5% of immigrants.
UK 0.5%
USA 0.3%
Ukraine 0.3%
Russia 0.3%

0.5% from India
Recent

Foreign Languages

Foreign Languages

Polish 3%
French 3%
Spanish 3%
Russian 2%
Ukrainian 2%

Religions

Religions

Christian 54%
Muslim 3%
Hindu 2%
Jewish 1%
Buddhist 1%

Social Housing

Social Housing Buildings

2

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)