376 Sunnyside Avenue

ActiveHigh Park / Junction / Roncesvalles · High Park-Swansea36 days on marketMLS® W13509134

$2,199,000

$1,100 / sq ft

Bedrooms6

Bathrooms4

Interior2,000 sq ft

TypeMulti-Family

ListingFor Sale

Days on Market36

About this property

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.

Features & finishes

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	W13509134
Status	Active
Listing Type	For Sale
Property Type	Multi-Family
Interior Size	2,000 sq ft
Beds / Baths	6 bed · 4 bath
Neighbourhood	High Park-Swansea
City	High Park / Junction / Roncesvalles
Postal Code	M6R 2R8
Province	ON
Listed Date	July 1, 2026
Days on Market	36
Price per Sq Ft	$1,100
Brokerage	SOTHEBY'S INTERNATIONAL REALTY CANADA