376 Sunnyside Avenue, High Park / Junction / Roncesvalles, ON M6R 2R8
$2,199,000
activeNEW
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.
Property Details
Multi-Family
Active
W13509134
6
4
2,000
High Park-Swansea
July 1, 2026
Features & Amenities
Location
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376 Sunnyside Avenue, High Park / Junction / Roncesvalles, ON M6R 2R8
376 Sunnyside Avenue, High Park / Junction / Roncesvalles, ON M6R 2R8
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Listing Information
Listing Information
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Re/Max Crossroads Realty Inc., Brokerage — 533 Danforth Rd, Scarborough ON M1K 1C9


