376 Sunnyside Avenue, Toronto, ON M6R 2R8
Toronto W01
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.
Estimate only - excludes property tax, condo fees, utilities and home insurance. Rates vary by lender and term; based on semi-annual compounding.
Walkability, transit, and bike-friendliness for 376 Sunnyside Avenue, Toronto, ON M6R 2R8
Provided by Walk Score®. Walk Score, Transit Score, and Bike Score are trademarks of Walk Score.
MLS# W13509134
Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
On market since Jul 1, 2026
376 Sunnyside Avenue, Toronto, ON M6R 2R8 is listed for $2,199,000 CAD.
376 Sunnyside Avenue, Toronto, ON M6R 2R8 has 6 bedrooms and 4 bathrooms.
376 Sunnyside Avenue, Toronto, ON M6R 2R8 is a Fourplex.
376 Sunnyside Avenue, Toronto, ON M6R 2R8 is in Toronto W01, Ontario.
376 Sunnyside Avenue, Toronto, ON M6R 2R8 is currently for sale.
Contact Michael Mezheritsky to arrange a private showing of 376 Sunnyside Avenue, Toronto, ON M6R 2R8 (MLS# W13509134). You can also send a message through the contact form on this site.
