376 Sunnyside Avenue
376 Sunnyside Avenue
$2,199,000
42 days on market
About This Listing
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.
| Monthly Mortgage (P&I) | $9,581 |
| Property Tax (MLS) | $856 |
| Maintenance Fees | $0 |
| Total Monthly Cost | $10,437 |
Down payment: $439,800 (20.0%) · Mortgage: $1,759,200
Property tax uses MLS annual tax of $10,271/yr. Uses the standard Canadian semi-annual compounding convention. Estimates only—not a pre-approval or offer of credit. Actual rates and eligibility may vary. Provincial sales tax on mortgage insurance, when applicable, is not included. Consult a mortgage professional for accurate figures.
Property Details
Listing provided by SOTHEBY'S INTERNATIONAL REALTY CANADA
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Data last updated: August 23, 2026 at 06:25 a.m.