Just listed! New listings in Toronto often receive offers within the first week.
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.
| Living Room | 3.33 × 4.63 m | Hardwood Floor Fireplace |
| Kitchen | 3.17 × 3.79 m | |
| Bedroom | 3.33 × 5.33 m | Hardwood Floor |
| Bedroom 2 | 4.46 × 2.85 m | Walk-Out Large Window Hardwood Floor |
| Bathroom | 1.98 × 2.23 m | 4 Pc Bath Tile Floor |
| Living Room | 5.67 × 3.38 m | Fireplace Hardwood Floor |
| Dining Room | 2.59 × 3.39 m | Hardwood Floor |
| Kitchen | 2.21 × 3.39 m | Tile Floor |
| Bedroom | 2.66 × 4.43 m | Hardwood Floor |
| Bedroom 2 | 3.65 × 2.64 m | Hardwood Floor |
| Foyer | 2.33 × 1.56 m | |
| Bathroom | 2.98 × 1.52 m | 4 Pc Bath Tile Floor |
| Foyer | 1.55 × 1.40 m | Broadloom |
| Living Room | 4.06 × 3.46 m | Broadloom |
| Kitchen | 4.06 × 3.10 m | Vinyl Floor Laminate |
| Bedroom | 4.49 × 4.18 m | |
| Bathroom | 1.55 × 1.88 m |
| Living Room | 3.71 × 5.34 m | Laminate |
| Dining Room | 2.61 × 3.47 m | Laminate |
| Kitchen | 2.93 × 2.34 m | Tile Floor |
| Bedroom | 3.38 × 3.47 m | Laminate |
| Bathroom | 2.36 × 1.77 m | |
| Foyer | 1.80 × 2.39 m | Tile Floor |
*Estimates based on comparable rentals in the area. Actual income may vary.
Based on active listings in Toronto. Data updates daily.
How walkable, bikeable, and transit-friendly this neighbourhood is.
Scores are estimates based on neighbourhood data and are for informational purposes only.
MLS® data courtesy of the Toronto Regional Real Estate Board (TRREB).
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Listing information is deemed reliable but is not guaranteed accurate by the Toronto Regional Real Estate Board, the listing brokerage, or this website. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. MLS®, Multiple Listing Service®, and the associated logos are owned by CREA. Not intended to solicit properties currently listed for sale or buyers under contract.
Hand-picked listings with a similar price range and style.

