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376 SUNNYSIDE AVENUE, Toronto, Ontario

$2,199,000

6 Beds
4 Baths

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. (id:23309)

Listing ID: W13509134
Property Type: Multi-family

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Rooms

Level	Type	Dimensions
Foyer	Second level	2.33 m x 1.56 m
Bathroom	Second level	2.98 m x 1.52 m
Living room	Second level	5.67 m x 3.38 m
Dining room	Second level	2.59 m x 3.39 m
Kitchen	Second level	2.21 m x 3.39 m
Bedroom	Second level	2.66 m x 4.43 m
Bedroom 2	Second level	3.65 m x 2.64 m
Foyer	Third level	1.55 m x 1.4 m
Living room	Third level	4.06 m x 3.46 m
Kitchen	Third level	4.06 m x 3.1 m
Bedroom	Third level	4.49 m x 4.18 m
Bathroom	Third level	1.55 m x 1.88 m
Living room	Basement	3.71 m x 5.34 m
Dining room	Basement	2.61 m x 3.47 m
Kitchen	Basement	2.93 m x 2.34 m
Bedroom	Basement	3.38 m x 3.47 m
Bathroom	Basement	2.36 m x 1.77 m
Foyer	Basement	1.8 m x 2.39 m
Living room	Main level	3.33 m x 4.63 m
Kitchen	Main level	3.17 m x 3.79 m
Bedroom	Main level	3.33 m x 5.33 m
Bedroom 2	Main level	4.46 m x 2.85 m
Bathroom	Main level	1.98 m x 2.23 m

Details

Features: Paved yard
Parking Spaces: 8
Structure: Patio(s)
Transaction: For sale
Zoning Description: R(d0.6*290)

Building

Amenities: Fireplace(s), Separate Electricity Meters
Appliances: Water Heater - Tankless, Dryer, Range, Washer, Refrigerator
BasementType: N/A
Basement Features: Apartment in basement
Bedrooms Main Level: 6
Cooling: Window air conditioner
Exterior Finish: Brick
Fireplace Present: True
Fireplace Total: 2
Flooring: Hardwood, Tile, Carpeted, Vinyl, Laminate
Foundation: Unknown
Bathrooms (Total): 4
Heating: Radiant heat
Heating Fuel: Natural gas
Size Interior: 2000 - 2500 sqft
Stories Total: 2.5
Type: Fourplex
Utility Water: Municipal water

Land

Landscape Features: Landscaped
Sewer: Sanitary sewer
Size Frontage: 27 ft
Size Irregular: 27 x 126.8 FT

Listing provided by SOTHEBY'S INTERNATIONAL REALTY CANADA
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This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 376 SUNNYSIDE AVENUE in Toronto Ontario. It was last modified on July 1st, 2026. Contact Tom Linkletter to schedule a viewing or to discover other Toronto homes for sale.

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