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Fourplex for sale at 376 Sunnyside Avenue, Toronto W01 - 6 bedroom, 4 bathroom - Photo 1 of 32
Fourplex for sale at 376 Sunnyside Avenue, Toronto W01 - 6 bedroom, 4 bathroom - Photo 2 of 32
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Fourplex for sale at 376 Sunnyside Avenue, Toronto W01 - 6 bedroom, 4 bathroom - Photo 6 of 32
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Fourplex for sale at 376 Sunnyside Avenue, Toronto W01 - 6 bedroom, 4 bathroom - Photo 32 of 32
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$2,199,000

376 Sunnyside Ave

Toronto W01, ON M6R 2R8

376 Sunnyside Ave, Toronto W01Listed at $2,199,000. 6 bedroom, 4 bathroom 2 1/2 Storey. MLS® W13509134.

6Beds
4Baths
2000-2500sqft
2 1/2 Storey
8Parking
$10,270.66 (2025)

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Description

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

Property TypeFourplex
Style2 1/2 Storey
CommunityHigh Park-Swansea
Approximate Age100+
Rooms24
Kitchens4
Washrooms4
Square Feet2000-2500 sqft
Lot Dimensions27 × 126.81 ft
Fronting OnEast
Dir/Cross StHoward Park and Sunnyside Ave
Garage TypeDetached
Garage Parking Spaces3
DrivePrivate Triple, Tandem
Parking Drive Spaces5
Total Parking Spaces8
ExteriorBrick
RoofAsphalt Shingle
FoundationUnknown
BasementApartment
Fireplace FeaturesFamily Room
Heating TypeRadiant
Heating SourceGas
A/CWindow Unit(s)
SewersSewer
Taxes (2025)$10,270.66
HSTIncluded In
Listed Date7/1/2026
Days on Market8 days
PossessionFLEXIBLE

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Listing Courtesy of: SOTHEBY'S INTERNATIONAL REALTY CANADA

MLS® #W13509134

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 376 Sunnyside Avenue

This fourplex (2 1/2 Storey) is located in the High Park-Swansea neighbourhood of Toronto.

The home offers 6 bedrooms, 4 bathrooms.

Features include a apartment basement, 8 parking spaces including a 3-car garage, a fireplace.

Additional details: lot dimensions of 27 × 126.81 feet.

Listed at $2,199,000 CAD with annual property taxes of $10,270.66 (2025). This listing has been on the market for 8 days.

About Toronto Real Estate

This Fourplex is located in the High Park-Swansea community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →