$2,199,000
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376 Sunnyside Avenue, Toronto (high Park-Swansea), ON M6R2R8

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6 Beds
4 Baths
- Sq Ft

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:58753)

Listing By: PAULINE SALIBA - SOTHEBY'S INTERNATIONAL REALTY CANADA
Source: CREA #W13509134 Listing provided courtesy of Canadian Real Estate Association
  • MLS® W13509134
  • Date Listed07/01/2026
  • Days on Realty 93 Days
  • Bedrooms 6
  • Bathrooms 4 baths
  • Lot Size -
  • Sewer Other
  • Property Type Quadruplex
  • Water Public

Interior Features

  • Appliances Washer, Refrigerator, Range, Dryer, Water Heater - Tankless
  • Flooring Tile, Hardwood, Laminate, Carpeted, Vinyl
  • Cooling Window air conditioner
  • Heating Radiant heat, Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Paved yard

Directions

Cross Streets: Howard Park and Sunnyside Ave. ** Directions: South of Bloor.

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for M6R2R8

Discover key demographics, population statistics, and environmental insights for the Toronto (high Park-Swansea), ON area.

Walkability in ON / M6R2R8

Source: Walk Score

98/100

Walker's Paradise

Walk Score ®

97/100

Rider's Paradise

Transit Score ®

94/100

Biker's Paradise

Bike Score ®

Overview

Daily errands do not require a car. World-class public transportation. Daily errands can be accomplished on a bike.

Transit Summary

24 nearby routes: 16 bus, 8 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 80/100, Transit Score: 77/100, Bike Score: 75/100.

Points of Interest near 376 SUNNYSIDE AVENUE, Toronto (High Park Swansea), ON M6R2R8

Frequently Asked Questions for 376 SUNNYSIDE AVENUE

Source: Realty.com

376 SUNNYSIDE AVENUE, Toronto (High Park Swansea), ON M6R2R8 in Toronto (High Park-Swansea), ON M6R2R8 is a quadruplex listed at $2,199,000. Highlights include 6 bedrooms, 4 bathrooms. Realty.ca has 32 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 32 photos of 376 SUNNYSIDE AVENUE.

The full address for this home is 376 SUNNYSIDE AVENUE, Toronto (High Park Swansea), ON M6R2R8.

376 SUNNYSIDE AVENUE has been listed on Realty.com since Wed July 01, 2026

Daily errands do not require a car. World-class public transportation. Daily errands can be accomplished on a bike.

The average walkability score in the surrounding area is Walk Score: 80/100, Transit Score: 77/100, Bike Score: 75/100.

This content last refreshed on 2026-10-02 10:54:03. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.