376 Sunnyside Avenue
High Park-Swansea, Toronto, M6R 2R8
FOR SALE
$2,199,000

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BEDROOMS4
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Property 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.
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Property Features
Separate Hydro Meter, On Demand Water Heater, Private Triple, Tandem, Family Room
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Property Details
Address
376 Sunnyside Avenue
Community
City
Postal Code
M6R 2R8
Property Type
Fourplex, Fourplex
Zoning
R(d0.6*290)
Lot Size
27' x 127'
Taxes
$10,271 (2025
Basement
Apartment
Exterior
Landscaped, Patio, Paved Yard
Heat Type
Radiant
Heat Source
Gas
Water
Municipal
Parking Spaces
5
Garage Type
Detached
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Listing contracted with Sotheby's International Realty Canada
Versatile real estate opportunity in the heart of Roncesvalles. This detached 2.5-story brick fourplex sits on a deep lot on a tree-lined street, offering distinct possibilities as a multi-unit investment, a co-ownership property to enhance affordability, or a conversion back to a single-family residence. Walk Score: 92, Transit Score: 89, Bike Score: 82. Steps to Roncesvalles Ave, High Park, transit, shops, and cafes. Spanning over 2,600 sq ft above grade plus a lower level, the property features two 1-bedroom units and two 2-bedroom units, all tenanted on a month-to-month basis-ideal for generating immediate rental income to supplement a mortgage. The structure features original woodwork, stained glass windows, and a south-facing exposure. The main floor includes natural wood coffered ceilings. The second floor features a sunroom overlooking the backyard. The top floor offers vaulted ceilings, and the lower level features a 1-bedroom unit. Equipped with a 200-amp electrical service.
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W O W !!! Heart Of High Park **** Legal Non Conforming 4 Unit Investment Property Overlooks High Park ** Private Drive With Parking In Rear *** Hardwood Floors *** Great Income ** Extras:4 Fridges, 4 Stoves, 1 Coin-Op Washer And Dryer, All Electrical Light Fixtures * Parking For 4 Cars *
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Phenomenal Investment and Profitable 4.75% Cap Rate in Toronto for this 4-Suite Fourplex - Investor Purchase Or Live in One Suite and Let the Other Three Pay Your Mortgage! Turn-key investment in Toronto's rapidly transforming Keelesdale neighbourhood. This fully occupied residential fourplex is ideal for house-hackers or investors seeking immediate cash flow. Property Highlights: Four upgraded units: Three 2-bedroom, 1-bath + one oversized 1-bedroom, 1-bathModern finishes throughout: stainless steel appliances, laminate flooring, upgraded quartz counters & backsplashes. Strong rental income potential: The Four suites generate $8,500+ monthly gross in today's rental market. Separate entrances and low-maintenance ownership. Prime Location:Steps to TTC transit, shops, restaurants. Perfect for quality tenants and future appreciation in this up-and-coming west-end pocket. Whether you want to live in one unit rent-free or add a solid cash-flowing asset to your portfolio, this multiplex delivers and is ready for immediate ownership.
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An exceptional multiplex opportunity in the highly sought-after Long Branch community of Etobicoke, just steps from Marie Curtis Park and the shores of Lake Ontario. This well-maintained property, on a 50' x 137' lot, features five spacious units, including four one-bedroom apartments and one expansive three-bedroom suite. All four one-bedroom units are tenanted at market rents, offering immediate, stable income. The impressive three-bedroom unit-approximately 1,500 sq ft-is currently vacant, providing flexibility for owner occupancy or the opportunity for a new buyer to lease at top market value. The building offers separately metered hydro for four of the five units, helping streamline expenses and management. Each unit has been beautifully renovated with generous layouts that appeal to quality tenants. Additional income potential comes on site laundry in the lower level and from a detached four-car garage, ideal for indoor parking rentals, along with four exterior parking spaces-eight in total. Located in a prime lakeside neighbourhood with strong rental demand, this is a turnkey investment with upside potential and long-term value.
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