366 Ontario Street

Moss Park, Toronto, M5A 2V7
FOR SALE
$1,950,000
366 Ontario Street, Toronto
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
366 Ontario Street
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3 + 2
BEDROOMS
4
BATHROOMS
2 + 1
KITCHENS
10 + 5
ROOMS
C13561126
MLSID
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Property Description
Discover a rare opportunity to own a legal, city-approved triplex that perfectly balances historic Toronto charm with high-end modern design. Extensively gutted and renovated from the studs in 2019, this turnkey property offers close to 3,000 square feet of thoughtfully optimized living space across three distinct, self-contained suites. This is a truly seamless addition to any investment portfolio or an ideal live-and-rent scenario. Behind the timeless brick facade, the home has been completely transformed. The 2019 renovations included modernized kitchens with quartz countertops, updated bathrooms, new windows, lighting, staircases, and a professionally underpinned lower level excavated to increase the ceiling height. A brand-new roof was installed in 2023. The property features three separate hydro meters, three gas meters, and dedicated laundry in every unit. The upper-level two-bedroom, two-bathroom suite is bathed in natural light from a striking skylight and blends modern finishes with beautifully preserved original red brick walls. It boasts a private balcony off the primary bedroom, a massive accessible attic for rare urban storage, and its own furnace and central air conditioning. The main-level one-bedroom suite features a bright, inviting layout highlighted by a charming, working wood-burning fireplace and a walk-out to a private outdoor patio. It is also serviced by its own furnace and central air. Accessed via a private rear entrance, the lower-level two-bedroom suite features warm exposed brick, high ceilings, modern vinyl flooring, and a bathroom with a sleek walk-in shower. Set on a deep lot with the potential to convert the rear garden into parking off the laneway, this exceptional triplex delivers flexibility, quality craftsmanship, and outstanding value.
Property Features
Fenced Yard, Park, Place Of Worship, Public Transit, Carpet Free, Guest Accommodations, Separate Heating Controls, Separate Hydro Meter, None, Wood, Fire Escape
Property Details
Address
366 Ontario Street
Community
Postal Code
M5A 2V7
Property Type
Semi-Detached , Semi-Detached
Zoning
R(d1*72)
Lot Size
16' x 95'
Taxes
$7,224 (2025
Basement
Apartment, Finished with Walk-Out, Separate Entrance
Exterior
Landscaped, Patio
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Garage Type
None
Listing contracted with Sotheby's International Realty Canada
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BEDS
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BATHS
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$1,649,000
FOR SALE
Prime Alderwood Living! This exquisite custom-built home graces one of the most sought-after streets, offering unparalleled convenience. Enjoy direct access to scenic walking paths seamlessly connecting you to Marie Curtis Park, Long Branch GO Station, and the vibrant Waterfront trails. Luxurious 10-foot ceilings on the main floor, Custom Marana design Gourmet Chefs Kitchen & Bar, quartz countertops and top-of-the-line appliances. Experience the warmth of radiant heated floors throughout the entire basement. Say goodbye to cold floors and dampness, ensuring a comfortable and inviting basement experience year-round. Radiant heated floors extend to the second floor bathrooms. The walkout basement presents a fantastic opportunity to create an in-law suite or a versatile recreational space. **EXTRAS** 200 Amp Copper Service, 36" gas range, Long Driveway(very rare), HRV, CAT communication rough-in, glass railings, w/o basement, pot lights throughout, heated bsmt & bathroom floors, tankless water heater, 2nd bsmt laundry, smart switches
156A Dowling Avenue, Toronto
4
BEDS
5
BATHS
$1,599,999
FOR SALE
Welcome to this exceptional South Parkdale semi-detached gem - where generous proportions, character architecture, and thoughtful upgrades come together on one of the widest lots in the neighbourhood (21.5 147.95 ft). Rarely offered with 2 parking spaces, this 3-storey home delivers the space modern families crave without sacrificing the walkable, vibrant lifestyle that makes this pocket of Toronto so sought-after.From the moment you enter, the scale impresses - a wide, sun-drenched open-concept main floor flows from living to dining, anchored by a show-stopping curved oak staircase and illuminated by a dramatic skylight. Parquet hardwood throughout the main and upper levels adds warmth and authenticity. The oversized kitchen - with walkout to a freshly resanded and restained deck (2025) - opens onto a deep, private backyard retreat enclosed by a brand new north fence (2025). Whether hosting summer gatherings or quiet weeknight dinners, the outdoor space delivers.Upstairs, the mezzanine feature creates an architectural moment on the 2nd and 3rd floors, while the 3rd-floor walkout offers a private terrace - rare in the city. Four generous bedrooms and five washrooms provide flexible living for growing families, multi-generational households, or those who simply refuse to compromise. The primary suite offers a serene retreat with ample closet space and ensuite 4 PC washroom.The fully finished basement is a standout - a vast, mirror-lined recreation room with gleaming hardwood floors, a wet bar area, dedicated laundry room, and separate entrance potential. Gym, media room, in-law suite - the possibilities are limited only by your vision.Mechanically sound and move-in ready: all windows replaced 2026, AC/furnace with hot water pump 2024, stairs and concrete 2020, rear roof 2025. Nothing to do but move in and enjoy.Steps to Roncesvalles Village, Dufferin Mall, transit, top-rated schools, and the lake. This is South Parkdale at its very best.
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