366 Ontario Street, Toronto, ON
Moss Park, Toronto · MLS® C13561126
About this home
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.
Key facts
- Property type
- Semi-Detached, 2 1/2 Storey
- MLS®
- C13561126
- Bedrooms
- 5 (3 + 2)
- Bathrooms
- 4
- Size
- 1500-2000
- Lot
- 16.25 × 95 ft
- Cross streets
- Ontario St & Gerrard St E
- Parking
- 0 parking
- Driveway
- None
- Basement
- Apartment, Finished with Walk-Out, Separate Entrance
- Kitchens
- 3 (2 + 1)
- Heating
- Forced Air
- A/C
- Central Air
- Exterior
- Brick
- Foundation
- Concrete
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $7,224 / 2025
- Days on market
- 3
- Listing brokerage
- SOTHEBY'S INTERNATIONAL REALTY CANADA
Rooms
vinyl floor · large closet · east view
breakfast bar · open concept · east view
wood · closet · w/o to deck
wood · w/o to balcony · 3 pc ensuite
combined w/dining · bay window · fireplace
vinyl floor · breakfast bar · open concept
wood · combined w/dining · open concept
wood · closet · w/o to balcony
vinyl floor · large closet · west view
quartz counter · breakfast bar · stainless steel appl
vinyl floor · combined w/dining · open concept
Heads up: the asking price here sits well above what comparable listings suggest. That can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look before you offer. I would not put an automatic figure on this one. Tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.
Ask Moe if this price is fairThe assigned public school is Orde Street Public School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
On location, this is a very walkable address with everyday errands close by. St Patrick is about a 1-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Addition / added square footage: more space lifts value when it is permitted and well integrated, verify the permits.
- Recent major systems: lower near-term capital costs, ask for the ages and any warranties.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Value driver
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 5 closest of 8 active listings nearby.
See all comparable homes1 days faster than the Toronto average (4 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Moss Park, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Most daily errands can be done on foot.
🚉 Nearest transit: St Patrick, about 8 m away
Within a 15-minute (1.5 km) walk.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.
Mortgage amount $1,560,000 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $8,325
- Property tax
- $602
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $8,927
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $35,475
- Toronto municipal land transfer tax
- $35,475
- Estimated closing costs
- $70,950
Plus your down payment of $390,000. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $499,484
- Principal paid down
- $198,666
- Interest paid
- $300,818
- Balance remaining
- $1,361,334
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. MLS®/PropTx.