376 Sunnyside Avenue, Toronto, ON
High Park-Swansea, Toronto · MLS® W13509134
About this home
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.
Key facts
- Property type
- Other, 2 1/2 Storey
- MLS®
- W13509134
- Bedrooms
- 6
- Bathrooms
- 4
- Size
- 2000-2500
- Lot
- 27 × 126.81 ft
- Cross streets
- Howard Park and Sunnyside Ave
- Parking
- 3 garage · 8 parking (detached)
- Driveway
- Private Triple, Tandem
- Basement
- Apartment
- Heating
- Radiant
- A/C
- Window Unit(s)
- Exterior
- Brick
- Foundation
- Unknown
- Roof
- Asphalt Shingle
- Sewer
- Sewer
- Property tax
- $10,271 / 2025
- Days on market
- 22
- Listing brokerage
- SOTHEBY'S INTERNATIONAL REALTY CANADA
Rooms
Broadloom
Tile Floor
fireplace · hardwood floor
Broadloom
vinyl floor · laminate
Laminate
Laminate
walk-out · large window · hardwood floor
Tile Floor
Hardwood Floor
Hardwood Floor
Hardwood Floor
Laminate
4 pc bath · tile floor
Hardwood Floor
Tile Floor
4 pc bath · tile floor
hardwood floor · fireplace
Listed at $2,199,000, this home is about 21% above what comparable homes suggest. The number above is my independent estimate of value, not the asking price.
Priced above comparable homes overall, but the price per square foot ($977/sqft) is in line with the area, so you are paying for extra space rather than a premium.
In High Park-Swansea lately, sellers have been getting about 103% of asking and homes sell in about 19 days.
There were not many closely comparable homes right in High Park-Swansea, so I widened the search to the surrounding area.
Based on 38 similar homes that recently sold nearby, adjusted for size, beds, and baths.Median of 38 recently sold comparable homes — actual closing prices, not asks — adjusted for size, beds, and baths. The city (MPAC) assessment points to about $2.15M, a bit higher.
How I got there
Here is the exact math behind the estimate. I start from the closest comparable listing and adjust for the real differences (size, beds, baths) to land on a like-for-like value for this home.
- Closest comparable, sold for $2.24M
- Bedrooms +$26K
- Bathrooms +$52K
- Garage +$25K
- Adjusts to $2.34M
That comparable adjusts to $2.34M; the $1.81M estimate above is the median of all 38 comparables, which is steadier than any single home.This estimate is grounded in actual closing prices from the last 15 months, not asking prices. Lot, condition, and finishes are still my in-person call.
Its public catchment (Howard Junior Public School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.
Total price vs nearby homes. Fair value about $1.81M, median of 38 comparables.
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.
- Garden / laneway suite potential: extra-unit upside, but confirm zoning and feasibility with the city. Worth verifying
- Currently tenanted: confirm the lease terms and vacant-possession timing before closing. Worth verifying
- Corner lot: more light and frontage, sometimes at the cost of privacy. Weigh carefully
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 3 closest active listings nearby.
See all comparable homesThis home lists 2% above the area average of $962/sqft.
On the market now.
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
High Park-Swansea, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
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 23, 2026); conventional rates run a little higher.
Mortgage amount $1,759,200 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $9,388
- Property tax
- $856
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $10,244
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $41,450
- Toronto municipal land transfer tax
- $41,450
- Estimated closing costs
- $82,900
Plus your down payment of $439,800. 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
- $563,265
- Principal paid down
- $224,035
- Interest paid
- $339,230
- Balance remaining
- $1,535,165
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.