MLS® listing
376 Sunnyside Avenue: multiplex for sale
$2,099,000
From the listing brokerage
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. Reconfigure to design your family home or assume this already configured and well-maintained income-producing property. 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/garden suite use. The expansive corner lot 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.
Facts on the listing
| Square feet | 2000-2500 |
|---|---|
| Approximate age | 100+ |
| Style | 2 1/2 Storey |
| Basement | Apartment |
| Lot width | 27 |
| Lot depth | 126.81 |
| Lot measured in | Feet |
| Faces | East |
| Parking spaces | 8 |
| Garage | Detached |
| Heating | Radiant |
| Cooling | Window Unit(s) |
| Kitchens | 4 |
| Property tax | $10,271 |
| Tax year | 2025 |
| Parking | Private Triple, Tandem |
| Interior features | Separate Hydro Meter, On Demand Water Heater |
Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. MLS® W13846418.
About this multiplex
376 Sunnyside Avenue is a 6 bedroom multiplex in TRREB's High Park-Swansea community in Toronto, listed for sale at $2,099,000. The listing shows 4 bathrooms and 2000-2500 square feet. The style is given as 2 1/2 storey. The lot is listed as 27 by 126.81 feet. The listing gives the basement as apartment. It comes with 8 parking spaces and a detached garage according to the listing. The nearest main intersection given is Howard Park and Sunnyside Ave. The age is listed as 100+ years.
These details come from the listing brokerage through TRREB's MLS® System. Room sizes, the lot, the taxes and what is included in the sale should all be confirmed before an offer is firm.
What it costs to buy 376 Sunnyside Avenue
At the asking price of $2,099,000, a buyer pays two land transfer taxes on closing: the Ontario tax and the City of Toronto's municipal tax. Both apply to every home inside the City.
| Asking price | $2,099,000 |
|---|---|
| Ontario land transfer tax | $38,950 |
| Toronto municipal land transfer tax | $38,950 |
| Both taxes | $77,900 |
| First-time buyer relief, if you qualify | up to $8,475 |
| Minimum down payment | $419,800 |
The down payment figure is the federal minimum: 20 percent, because a home at $1.5 million or more cannot carry mortgage default insurance. A lender can ask for more. These figures use the asking price, so they change if you pay more or less. The rates above $2,000,000 used here are the ones for a home with one or two single family residences. A property with more units is taxed differently. Legal fees, title insurance and adjustments are extra: ask your lawyer for a written quote. This is general information, not legal or tax advice. Confirm the figures with a lawyer or accountant. You can change the price in our land transfer tax calculator and our mortgage calculator.
What it costs to own each month
| Property tax (2025) | $10,271 a year, about $856 a month |
|---|
That is before a mortgage payment, home insurance and utilities. The listing shows no monthly maintenance fee, so upkeep of the building and the lot is the owner's own cost.
What to check before you make an offer
- Book a home inspection. An inspector looks at the roof, foundation, wiring, plumbing and heating. The listing gives the heating as radiant.
- Have a lawyer search the title. A title search shows mortgages, liens and easements registered against the property. Ask whether a survey exists and whether it matches the lot on the listing, 27 by 126.81 feet.
- Ask about permits. Ask which renovations had building permits and whether those permits were closed. The listing shows 4 kitchens. If there is a second unit, ask whether it meets the municipality's rules for one.
- Confirm what is included. Appliances, light fixtures and window coverings are included only if the agreement says so. Ask whether the water heater or furnace is rented.
- Get your financing in writing. A lender looks at the property tax and heating costs as well as the price.
- See it in person. Photos do not show noise, light at different hours or the state of the street and the homes beside it.
Our first-time home buyer guide and our page for buyers walk through each step. This is general information, not legal advice. Confirm the details with a lawyer.
About High Park
Two TRREB communities on either side of Bloor Street West, sharing one very large park and four Line 2 subway stations. Houses and condo apartments trade here in roughly equal numbers.
Transit: Line 2 Bloor Danforth at High Park, Keele, Runnymede and Dundas West stations; 30 High Park North and 80 Queensway buses; Bloor GO (Kitchener line and UP Express) near Dundas West station
| Property type | Median | Sales and average |
|---|---|---|
| High Park-Swansea: all property types | $1,175,000 | 81 sales, average $1,283,066 |
| High Park-Swansea: detached | About $1,879,000 | 36 sales, average about $1,936,000 |
| High Park-Swansea: semi-detached | About $1,499,000 | 3 sales, average about $1,389,000 |
| High Park-Swansea: condo apartment | About $614,000 | 32 sales, average about $733,000 |
| High Park North: all property types | $1,345,500 | 46 sales, average $1,370,457 |
| High Park North: detached | About $1,790,000 | 13 sales, average about $2,035,000 |
| High Park North: semi-detached | About $1,615,000 | 11 sales, average about $1,679,000 |
| High Park North: condo apartment | About $810,000 | 21 sales, average about $803,000 |
Source: TRREB community housing market reports, as set out in the guide.
Questions about High Park
Is High Park a good place to live?
On housing and transit it offers a wide choice. Buyers can pick between detached houses with an April to June 2026 median of about $1,879,000 in High Park-Swansea and condo apartments near $614,000, with four Line 2 stations, a large City park and four library branches close by (TRREB, TTC, City of Toronto, TPL).
What does a detached house cost near High Park?
From April to June 2026 the detached median was about $1,879,000 across 36 sales in High Park-Swansea and about $1,790,000 across 13 sales in High Park North (TRREB). These are chart readings, so treat them as approximate.
Are there many condos in High Park?
Yes, especially north of Bloor. In the 2021 Census 59.6% of households in High Park North lived in apartment buildings of five or more storeys. Across both TRREB communities 53 of the 127 sales from April to June 2026 were condo apartments.
Which subway stations serve High Park?
Line 2 Bloor Danforth stops at High Park, Keele, Runnymede and Dundas West stations. Dundas West also connects to Bloor GO, which serves the Kitchener line and UP Express (TTC).
How far is High Park from Union station by subway?
From High Park station it is 9 stops east on Line 2 to St George, then 6 stops south on Line 1 to Union, 15 stops in all (TTC map).
Is High Park a heritage conservation district?
The City of Toronto's list of heritage conservation districts does not include one for High Park or Swansea. Individual properties can still be listed or designated, so check the specific address with the City before planning changes.
Read the High Park neighbourhood guide · All High Park homes for sale
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Questions about 376 Sunnyside Avenue
How much is land transfer tax on 376 Sunnyside Avenue?
At the asking price of $2,099,000 the Ontario tax is $38,950 and the Toronto tax is $38,950, $77,900 in total. A first-time buyer who qualifies can get up to $8,475 back. Confirm the final figures with your lawyer.
What is the minimum down payment for 376 Sunnyside Avenue?
$419,800 at the asking price of $2,099,000, under the federal minimum down payment rules. A lender may require more.
How much is the property tax on 376 Sunnyside Avenue?
The listing shows $10,271 a year for 2025, about $856 a month.
How do I book a showing for 376 Sunnyside Avenue?
Use the form on this page or call us. Quote MLS® W13846418. We will confirm the listing is still available and arrange a time with the listing brokerage.
Is 376 Sunnyside Avenue still for sale?
This page is refreshed from TRREB's MLS® System through the day. If the listing sells or is withdrawn the page says so. Contact us to confirm before you make plans.
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