376 Sunnyside Avenue, Toronto, ON

High Park-Swansea, Toronto · MLS® W13846418

$2,099,000
For Sale
Listed 19 days agoNo offer date stated
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6Bedrooms
4Bathrooms
3Garage · 8 parking
2000-2500Sq ft

About this home

In short

  • 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...
  • Occupying a prominent 27 x 126.81ft corner lot, this stately home seamlessly blends historic charm with remarkable versatility, offering endless possibilities for...
  • The property offers outstanding flexibility with five separate hydro meters, a dedicated coin-operated laundry facility, and private balconies serving each of the...
  • A rare detached three-car garage complemented by parking for eight vehicles is virtually unheard of in this prestigious neighbourhood, creating unmatched convenience...
  • The expansive corner lot presents exciting opportunities for future enhancement or redevelopment and is garden suite eligible.

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.

Key facts

Property type
Other, 2 1/2 Storey
MLS®
W13846418
Bedrooms
6
Bathrooms
4
Size
2000-2500 sq ft
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
19
Listing brokerage
SOTHEBY'S INTERNATIONAL REALTY CANADA

Rooms

Bedroom 2Second3.65 × 2.64 m

Hardwood Floor

BathroomSecond2.98 × 1.52 m

4 pc bath · tile floor

FoyerBasement1.80 × 2.39 m

Tile Floor

Living RoomSecond5.67 × 3.38 m

fireplace · hardwood floor

BedroomSecond2.66 × 4.43 m

Hardwood Floor

Bedroom 2Main4.46 × 2.85 m

walk-out · large window · hardwood floor

FoyerSecond2.33 × 1.56 m
BathroomBasement2.36 × 1.77 m
BathroomThird1.55 × 1.88 m
Living RoomThird4.06 × 3.46 m

Broadloom

Dining RoomBasement2.61 × 3.47 m

Laminate

Living RoomBasement3.71 × 5.34 m

Laminate

KitchenBasement2.93 × 2.34 m

Tile Floor

KitchenMain3.17 × 3.79 m
FoyerThird1.55 × 1.40 m

Broadloom

BathroomMain1.98 × 2.23 m

4 pc bath · tile floor

BedroomBasement3.38 × 3.47 m

Laminate

Living RoomMain3.33 × 4.63 m

hardwood floor · fireplace

BedroomMain3.33 × 5.33 m

Hardwood Floor

KitchenSecond2.21 × 3.39 m

Tile Floor

KitchenThird4.06 × 3.10 m

vinyl floor · laminate

Dining RoomSecond2.59 × 3.39 m

Hardwood Floor

BedroomThird4.49 × 4.18 m
Our TakeTeam Asgarian · Broker
No automatic estimate

No automatic estimate is shown here: there is not a deep enough record of recent sales of homes like this one in this neighbourhood to support one.

Considering this property? Request a written price read

Its public catchment (Howard Junior Public School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.

What sellers nearby are askingCurrently listed nearby in High Park-Swansea · asking prices
$2.26Mavg asking

The closest active listings by size, beds, and price, so you can see what this home is up against.

Per square foot, these ask about $953/sqft; this home lists at $933/sqft. Size is part of the price story, not just the sticker.

The 3 closest active listings nearby.

See all comparable homes
2.10MThis home2.00M2.00M2.80MThis home vs active comparables

Neighbourhood & location

High Park-Swansea, Toronto, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Dovercourt-Wallace Emerson-Junction
$1.06M
Niagara
$901K
Stonegate-Queensway
$1.49M
Waterfront Communities C1
$613K
Church-Yonge Corridor
$584K

Typical asking price of active listings of the same type, per area (outliers removed). Toronto.

Get the full neighbourhood report (schools, parks, transit & safety) →

Schools & catchmentAssigned attendance-boundary schools, with EQAO results

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.

Street view near Howard Junior Public School
76%
Howard Junior Public SchoolPublic · Elementary · 0.1 km awayAbove the GTA average · 76% meet the provincial standard
Also nearby: 12 more schools within 2.5 km
Bishop Marrocco/Thomas Merton Catholic Secondary School · Catholic secondary0.7 km · 55% at standard
Garden Avenue Junior Public School · Public elementary0.8 km · 91% at standard
Keele Street Public School · Public elementary1.1 km · 82% at standard
Mountview Alternative School School · Public elementary1.1 km · 83% at standard
Brock Public School · Public elementary1.3 km · 81% at standard
City View Alternative Senior School · Public elementary1.3 km
Shirley Street Junior Public School · Public elementary1.3 km · 70% at standard
St Luigi Catholic School · Catholic elementary1.4 km · 36% at standard
St Helen Catholic School · Catholic elementary1.4 km · 74% at standard
Perth Avenue Junior Public School · Public elementary1.4 km · 77% at standard
Parkdale Junior and Senior Public School · Public elementary1.5 km · 51% at standard
Indian Road Crescent Junior Public School · Public elementary1.5 km · 88% at standard

Not the assigned catchment: schools a family here could reach, with EQAO results where published.

Affordability & Mortgage

Affordability
$9,567/mo
$395KIncome needed
5.3×Price ÷ income
$2,208Weekly cost
$77,900Land transfer tax, one-time (Ontario + Toronto)
20% down4.79%25-yr amortization

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.

92%mortgage
Mortgage $9,567Property tax $856Total carry $10,422

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

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.49%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 20, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$9,285per month

Mortgage amount $1,679,200 · 4.49% over 25 years

$419,800Down payment (20.0%)
$1,679,200Loan before insurance
$0CMHC premium
$10,141Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$9,285
Property tax
$856
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$10,141

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$38,950
Toronto municipal land transfer tax
$38,950
Estimated closing costs
$77,900

Plus your down payment of $419,800. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.49%Qualifying rate
$11,238/monthPayment at the qualifying rate

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

$1,106,175Total interest paid
$2,785,375Total of all payments
Principal $1,679,200 Interest $1,106,175
YearPrincipalInterestBalance
1$37,473$73,942$1,641,727
2$39,174$72,241$1,602,553
3$40,953$70,462$1,561,601
4$42,812$68,603$1,518,789
5$44,756$66,659$1,474,033
6$46,788$64,627$1,427,245
7$48,912$62,503$1,378,332
8$51,133$60,282$1,327,199
9$53,455$57,960$1,273,744
10$55,882$55,533$1,217,862
11$58,419$52,996$1,159,443
12$61,072$50,343$1,098,372
13$63,845$47,570$1,034,527
14$66,743$44,672$967,784
15$69,774$41,641$898,010
16$72,942$38,473$825,068
17$76,254$35,161$748,815
18$79,716$31,699$669,099
19$83,335$28,080$585,764
20$87,119$24,296$498,645
21$91,075$20,340$407,570
22$95,210$16,205$312,360
23$99,533$11,882$212,828
24$104,052$7,363$108,776
25$108,776$2,639$0

At the end of your 5-year term

Total paid over the term
$557,075
Principal paid down
$205,167
Interest paid
$351,908
Balance remaining
$1,474,033

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.

Let's connect

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

Rental yield
Estimate$4,200/mo
$50,400Gross annual rent
1.6%Cap rate after taxes and upkeep

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 numbers

Estimates 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.

2.4%
Gross yield
− Property tax $10,271− Insurance $1,400− Vacancy & upkeep $5,544Net operating income $33,185

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. MLS®/PropTx.

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