Welcome To Leaside

Leaside is the closest thing midtown has to a small town. People used to call it “Toronto’s new Rosedale,” and while that undersells how settled it is, the comparison gets at the appeal: leafy streets, big family houses, and a real main street on Bayview where the staff know your order. Once a middle-class railway town (it was incorporated in 1913 with all of 43 houses, one of three CNR model towns in the country), it’s now firmly an upper-middle-class family enclave with a hockey-and-carpool, knows-your-name quality that’s getting rare in the city.

The big recent change is transit. The Eglinton Crosstown, Line 5, opened in February 2026 and put two stations right on the southern edge of the neighbourhood, which is reshaping both the commute and the development around Bayview and Eglinton.

Leaside FAQs

Midtown, east of Mount Pleasant and the Yonge corridor, bounded roughly by Eglinton, Bayview, the CPR tracks and the Don valley. It borders Davisville Village to the west and East York to the south and east.

As a rough guide: condos and lofts, a smaller part of the market, generally run from the high $600Ks past $1.3M for larger units, with new product arriving near the LRT; semi-detached and smaller detached houses tend to sit in the $1.5M to $2M range; and the larger detached homes the area is known for typically start around $2M and climb well past $3M. See the live statistics block below for the current quarter’s exact figures, or browse current Leaside listings.

 

It’s one of the most family-oriented neighbourhoods in the city: good schools, sports leagues, parks, and a shopping street you can walk to. If your life revolves around kids’ activities, it’s hard to beat.

Better than it used to be. Line 5 Eglinton now runs along the southern edge with two stations in the neighbourhood, connecting west to the Yonge subway at Eglinton station and east toward Kennedy. Drivers use Bayview and the Don Valley Parkway, which is quick off-peak and a parking lot at rush hour.

Not really, by Toronto standards. Most houses have private drives or laneway parking. Bayview gets busy, but this isn’t a neighbourhood where you fight for a spot at home.

Around the Neighbourhood

Cultural landmarks: Bayview Avenue itself is the institution here, a low-rise shopping street that functions as the neighbourhood’s town square, and the new Line 5 stations at Bayview and Laird are quietly becoming landmarks of their own.

Hot local spots: McSorley’s Wonderful Saloon & Grill at 1544 Bayview has been the local pub since 1991, Patisserie la Cigogne at 1626 Bayview does proper Alsatian baking, and Olde Yorke Fish & Chips near Bayview and Eglinton is the long-running chippy.

Parks & green space: Trace Manes Park is the heart of south Leaside, with tennis courts, a rink and a playground, while Serena Gundy Park and Sunnybrook Park open onto the Don valley ravine trail system to the north and east.

Your Typical Neighbour

Leaside is affluent, established and family-heavy. Most residents own their homes, single-detached houses make up the bulk of the housing, and household incomes run well above the Toronto average… the 2021 Census put the median household income for Leaside-Bennington around $148,000, roughly double the city figure. Education levels are high, with about 73% of adults holding a bachelor’s degree or more. It’s professionals, established families and a fair number of longtime owners who raised kids here and stayed.

Source: City of Toronto Neighbourhood Profile, Leaside-Bennington, 2021 Census 

What We Love

The village feel inside a big city. You can walk to dinner, the bakery, the hardware store and a hockey rink, and run into half the neighbourhood doing it. The housing stock is handsome and well-kept, the parks and ravines are genuinely good, and the new LRT finally gives Leaside the east-west transit it always lacked. For families who want space, schools and a real community without decamping to the suburbs, it delivers.

What We Don’t Love

Pride of ownership tips into keeping-up-with-the-Joneses, so there’s near-constant renovation, and the “perfect” sheen can feel a bit Truman Show if that’s not your thing. It’s also expensive and not especially diverse or buzzy… this is a settled family neighbourhood, not a scene. And the Bayview-and-Eglinton corner is in for years of construction as the density around the LRT goes up.

Real Estate

Leaside is mostly detached and semi-detached houses from the 1920s through the 1950s on regular lots, with a steady stream of teardowns and rebuilds pushing the high end up. The newer story is condos: the Line 5 stations have triggered mixed-use development along Bayview and Eglinton, including projects like Leaside Common at Bayview, which is adding attainable-by-Leaside-standards units near the transit. Expect more of that around the LRT nodes over the next several years. New to the market? Start with our First-Time Buyer guide.

(Current prices and days on market appear in the live statistics block below, updated quarterly.)

Schools

ELEMENTARY SCHOOLS

Bessborough Drive Elementary/Middle School
Rolph Road Elementary School
Northlea Public School
St. Anselm Catholic School

SENIOR SCHOOLS

Leaside High School

PRIVATE SCHOOLS

Maria Montessorri School

For school rankings and Fraser Institute scores, see our interactive Toronto school map.

Transit

The headline is Line 5 Eglinton, open since February 2026, with stations at Bayview and Laird on the neighbourhood’s southern edge, plus Sunnybrook Park just east. It connects to the Yonge subway at Eglinton station and runs across midtown to Kennedy. Local buses serve Bayview and Laird, and drivers reach the Don Valley Parkway quickly via Bayview or Millwood.

Property Statistics in Leaside

Detached Houses - Statistics

Q1 2026

$2,351,000

Average Price

30

New Listings

16

Properties Sold

36

Average Days on Market

98%

% of Asking Price

semi-detached - Statistics

Q1 2026

$1,269,000

Average Price

8

New Listings

4

Properties Sold

16

Average Days on Market

101%

% of Asking Price

townhome - Statistics

Q1 2026

N/A

Average Price

2

New Listings

2

Properties Sold

N/A

Average Days on Market

N/A

% of Asking Price

Condos - Statistics

Q1 2026

$697,000

Average Price

16

New Listings

6

Properties Sold

28

Average Days on Market

96%

% of Asking Price

All Properties - Statistics

Q1 2026

$1,845,857

Average Price

60

New Listings

28

Properties Sold

35

Average Days on Market

98%

% of Asking Price

Source: TRREB Statistics

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