
Toronto's Quintessential Family Neighbourhood
Leaside-Bennington is the gold standard for family living in midtown Toronto. Originally developed as a planned garden community in the 1920s by the Canada Wire and Cable Company, Leaside was once a separate town before being amalgamated into the City of Toronto. That independent heritage lives on in the neighbourhood's strong sense of identity, with the Bayview Avenue shopping strip serving as its de facto main street. Bayview between Eglinton and Millwood is lined with family-friendly restaurants, boutiques, specialty food shops, and the kind of independently owned stores that make a neighbourhood feel like a village. The residential streets are uniformly attractive, with well-maintained brick homes on treed lots and a sense of community pride visible in every front garden. Trace Manes Park, Howard Talbot Park, and the Leaside Memorial Community Gardens provide recreation, while the East Don Parklands offer ravine walks just minutes away. The opening of the Eglinton Crosstown LRT will add rapid transit to an already well-connected neighbourhood.
Walkability
76/100 - Very Walkable
Transit
Bayview bus (11); Eglinton Crosstown LRT (coming); Leaside bus connections
Vibe
Family-first, village-feel, established
Very Walkable
Great Transit
Bikeable
The best-rated spots right in the neighbourhood, from cosy cafes to beautiful parks.
47 Laird Dr, East York, ON M4G 3T4, Canada
301 Moore Ave, East York, ON M4G 1E1, Canada
Lower Don Parklands, 44 Beechwood Dr, Toronto, ON M4K 2K1, Canada
93 Nesbitt Dr, Toronto, ON M4W 2E6, Canada
Crothers Woods Trail, Toronto, ON M4H 1P6, Canada
Crothers Woods Trail, East York, ON M4H 1P6, Canada
44 Beechwood Dr, Toronto, ON, Canada
94 Laird Dr, East York, ON M4G 3V2, Canada
94 Laird Dr Unit 210, East York, ON M4G 3V2, Canada
94 Laird Dr Unit 210, East York, ON M4G 3V2, Canada
Bayview and Moore Area, 7 Southlea Ave, Toronto, ON M4G 3L8, Canada
416 Moore Ave suite 102, East York, ON M4G 1C9, Canada
1213 Bayview Ave, East York, ON M4G 2Z8, Canada
897 Millwood Rd, Toronto, ON M4G 1X2, Canada
62 Laird Dr, East York, ON M4G 3V1, Canada
96 Laird Dr, East York, ON M4G 3V3, Canada
900 Millwood Rd, East York, ON M4G 1X1, Canada
11 Redway Rd, East York, ON M4H 1P6, Canada
301 Moore Ave, East York, ON M4G 1E1, Canada
85 Laird Dr, East York, ON M4G 3T7, Canada
Upcoming events, festivals, and community gatherings across the city.
Princess of Wales Theatre
St. Lawrence Market
Art Gallery of Ontario (AGO)
MaRS Discovery District
The Rex Hotel Jazz & Blues Bar
The Second City Toronto
Explore the communities surrounding Leaside-Bennington.
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