Leaside-Bennington is a prestigious, family-oriented community in East York, taking in the leafy streets of Leaside around Bayview Avenue, Laird Drive and Eglinton Avenue East. With handsome homes, excellent schools and well-loved shopping streets, it is one of the area's most sought-after addresses with a quiet, established feel. If you are searching for homes for sale in Leaside-Bennington, you will find an established, well-connected part of East York with a strong mix of housing and a real sense of community.
Location and transit
Leaside-Bennington is served by transit along its main corridors, with buses on Bayview Avenue, Laird Drive and Eglinton Avenue East connecting to the subway. The Eglinton corridor offers growing east-west links, and the Don Valley Parkway is close by for quick access downtown and across the GTA.
Who lives in Leaside-Bennington
The neighbourhood draws established families and professionals who want handsome homes, top schools and quiet streets close to good shopping. Many are attracted by the leafy setting, the parks, and the village feel along Bayview and Laird.
Homes for sale in Leaside-Bennington
Housing is mainly detached and semi-detached homes, from period Tudor and Georgian styles to renovated and custom builds, on wide, tree-lined streets, along with some condominiums near the main corridors. The handsome homes, mature trees and prized setting are central to the area's appeal.
What to consider before buying
This is a sought-after market, so prices are high and well-kept homes move quickly. Many houses are older, so check foundations, wiring, plumbing and roofs and budget for updates before you decide.
Start your Leaside-Bennington home search
Use the live map and listings below to see every available MLS® home for sale in Leaside-Bennington, updated as new properties come to market. Filter by price, bedrooms and home type to narrow your search, and reach out when you are ready to book a viewing.