View Homes for Sale in this area and other areas below:


Leaside Neighbourhood

The desirable midtown neighbourhood of Leaside is steeped in Toronto history. The Lea family, who settled in the area in the early 1800’s established a large portion of land and built their personal home (called ‘Leaside’) which later became the town’s post office. In the late 1870’s, the Ontario and Quebec Railway Company purchased a portion of the Lea’s land to run trains through to Union Station. The Canadian Pacific Railway leased the ‘Leaside’ portion of the railway in the 1880’s to create a maintenance stop, which they also named ‘Leaside’ in honour of the Lea family. Leaside remained a town of its own from 1913 until it was incorporated into the City of Toronto in 1998.

Today, the family-friendly city suburb of Leaside still borders the old CP Railway tracks at its east and southern ends. In addition, a system of parklands, the Don River, and the Don Valley Parkway surround the area, creating a unique, tight-knit vibe within the community.

Leaside Homes

Homes in Leaside are of a consistent look to other uptown and midtown Toronto neighbourhoods; generally built in the Tudor style construction of the 1930’s and 1940’s. A mix of two-storey detached homes, bungalows, and semi-detached homes can be found throughout the neighbourhood, with some bungalows receiving second floor additions in recent years. Custom, new-build homes are also popular in the area as Leaside housing attracts middle to upper income families. Properties in Leaside tend to offer larger than average lot sizes, private driveways, and in most cases, garages.

Leaside Real Estate Market

Leaside offers young and growing families a little bit of everything; good schools, shopping, transit, plenty of green space, recreational opportunities, proximity to downtown Toronto, and a true community feeling. As such, this consistently in-demand neighbourhood offers its homeowners excellent real estate appreciation potential.

Leaside Schools

Living in Leaside

Recent retail expansion in Leaside has introduced even more conveniences to the already vibrant shopping and dining experience available in the neighbourhood. Bayview Avenue’s independent shops, bakeries, cafes and restaurants continue to serve Leaside families who stroll to and from on busy weekend mornings. The more recent Leaside SmartCentre (on Laird Drive at Wicksteed Avenue) offers big box stores such as Home Depot, Best Buy and Winners, while the brand new Leaside Village shops further down Laird Drive provide upscale grocery shopping, retail and services.

Leaside is never lacking in recreational opportunities. The Leaside Memorial Arena offers the community a place for curling and ice hockey all year round. Trace Manes Park includes a wading pool, a baseball diamond, a playground, a public library, and is home to the Leaside Tennis Club (with 6 courts). Serena Grundy Park, Sunnybrook Park, and Howard Talbot Park provide additional green space.

Neighbourhood institutions include; Hollywood Gelato, a Bayview Avenue staple; and the Leaside Arena at Southvale Drive and Millwood Avenue.

Leaside Area Transportation

Regular TTC bus service runs south of Eglinton Avenue East, connecting to St. Clair subway station, and bus routes along Bayview Avenue and Eglinton Avenue East connect commuters to Eglinton and Davisville subways stations.

5 minute drive to the Don Valley Parkway
10 minute drive to downtown Toronto via the Bayview Extension

*Courtesy of Chestnut Park Real Estate Limited, Brokerage