Leaside is located in the vicinity of Eglinton Avenue East and Bayview Avenue. The area takes its name from William Lea and the Lea family, who settled there in the early years of the nineteenth century. Leaside is a desirable neighbourhood by many; it is mainly populated with upper middle class families. While Leaside homes are little more affordable then neighbourhoods like Bridle Path, Leaside is still considered to be one of the more expensive neighbourhoods in Toronto.

Most Leaside homes for sale sit on large lots with a traditional fire place, large garages and private driveways. Leaside homes were built between 1930 and 1940, mainly of the Tudor style. The houses in Leaside consist of bungalows, semi detached and two storey detached homes. In the recent years many bungalow owners have added second floors to their homes, while a few have reconstructed the homes completely to look more modern. 

Leaside has a lot of green space; it is known for its beautiful parks and its many brick houses. Leaside has always been a neighbourhood that has attracted young families, to this day most residents are families with young children. One of the main reasons that families have been attracted to Leaside is due to the notable schools in the area, as well as the many parks. 

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The largest recreation centre in Leaside is Leaside Memorial Community Gardens which includes an indoor swimming pool, two ice rinks, a curling rink and a large auditorium. Serena Gundy Park is located in the north-east corner of Leaside. The parkland was donated to Leaside in 1960 by the estate of James H. Gundy. The park covers 62.6 acres which are generally in a natural state. The park is used for picnicking and hiking in the summer and cross country skiing in the winter. Trace Manes Park is located in south Leaside. The park is home to the Leaside Tennis club and sports six tennis courts.