Cliffside
History:
Cliffside was formerly known as Mortlake, in reference to an English hamlet outside London. The Mortlake name came into use with the opening of a post office in the Halfway House Hotel, which was situated on Kingston Road. This hotel was moved in 1962, and now assumes a prominent role in Toronto’s historic Black Creek Pioneer Village, located at 1000 Murray Ross Parkway.
An enduring Cliffside landmark is the St. Augustine Seminary, which opened in 1910. St. Augustine was the first Canadian seminary for the training of English speaking clergy. This large edifice, with its Beaux Arts style architecture and soaring dome, is a powerful visual landmark on Kingston Road.
In the early 1900’s, the land west of the St. Augustine Seminary began to evolve as a summer cottage community. The first year round residences were built in the 1920’s at the south end of Chine Drive. These charming Arts and Crafts style houses set the tone for the present day neighbourhood.
Overview:
Cliffside is an established, family oriented neighbourhood located along Toronto’s eastern beaches, next to the majestic Scarborough Bluffs. Cliffside has many fine attributes including an appealing mix of older style houses, well treed streets, a vibrant shopping district located along Kingston Road and beautiful waterfront parks.
The major landmark in this neighbourhood is the St. Augustine Seminary whose soaring dome can easily be seen looking south towards the lake from Kingston Road. The St. Augustine Seminary has been training Roman Catholic priests since 1910.
Lifestyle:
The “Cliffside Village” shopping district, located along Kingston Road, is decorated with a series of colourful wall murals that depict the history of this community. The wide boulevard in the centre of Kingston Road is lined with flags and trees that add to the ambience of this busy neighbourhood shopping district.
Cliffside Village features a myriad of shops, including home improvement stores, household convenience stores, a variety of restaurants, and a good mix of small, independent retailers and company owned stores.
Homes:
Cliffside houses were built mostly in the 1920’s, 30’s, and 40’s. These houses include an eclectic mix of architectural styles including Tudor, Cape Cod, Edwardian, Craftsman style bungalows and newer, contemporary homes.
Chine Drive south of Kingston Road is known for its fine collection of Tudor and Elizabethan style houses that are set back from the road in a forest like setting. Fishleigh Drive, located at the south end of this neighbourhood, offers homeowners magnificent views of Lake Ontario.
Recreation:
Scarborough Bluffs Park, located off Undercliff Drive, is a scenic lakefront park that offers many excellent picnic spots with panoramic views of Lake Ontario. The recreational facilities at this park include four tennis courts and a children’s playground.
The Rosetta McClain Gardens, located south of Kingston Road off Glen Everest Road, features a pathway through a herb and scented garden, a perennial garden and a rose garden. This park is known for its spectacular views of Lake Ontario
The following article is courtesy of
TorontoNeighbourhoodNews.com
The Robbie International Soccer Tournament is 43 years old and going strong.
The Robbie International Soccer Tournament began in 1967 when a remarkable group of volunteers at the Scarborough Minor Soccer Association held a meeting to discuss staging an annual soccer tournament for charity. Now in its 43rd year the “The Robbie” is the world’s largest annual charitable soccer tournament. To date this celebrated event has raised over 1.5 Million dollars for the Canadian Cystic Fibrosis Foundation and Muscular Dystrophy. Boys and girls from a myriad of age groups will compete in this competition on the weeeknd of July 3-5. Games will be held at soccer fields across Scarborough. The main event will be preceded by the Robbie Mini Soccer festival Under 8 & 9s on June 27 and 28.
Transportation:
Toronto Transit bus service along St. Clair Avenue and Kennedy Road connects passengers to stations on the Bloor-Danforth subway line. The Scarborough Go Train station located on St. Clair Avenue at Midland Avenue, connects passengers to downtown Toronto’s Union Station in approximately twenty minutes.
Motorists can travel to downtown Toronto via Kingston Road and the Gardiner Expressway in approximately twenty minutes.
Featured Listings
Cliffside Stats
Walkability:
Medium
Bikeability:
Medium
Public Transit:
Low
Affordability:
Medium
Greenspace:
High
Recreation:
High
Legend: Low, Medium, High
Commute Times
* All commuting times provided are approximate times only. Commute times may increase or decrease depending on where you live within the neighbourhood and the time of day i.e rush hour versus off hour commutes. Time estimates to public transit are based on walking distance or bus line connection whichever is quicker. All other commute times on the chart above are based on drive times.
School Guide
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Toronto School Resources

Editor’s Note. BEFORE MOVING INTO, BUYING OR RENTING A HOME, PLEASE CONTACT THE SCHOOL YOU ARE CONSIDERING BY PHONE to ensure your home is within the designated boundaries and that your child is age appropriate. WE CANNOT BE HELD RESPONSIBLE FOR ANY MISINFORMATION REGARDING SCHOOL ENROLLMENT SO DO NOT ASSUME that your child can automatically attend a specific school or specialized program until you have official confirmation from that school. Please visit the school board web sites for more information.