Nestled between the varied neighbourhoods of Forest Hill, Davisville Village, Allenby and Deer Park, Chaplin Estates is a prestigious pocket in the Yonge-Eglinton area.

Like its well established North Toronto neighbours, Chaplin Estates real estate has the feel of a suburban enclave deposited squarely in the middle of hopping midtown. The neighbourhood is known for its desirable schools and is popular with young couples and families who enjoy the area’s recreational facilities, parklands, outstanding shopping, and the many bars, restaurants and cinemas.

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Most of Chaplin Estates real estate consists of imposing homes built in the 1920s and 1930s, and include many fine examples of Tudor, Georgian, and English Cottage style architecture. The two and three-storey detached homes are set well back on lots that are very large by downtown Toronto standards and also feature private driveways.

Many of the homes for sale have been extensively renovated, however, the character of the original architecture has been carefully retained.


Chaplin Estates is known for its desirable private and highly acclaimed local schools which include John Fisher, Allenby, and John Ross Robertson and feed into equally impressive secondary schools.


On the southern boundary of Chaplin Estates real estate is Chaplin Crescent which runs parallel to the Kay Gardner Beltline Trail, a scenic walking and biking trail which was once a railway line. Residents will also enjoy the fantastic amenities at the North Toronto Community Centre, including both indoor and outdoor pools, water slides, a gymnasium, a walking track and exercise rooms.

The popular Eglinton Park features five sports fields, two baseball diamonds, four tennis courts, a children’s playground and wading pool. In winter, the park offers two artificial ice rinks for ice skating and hockey.

In addition to Eglinton Park, residents enjoy easy access to Lawrence Park, Sunnybrook Park, Sherwood Park and the Blythwood and Moore Park Ravines.


Subway transport to and from Chaplin Estates is provided by the Davisville and Eglinton subway stations and bus stops are easily accessible to residents as well.

A 15-minute drive down Avenue Road will access either the Allen Expressway or the Don Valley Parkway and reach the downtown core in about the same amount of time.


Chaplin Estates residents do much of their shopping within walking distance at “The Eglinton Way” shopping district along Eglinton Avenue West. This eclectic shopping area offers high-end fashion boutiques, gourmet food shops, professional offices, and restaurants.

Cafes and shopping also abound in nearby Forest Hill Village and of course, Yonge Street itself is also within walking distance of Chaplin Estates.

This high-density shopping area includes many one-of-a-kind stores, furniture, art, décor, and housewares shops, as well as trendy Italian restaurants and inviting neighbourhood pubs catering to the professional crowd looking for something on tap other than the mainstream.

Local Gems

Enjoy rustic Italian cuisine at Balsamico in a cozy and intimate setting in a family run restaurant whose motto is, "Enter as strangers, leave as friends." For visually appealing and flavourful sushi, Tokyo Sushi is a hidden gem tucked away on a side street that’s worth finding.

Yitz's old-school Jewish delicatessen serves proper comfort food that would make your Bubbie proud. Head to Ferraro for authentic thin-crusted wood-fired pizza and southern Italian fare.