Chaplin Estates Boundaries

The Chaplin Estates Neighbourhood

Established as a subdivision in the early 1900s by the Chaplin family, the midtown Toronto neighbourhood of Chaplin Estates is often referred to by residents as a small town within the city. Popular with young families, the wide tree-lined avenues of Chaplin Estates provide a residential environment while offering excellent access to uptown Toronto shops, schools, parks and services.

Chaplin Estates Homes

Originally marketed as a high income residential district, this neighbourhood still offers some of the most exclusive addresses in the city.  The majority of homes were constructed in the 1920s and 30s,  are detached, and brick built, though many have undergone renovation and updating.  Most offer mutual or private drives, and ample lots.

Chaplin Estates Real Estate Market

The Chaplin Estates neighbourhood is no stranger to competitive real estate transactions. Thanks to the excellent reputation of all of the local schools, sales of homes within the school district are consistently strong, and commonly see bidding wars in heated markets.

Chaplin Estates Schools

Chaplin Estates is renowned for being an excellent school district, encompassing one of the city’s best public schools and offering close proximity to uptown and midtown private schools such as Havergal College, St. Clements School, Upper Canada College, and Bishop Strachan School.

Living in Chaplin Estates

Chaplin Estates is a safe, family friendly neighbourhood with an emphasis on community. Close proximity to shops and services along Eglinton Avenue West and Yonge Street offer a variety of conveniences within walking distance. The ‘Eglinton Way’ (running west from Oriole Parkway to Chaplin Crescent) is a nine-block shopping strip with a range of retail outlets from food and fashion, to banks and bookstores.
Nearby Eglinton Park, North Toronto Arena, and North Toronto Community Centre provide green space and public programming throughout the year, including well-established hockey programs in the winter months, and recreational soccer programs in the summer months.
Neighbourhood institutions include; The Eglinton Grand (once a functioning movie theatre, and now a popular wedding and event space), and Yitz’s Delicatessen at the northwest corner of Eglinton Avenue West and Avenue Road.

Chaplin Estates Area Transportation

Regular TTC bus service along Eglinton Avenue and Avenue Road connecting to Eglinton Subway Station, and most properties are within walking distance of either Eglinton station or Davisville station.
It is a 10 minute drive to Avenue Road Highway 401 on-ramp, a 15 minute drive to Allen Expressway and a 20 minute drive to downtown Toronto.