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Chaplin Estates Real Estate

North Toronto 
Luxury Homes and Houses


For Listings in Chaplin Estates Chaplin Estates

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To find your Chaplin Estates home, click Chaplin Estates anywhere on this page.
We would love to help you find your dream home.

As fellow residents of Chaplin Estates,
we have extensive knowledge about the area and it's homes.

Fast Real Estate Facts

If you are interested in finding out what a particular property sold for, please call or email us. We are happy to provide you with recent sales figures.

The area is often grouped with North Toronto and refered to as Yonge & Eglinton.

Read a Complete Social Profile of the neighbourhood, written by the City of Toronto.

Read a complete review of the neighbourhood, its shopping and amenities on

See current listings in Chaplin Estates

Chaplin Estates - Past

The Chaplin Estates neighbourhood began with a plan of subdivision, registered by William John Chaplin and his son James D. Chaplin, in 1913.

Chaplin Estates was marketed as a high class residential district. Prices ranged from $500 to $9,000 a lot. Most of the lots were sold between 1921 and 1925.

Chaplin Estates - Present

This distinguished neighbourhood has always been one of Toronto's most exclusive addresses. Chaplin Estates homeowners enjoy convenient access to excellent public and private schools, shopping, parks and recreation, and transit service.


Chaplin Estates' two and three storey detached houses are situated on premium lots with private driveways.

The houses in this neighbourhood were built in the 1920's and 1930's, and include many fine examples of Tudor, Georgian, and English Cottage style architecture.


Chaplin Estates residents are within walking distance of 'The Eglinton Way' shopping district along Eglinton Avenue West. This ritzy shopping area includes high-end fashion boutiques, gourmet food shops, professional offices, and restaurants.

Search the Eglinton Way business directory for a complete list of services available in the neighbourhood.

The Yonge street shopping district is also within walking distance of Chaplin Estates. This highly visible shopping area includes many one-of-a-kind stores, and trendy restaurants that draw customers from all over the city.


The ultra modern North Toronto Memorial Community Recreation Centre, on Eglinton Avenue West, has an indoor and outdoor pool, a gymnasium, a walking track, aerobic and weight rooms, and two artificial ice rinks that are used as tennis courts in the summertime.

The Centre is located next to Eglinton Park which has a baseball diamond, sports field and a wading pool.

The Northern District branch of the Toronto Public Library, is located on Orchard View Boulevard. This branch offers programs for seniors, adults, and children.

The historic Belt Line trail, walking and cycling path, is easily accessed from the newly renovated Neshama Playground in Oriole Park, at the south end of the neighbourhood.

Chaplin Estates Toronto Belt Line
Chaplin Estates Belt Line Trail Toronto
Photos by David J Widmann


Type of School Name of School School Address School Phone # School Website School Ranking
Public Oriole Park Jr. 80 Braemar Ave. (416) 393-5215 site rank
Public North Toronto Collegiate Institute 70 Roehampton Avenue (416) 393-9180 site rank
Private Bishop Strachan School 298 Lonsdale Road (416) 483-4325 site n/a
Private St Clement's School 21 St.Clements Ave. (416) 483-4835 site n/a
Private Upper Canada College  200 Lonsdale Road (416) 488-1125 site n/a


  • Centennial Infant And Child Centre; 1580 Yonge St.
  • Central Eglinton Childrens' Centre, 223 Eglinton Ave E
  • Children's Magic Moments Child Care And Nursery School Inc., 98 Braemar Ave
  • Cottingham Child Care Centre, 85 Birch Ave
  • Davisville Care Programme Inc., 43 Millwood Rd
  • Davisville Child Care Centre, Deer Park Extended Primary Education Program

View a complete list of daycares near Chaplin Estates


Chaplin Estates residents can walk to the bus stops on Yonge Street, Eglinton Avenue, Oriole Parkway, and Chaplin Crescent. The Davisville and Eglinton subway stations are also within walking distance of this neighbourhood.

The main east-west arterial roadway is Eglinton Avenue. Residents are approximately fifteen minutes from the Allen Expressway, and the Don Valley Parkway.

Motorists can be downtown in fifteen minutes via Yonge Street or Avenue Road.

Photos of the Belt Line trail featured on this page are courtesy of David J. Widmann and are protected under Creative Commons.

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