Chaplin Estates Real Estate


Recent Listing:

181 Colin Avenue - Sold


144 Lascelles Blvd - Sold


119 Eastbourne Avenue - Sold


One of Toronto's most exclusive addresses (located East of Avenue Road, West of Yonge Street, North of Davisville Avenue and South of Eglinton Avenue), Chaplin Estates remains one of the most sought after locations for the discriminating buyer. Homeowners in Chaplin Estates enjoy exclusive shops, parks and architecture dating back to the 1920's. There are also many public and exclusive private schools in the area, many of which have a very stringent acceptance policy.  The public schools include:

  • John Fisher Jr. School
  • Eglinton Public School
  • Allenby Jr. School
  • Forest Hill Jr. & Sr. School
  • Deer Park Jr. & Sr. School
  • John Ross Robertson Jr. School
  • North Toronto Collegiate Institute
  • Northern Secondary School
  • Forest Hill Collegiate Institute
  • Lawrence Park Collegiate Institute
  • Leaside High School
Chaplin Street Sign
Chaplin Street Sign

The Chaplin Estates neighbourhood began with a plan of subdivision, registered by William John Chaplin and his son James D. Chaplin, who had been landowners in this area dating back to 1860. Chaplin Estates was marketed as a high class residential district. The developers included a long list of building restrictions and zoning bylaws in the sale of each property. There were no semi-detached houses allowed, and stucco exteriors were not to cover more than half the house. Most of the lots were sold between 1921 and 1925 and the majority of its houses were built in the 1920's and 1930's, and include many fine examples of Tudor, Georgian, and English Cottage style architecture.

Chaplin Estate Toronto
Chaplin Estate Toronto

Today Chaplin Estates' two and three storey detached houses, situated on premium lots with private driveways, are in high demand and short supply. Values for single family detached dwellings range from $800,000 to $1,500,000.

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, restaurants, and the 'Eglinton' movie theatre. Cafes in nearby Forest Hill Village are a popular choice with coffee lovers looking for a midday treat.

Chaplin Homes
Chaplin Homes

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. There are also great neighbourhood pubs such as The Keg at 2201 Yonge St. or The Duke of Kent at 2315 Yonge St. 

Chaplin Estates has a number of recreation opportunities. The ultra modern North Toronto Memorial Community Centre at 200 Eglinton Ave E. has an indoor and outdoor pool, water slides, a gymnasium, a walking track, and exercise rooms. Eglinton Park, adjacent to the community centre, includes: a baseball diamond, tennis courts, a wading pool and an artificial ice hockey rink.  Other parks within easy access of the Chaplin Estates neighbourhood include:

  • Lawrence Park
  • Blythwood Ravine
  • Sherwood Park
  • Sunnybrook Park
  • Moore Park Ravine

The Northern District branch of the Toronto Public Library, is located at 40 Orchard View Boulevard. This branch offers programs for seniors, adults, and children.  Nearby branches include:

  • Forest Hill, 700 Eglinton Ave W
  • Mt. Pleasant, 599 Mt. Pleasant Rd
  • Deer Park, 40 St. Clair Ave E
  • Locke, 3083 Yonge St.
Chaplin Homes
Chaplin Homes

Of major interest to residents is the historic Beltline trail, a beautiful walking and cycling path easily accessed from Oriole Park, at the south end of the neighbourhood. If you are a dog person, the park is a treasure. Runners of all type also abound. Chaplin Estates residents can walk to the bus stops on Yonge Street, Eglinton Avenue, Oriole Parkway, and Chaplin Crescent. The Davisville and the Eglinton subway stations are also within walking distance of this neighbourhood. For motorists, the main east-west arterial roadway is Eglinton Avenue. Residents are approximately fifteen minutes from the Allen Expressway, and the Don Valley Parkway. It is only fifteen minutes to downtown via Yonge Street or Avenue Road.

Chaplin Estates
Chaplin Estates
Chaplin Homes
Chaplin Homes
Chaplin Estates
Chaplin Estates

Map of Chaplin Estates


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