Founded in 1913 by William James Chaplin and his son James Chaplin, Chaplin Estates is an upscale pocket in the centre of the city with wide streets, large lots, private driveways, and spacious detached homes. The neighbourhood spans from Chaplin Crescent to Eglinton Avenue and from Yonge Street to Avenue Road.

You’ll find most of the neighbourhood’s top stores and amenities along Yonge Street and Eglinton Avenue, including the Yonge Eglinton Centre shopping mall which boasts over 65 stores, a movie theatre, and 24-hour grocery store.



From casual dinners at The Burger Shack to more upscale dining experiences at Zucca Trattoria, Chaplin Estates has a great selection of restaurants, bars, and cafes close by. For even more options, you’re only a few minutes away from the action of Yonge & Eglinton.




Chaplin Estates is home to some of the city’s highest-ranking schools, including Oriole Park Junior Public School and North Toronto High School.


Parks & Recreation

The much-loved Oriole Park includes the Neshama Playground, which has a progressive layout designed to accommodate children with disabilities as well as all children in the greater community. Kids can play in the splash pad and wading pool in the summer, while the baseball diamond, tennis court, open space, and picnic sites offer even more opportunity for family fun.



Residents have easy access to both Eglinton Subway Station and Davisville Subway Station. The Beltline Trail is easily accessible from the north end of Oriole Park and offers over nine kilometres of walking and cycling paths. The neighbourhood’s wide streets, spacious sidewalks, and low traffic levels make it a great area for kids to ride bikes or scooters.


Most homes in this neighbourhood have been built in the Tudor, Georgian, and English cottage styles. During the area’s development, the developers included zoning restrictions which prevented semi-detached homes from being built and mandated that stucco could only cover a portion of the home. These guidelines have given the community its distinct feel that attracts families and professionals.

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Hands-On Homebuying

With an inside-out knowledge of the local homes and market, we will help you find a home that gets you the most value for your money, whether this is your first purchase, you’re moving up, or you’re looking for an ideal-sized space.

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