Chaplin Estates

Around the Neighbourhood

Cultural landmarks: the Beltline Trail runs along the northern edge on the old rail bed, and the Yonge-Eglinton hub next door brings the cinema, the Eglinton Grand and the concentration of shops and offices that anchor midtown.

Hot local spots: the eating is mostly a short walk away on Yonge and Eglinton and over in the Forest Hill village at Spadina and Lonsdale, with the Forest Hill shops, cafes and reliable grocers close at hand.

Parks & green space: Oriole Park is the local green, with the Beltline Trail for walking and running and Eglinton Park a short way north.

Your Typical Neighbour

Chaplin Estates is established, well-educated and family-heavy, an older-money midtown crowd of professionals, downsizing empty-nesters who never left, and families who bought in for the schools. Incomes and education levels sit well above the city average, and home ownership is high, with most households in single-family houses rather than rentals. It is calmer and greyer than the condo crowd on Yonge, and it stays that way.

Source: City of Toronto Neighbourhood Profile, Yonge-Eglinton (#100), 2021 Census

Note- Chaplin Estates straddles the official Yonge-Eglinton and Forest Hill South (#101) profiles.

What We Love

The houses and the streets, first. These are proper family homes on wide, planned lots under mature trees, with private drives and gardens that you simply cannot find closer to downtown. Add genuinely good schools, the Beltline Trail on your doorstep for a morning run, and a location that now sits on both Line 1 and the new Eglinton Crosstown, and you have one of the most liveable family pockets in midtown. The Forest Hill village and the Yonge-Eglinton shops give you two different mains to walk to.

What We Don’t Love

It is expensive and it is quiet, and both are the point but both cost you something. Entry is steep, so this is not a first-home neighbourhood. And Chaplin’s own streets are residential to the point of sleepy, so if you want a local strip with life on it you are walking to Yonge or Eglinton. Eglinton itself, after years of Crosstown construction, is still finding its feet again as a shopping street.

Real Estate

Chaplin Estates is a detached-house neighbourhood at heart, mostly centre-hall brick and stone homes from the 1920s and 1930s on wide, deep lots, many now renovated or rebuilt behind their original faces. There are fewer semis and only a handful of houses that trade under the detached price, so this is a move-up and settle-in market more than a starter one. Condo supply is concentrated on the Eglinton and Yonge edges rather than inside the enclave. Inventory is tight and holds its value through cycles, which is exactly why people stay. New to the market? Start with our First-Time Buyer guide.

(Current prices and days on market appear in the live statistics block below, updated quarterly.)

Schools

ELEMENTARY SCHOOLS

Oriole Park Jr Public School
Eglinton Junior Public School
Allenby Junior Public School
Sunnybrook School

MIDDLE SCHOOLS

Spectrum Alternative Senior School

SENIOR SCHOOLS

North Toronto Collegiate Institute
Willowdale Highschool
Birmingham International Collegiate
Forest Hill Collegiate

For school rankings and Fraser Institute scores, see our interactive Toronto school map.

Transit

Chaplin Estates is well served. Line 1 runs at Eglinton and St Clair West, and the Eglinton Crosstown (Line 5) opened in February 2026 with Avenue and Chaplin stations at the northern edge, giving quick east-west trips across midtown. Buses run along Eglinton and Avenue Road, and drivers reach the Allen and the downtown core without much drama, helped by the fact that most homes have their own parking.