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September 21st, 2019 
Heather Fuller
Broker, CRA

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Leaside-Bennington - South of Moore Avenue, West of Bayview


Bennington Heights is a hidden gem in the heart of Toronto, defined by natural boundaries on four sides: exclusive, small, perfectly located and highly desirable. More desirable to many than Lawrence Park or Moore Park, because of its eastern boundary the Bayview Extension, which provides access to the downtown core in ten minutes, it is also highly sought out for its "small town, sleepy hollow" character.
No one goes into Bennington Heights unless he lives there or visiting, since Bennington Heights doesn't lead to anywhere.  Shopping is two minutes away at the Loblaws at the corner of Moore and Bayview, with an excellent mix of chain stores and small independents north on Bayview Avenue.  The TTC stops at every corner along Moore Avenue and will drop you at the St. Clair subway station in about six minutes.

Bennington Heights Ravine

Bounded by Mount Pleasant Cemetery on the north and Moore Park ravine on the west, this is a dog walker's heaven.  There is a charming walking bridge connecting Bennington Heights to Moore Park, and easy access to the gravel ravine trail which you can follow south into Rosedale's Chorley Park.

The one and only school, Bennington Hts. Public School, has an excellent reputation with an After Four programme and early morning day care available for working parents.  As well, the school has a very involved PTA.  With its school baseball diamond and soccer field, a public tennis court, outdoor skating rink and hockey rink, residents are assured many hours of fun and exercise.

Bennington Heights School

Homes in the area vary in size and style from tasteful duplexes at it's entrance, to ranch style bungalows, two-storey detached homes, to multi-million dollar ravine properties.  Developed between the 1930s and the 1960s, with newer in-fill properties, the houses are well built, attractive and situated on good sized lots.   It's the sort of place that makes residents wonder why anyone would ever want to live elsewhere.

For LISTINGS in Bennington Heights and surrounding area, click here

Bennington Heights Map


ElementaryBennington Heights E.S.Rating
 St. Anselm C.S.Rating
IntermediateBessborough Dr E & MSRating
SecondaryLeaside High SchoolRating
 St. Joseph's CollegeRating
 Marshall McLuhan C.S.S.Rating

For a list of INDEPENDENT & PRIVATE SCHOOLS in Toronto, click here

For DAYCARE in Bennington Heights (Leaside - Bennington), click here

Also check out Bennington Heights Tennis Club.  The Bennington Heights Residents Association does not have a web site.

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