A small enclave in the valley below York Mills, with large houses and heavy tree cover.
Written by Nick Ntoukas, Toronto realtor · Chestnut Park Real Estate · Updated August 2026
Hoggs Hollow sits in the valley of the West Don below York Mills, and it is one of the most distinctive settings in the city — a small number of large houses on winding streets at the bottom of a ravine, with dense tree cover and the river running through. It was a milling village before it was absorbed, and the scale still feels village-like. Very few properties trade in any given year. The setting is the entire proposition, and the constraints that come with it — floodplain, conservation rules, tree protection — are correspondingly significant.
Large detached houses on irregular valley lots, many custom built or extensively rebuilt.
Established families and long-tenured owners; sales are infrequent.
York Mills station a short distance uphill; the 97 Yonge bus.
Parts of the valley are within the floodplain. Confirm insurance and building permissions carefully.
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Straight-line distances from the centre of Hoggs Hollow. Proximity is not catchment — check the board locators or ask Nick. School locations: Statistics Canada, Open Database of Educational Facilities, adapted; contains information licensed under the Open Government Licence — Canada.
Worth a look if you like Hoggs Hollow — each has its own guide, live listings and schools.
Nick Ntoukas is a Toronto real estate agent with Chestnut Park Real Estate Limited, Brokerage — the exclusive Ontario affiliate of Christie’s International Real Estate — working with buyers and sellers across the GTA, including Hoggs Hollow. A written valuation of your Hoggs Hollow home is free and arrives within 48 hours: call 647-208-8588 or request it online.