Large lots and quiet streets between Bayview and Leslie, north of York Mills.
Written by Nick Ntoukas, Toronto realtor · Chestnut Park Real Estate · Updated August 2026
St. Andrew-Windfields covers a substantial area between Bayview and Leslie north of York Mills Road, and it is characterised by large lots, mature landscaping and low density. Much of it was developed in the fifties and sixties for executives working downtown, and the housing reflects that — generous mid-century homes, many now replaced by larger custom builds. The Donalda and Rosedale golf clubs sit within or adjacent to it, and the ravine system runs through. It is quiet, it is car-oriented, and it appeals to buyers who prioritise land over walkability.
Large mid-century detached houses and custom rebuilds on generous lots.
Established families, buyers seeking land, and long-tenured owners.
The 11 Bayview and 51 Leslie buses; York Mills and Leslie stations at the edges.
This is a driving neighbourhood. Confirm the transit reality if you do not intend to own two cars.
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Straight-line distances from the centre of St. Andrew-Windfields. 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 St. Andrew-Windfields — 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 St. Andrew-Windfields. A written valuation of your St. Andrew-Windfields home is free and arrives within 48 hours: call 647-208-8588 or request it online.