Start with the house itself. Toronto's older stock, the semis and Victorians in areas like Cabbagetown, Leslieville, and the Annex, tends to have tight footprints and less headroom, so the first job is confirming what a home can actually accommodate. Newer builds and detached homes in North York or Etobicoke usually have more room to play with. A good installer will visit, measure, and talk honestly about whether a full elevator makes sense or whether a shaft cutout across two or three floors is the cleaner path.
Drive type matters more than most brochures admit. Hydraulic and cable systems tend to be smooth and roomy but need a bit more space and structure; pneumatic (vacuum) elevators have a smaller footprint and simpler install, which suits older homes where you don't want to lose a closet or reframe a stairwell. Ask each company to explain the footprint, the floors served, and how the machine handles a Toronto power blip in January. Then weigh the boring but crucial parts: a real maintenance plan, Ontario code compliance and permits, warranty terms, and how fast someone comes out when it stops between floors.
Prioritize installers with genuine accessibility and senior experience, proper licensing and insurance, and a local service team, not a contractor who subcontracts the lift and disappears. In our experience, the pneumatic option is worth a serious look for older downtown homes because it spares you heavy renovation, and it's the one we'd lean toward when space is the real constraint. The honest trade-off: it typically carries fewer people and less weight than a hydraulic cabin, so if a parent uses a large wheelchair or you want two riders at once, the roomier hydraulic system earns its extra cost and footprint. Get at least a couple of on-site assessments before you commit; the right answer here depends on your specific staircase, not on a spec sheet.