I know a couple who recently purchased a house in parkdale, relocating from a downtown condo rental, and they started to regret it even before moving in. They may have been following the wishes of their parents before knowing and asking themselves the key questions. I hope it works out for them.
Houses are a lot of work, and currently are pricey by historical standards (so are Condos!). If these things don't bother you -- other big issues are whether you can afford it if interest rates rise (do the math), how stable is your job, and do you see your space needs increasing a lot in the near future. Also, I would never buy a house requiring a commute to work of more than 10-15 minutes -- all that extra time and stress driving isn't worth it to me. I prefer to be in walking/biking distance, but realize that isn't possible for everyone.
TV shows like "income property" almost always put a positive spin on it. My experience is that it costs a lot to reno homes in this town, with more downside than upside surprises. I've owned since 2002. Why not rent something nice and spend your extra time and money on hobbies and honeys?