Yeah, we've been crunching numbers (over and over and over) and figure that it's best to stay renting right now. Any unit we'd consider buying would have to be 1200-1400 sq ft, and those come with a hefty monthly fee ($800 +). Of course, you often get a lot included with that (pretty much all utilities except internet), but we do not need cable, a pool, or the often poor excuse for an "exercise room". I understand bulk discounts and the advantages of having all that stuff, but I'd really like to only pay for what I use.
To buy a similar unit to what we're renting would not only drain around $90-$100K from our investments for a 20% down payment (not paying a DIME to CMHC gangsters), but also include substantial closing costs, moving expenses, and paying off the government shakedown artists (i.e. land transfer). With property taxes and maintenance fees, you are easily looking at a carrying cost in the high 2K's, or more, depending on interest rates. That is substantially more than what we are paying in rent.
(Yes, you can buy -- and rent -- cheaper, but we are more interested in location and actually enjoying where we live.)
We currently save about $1200-$1500 each month, which goes directly to our investments. My feeling is that housing values are a bit precarious right now, especially when the global economy is on such wobbly legs. Sure, people move here and there is demand, but they don't all have a lot of extra cash and stable jobs. And most are sitting on a colossal SH*TLOAD of debt. Much of it due to housing and using the Bank of Mortgage Renewal to finance trips, gadgets, and Canada Goose jackets for the entire family. The lunacy has to end, and I think there is a black swan just visible on the horizon.
We all know how things got so out of control, and things can quickly change, as they have in the past. It is never really "different this time". I don't consider myself a loser for sitting on the sidelines. We made out pretty good when we sold our home a few years ago, and we continue to save and invest each month, while renting a great unit with everything we need within a 5-10 minute walk. Real estate is but one tool for investment growth and it has been a gold mine for a long time now. It might continue, and it might not, but I think we'll be ok following our strategy of frugal, sensible living and continuing to save and invest.