However you should definitely worry about having a cashflowing property and that is definitely feasible and somewhat easy in Canada.I personally don't buy anything that doesn't cashflow minimum $500/month after all costs including repairs and capex and usually aim around $1000.

I'd say they are still quite a ways out from being a feasible investment in Calgary at least.

I have heard up to 7 or 8 it should be fairly feasible if you buy the right properties.

I just want to make sure it's feasible.

Not sure if that’s feasible in your location or not

Start with your goals and then see what is feasible in REI.  

Your goals seem totally feasible if you put your mind to it and house hacking is a fantastic way to start. 

The most feasible option is finding a duplex to house hack using an FHA loan.  3.5% down you can get into a decent duplex for under $10K. 

gotta say, thats pretty nuanced thoughtful sounding advice from this guy--giving you different ways forward to think about, different remedies and distinguishing between what is possible and feasible and allowing you to think about what you want.

As for the survey question, that (along with soil, feasibility, and more) are part of your DD costs.