Not order a second appraisal - just ask if there is a dispute process and supply our own comps if you think they are strong enough.

Goals and HopesI want to build a solid real estate portfolio for financial security and freedom more me and my family .

The building was built prior to 1938, so there is no certificate of occupancy issued; not sure if that helps me at all.Thank you.

If so, then househacking in NYC makes sense because that gives enough runway for the strong appreciation in this market to yield you the returns that would justify investing here. 

What are some good things to be looking for and thinking about for a prospective buyer who is walking the grounds of a 47 unit building?

and will build appreciation and equity (via tenant paying your mortgage) until you sell.Selling in 2-3 years for 121 Tax Exclusion is probably best, though.Anything else will depend on your investment goals. 

This way you can learn what it takes to be a landlord, produce extra income that can be put towards your mortgage, and build equity.  

If you're considering a significant investment in smart locks, I strongly recommend exploring alternative options that prioritize both convenience and reliability.

I agree with what you said in your post, maybe add management as you build your portfolio. 

suggest you start with Dave Ramsey principals ... then move out from there.there is some big huge fallacy  that Real estate is going to let you quit your job and your going to have all this time for the kiddos etc.this will never happen in the short term with rental property.. you build a nice base for retirement in 30 plus years for sure.. but for short term replace your income and have all this free time you need to make transactional income with big hits.. your not going to get their with 200 to 300 a month cash flow on a levered up rental .