You'll need your broker's license prior to starting a brokerage anyway, so perhaps just focus on working towards that for now, and gain knowledge from that experience.   

I think your best approach is to pretend you are the investor yourself, calculate build cost (mortgage with interest) + Maint / cap expenses/ management fees according to your zoning and then compare that to the average rent in that neighborhood.

Make sure you situate (if you plan to) prior is crucial.

I am comparing both of them right now and while people seem to prefer Propstream, I am surprised to see how many comps do not come up in the search, while Batchleads and even Zillow give me more results (using the exact same filters).

Today's interest rates are more difficult to do deals but people also did deals at 6-8 or 10+ percent interest in the 90s and for decades prior.

Get a good eviction report on them and prior to do anything with Section 8 make sure they have their deposit funds together, today.

However as you correctly point out this is far more risky and or its risk capital compared to buying a income property.. but the reward can be strati-spherically higher .. not just a little bit but it can be life changing profits on some of these deals.

Compare this to selling the Market A property in year 3 which has appreciated 5% a year and is now worth $550,000.00.

Use tools like Zillow, Rentometer, and local real estate listings to compare prices and rents.

Tools like Rentometer and BiggerPockets can help compare rental prices, and working with a CPA and attorney will ensure you structure your investments properly.