I’m seeing similar for sale properties, whose individual asking prices are what I paid for my duplex.

You don’t get to deduct federal taxes at individual level.

I thought a lot of accommodations would have to be made for individuals and families who have trouble making ends meet if we experience another crash similar to 2008.

All depends on the individual worker. 

Below is a high-level view of what I learned about the three major tenant segments.Tenant Pool SegmentsWhile segment generalizations may not apply to any specific individual, generalizations are useful when evaluating segments because most members share common behaviors.

Most challenging piece is finding the owner or finding properties that are owned by individuals than companies.

You could also reach out to specific individuals you are interested in working with and let them know you have a deal you are looking to partner up on.

If each property is owner by individual llc's, then each one would need their own accounts.

Then I would be paying a similar price per month to what I am renting my apartment for now: $700.I think the only way I can make a property cash flow after I move out is by renting individual rooms.

An LLC can not get a conventional loan, only an individual can.