Will this functionally make a difference one way or another? 

Springfield is a very different markets than STL or Chicago.

It can be done for new build but not rehab since all rehabs are different. 

Hi Shayan,It definitely doesn't hurt to get another quote from a different GC for sanity check.DSCR loans won't work if the property is not rental condition and it won't fund any of your rehab budget.

For Airbnb guests, the process differs from the traditional eviction method used for long-term tenants.

Makes for very easy updating.As for out-of-state, @Daniel Hyman is correct that any competent tax preparer should be able to handle different state returns using easily available resources. 

Orlando has a very active real estate investing community with many meetups for different niches.

I’ve read a couple books but I am always willing to learn… Also if you were 21 , what would you have done differently?

@Marko BukvaI'm not entirely clear on the plan and ownership, but there are potentially several different types of tax at play for a transaction like you're discussing - gift taxes, estate tax, income tax, property tax, documentary transfer tax, etc. 

As you move into your townhouse in Odenton and eventually aim for multifamily properties, you might want to start refining your metrics (like cash-on-cash return and cap rate) to compare performance across different property types.Looking forward to seeing how your portfolio evolves.