First thing first, you will have to determine if the price is reasonable to FLIP or try to do an Air bnb model for high cash flow.

I am posting to introduce myself, thank the community for all the value provided and leave a bit of insight into what drives me and what I am trying to learn.So first, I am from Bel Air Maryland.

That basement unit is for air bnb

http://asm-air.com/airconditioning/top-10-air-conditioner-brands/ 

Move on, keep your friends, never rent to family/friends again, and fix the lease agreement for the next one.For the upstairs/downstairs heat differential, that is often easily remedied by turning the central air fan on full time or if it has a circ option, use that.  

I will definitely keep what you said in mind when I'm looking since I know that it's better to be paying my rent into equity rather than thin air.

Have been studying the Air Bnb market as my mother in law has inspired me.  

., former employer 401k) to a solo 401k are not reported on Form 5498, but rather on Form 5500-EZ, but only if the air market value of the solo 401k exceeds $250K as of the end of the plan year (generally 12/31);When funds are rolled over or transferred from an IRA or 401k to a self-directed IRA, the amount deposited into the self-directed IRA is reported on Form 5498 by the receiving self-directed IRA custodian by May of the year following the rollover/transfer.Rollovers (provided the 60 day rollover window is satisfied) from an IRA to a Solo 401k or self-directed IRA are reported on lines 15a and 15b of Form 1040;Pre-tax IRA contributions on reported on line 32 of Form 1040;Pre-tax solo 401k contributions are reported on line 28 of Form 1040;Roth solo 401k funds are subject to RMDs;A Roth 401k may be transferred to a Roth IRA (Note that from a planning perspective, it may be advantageous to transfer Roth Solo 401k funds to a Roth IRA before turning age 70 ½ in order to escape the Roth RMD requirement applicable to Roth 401k contributions including Roth Solo 401k contributions and earnings.)

The area seems to be a stable economy that is supported by the Air Force Base  that is near by as well as some industrial type companies.  

hope you bought a bunch of sfr with garages and central air.