But I have done this...I called my electric company who sent me a form to complete on what I was requesting and paid $300 for their engineering team to come out and develop a plan for bringing in the wire, dig estimates, etc.

Are we talking 10k for some hand waiving and reviews, 30-40k for the engineering reports / planning and submission, or 100k or more.

Was a licensed engineer involved to design to repairs?

A lot of them will only point you in the "right direction" and have you consult with a licensed professional in that field (ie. structural engineer, licensed electrician, plumber etc) if there are any concerns. 

If anyone has any recommendations for an Architectural Designer or Structural Engineer who can help design and put the plans together that would be awesome.

A college student getting an engineering degree should consider different approaches, even if he decides to deploy some/all of the inheritance in real estate, than a high school dropout working a minimum wage job. 

Find someone to draft the build plans (draftsman, structural engineer, or architect). 

If you get a higher income tenant (e.g engineer, tech worker, doctor, RN, etc) you may be able mitigate some risk.

I'm a construction management consultant (so similar to engineering) and investor/agent in the Boston area so I get the need to want/need to stay local.

I hope your CPA had an engineering study to go along with all the work they did.