He's almost finished gutting it and is planning on porting in the insulation, new water heaters and rewiring the electric and putting in new plumbing.

At 500/600 per month, just make sure it's well insulated, ac/heat works, decent flooring, well-patched roof and slap some paint on it.

You should check with attorney, I would think once the property is listed under the LLC then your somewhat insulated, but someone will be paying taxes on rental profits and paying for repairs and if owned by daddy sounds messy, if his sister signs over the property to your new LLC how would the property be recorded as a sale, capitol gains involved.

Install drywall, flooring, tile, HVAC system, R&R windows, R&R entry door, new bathroom, new kitchen, run electrical, insulate, paint, finish work.  

I'm probably looking at adding insulation and new windows among other things.There is a new build just 2 blocks away which will definitely help with "selling" my concept to buyers.The down side is the property is in the flood zone.

With your expertise you may be able to help me greatly.In my mind, I am thinking that a GC would handle siding/wrap/sheathing/insulation/drywall, carpentry, demo, framing, finish installation (cabinets etc.), flooring and minor painting.I definitely want a specialist for roofing...

We are hired BECAUSE we perform a service insulating the landlord from self-doubt and recrimination that comes from believing sob stories, getting bullied, failing to follow-through, etc.And yes, I sleep very well at night because I sympathize and empathize and cry right along with them when I'm in front of the judge getting the eviction. 

Now we have found an awesome place in the mountains, but that needs significant work for remodel (new boiler, plumbing, insulation, bathrooms, windows, flooring, drywall...).

Unless you have literally no insulation, but even then the condensation would most likely occur inside your wall cavity.You may have a high humidity issue?

Id contract out electrical, plumbing, and foam insulation.