More properties can be added tot he umbrella policy at any time. 

Tesla will be adding 10k plus.

It will be added by increasing market rents to the amounts that similar units in the market rent for and also by charging a fee for individual garages.

However, the generation of new funds for  this pot of money will be gone in 2 decades after you'al switch to those electric cars...so expect a highway maintenance fee to be added to your electric bill.The commercial property taxes change would just drive more businesses out of CA or increase the price of the products and services to the end consumers.  

Requesting Referrals for an Investor friendly insurance agent in the Baltimore City, Maryland area for a Commercial Liability Umbrella Policy (CLUP).Current portfolio: 8 RentalsBRRRR investor - another question is how the properties (or level of difficulty) will be added/removed to the Umbrella as the properties go in my personal name and then refinanced into the LLC.Bonus question - If refinanced to an LLC, do I still need an umbrella?

But if you create a market lease, charge and report income and then gift back rent using appropriate annual limits you'll be fine on that side.It looks like you'll be adding significant leverage so you're probably fine on the reinvestment side. 

@Clayton Hepler the banks will use a portion of the income to help you qualify. renting out one unit and living in the other will allow you to qualify because a portion of the income will be added to your ratios.

Square feet can be added if the attic is fixed up and made into a room.

A fresh coat of white paint on old dated trim goes a long long way.As to your value question, properties across Connecticut are currently experiencing a nice bump in value increases, but without knowing how much you purchased it for, it would be difficult to say how much potential value you will be adding.

However, on the Limited 203k, the max rehab limit is $35k, but the contractor pricing needs to stop at $30k because of the other soft costs that need to be added to the loan.