Adding paint and replacing flooring is not going to add much value in the typical case.  

The bank will put a hold on them, so you can't just draw them out, so don't plan to need them for a while.This will cost you an appraisal on both properties to be performed by that lender. 

Would love to hear more about how you plan to scale up your portfolio and any lessons you’ve learned so far!

I have employer sponsored plans that match contributions as well as a solo 401k and I do a backdoor Roth. 

They found it out, andI had to go to the planning board and zoning board, hire an engineer and architect to make the fourth unit legal.In my opinion, the realtor should have verified the zoning, and if you used bank financing, it's pretty rare for the bank to miss it as well.You are probably going to have to hire an architect to draw plans and to get it approved as a triplex.I wish you luck.

ThanksThere are no plan to sell any real estate in the near term. 

A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant specializing in real estate taxation, business taxation, financial planning and tax planning.Consider working with your accountant remotely to expand your options.I would also recommend looking for an accountant willing to work with you throughout the year.

@Jeffrey Bourque Are you planning to finance this with a local bank or credit union?

Instead of continuing to hire remediation contractors you should hire a hygenist to come in, do some testing and provide a remediation plan.

I plan on converting the barn into another sleeping space and indoor/outdoor rec room.