so a PRIVATE person had better be giving me much better terms....or I'm just going with Hard Money.I usually provide a choice to my private lenders - I'll give you 6% with payments or 8% with no payments. 

I would say anything near Great Barrington is a good bet.

@Gunes KoYour best bet is to discuss your situation with a couple lenders(conventional lenders and non-conventional lenders).You likely won't be able to get a conventional loan without another source of income.

Once you've renovated it the HELOC is a great choice, my mortgages are also owner-occupied, so it usually makes sense to keep that mortgage in place and use a HELOC to access the equity. 

Quickbooks Online is the software of choice for our firm and many other CPA's.

You’re choices are.1) cancel the contract as you can no longer get financing as a primary residence2) put 4-5 times as much down and pay a higher interest rate as a rental property. 3) pay the tenant to move out.

I would say your best bet is to attend some local meet ups or seek out your local REIA.  

It’s the safe bet.

But at the end of the day, Boston is the heart of Mass and being close to this epicenter is the best bet for long term wealth building.

If the lines were replaced/updated at any time...great, but I bet the drains weren't, and the underground is crumbling, or will, or has been.5 - Plaster walls.