Initially intended as a long term hold How did you find this deal and how did you negotiate it?

However, how long is living with your parents too much of a burden/socially acceptable?

After years of sort of cruising on auto-pilot with a single tenant on a long-term lease, we figure it's time to assess the real value of this longtime family investment in case it might be time to sell.

Initially intended as a long term hold How did you find this deal and how did you negotiate it?

It will take a long time to recoup the cost on a property this size. 

I don't know how long it would take and I'm not even sure I would get a response so I could be wasting time. 

Considering the amount of equity between the two properties, we are looking for a relatively modest $250K loan on either of the properties... whichever would be less expensive.

Being able to refinance out is just one of the exit strategies and its good to know how long you have to pay on the underlying mortgage to be able to take out the current obligation.

We are looking for all of the above.

But if you were planning to house hack for a long time there then I’d think it would be a better option then renting.Things id be aware of house hacking anywhere near Boston:-Make sure you pick a town with a decent renting pool-Appreciation will be your best friend, not cash flow-Be prepared to spend on renovations always happy to share my experiences or resources if you want to connect!