Consider FHA loans for lower down payments and reserve for repairs or upgrades.

I am just looking for insight from local MA realtors, attorneys or landlords regarding what my typical monthly expenses (if any) will likely be (I don’t mean one-off expenses like roof repairs). 

They're fine for buying a turnkey, older home that gets "spruced up" and comes with a 1-year warranty on their repairs.

But it warns you of a connection happening to your account, and that simple prompt is often the last barrier before the attacker gain access to your email or business environment. 

You might hit a few bumps in the road...tenants who imagine due dates are more like suggestions, or unexpected repairs that crop up at the worst possible moment...but that’s part of the ride.

I've asked those companies what made them choose us and they said our website and our prompt replies to their initial inquiry.

I have just over $200K left of owner-financing, but I'd like to obtain a cash-out mortgage/loan of $500K (ideally) to be able to pay off the previous owner and make some repairs, etc. 

As with any insurance you need to weigh the cost of doing the repair yourself vs the cost of the premium payments.

I usually suck up all the plumbing issues with LTR because I know it will just waste my time and of course plumbing is the most expensive repair every single time. 

Sellers generously accepted because they know some things need repair.