I own an old house in an affluent town in Greater Boston. I am with you 100%.The mansion crowd has completely captured all the contractors up here. They don't even call you back if it's not a multimillion dollar job. Can't get plumbers, can't get roofers, can't find car mechanics that don't charge at least double the hourly rate of the rest of the state.
That said, my roof has European pitch, for which I'm very grateful.