Bluff or not - the most concerning detail, to my mind, in your notes so far, is that you'll be carrying 2 mortgages Rowley is a great area, but what happens if the house you are in now doesn't sell quickly and you have to under-price it to get rid of that obligation
I just saw this. My BIL is trying to sell a house in Rowley, it's been on the market a long time, and I think it's priced correctly (and it's a beautiful, big house), from what I can see (obviously I'm in NY). He's had no offers, so I would be careful about getting into contract on another house without having yours at least in contract. Most sellers I've dealt with won't enter into a contract under these circumstances unless the buyer can prove they can carry both homes.