Yes to both questions! The \developer's map from 1916 found in the Registry of Deeds matches my lot, and the legal description goes all the way back. On the last transaction, the property went to probate court after the death of the owner, and the executor of the probate of will made a mistake on the deed when selling the property - she wrote the wrong lot numbers and crosses them out by hand and wrote the correct ones in, she also referenced the wrong book numbe,r so the book number refers to the lots she crossed out and not the lots on which the house actually stands. Chain of Title checks is good - it was a woman who bought many lots at a tax auction, then granted some lots to her children and then this lot got sold after she died. 

I  am concerned that after I buy the property, I won't be able to sell it, unless the buyer uses the exact same title company. I would have to live with the worry of having a defective title and having to go to a lawyer to correct the description.