keberoxu, one of the issues with either working for a large department or, in your case, moving into a retirement facility is that you don't get to choose the other people you have to associate with. You have been able to reset your life and make some positive changes and it appears that the future is looking bright for you. You should be able to follow the path which is right for you without interference from someone with her own agenda. (I suspect she might fit my category of COTUS - Centre of the Universe Syndrome. :-) )

I think it is your right to set reasonable boundaries and to uphold them and from what you have told us, it seems like this woman doesn't respect boundaries. No-one should have the power to pressure anyone else to either reveal or discuss personal issues with them, especially if it is none of their business, and I suspect she tries to start these conversations when other people are nearby so there is a risk of a number of other people knowing your business.