I give the Priest some nice food and usually some treat to send home to his family. I have never given him money. Each year at Christmas and Pascha I give him and his family a small gift but other than that I don't give him anything directly.
I give money to the Church, I buy things that the Church needs (like we are low on forks for some reason and I picked up some packages of restruant forks at a resturant supply, or I pick up dish soap, etc.) If I ever knew that the Priest and his family needed something I would be quick to find a way to get it for them if I could.
In my parish, we set it up so that the Priest is given a small salarie. Every year we revisit the salary to make it as large as the Church can afford given what are pledges and donations have been and the costs of heating and other expenses for the church.
So, I try to make sure I give the Church as much as I can because this leads directly to the Church being able to give the Priest a better salary.
Having your home blessed each year is a wonderful practice. I aim to have it done between Theophany and the beginning of Lent, but it can be done most any time of year. It is a wonderful sacrement of the Church and I believe it has made my home a calmer more pleasant place to live. I wish the same for you and your family.