I have done this for a few of my aging friends and clients, arranged to sell off their shops at a commission.
If the items are put out for a garage sale, the widow is lucky to get a nickel on the dollars. If she goes the garage sale, CL or other route, she deals with people coming in and many will try to scam things at lower prices. This can be very stressful, plus she often does not have a clue what they are, what they do or even more importantly what they are worth.
My route is to take the shop, minus any items that were prearranged to go to heirs and put them on consignment. Tools are checked out and fixed up where necessary and then the widow gets money form the sale. I can generally get a good return on the dollar for the widow or the estate.
Myself, like Tony has stated, I have an inventory list that has been made of my tools. Make, model, serial number, description, and replacement cost or purchase price. and date of purchase if known.
After making the list I ended up adjusting my insured value with my insurance company by a sizable amount.
Mean while, if I see something that I need for the shop, I get it. The kids can fight over it when I am gone.
Walter