@Former-Member, my parents weren't big drinkers, but would always have a few bottles for occasional drinks. Surprise find, though, was a couple of bottles of homebrewed fruit wines at the back of the top shelf of the pantry. They were dated sometime in the 1990s, and the corks had deteriorated, so I strained out the corky fragments and carefully sampled. There was a white that was slightly vinegar but not too bad, so I used that up as cooking wine; and a red that had boysenberries in it, and was actually really nice. So that one got decanted into two smaller bottles, and my sister and I took one each. 
We found some expired groceries too. I'm a bit of a "no waste" cook, so old bikkies, packet mix cakes, dried fruit and suchlike got used up one way or another. Fruitcakes are a wonderful way of using up odds and ends of slightly crystaline or dried hard fruits. Nyummy. (Don't worry, I did toss anything that was sus... but slightly stale is OK once cooked up.)
More bothersome was the amount of prescription and other medication we found in all sorts of odd spots around the house. I think she was stocking up big once the yearly PBS limit kicked in and scripts became free, and also losing track of where she'd put things. All the half used packets and "out of date" ones went to the chemist for disposal (a shopping bag full); the "in date" ones that were still on their medications list went to the aged care home for them; the "in date" ones not on their current list I took to our local medical centre, so that the doctors there could pass them on to other patients who needed them.
I know what you mean about feeling guilty. It's taken me 2+ years to get to the point of being able to tell myself that, despite still being alive, Mum can't "own" the things in the house anymore, because she can't take them into the aged care home. I'm putting aside a suitcase full of craft materials that I think she'll actually use, and will take them in as she uses up what she has there. There's a few special ornaments she'd like to have, but she hasn't got a safe place to put them, so we're not taking them in. It's not as if her room is bare. We took in some special bits and pieces when they first moved there, including pictures for their walls. Looks quite homey, really.