Hi Topher,
For the trees themselves, often fruit trees that old can be 'renovated' with pruning. Prune any dead or diseased branches (any time of year). In the dormant season (I prefer late winter), selectively prune the tree, especially up near the top. Prune to let more light and air in, but also keep balance in mind. You can be more severe than you might think, but don't take off more than 1/3 of the tree in one year, or you will stress the tree. What you're trying to stimulate is for the tree to put on vegetative growth near the bottom of the tree. This new growth will be where within a few years, you will get your new crops of apples. Apples fruit best on branches that are at least a couple of years old, but not really old - look for fruiting spurs to indicate whether you'll get fruits from a branch (a different kind of bud than the ones that make vegetative growth - see picture below). At the same time, you want to balance leaving
enough of the older branches for the tree to photosynthesize and be healthy.
This site has lots more details:
http://www.rhs.org.uk/advice/profile?PID=279
Good luck!