The most common problem with milk cars is dirt and grime, followed by missing doors.
As an aside, carefully cleaning away dirt, grime, and old lubricant is often all that is needed to fix a milk car. I like to use odorless mineral spirits, rags and q-tips. I am of the opinion that milk car mechanisms should not be lubricated at all, unless you have a clear, dry lubricant. Wet lubricants attract dust and dirt. I still have a very limited supply of clear dri-slide, which goes on wet and dries clear. It is no longer made.
Back to parts on hand:
If you have more money to invest:
some replacement slide shoe sets for your operating cars:
slide shoe, rivet, and backing plate.
Its been a long time since I've set one of these rivets without special tools. I think you can use a center punch and a pin punch to clinch the rivet. Don't over-clinch, you can split the shoe (the original ones were bakelite) , or the backing plate.
Personally, I'd go with a postwar ZW over a Z because the ZW has two built-in whistle controllers. Unless you are experienced working inside transformers, or at least very comfortable working with electricity, I would suggest getting one that has already been serviced.
Many people like to replace the whistle rectifiers when they get a new (old) transformer. In my experience, the rectifier disks are rarely bad. Some folks on this board have experientmented with using zenier diodes. Maybe they will post about these diodes. I may try installing a set one of these days.
Common transformer parts are:
replacement cord
Carbon rollers (larger models)
Carbon roller rivets
Binding post nuts
Lionel used a few different sizes / styles of binding post nuts:
small for accessories and controllers
medium for transformers like a 1033
large for "V", "Z", KW, VW, and ZW.
In addition, they used a few special shape binding post nuts on transformers like 0100 and #91 electromagnetic circuit breakers, but one of the three listed above will fit.
I suggest you limit your initial outlay. As you need parts, make a list, and order from one of the big parts guys. Jeff Kane sells a selection of parts at a heavy discount when you buy reasonably small quantities.
After a while, you'll develop a sense for what you are likely to need again, and when ordering you can buy extras.