The usual with a high mileage car. The alternator, battery, brake pads.
I also replaced the transmission after pulling a boat for two years. If you tow with these vehicles, I highly recommend a transmission cooler first. It was an expensive and, well, dirty and painful lesson.
Right now the car has been sitting in my garage for three years. I think it has a blown head gasket, but I was so sad when it happened that I'm just now looking into repairing it.
The head gasket was also my fault. It was -25F (MN haha) and the heater control valve cracked. I was five miles from home, it was cold out, so I pushed it. The car made it, but after I replaced the heater control it was blowing white smoke.
I LOVE this car, but hate being seen in it if you know what I mean. Station wagons are making a comeback, but they are still viewed as an out of date mommy-mobile (and I'm a guy).
The comfort level is outstanding. The seats are a little worn by now, but still a pleasure. Its roomy as heck, the kids love it, and you cannot beat this car for a road trip. It absolutely glides down the highway.
Power/acceleration/economy is just the right balance with the miserly tuned 5 litre engine. The aerodynamics are good, so 23-26 on the highway is easily obtained with a well tuned engine. In town it drops to 18 or so.
The nicest thing about these is you can buy them dirt cheap right now, usually for well under two grand for a good one.
The 1991 and newer Chevy Caprice wagons, which are basically the same thing, are more sought out, especially the 1994-96 models with the LT1 engine as standard equipment, but their prices are correspondingly higher.