I just recently rewatched Sopranos after a long while. Didnt like it as much this time around save for a scene here or there. Chris' intervention scene for example. By the time I reached the least season I just wanted to get through it.
The Wire I also did recently. Has always held up. And that's after watching a season here or there. Excellent show.
Deadwood. Loved it. Last aired in 2006. I rewatched it a couple of years ago. It held up for me except, again, for the abrupt ending. Swidgen. I dont know how much interest it will have besides the original fans.
The first two seasons of Twin Peaks with plans to rewatch the third soon. But I think it's easier with shorter lived shows. (Well obviously. Less episodes. Brilliant point.)
I also want to rewatch Sopranos and The Wire. There's just a lot of dramas I want to get to and most of them are ones worth paying attention to, not leave on in the background, so rewatches keep getting pushed down.
That's why I've rewatched more comedies. Easier to just have on. Though I wonder how many people have gone through the entirety of CSI, L&O, NCIS just by having them on.