Just finished watching an old episode of Homicide: Life on the Street from 1993. I was ten when Homicide aired, so I can't offer much in terms of how the show has aged. In general, it feels more vintage than dated. 

Homicide did at least one thing better than any other police procedural. Law and Order and CSI completely throw away the pieces of dialogue that aren't part of the "investigation" scenes. Homicide fills those exchanges with quips that are in no way connected to the episode's arc. In an episode I watched a few days ago, Lt. Al Giardello suggested that the one unsolvable case in the universe is why men always take reading material into the bathroom, but women never do.

Detective Munch just asked Detective Meldrick Lewis (played by Clark Johnson, shamefully under-appreciated actor) who he thought was better: Pippen or Jordan?

Was that really a conversation people were likely to have in 1993? Is that a joke? How could anyone answer that question with a straight face? 

A pre-Sopranos Edie Falco just made an appearance, as did a pre-Boogie Nights Luis Guzman.