In my experience the the 74-80 Les Paul's have the worst fret dressing of all time. The frets are so low and flat, that bending strings are a struggle, that I end up re-fretting all my guitars of that era.
As for sound, the Les Paul's with Tim Shaw era pickups are to me by far the best sounding pickups Gibson has ever released.
Fretboard playability, 1990 to current Les Paul builds are the most finger friendly to me.
Looks, for me The Norlin era Les Pauls look the best IMO. I like the large headstock, Gibson engraving on the tuners, and in 1972 the Gibson embossed pickup covers.