I buy mainly vintage, so my oldest piece is my Speedy 30 from 1982 and she looks great. I just got her zipper replaced at LV so she has many decades left in her. Also, just bought a Dame clutch and that one is from 1984 and looks almost new.
My first and oldest LV bag is the Neverfull MM in Monogram print which I purchased in 2013. It still looks good as new as I tend to use my Neverfull MM in Damier Ebene more often.