I think there are some styles of architecture that are timeless. The pagodas in Asia for example, they will always look nice to me, no matter the year. Obviously this is subjective though.
Yes, most items of clothing haven't aged well at all, but a few others that have remained in style since their inception, although cuts and styles change like you say.
Depends if it's about the cost to maintan, or if it was a poor design that was destined to become unhygienic because of poor design decisions.