High rise buildings will have the hardest time of it, I think. They are very maintenance intensive, and they are built on extremely valuable land. Indeed, their very existence contributed to the value - the nexus between the height of a building -> the amount of productivity that can be derived from the land it is on -> the value of the land is well understood. The economic drivers for such buildings depend on the private owners of the land getting great returns.
Businesses that tenant these buildings have a tendency to chase the Shiny New Thing, and there are always lean times where there is oversupply of office space and older buildings struggle to get tenants, which starts a spiral of deterioration. Refurbs can only do so much to halt the slide, because sooner or later the standard assumptions about services, etc, which drove the older buildings (eg, lift supply and speed, availability of services for kitchen space, parking and access, etc) will become superseded by new standards.
Further, the “fahionability” of whole districts can shift within a CBD - areas that were once hugely dynamic can become seedy and rundown, and a beautiful building can be essentially left behind in all this.
No matter the architectural worth of such a building, there will likely come a time when it is no longer fashionable in a business sense to be a tenant of it. And the grace of the Chrysler building will not prevail if it cannot be tenanted - the owners cannot in any practical sense be forced to maintain a building the market is not filling with tenants.
The logical end of this process occurs in Las Vegas, where buildings that are a central part of its iconic history like the Sands and the Desert Inn are pulled down in an eyeblink if they can’t compete with the Bellagio.
What will tend to prevail, I suspect, are publicly owned buildings built for a specific purpose (so that market economy drivers are a less compelling factor) which are relatively small and so can have a thematic unity that makes them attractive and iconic. The Sydney Opera House is an example of what I mean. The Pentagon is another (although the rapidly changing demands of the military may well condemn it, too.) The Arizona Memorial at Pearl Harbour (memorials tend to have a long shelf life). No doubt there are others.
So far as private buildings are concerned, consistently with the themes I mentioned above I suspect iconic residential houses like Falling Water (even though it is strictly pre-War) will survive.
Lastly, and quirkily, I suspect missile silos that are being sold into private hands (if they ever sell, that is) such as this. While they are underground and so are vulnerable to water fill (but probably not collapse, given the purpose for which they were built) if they are sold into private hands then they will be too expensive for a private owner ever to demolish them, even if they go bankrupt. They will sit and deteriote, but not be destroyed.