[Amanita]

I'm not happy about this, 270 and 277 are a couple of my favorites on that stretch of Park Avenue- they look like a pair of pinstriped bookends, or perhaps mates. As for 245 Park, a modern reclad could do that one some good- a modern update on what's there- perhaps bronze/copper tinted glass to replace the brown brick, and some modern terra cotta, like they're using on Steinway tower up on 57th street.

As for 277, I've read articles recently suggesting that they're doing maintenance and renovations aimed at keeping it going a good while longer. It's a beautifully maintained building.
As for 1095, if I'd had my druthers, I might have given it a blend of what it had before, and what it has now- replace those white marble pinstripes with glass similar to what was used for the reclad of First Canadian Place, and swap out that that old black glass for the green. It would still have its cool pinstripe/piano keys pattern, but with a nice modern update.