Zeckendorf Towers

I agree. It's poorly maintained. It doesn't take long to notice.

Anything major or is it just getting old?

http://streeteasy.com/nyc/talk/discussion/13113-advice-zeckendorf-towers-at-1-irving-place

Definitely getting old, and its the type of building that doesn't wear well, big with amenities. The wear is extra-noticeable.

Living on Union Square these days is more and more like living in Times Square

I saw a nice apartment there almost 2 years ago. Just what I was looking for then, 1500 sq ft interior, 1500 exterior. Though the outdoor space did have a lot of eyes on it.
Not an awful floorplan for a 2 unit combo either. And not a ridiculous monthly cc/tax with that much outdoor space.
But I found the elevator to 1 floor than another elevator to the unit floor ridiculous.
It reflected so in my offer which in hindsight was a bit too lowball.

Building is definitely dated

It isn't like Times Square--there aren't tourists, theatre. Its like Delhi--a place you can't wait to get away from if you have the misfortune to be on the 14th St side between 6am-11pm daily.