You're going for a much cleaner look now than with your original version. I like clean mapping (check out the great, over-clean mapping of
SI).
But be aware it's much more difficult because there's no detail to hide even the tiniest mistake. Also for a HL2 theme (which no city-based HL2DM map can escape) you should add some 20 or 30% more chaos to the map. I mean there's no need to cover the streets in puddles of vomit... but consider some "added" buildings here and there. Something that hadn't been planned by the architect and has been added later. A little storefront, a wooden hut in the park used by the gardeners, a little garage in the backyard, an additional balcony, ect ect
Some more thoughts regarding the screenshots:
This building looks very good. You should try something with the textures, though. Especially the bright one with the horizontal lines breaks a bit with the smooth walls around it. Also the slanting parts on the top of the red and yellow parts look a bit strange. The black arch
could work but only as a model. As a brush it looks too solid, too artifical for a structure like that.
Be careful around the
construction site. Again, the great lighting alone sells it... but filling places like this with enought interesting things later is mostly impossible. Try to cut off large parts off the rectangle-shaped form of this room. Make it intersect with another large block or something. Make sure the squarish layout of this is gone as early as possible.
I don't know what gave you the insane idea of adding a window-less floor on the top of
this building (:roll:

). But honestly, now that I see it, I think it should be smaller. And maybe not using the same texture as the rest of the walls. Maybe it should. But it definitly needs to be shorter (1/2 or 1/4).
That's why I like your mapping. You have a hand for lighting. This is so simple and easy, yet I don't remember ever seeing shadows used so well for effect before. This looks at the same time natural and "unplanned"(in a good sense) and unusual, perfect for this map. Same for the basement.
and...
Ahhhh!
No...
The tree house... The
tree house! GONE! That bus station stole my tree house!