I've spent the last couple weeks shopping River West, Bucktown and Wicker Park lofts in the $300,000 range with one of my clients. We want cool. 525 N Ada in River West is cool. It's popular too. The only available listing was a renovated top floor two bed (well, one bed and large den) soft loft corner unit with great views. It was listed at $295,000 including a gated parking space... it's under contract after 20 days.
I don't know about you, but I want to walk into a nice looking building every day. In fact, my own condo building (although in great shape) is lagging a little in the landscaping department and it always bothers me.