For that price range I'd stick with a Kel-Tec PF-9. Early models were crap, but that was 2007. I just got done doing a ton of research on tiny 9mm pistols and I narrowed the search down to the Kel-Tec and the Kahr Arms PM9. Ended up with the Kahr because a local shop had one mislabeled as a cheaper model - cheaper by $200.00!!!

Oh and I also own the smallest framed "baby Glock" and there is no comparison in terms of size with the Kahr or Kel-Tec - the Glock is a fat-ass brick compared to the Kahr and Kel-Tec.

A few quick pics of the Kahr vs. the "baby Glock" frame:











Biggest difference in my own personal pistols shown though is my "baby Glock" is chambered in a .45 GAP round - Kahr also offers the pistol seen in pics in a .45 ACP and the frame is barely longer/taller than the 9mm version seen here:



Just some food for thought as I have a sinking feeling you'll be looking for a replacement for that Cobra soon enough...