Thanks guys - I should probably mention a few things:
Our intention is to eventually sell the condo once the market recovers over the next few years. We looked at refinancing thru HARP, while our mortgage is owned by Freddie/Fannie, we bought a few months after the cutoff date, doh! If we wanted to refi, we would have to cover a difference of around $30k between the likely appraised value vs loan.
With that said, my thought process is that renting out the place while we wait for the market to recover would cost us about $200/mo (essentially insurance + maintenance). Not ideal, but not unbearable...not sure if that warrants a short sale or not. My main issue with a short sale is related to not wanting to damage our credit when we will likely try to buy-up within the next 10 years.
Lastly, we're looking at the SFR ($325k target) as something we would live in for five years before renting out as a long term buy and hold - we think we can secure a good 15 year loan that aligns with rental rates in the area. And by the time we're 50, we would own it free and clear (and before the kid goes off to $$$ college).