Of course, no one here is going to advocate for getting a second car. Suck it up and bike/bus.
That said... The Fit is great. I miss mine. That said there are probably MUCH better used car values around.
Have you looked at the Toyota Matrix? It's basically a Corolla with a small wagon body. Better yet is the Pontiac Vibe, which is the EXACT same car built in the same factory by the same workers using the same tools and the same parts, but with a GM badge, and thus a lower resale value. I see them all the time for less than $5,000, and in good shape with relatively low miles. If you find a clean one it should run to 300k miles without too much money and effort.
Folks also overlook the Mazda 2. It's a bit smaller than the Fit and isn't quite as versatile, but it's cheaper and gets better fuel economy. It's also more fun. You're probably in the $5-6k range for a 2007 vintage car with around 100k miles, though.
What I'd do if I REALLY needed two cars? Get a one-owner 2002-2003 Mazda Protege5 with 100k miles for $3,000-3,500 and with a manual transmission, and call it a day. Keep the Civic - you're not going to get much for it if you sell it as hybrid resale values are sort of screwy. Get the Protege5, carry only liability insurance (maybe uninsured driver coverage), drive it as little as possible until you no longer need two cars, maintain it, then sell it for $2,500, which is about rock bottom for these cars as long as they don't have more than 250,000 miles and are in decent shape.
