Should I buy a new or used car?

If you're planning on running it until it dies, a new car would be fine. The only time it really makes a difference is if you buy a car and plan on selling it in a few years. Obviously the big plus to buying the used car is it will be cheaper. Both insurance and payments will be lower with an older car.

A newer car will come with all of the warranties and possibly even manufacturer incentives. Example, a year or so ago, my friend bought a brand new car. Because of the incentives, he actually got it for less than the exact same make and model that was two years old. (2014 car for less than exact same 2012 model)

For only a $5000 difference you might as well buy the new one. It's better to own a new base model than a used(in your case) higher end model. You will save more in the long run too(5+ years). You start with a clean platform, no damage, no abuse, brand new. If you take good care of it you will see a lot of miles. Also 50,000 miles is a lot and if the previous owner didn't treat it right, damage has already been done.

You should finance a car that just finished a 2 year lease.

a 4 yr old car should have more than 40-50,000 miles on it and most cars anymore should easily last 200-250k miles