I say that you also keep your E320.

Based on the amount of miles you put on your car I assume that they are mostly highway. Highway miles are not hard on a car, Mercedes are designed to be driven.

I tend to buy my cars used (3 years old) with high milage and have had very good luck with them. I am also frugal (most people refer to me as cheap) and do all my own maintenance. I figure that I spend less on maintaining all three of my cars then people who pay for maintenance for one car.

One downside of maintaining an older car with high milage is that you start to spend $ on items such as alternators, water pumps, mufflers, shocks/struts. But it is still cheaper than a car payment.

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Ray
1998 Mercedes E320, 200K Miles
2001 Acura 3.2TL, 178K Miles
1992 Chevy Astro, 205K Miles