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Steve,
If you really want a HUGE boat of a sedan for a highway cruiser, you can't beat a 300SEL, but be aware of the cost of upkeep. If you want the car for a dependable daily driver, it's going to cost you, since you are going to be putting some heavy wear and tear on a very nice, but old car.
I know people that joke about their 6.3s being a "500$ car". As in every time they take it out of the garage, it costs them 500$.
Get a nice 1979 450SLC (it's a short, hardtop coupe) if you want to have a fun, serious car or a 1979 450SL (a convertible) for a fun, fun, serious car. They are much younger, and cheaper the maintain than the 300SEL, but not by much.
If you want raw power, go for a 450SEL 6.9, but again, there is a premium on the cost of maintenance and upkeep.
Get a mid-80s 300SD if you really want that HUGE boat feel and want something to put 300,000 miles on a car commuting. And it won't hurt your wallet any to save money on gas & repair bills.
Remember if you are going to drive it every day, you can't afford to have it down until the weekend to fix it yourself or for the mechanic to order parts and have them delivered by mail. That alone is a great reason to stick to a 1979 or younger toy.
-CTH
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