There is a fine W111 3.5 coupe on BaT now that is already up to $125,000 with 2 days to go. It will, of course, go higher in the end. On the other hand, the best 280SEL 3.5 or 4.5 would probably go for 20% of the anticipated final price on this car, drives just as well and caries 4 people in splendid comfort (the back seat of the coupe and convertible 3.5s is very cramped).
The coupes and especially the convertible are the more certain investments, but you need to tie up a lot more money to get on board.

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Berfinroy in CT
Present vehicles:
1973 300 SEL 4.5
1959 Rolls Royce Silver Cloud I
1959 Ford Thunderbird convertible/430
Past vehicles;
1958 Bentley S 1
1976 ex-Max Hoffman 6.9
1970 300SEL 2.8
1958 Jaguar MK IX
1961 Jaguar MK IX
1963 Jaguar E-type factory special roadster
1948 Plymouth woody
1955 Morgan plus 4
1966 Shelby GT350H Mustang