SDL for classic looks.

S320 for overall comfort.

W126 is more "communicative" as far as road feel, IMHO. But, needs another 100 hp to have a bit of fun, in general.

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1987 300SDL (324000)

1986 Porsche 951 (944 Turbo) (166000)

1978 Porsche 924 (99000)

1996 Nissan Pathfinder R50 (201000)