I paid $5500 for my '91 300SE, (trade in offer made to the previous owner). Best buy I ever made, 13 yo Benz that everything works including the A/C. My understanding that Blue Book on this car last year was between $8-$10 grand.

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1991 300SE (my ride, 279,000 miles, looks almost new
1954 Cadillac (21 yo son's car, he bought when age 15)
1972 SeaBird 19 ft runabout (old but solid, slant six, Volvo sterndrive perfect condition, undergoing complete overhaul and refit)
1998 Toyota Rav4 (my sons daily driver when he is in the Continental US, PROUDLY serving in US Navy)