1952 Pontiac Chieftain – $5000

“1952 Pontiac four door sedan. Inline six with Hydraglide automatic transmission. 51,000 original miles. New tires, brakes, headliner, and paint two years ago. New battery two months ago.”

The most expensive car yet to appear on CYSB (not that that is an overly interesting claim as yet!), this Pontiac Chieftain might also be the nicest yet. The first new vehicle Pontiac would produce after World War II, the Chieftain represented Pontiac’s take on the popular Chevrolet A-body platform; a relatively small sedan layout that lent itself well to the sporting, youthful image of the Pontiac brand. Adorned with a few extra chrome bits and available with a then-impressive 121 horsepower inline 8(!), the Chieftain sold surprisingly well to returning G.I.s eager to hop back into something a bit more impressive than the Willys GPWs and GM deuce and a half trucks they’d been used to.

But, had a G.I. purchased this particular example, one would hope that he got his jollies out of the savings he would have made: equipped with the lowly inline six and automatic gearbox, this never would have been considered much beyond basic transportation. Furthermore, the addition of a few decades’ worth of wear has seen the departure of some of the chrome trim; namely the side spears that can be notoriously hard to replace on cars of this era. However, with a recent paint job and what looks to be a decent storage area, it appears to be in surprisingly good shape. Also,the footnote that a new battery was recently installed also demonstrates that the car is most likely taken out and exercised occasionally, making this a perfect candidate for someone looking for a turn-key classic that they’re not afraid to take out of the garage.

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