Automotive styling may have taken a more buttoned-down approach by 1964 but Chrysler was still incorporating some notable flair though maybe not to the extent that they were four or six years earlier. Take this 1964 Chrysler 300 convertible for example – yup it’s big, bold, high on style, and yes, it’s definitely a Chrysler. And, it’s a convertible, one of only about 2,000 Model 300 rag-tops assembled in ’64 so this is a special find, thanks jonny! Located in Cedar Rapids, Iowa this conspicuous drop-top is available, here on craigslist for $18,900.

This Chrysler 300 is a Sport model, not a famed letter car which by ’64 was up to the letter K. Body styles included two and four-door hardtops as well as a convertible such as our subject vehicle. Our seller mentions that he’s owned this Chrysler for nineteen years which is a pretty long time but I guess everything eventually comes to an end. He also states “25 Y.O. restore” which leads me to believe this 300 underwent a redo in ’97 or ’98. It’s held up well and has likely been a resident of the garage that’s right behind it. That anodized side trim is especially attractive and really helps to break up a huge expanse of white. The top appears to fit nicely and the chrome plating has plenty of luster. The Cragar S/S wheels are a surprising find, they’re absolutely one of the better-known after-market wheels and generally spruce up whatever they are attached to. A Chrysler 300 however? Well, it’s a matter of preference – just like the white-letter tires.

While the 300s generally didn’t have the punch of the letter cars, at least not as standard equipment, the get-up-and-go did not disappoint as a 305 gross HP, 383 CI V8 engine was the ChryCo mill chosen to hold court. We’re told that this car “Drives beautifully“. Push button-activated Torque-Flite automatic transmissions were moving to non-push button activation around this time, but this 300, being a ’64 model, is still so equipped. The seller makes mention of, “Front end gone thru” and I have no idea what that means. Does it mean a visual check, parts replacement, front-end alignment, tire pressure adjustment, etc?

Get a load of those seats! They are super comfy looking and really show well – amazing for white upholstery. Chrysler period documentation claims that they are a combination of leather and vinyl and the front seat is actually a pair of buckets separated by a center cushion with a pulldown armrest. From what can be seen, the door and upholstery panels show as being in fine condition.

OK, that steering wheel looks square to my eyes. Yeah, the corners are rounded but still, it’s not close to round. I wonder why that design fell out of favor. The instrument panel is impressive by today’s standards, though maybe not what I was expecting for a Chrysler of this generation. Then again, ornate, art-inspired style instrument panels, and dashboards, were on the way out with all manufacturers by ’64.

Cool car no doubt and it’s a nice alternative to the usually found GM and Ford full-size convertibles from this era. It’s safe to say it probably needs no attention. Price? I don’t think it’s out of line (even if it does have a square steering wheel), how about you?