1956 Chrysler Windsor Nassau Hardtop - $29,900
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One glance down the super straight flanks should tell you all you need to know about the car’s history of rust and the work that was done.

Nice older restoration. Great colors. Smooth 331 cubic inch “Poly head” V8 with 2-speed pushbutton automatic. Power steering and power brakes. Rare Highway Hi-Fi installed. Chrome wire wheels with radials. A handsome Chrysler ready to cruise!

First, a disclosure: my wife and I own a 1956 Chrysler Windsor station wagon and it is our favorite long-distance tour car. In the five years that we’ve owned it, it has been bullet proof reliable, impeccably smooth at modern highway speeds, and so easy to drive that my wife drives it daily in the summer. You could say we’re big fans of these cars.

With that said, all the good things that apply to our wagon also apply to this handsome black and white Nassau hardtop. Same smooth engine, same comfortable suspension, same high build quality. In fact, we have found that everything about these Chryslers feels better than its contemporaries—the switchgear is heavy chrome, not plastic, the buttons for the transmission snap into position with precision, and the car has a tight, buttoned-down feel that isn’t at all floaty or loose. Add in some of the best styling of the 1950s and these are cars that deliver all out of proportion to their cost. The black paint on this car is beautifully done and holding up quite well. It’s probably 15 or 20 years old at this point, but quality workmanship withstands the test of time. One glance down the super straight flanks should tell you all you need to know about the car’s history of rust and the work that was done. The muscular quarters extend into modest fins that are just right for the Nassau’s upscale look and all the chrome was likely refinished at the time of restoration, as it remains in great shape. This is a really nice car.

The interior is simple but not plain. Gray striped cloth and white vinyl have a ‘50s sensibility that isn’t as ostentatious as some of the brocade fabrics that were available from other marques, and the car feels like something a grown-up would drive. Black carpets anchor the interior but it remains bright and airy with the pillarless hardtop roofline. The big steering wheel is in beautiful shape, including the unusual “wicker” inserts at 4 and 8 o’clock, and it’s probably worth mentioning that the horn ring alone is worth about $1000 (ask me how I know). Big, round gauges are all fully operational, including the fuel gauge, and the row of knobs in the center of the dash control everything else. The pushbutton transmission controls are to your left and the buttons snap into position with a satisfying click. You’ll also note the original AM radio in the dash is joined by an FM converter on the transmission tunnel, as well as the aforementioned Highway Hi-Fi, an in-car record player that was all the rage in 1956 (we have not tested its operation, however). The back seat is in excellent condition and there are heavy-duty floor mats at all four positions to keep things clean. We believe the headliner is original and in very good shape and all the interior lights work properly. The trunk is spacious and includes its original rubber mat and a full-sized spare tire.

It’s not a hemi, but it’s the same size: 331 cubic inches. The Windsor got the unique Poly Head V8 in 1956, which was rated at 225 horsepower with a 2-barrel carburetor and single exhaust. It’s easy to recognize with its uniquely shaped valve covers, and this one remains almost entirely stock, from the heavy-duty air cleaner to the corporate silver engine enamel. Of note, power steering and power brakes are included as part of the package, making this big hardtop quite easy to drive just about anywhere. The big V8 offers modern performance and cruises easily with today’s traffic. It’s also whisper quiet. The transmission is a 2-speed automatic, but we’ve found that’s perfectly fine in regular use and the Nassau uses 3.73 gears so it’s quite punchy around town for a big car. Someone has added dual exhaust, so that probably adds a few horsepower and you’ll note the floors are quite clean with none of the usual issues. Beautiful chrome wire wheels are another insanely expensive upgrade, with these carrying a set of 235/75/15 whitewall radials.

Documentation includes original owner’s manuals, advertising literature, and a shop manual.

Chrysler was quietly flying under the radar in 1956, but their quality was exceptional and the cars were extremely well engineered. With modern road manners, this handsome Windsor Nassau hardtop offers a no-compromises ownership experience. It’s comfortable enough to drive every day and special enough to stand out at shows. At this price, that combination is pretty hard to beat. Call today!

Harwood Motors always recommends and welcomes personal or professional inspections of any vehicle in our inventory prior to purchase.

Vehicle: 1956 Chrysler Windsor Nassau Hardtop
Price: $29,900
Stock Number: 119101
Odometer Reading: 75,315
VIN: W5636942
Engine: 331 cubic inch V8
Transmission: 2-speed automatic
Gear Ratio: 3.73
Wheelbase: 126 inches
Wheels: 15-inch chrome wire wheels
Tires: 235/75/15 whitewall radials
Exterior Color: Cloud White over Raven Black
Interior Color: Gray cloth
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