If you click a link on this page and make a purchase we may earn a commission at no extra cost to you.

1959 Chrysler Windsor

This Ivory White 1959 Chrysler Windsor 2-door hardtop is believed to have done just 79,356 miles during its entire lifetime.

Clearly a very well looked after car that has averaged less than 1,300 miles per year since it was made!

The Windsor is actually built on the Dodge chassis and has a wheelbase 4 inches smaller than the Saratoga and New Yorker.

1959 Chrysler Windsor
rear view

This was to be the last year that Chrysler cars would be constructed with separate body. 1960 would see the change to unibody construction.

On the two-tone cars the inside the color sweep along the side of the car matched the roof color.

side view of a 59 Chrysler Windsor
side view

Inside, this Windsor enjoys the optional, ‘swivel’ front bucket seats. With a slight touch of the finger, a control at the seat base unlocks the spring-loaded seat, permitting you to pivot a full 40 degrees for easy, graceful exit and entrance.

1959 Chrysler Windsor Interior
Swivel front seats

Look how cool the dash and instruments look. It’s had to believe the Windsor was the base model for ’59. Note the padded “safety” dash – it was standard on the New Yorker and Saratoga but an optional extra on the Windsor. The push-button gear selection was located on the far left and a distinctive Chrysler feature on their automatic cars.

1959 Chrysler Windsor dash
Beautiful instrument panel

Power comes from the original 383 cubic inch Golden Lion V8 engine with 2-barrel Carter carburetor giving an output of 305 horsepower. This is paired with a TorqueFlite automatic transmission with push button selection (a $227 option over the standard 3-speed manual transmission).

1959 Chrysler Golden Lion 383 B Block Wedge V8
Golden Lion 383 B-block Wedge V8

Golden Lion was the name given to Chrysler’s new wedge-head B-block engines. Together with the “Lion-Hearted” look, these phrases were used along with a lion image for marketing purposes in the sales literature. Accompanying the cars was a lion emblem on the seat backs, the valve covers and the front doors (both as an embossed image on the door panels and as a badge on the outside) .

Chrysler built a total of 6,775 Windsor 2-door hardtops for the 1959 model year. The base price for this model would have started at $3,289. In addition to the optional Torque-Flite automatic transmission mentioned above, there is a Music Master push-button radio originally priced at $100.

This ’59 Windsor is currently for sale on eBay. (follow the link for even more photos)

Leave a Comment