Chrysler offered its entry-level, six-cylinder Series 28 in a wide variety of body styles for the 1941 model year, divided up into three trim levels: the Royal, the Windsor, and the Windsor Highlander. The Windsor Highlander was the most expensive and prestigious of these models, especially in convertible form, and was distinguished by a standard solid leather interior with inserts of tartan plaid. It was part of a trend toward unusual interior fabrics and materials in Chryslers of this era, which also saw additional optional packages based upon, among other things, Navajo blankets.

The Windsor Highlander Convertible offered here was the recipient of an excellent, high-quality professional restoration in the early 1990s, after which it eventually reached Senior Grand National First Prize status in 1998. The car was formerly owned by respected Ontario enthusiast Jim Miller and has been well maintained within Mr. Weaver’s collection. Today it remains in like-new condition, with hardly any wear or aging present, and showed about 493 miles at the time of cataloguing. Panel fit throughout is excellent, as is the period-correct maroon finish and the proper Highlander interior, with its correct modeled plastic dashboard and door trim. The engine, firewall, and chassis show only minimal signs of usage.

Accessories on the car include a dashboard-mounted clock, factory AM radio, a heater, fender skirts, driving lights, bumper guards, a grille guard, and whitewall tires.

This is an excellent example of one of the most elegant Chryslers produced during the late pre-war period. Today it is a seldom-seen model that would be the hit of any show it attends.