Classic Chrysler for Sale $25,000 – $50,000

23 listings

Buy & Sell Chrysler Classics. New listings added daily.

Chrysler has been at the forefront of American automotive innovation since 1925. From the elegant 300 "Letter Cars" to the luxurious Imperial, classic Chryslers combine engineering excellence with bold style.

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Classic Chrysler Cars: Engineering Excellence

Walter P. Chrysler founded Chrysler Corporation in 1925, and the company quickly earned a reputation for engineering innovation. Chrysler introduced the first practical high-compression engine, the Hemi, and the first modern minivan, among dozens of other automotive firsts.

Most Popular Classic Chrysler Models

The 300 "Letter Cars" (300B through 300L) were America's most powerful production cars in the late 1950s and early 1960s. The Imperial represented Chrysler's ultimate luxury statement, while the New Yorker offered full-size prestige. The Newport and Town & Country provided stylish family transportation with premium appointments.