Classic Chrysler Cars for Sale

108 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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108 listings found

Frequently Asked Questions about Classic Chrysler

Walter P. Chrysler founded the Chrysler Corporation on June 6, 1925, reorganizing the Maxwell Motor Corporation, where he was chairman of the board. The first car to carry his name had already gone on sale in 1924 as a Maxwell product, with a high-compression six-cylinder engine and four-wheel hydraulic brakes. The new company kept building cars at the former Chalmers and Maxwell plant on East Jefferson Avenue in Detroit.
Chrysler is a brand of Stellantis, the company created in 2021 when Fiat Chrysler Automobiles merged with PSA, the Peugeot group. Chrysler merged with Daimler-Benz in 1998, and Daimler sold an 80.1 percent stake to Cerberus Capital Management in 2007. Chrysler filed for Chapter 11 bankruptcy on April 30, 2009, and emerged allied with Fiat, which took full ownership in January 2014.
The Chrysler Airflow was a streamlined car sold for the 1934-1937 model years, with a shape developed through wind tunnel tests by engineer Carl Breer and his colleagues. Orville Wright advised on the early tests. The engine sat farther forward than was usual and the rear seat was moved ahead of the rear axle. The Henry Ford museum calls the Airflow well engineered but says its sales were hugely disappointing.
Chrysler introduced its first Hemi V8 for the 1951 model year, under the name FirePower. The nickname came from its hemispherical cylinder heads. The engine displaced 331 cubic inches and made 180 horsepower, and it replaced the flathead straight eight in the New Yorker and Imperial. The 1951 Saratoga combined the same V8 with the smaller, lighter Windsor chassis.
A Chrysler 300 letter car is one of the performance models Chrysler built from 1955 to 1965, each year identified by a letter. The first, the 1955 C-300, was named for its 300-horsepower Hemi V8. The 1956 car was the 300B, and each following year took the next letter, skipping I, up to the 300L of 1965. A 413-cubic-inch wedge-head V8 replaced the Hemi in 1959.
The Imperial was the top Chrysler model until 1955, when the Chrysler Corporation made Imperial a separate make and division to compete with Lincoln and Cadillac. Imperial stayed its own brand through 1975. Chrysler revived the Imperial name for 1981 on a coupe that shared its platform with the Chrysler Cordoba, and that car was canceled after 1983.
The original Chrysler Town & Country was a wood-bodied station wagon introduced for the 1941 model year, framed in white ash with mahogany panels. After World War II the name returned on a wood-trimmed sedan and convertible for 1946-1948, and the 1949 Town & Country came only as a convertible. The 1950 Town & Country Newport hardtop came in the final model year of Chrysler's real-wood cars.
The Chrysler LeBaron was named after LeBaron, a car body design firm founded in New York in 1920 by Raymond Dietrich and Thomas Hibbard. Briggs Manufacturing bought the firm, and Chrysler bought the Briggs car body operations in December 1953. The name went on top Imperial models before it became a Chrysler model line of its own in 1977. The LeBaron moved to the front-wheel-drive K platform for 1982 and lasted through the 1995 model year.
The 108 Chrysler listings on Classic Cars Arena right now are priced from $3,000 to $109,995, with a median asking price of $18,195. These are the prices sellers are asking today, not sale prices, and the figures change as cars are listed and sold.

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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.