Chrysler For Sale

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The 1968 Chrysler 300 came from an era when full-size American luxury and big-block power went hand in hand, and the convertible made that formula even more dramatic. This 1968 Chrysler 300 Convertible pairs the imposing proportions of Chrysler’s late-1960s styling with a 440ci V8, a 3-speed TorqueFlite automatic, and a long list of comfort features including power steering, power brakes, air conditioning, power windows, and a power front seat. Finished in black with a white convertible soft top and showing approximately 86,455 miles, it has the kind of road presence that made Chrysler’s 300 line such a distinctive alternative to the more common luxury cruisers of the period.

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The 1968 Chrysler 300 Convertible represents the final years of Chrysler’s legendary letter-series heritage, a tradition that began in the 1950s by combining luxury appointments with high-performance V8 power. Built during an era when American manufacturers created large, stylish grand touring machines, the 300 Convertible stood apart with its imposing presence, effortless performance, and sophisticated highway manners. Showing 42,116 miles, this example is finished in Gold with a Beige interior and matching Beige convertible soft top, creating a classic period-correct color combination. Powered by Chrysler’s iconic 440ci V8 paired with a TorqueFlite automatic transmission, this convertible delivers the smooth, torque-rich character that defined full-size American luxury cruisers. With features including power steering, power windows, cruise control, power front disc brakes, and a modernized JVC audio head unit, this Chrysler 300 Convertible offers a unique opportunity to experience the style, comfort, and personality of a true 1960s American grand tourer.

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The 2006 Chrysler 300 SRT-8 marked a bold return of American muscle in a modern, four-door form, combining aggressive styling with serious performance. Powered by a 6.1L HEMI V8, this high-performance sedan delivers the kind of straight-line speed and presence typically reserved for classic muscle cars, but with added practicality and comfort. This example, showing under 64,000 miles, stands out in Bright Silver Metallic and is equipped with the desirable SRT Option Group II and a power sunroof. With its blend of raw power, luxury touches, and everyday usability, the 300 SRT-8 offers a unique driving experience that bridges old-school muscle and modern refinement.

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Chrysler’s Crossfire was one of the most distinctive sports cars of the early 2000s, blending American styling with proven German engineering. The range-topping SRT-6 variant took things a step further by borrowing much of its mechanical foundation from the Mercedes-Benz SLK32 AMG, including its hand-built supercharged V6 and performance-tuned chassis. This 2005 Chrysler Crossfire SRT-6 Roadster shows just 26,459 miles and presents as a well-preserved example enhanced with tasteful upgrades. Finished in Black over a Dark Slate Gray interior, this roadster features a Sony audio head unit, aftermarket sound system, carbon fiber-look vinyl wraps on the hood and trunk lid. With limited production numbers and a unique blend of AMG-derived performance and Chrysler styling, this SRT-6 Roadster offers a compelling modern collectible driving experience.

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Chrysler Imperial. Sounds impressive, doesn’t it? That’s what you’ll feel every time you drive along in this Egg Yolk Yellow 1966 Chrysler Imperial Crown Coupe. The car comes with a potent 440ci V8 under the hood, a custom paint job, a 3-speed automatic transmission and all the Sixties American Land Yacht persona you’d want. The Imperial has always been Chrysler’s luxury product, and between 1955 and 1983, it was actually a sub-brand! That’s where this 1966 Chrysler Imperial Crown Coupe fits into the equation. It’s a second-generation car and is currently available in Baldwin, New York.

PENDING SALE

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There’s something special about the luxury vehicles of the Sixties. Is it a sense of innocence? The now vintage, over the top designs? The massive engines and plush materials? Either way, there really is nothing like classic American luxury cars, like this 1960 Chrysler Saratoga. The seller reports that this car has gotten a new lease on life thanks to an older frame-off restoration completed on the vehicle before they purchased. With only 54,000 miles on the clock of this 383ci V8, has this blast from the past got what it takes to convince you to take her to your garage.

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Chrysler and now Stellantis North America has been producing the Chrysler 300C model since 2004. What you didn’t know is that Chrysler Corporation used to make a Chrysler 300 “letter series” and non-letter series from the 50s to the 70s. The Chrysler Saratoga was another name used for the 300 cars. Up for grabs is a Canadian 1962 Chrysler 300 with some tasty upgrades and less than 500 miles on the new engine.

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The 2000s had the motoring world pining for hot-rod and classic designed modern cars. As a result of this, Chrysler introduced the Plymouth Prowler from 1992 to 2000, and subsequently rebranded it as the Chrysler Prowler from 2001 to 2002. The Prowler is a 2-door roadster, with elements of a hot-rod design, chiefly from the Indy racer-style open front wheels. While Chrysler has discontinued the production of the Prowler, it still is an icon on the road, and as such still has worth for an enthusiastic or a collector. This 2002 Chrysler Prowler convertible is up for sale with 45,000 miles on the clock and is available to be seen in the Sunshine State, Florida. These things aren’t exactly common, so what you’re looking at is a savvy investment as well as a quirky piece of American automobilia.

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This 1932 Chrysler Series CI 3-Window Coupe is a fully custom hot rod that blends classic pre-war styling with modern performance and craftsmanship. Finished in black, the body has been chopped, lowered, and de-fendered to achieve a quintessential hot rod stance, exposing its aggressive wheel and tire setup. Built on a custom-fabricated tubular chassis and equipped with Currie coilovers, a Currie 9-inch rear axle, and four-wheel Wilwood disc brakes, it delivers both show-quality presentation and capable street performance while remaining fully street legal.

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What happens when auto designers are given a free hand to reimagine something modern with retro styling cues? The Plymouth Prowler, later known as the Chrysler Prowler is one fine example. Produced between 1997 and 2002, over 11,700 units found homes during this time. So what is the Prowler? Well, officially, it’s a two-door roadster-style sports car. But visually, we can consider it a factory-built hot rod. It’s one of those rare instances where something that looks like a custom is actually a production model. Today, we have a 2001 Chrysler Prowler for sale from Tacoma, Washington. It’s a truly rare example because there’s only 2,589 miles on its odometer. Thus, it’s a definitive future classic and a worthy investment too.

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Chrysler’s famous 300 is a midsize luxury car that was made across two generations, between 2005 and 2023. The 300 aimed to capture some of that old-school muscle sedan goodness, albeit with modern styling, tech and comforts. Today, we have a first-generation 2006 Chrysler 300 SRT-8 for sale from Lansing, Michigan. This 63,888-mile car is actually more sophisticated than you might think, because it has some German DNA in it. In fact, the platform on which the first-generation Chrysler 300 sits upon is shared with, among other models, the Mercedes-Benz W211 E-Class. The car also features other Mercedes-Benz elements, such as the gearbox, some engines, and electronics. But this particular car’s engine is all-American, a stonking 6.1-liter V8. With two keys included in the sale, this rear-wheel drive beast is the perfect muscle car for those seeking an old-school driving experience, but not willing to give up too many modern amenities.

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The 1963 Chrysler 300 reflects Chrysler’s continued evolution of the 300 lineage into a refined full-size luxury sedan while preserving the brand’s performance-oriented identity. Although no longer part of the limited-production letter-series cars, the 300 remained a flagship model that emphasized smooth V8 power, advanced engineering, and upscale appointments. Showing less than 67,000 miles, this example stands out as a well-kept representation of the model, benefiting from consistent care and maintenance over its lifetime. Designed for effortless highway cruising and executive comfort, the 1963 model year is notable for its clean styling, balanced proportions, and focus on durability and everyday usability.