Chrysler For Sale

OFF MARKET

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.

OFF MARKET

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.

PENDING SALE

OFF MARKET

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.

OFF MARKET

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.

OFF MARKET

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.

OFF MARKET

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.

OFF MARKET

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.

OFF MARKET

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.

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Chrysler’s Crossfire is a rather underrated sports car from the iconic American auto brand. That’s because it shares quite a few elements with the R170 Mercedes-Benz SL-Class roadster. This quirky car came about during the DaimlerChrysler era, over 76,000 Crossfires were made between 2003 and 2007. Interestingly, the car was built in Germany, by the Karmann coachbuilding company of Osnabruck. Today, we have a 2006 Chrysler Crossfire from Canandaigua, New York in our inventory. This lovely example is of the convertible variant, and has travelled a scant 39,921 miles so far.

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Now here’s a very interesting American-Italian collaboration between two unlikely automakers from either side of the pond. In the Eighties, Chrysler decided to collaborate with Maserati – yes the ones known for their flamboyant Italian machines filled with soul and sportiness. The result of this collaboration was the Chrysler TC By Maserati, a two-door, two-seat grand tourer. Introduced to the public for the 1989 model year, just 7,300 units were made across two years. That makes the TC By Maserati quite a rare bird, and we’ve got one for sale right now. Here’s a 1989 Chrysler TC By Maserati with just 27,353 miles on the clock, waiting for a new owner in Oklahoma City, Oklahoma. If you want to own something American and European, distinctive, and above all, rare, this car is a formidable candidate for your attention.

OFF MARKET

Would you believe that what you see here was first introduced as a sport luxury model? The Chrysler Saratoga was introduced in the late 1930s, and it was Chrysler's second most expensive model. Back then, Chrysler had a history of producing race car products that were entered in the 24 Hours of Le Mans. However, if you come across an early Chrysler Saratoga today, you’ll hardly believe that there is anything sporty about it. That is, until you get into an example like this 1940 Chrysler Saratoga. This is what they like to call a sleeper build. Preserving its beautiful classic look, this Restomod hides a potent powerhouse that can surprise anyone who decides to push the throttle. Its current owner claims that it has only less than 7,000 miles on its odometer. Located in Amarillo, Texas, this Saratoga is ready to become your next conversation starter.