At first glance, you might think that this is some sort of custom job hot rod. No, it's not. The Plymouth Prowler is a fully manufacturer-sanctioned two-seat open-topped sports car with hot-rod styling and outrageous design. Sadly, even though Plymouth is no more, examples of its quirkiness, such as this 1999 Plymouth Prowler Roadster, are a great way to celebrate what was once a much-loved American brand. This car bears just 15,865 miles on the clock and comes with a high output engine for you to enjoy more power and performance. Let us tell you why you should buy it.
Prowler Purple Metallic is one of a set of flashy colors that you could select on your Prowler at purchase, and it looks amazing. That's why this 1999 Plymouth Prowler Roadster is bound to turn heads, and not just because of its distinctive styling. Sporting halogen headlights in a quirkily-shaped front end, with separate turn indicators on the split front bumper, this car definitely makes an impression. Then there are the wheels. Can you name any other relatively modern road-legal car with open-style front wheels? We don't think you can. Heading around the side of the car, you'll notice its large chrome alloy wheels and black soft top, replete with rear window defroster. Once you're around the back, take a moment to appreciate the curvy design that's reminiscent of Fifties cars. Once again, there's a split bumper too. Now, let's see what the cabin offers. This 1999 Plymouth Prowler Roadster offers an Agate cabin with leather seats for driver and passenger. It's a two-seater, but it's got enough space and creature comforts. There's air conditioning, power windows, power mirrors, and power door locks. There's a quirky instrument cluster with the majority of dials centered on the dash, save for the tachometer, which is mounted ahead of the driver on the steering column. We also see a radio cassette head unit with a five-band equalizer and a little joystick to adjust the speaker bias between left and right, as well as front and rear. Finally, the leather-wrapped steering wheel hosts the cruise control buttons making this car an effortless highway cruiser if you choose.
This 1999 Plymouth Prowler Roadster packs the high output version of the 3.5L V6 offered on the range. With 253hp on tap, zero to sixty takes just 5.9 seconds despite the 4-speed automatic transmission. The top speed is electronically limited to 126mph, but doubtless, the car can do much more. There are four-wheel disc brakes and rack-and-pinion power steering, too, for a truly modern driving experience despite the hot rod looks.
The 1999 Plymouth Prowler is one of the most distinctive American cars of the late 20th century, blending hot rod-inspired design with modern engineering. Built during a time when manufacturers were experimenting with retro styling, the Prowler stood out with its open-wheel front suspension and aluminum-intensive construction. This example, showing just 22,538 miles, presents a well-preserved opportunity to own a low-production, head-turning roadster. Finished in Prowler Black over an Agate interior, it delivers a sleek and understated take on an otherwise bold design, making it equally appealing to collectors and enthusiasts alike.
If you wish to drive around in something truly quirky, choose this bright red 1999 Plymouth Prowler as your next ride. Adorned with flame graphics and rocking a retro-modern hot rod stance, the Prowler is, yes, a factory Chrysler product! It’s what happens when automotive engineers and designers are given a free hand to design something truly transcendent of time. Produced between 1997 and 2002, just 11,702 units were made, making this 51,000-mile example from Cape Coral, Florida a definite collector’s item and future classic. Two keys are included in the sale of this V6-powered hot rod.
Few cars captured the spirit of 1990s automotive experimentation quite like the Plymouth Prowler. With its retro-inspired hot rod styling and modern engineering, it became one of the most unique production vehicles of its era. This 1999 example, offered from Nevada, Missouri, is finished in Prowler Red with an Agate leather interior and shows just 7,000 miles from new. With its low mileage and factory originality, it represents a rare opportunity to own a near-pristine first-year Prowler.
The phrase “street legend” gets thrown around often, but few American muscle cars genuinely deserve it like a factory Hemi B-body Mopar. This 1966 Plymouth Belvedere II H-Code is one of those cars that instantly commands respect from serious collectors, representing the golden age when Chrysler’s race-bred 426 Hemi found its way into street-legal production cars. Nicknamed the “Elephant Engine” for its sheer size and dominance, the 426 Hemi became one of the most feared powerplants of the muscle car era, and having one in a relatively understated Belvedere II body made for one of the ultimate sleeper combinations of the 1960s. Showing approximately 27,205 miles, this particular example goes well beyond mere rarity, boasting an extraordinary pedigree that includes AACA National Junior, Senior, and Grand National awards, along with recognition as a two-time magazine cover feature car. This is the kind of blue-chip Mopar that rarely needs explanation among enthusiasts.
Pre-war American design meets unmistakable Mopar performance in this 1939 Plymouth Business Coupe, a thoughtfully built street rod that blends vintage character with modern usability. Showing approximately 11,691 miles, this coupe presents as a well-executed build that emphasizes both drivability and show-ready appeal. Under the hood sits a 340ci V8 paired with a desirable Torqueflite automatic, while a tri-power carburetor setup adds both visual drama and enhanced performance. With its combination of classic styling, upgraded mechanicals, and custom craftsmanship throughout, this Plymouth offers a compelling opportunity for enthusiasts seeking a distinctive and usable hot rod.
Few American muscle cars carry the presence and legacy of the Plymouth ‘Cuda, and this 1972 example stands out with a striking execution that blends period-correct attitude with meticulous craftsmanship. Showing just 256 miles since completion, this ‘Cuda represents a freshly completed, high-level build that captures the essence of early ‘70s Mopar performance. Finished in a vivid Petty Blue-inspired hue and equipped with a desirable 4-speed manual and 340ci V8, this car delivers both visual impact and an engaging, analog driving experience. With its combination of documented build pedigree and iconic styling, it offers collectors a standout example of one of Plymouth’s most celebrated nameplates.
The Jaguar XKR-S represented the wild side of Jaguar grand touring in the early 2010s, taking the already potent XKR and transforming it into something far more aggressive, focused, and memorable. As Jaguar’s most powerful production model at the time of launch, the XKR-S combined traditional British luxury with supercar-level performance, wrapped in one of the brand’s most dramatic modern designs. This 2013 Jaguar XKR-S Convertible shows approximately 31,722 miles and presents in a particularly eye-catching specification, pairing Polaris White paint with a rich Warm Charcoal and London Tan interior, topped by a striking Bordeaux soft top. With its factory carbon fiber aerodynamic elements, premium audio, and supercharged V8 soundtrack, this is an increasingly desirable modern Jaguar performance flagship.
This 2018 Maserati GranTurismo Sport Convertible embodies the final era of Maserati’s naturally aspirated grand touring philosophy, pairing timeless Italian styling with one of the most emotional V8 soundtracks of the modern era. Showing just 26,297 miles, this GranTurismo Sport Convertible is finished in elegant Blu Sofisticato Metallic over a Nero interior and delivers the kind of analog driving character that has become increasingly rare in today’s performance car landscape. Beneath its sculpted bodywork sits Ferrari-derived V8 power routed through a traditional automatic transmission, creating a driving experience centered around sound, drama, and long-distance comfort. Equipped with desirable carbon fiber interior trim, gloss black MC Design wheels, and a premium Harman Kardon audio system, this Maserati offers a compelling blend of exclusivity, style, and open-top grand touring capability.
Mercedes-AMG created the GT lineup to serve as a true standalone performance halo car, blending race-inspired engineering with unmistakable grand touring character. Positioned between the standard AMG GT and the range-topping GT R, the GT C introduced wider bodywork, rear-wheel steering technology, and significantly enhanced performance dynamics derived from AMG’s motorsport experience. This 2018 Mercedes-AMG GT C shows approximately 19,277 miles and is finished in striking Magnetite Black Metallic over an AMG Classic Red and Black Exclusive Nappa Leather interior. Equipped with desirable factory options including the AMG Carbon Ceramic Braking System, AMG Night styling packages, and AMG Matte Carbon Fiber trim, this GT C delivers an aggressive yet sophisticated specification. Combining open-air driving with thunderous V8 performance, this AMG roadster offers a visceral experience that perfectly captures the spirit of modern AMG engineering.
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