1988 Mercedes-Benz 560SL

The 1988 Mercedes-Benz 560 SL represents the final and most developed chapter of the long-running R107 roadster, pairing classic Mercedes-Benz styling with V8 power and a luxury-focused driving experience. Showing 111,950 miles, this example is finished in Arctic White over Alpaca Gray leather with a black convertible soft top. Its specification includes automatic climate control, a folding front armrest, heat-insulating green glass, a heated rear window, and a Sony audio head unit. With its upright grille, long hood, compact two-seat cabin, and unmistakable R107 profile, the 560 SL remains one of the most recognizable Mercedes-Benz roadsters of its era.

The 1987 Mercedes-Benz 560 SL represents the final and most refined chapter of the iconic R107 generation, a platform renowned for its durability and timeless appeal. This particular example shows 244,776 miles, a strong testament to the longevity and engineering integrity that Mercedes-Benz built its reputation on. Finished in Anthracite Grey Metallic, it carries a more understated and sophisticated presence compared to brighter period colors. Despite the mileage, the car retains key factory-correct features such as the Becker Grand Prix radio and Zebrano wood trim, reinforcing its originality. As the top-spec U.S. model, the 560SL delivers smooth power, classic styling, and a driving experience that remains relevant decades later.

This 1986 Mercedes-Benz 560SL, in all its Smoke Silver Metallic can be widely considered to be one of the best starter classic cars around. It’s perfect for those who want to experience pre-digital era motoring, for multiple reasons. You see, this car comes from the fine Mercedes-Benz R107 SL-Class, which ran between 1971 and 1989. Since it’s a later-model car, it’s got features such as a more modern interior, a 4-speed automatic gearbox and a 5.6-liter fuel-injected V8. Plus, this example from Clearfield, Pennsylvania also comes with its removable hardtop included with the sale, maintenance records, and one red key. Don’t worry about its 99,303 miles; that’s nothing for Mercedes-Benzes of this era.

The 1983 Mercedes-Benz 380 SL comes from an era when Mercedes-Benz built its grand touring roadsters with an emphasis on timeless styling, exceptional engineering, and effortless open-air motoring. Part of the celebrated R107 generation, which enjoyed an impressive 18-year production run, the 380 SL combined V8 performance with the refinement and sophistication that made Mercedes-Benz roadsters a fixture of the luxury automotive landscape. This particular example is finished in the striking combination of Signal Red over Palomino leather, complemented by a Black convertible soft top and a matching body-colored removable hardtop with its accompanying storage stand. Showing approximately 125,609 miles, this German roadster features a 3.8L naturally aspirated V8 paired with a 4-speed automatic transmission, along with desirable factory equipment including Tempomat cruise control, automatic climate control, and a Becker Mexico Grand Prix electronic radio. Accompanied by factory build documentation, this 380 SL captures the charm of 1980s Mercedes-Benz motoring, offering enthusiasts a classic V8-powered convertible with unmistakable R107 character.

The 1936 Mercedes-Benz 500K remains one of the most celebrated automobiles of the prewar era, admired for its sweeping coachwork, dramatic proportions, and association with European grand touring luxury. Its timeless design has inspired generations of enthusiasts and specialty manufacturers to recreate the elegance of this legendary roadster. This 1936 Mercedes-Benz 500K Roadster Replica captures that spirit through a factory-built tribute completed by Classic Roadsters Ltd. in 1988, utilizing a 1977 Ford Mustang II donor vehicle. Showing 12,096 miles, this example features a striking Burgundy and Black two-tone exterior, a Burgundy interior, and a matching convertible soft top. Power comes from a Ford-sourced 2.8L Cologne V6 paired with a C4 automatic transmission, combining vintage-inspired styling with more accessible American mechanical components. Additional highlights include a Gennie floor-mounted shifter, chrome wire-spoke wheels, wide whitewall tires, and classic Mercedes-Benz-inspired detailing. With its distinctive prewar appearance, documented replica construction, and traditional open-top driving experience, this roadster offers an appealing alternative for enthusiasts who admire the style of the original Mercedes-Benz 500K.

The Mercedes-Benz S-Class has long served as the benchmark for luxury sedans, introducing groundbreaking technology, exceptional comfort, and sophisticated engineering across generations. The W223 generation, introduced for the 2021 model year, took that legacy further with an entirely redesigned interior, advanced digital technology, and an even greater emphasis on rear-passenger luxury. This 2023 Mercedes-Benz S 580 4MATIC Sedan is finished in Obsidian Black Metallic over a striking Carmine Red/Black Exclusive Nappa leather interior, showing 43,327 miles on the odometer. Powered by a 4.0L twin-turbocharged V8 with EQ Boost technology, this example features an impressive selection of factory options, including the Executive Line, Executive Rear Seat Package, Rear Seat Entertainment Package, and the highly desirable Burmester High-End 4D Surround Sound System. Additional highlights include 20-inch Y-Multispoke wheels, 10-degree rear axle steering, Active Ambient Lighting, and the Warmth & Comfort Package. With its extensive entertainment equipment and executive-level rear accommodations, this S 580 delivers the sophisticated luxury experience that has made the S-Class a favorite among discerning drivers and passengers alike.

The Volkswagen Beetle is one of the most recognizable automobiles ever produced, and its convertible counterpart has long been celebrated for bringing open-air enjoyment to the simplicity of German engineering. By 1977, the Beetle Convertible had evolved into its Super Beetle configuration, featuring a redesigned front suspension and curved windshield while retaining the rear-mounted, air-cooled engine and unmistakable styling that made the original Beetle a worldwide phenomenon. This particular 1977 Volkswagen Beetle Convertible, showing 41,632 miles, is finished in Alpine White over a White vinyl interior, complemented by a matching White convertible soft top. Its coordinated color scheme, white-painted steel wheels, chrome accents, and classic rounded bodywork capture the nostalgic appeal of Volkswagen's beloved people's car. Powered by a 1,600cc air-cooled flat-four engine paired with a four-speed manual transmission, this example also features a carburetor configuration and an aftermarket sound system with a Kenwood audio head unit. With its traditional rear-engine layout, open-top design, and distinctive white-on-white appearance, this Beetle offers an inviting introduction to the world of classic Volkswagen motoring.

The 1969 Ford Mustang Boss 302 was born out of Ford's ambition to dominate the SCCA Trans-Am racing series, bringing genuine motorsport engineering to the streets during the height of the American muscle car era. Developed under the direction of legendary designer Larry Shinoda, the Boss 302 distinguished itself from the standard Mustang with its high-revving 302ci V8, aggressive aerodynamic styling, and specialized handling package. This particular 1969 Ford Mustang SportsRoof Boss 302, showing 77,493 miles, is finished in its factory Bright Yellow exterior over a Black Kiwi Vinyl interior and boasts an extraordinary distinction: a documented 1-of-1 factory configuration, verified by a Marti Auto Works Elite Report. Its combination of a close-ratio four-speed manual transmission, 3.91 Traction-Lok rear axle, AM/8-track stereo, and Magnum 500 styled steel wheels establishes its unique production specification. Originally built at Ford's Dearborn assembly plant on July 11, 1969, this Boss 302 is accompanied by its original window sticker and Marti documentation, providing valuable insight into its factory origins. With its competition-inspired engineering, striking color combination, and exceptional documented rarity, this Mustang represents a compelling piece of Ford's legendary muscle car history.

The MG MGB Roadster helped define the British sports car experience for an entire generation, offering lightweight construction, responsive handling, and the simple pleasure of open-top motoring. Introduced in 1962, the MGB became one of Britain's most successful sports cars, remaining in production for nearly two decades before concluding its remarkable run in 1980. This particular 1980 MG MGB Roadster, showing 58,933 miles, represents the final model year of the iconic nameplate and is finished in classic British Racing Green over a Tan interior, complemented by a Beige convertible soft top. Its traditional styling is enhanced by chrome wire-spoke wheels, while a Black tonneau cover provides an additional touch of vintage roadster character. Powered by a 1.8-liter inline-four engine paired with a four-speed manual transmission, this MGB delivers the engaging, straightforward driving experience that made British roadsters so beloved. The seller also reports several mechanical updates, including an aftermarket clutch and previously replaced ignition system. With its quintessential British color combination, final-year significance, and timeless two-seat roadster design, this MGB offers an appealing opportunity to enjoy a celebrated chapter of British motoring history.