"The Mercedes-Benz SL-Class, the envy of all the prestige-car makers," is how Car And Driver referred to the SL series — and we wholeheartedly agree. Its roots run back to racing, with the Mercedes-Benz 300 SL, the first car to don the SL tag. As the market for personal luxury cars was booming, Mercedes offered privileged performance car enthusiasts the road-going version of their racing car, paving the way for the formidable Mercedes-Benz SL-Class series. If you're after sheer class from the 1980s, very few can rival what the 1989 Mercedes-Benz 560SL Roadster can offer. The even greater news is the fact that this specimen is for sale by its original owner, a tell-tale sign that this car received a lot of love over the decades. Originally purchased from Mercedes Indianapolis, it has just under 16,000 original miles reported on the clock and currently resides in Indiana.
Exterior and Interior
This 1989 Mercedes-Benz 560SL Roadster is painted in an elegant hue of Metallic Blue Black and topped off with a black convertible top. If you prefer a more rigid roof over your head, not to worry, the hardtop with hardtop carrier is included in the sale of this car. It proudly bears the large three-point star on the front grille and the boot lid. Four round sealed-beam headlamps occupy either side of the grille while the bumper houses four fog lights. You also get a Mercedes car cover to protect it from the elements or keep dust at bay. Moving on to the interior of this 1989 Mercedes-Benz 560SL Roadster, it is trimmed in gray and provides seating for two adults. It is furnished with Mercedes-Benz carpets and features lit mirrors on each sun visor. Everything except the clock is functional in this well-preserved original interior, and the original first aid kit is included in the sale.
Engine
Popping the hood of this 1989 Mercedes-Benz 560SL Roadster reveals its 5.6L V8 engine and, on top of that (quite literally), is the recently replaced hood insulation. This powertrain was capable of churning out 227HP out of the factory and sends it via a 4-speed automatic transmission. The owner has also noted that the engine's gaskets have recently been replaced.
Representing one of the most enduring luxury roadsters ever built, this 1986 Mercedes-Benz 560 SL embodies the timeless engineering and elegant restraint that defined Mercedes-Benz in the 1980s. Showing 110,111 miles, this U.S.-spec R107 is powered by the flagship V8 introduced for the American market in 1986, making it one of the most desirable variants of the legendary SL lineage. Finished in classic black over a Palomino leather interior, this 560 SL delivers the kind of analog grand touring experience that has made the R107 one of Mercedes-Benz’s most collectible modern classics. Built for comfort, durability, and effortless cruising rather than outright aggression, the 560 SL remains a benchmark of old-school Mercedes craftsmanship.
The R107-generation Mercedes-Benz SL is one of the most enduring luxury roadsters ever built, blending timeless styling, engineering solidity, and grand touring comfort in a way few convertibles have managed. By 1988, the 560 SL represented the pinnacle of the U.S.-market R107 lineup, offering the largest V8 available in the chassis along with refined luxury appointments and effortless cruising capability. This particular 1988 Mercedes-Benz 560 SL shows approximately 50,539 miles and presents in one of the marque’s most elegant period combinations, finished in Arctic White over a blue interior with a matching blue soft top. With its removable factory hardtop, classic Mercedes overengineering, and unmistakable presence, this SL remains one of the most usable and desirable modern classics from Stuttgart.
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.
The 2020 Mercedes-Benz S 560 already knows how to make an entrance, but this one decided the standard S-Class treatment simply was not enough. Finished in a Black/Silver two-tone Maybach-style vinyl wrap, riding on aftermarket wheels, and wearing Maybach badging, it brings a little limousine theater to the regular-wheelbase S 560 formula. Underneath the costume, however, this is still a properly equipped flagship Mercedes with a twin-turbocharged V8, Premium Package, Driver Assistance Package, Nappa leather, and Black Poplar wood trim. With 49,933 miles, it offers plenty of S-Class substance with a decidedly tongue-in-cheek dose of Maybach-inspired presence.
The R230-generation Mercedes-Benz SL-Class arrived as one of the most technologically advanced roadsters of its era, blending traditional Mercedes-Benz luxury with innovations such as a fully retractable hardtop and the brand’s sophisticated electronic chassis systems. This 2003 Mercedes-Benz SL 500 represents the naturally aspirated V8-powered heart of the lineup, featuring the proven 5.0L M113 V8 paired with a 5-speed automatic transmission and rear-wheel drive. Showing 73,171 miles, this example is finished in Brilliant Silver Metallic over a Charcoal interior and features Natural Maple Wood Trim, aftermarket wheels, tinted taillights, and SL 55 AMG badging that give it a more performance-inspired presence.
This 2018 Mercedes-AMG C 63 S Coupe combines AMG’s signature handcrafted performance with a refined luxury coupe platform, showcasing the high-performance character of the W205-generation C 63 S. Showing 24,120 miles, this one-owner example is finished in Iridium Silver Metallic and equipped with an extensive selection of factory options, including AMG carbon fiber packages, forged AMG wheels, an AMG Performance Exhaust System, and AMG Track Pace technology. With its twin-turbocharged V8 powertrain, driver-focused cabin, and advanced comfort and technology features, this C 63 S Coupe represents a compelling blend of everyday usability and serious AMG performance.
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