The W140-generation Mercedes-Benz S-Class represented the pinnacle of German engineering in the 1990s, often referred to as the last of the “overbuilt” Mercedes sedans. This 1996 Mercedes-Benz S500, finished in black over a matching black interior, has just 29,116 miles and remains in one-owner condition. Powered by a 5.0-liter naturally aspirated V8 paired with a 5-speed automatic transmission, it embodies the effortless power, refinement, and presence that defined the S-Class flagship. With advanced technology for its time, including adaptive damping, electronic stability, and multicontour seating, this S500 is a true example of timeless luxury.
The black exterior underscores the S500’s stately proportions, highlighted by subtle chrome accents and the car’s iconic upright stance. Its preserved condition reflects both the low mileage and long-term single ownership. Inside, the black leather interior continues the theme of understated elegance, complemented by wood trim and high-quality finishes throughout. Multicontour driver and passenger seats provide tailored comfort, while features like the electrically operated rear window shade and dual-zone climate reflect Mercedes-Benz’s dedication to luxury and innovation during the W140 era.
At its core, the S500 is powered by Mercedes’s 5.0-liter naturally aspirated V8, paired with Bosch LH-Jetronic fuel injection for smooth, reliable power delivery. The fivw-speed automatic transmission ensures seamless performance, while the Adaptive Damping System (ADS) and Electronic Stability Program (ESP) keep the large sedan composed and confident in all conditions. Built at a time when Mercedes prioritized durability and refinement over cost-cutting, the W140 chassis delivers a level of solidity and isolation that remains unmatched decades later.
The W140-generation Mercedes-Benz S-Class represented the pinnacle of German engineering in the 1990s, often referred to as the last of the “overbuilt” Mercedes sedans. This 1996 Mercedes-Benz S500, finished in black over a matching black interior, has just 29,116 miles and remains in one-owner condition. Powered by a 5.0-liter naturally aspirated V8 paired with a 5-speed automatic transmission, it embodies the effortless power, refinement, and presence that defined the S-Class flagship. With advanced technology for its time, including adaptive damping, electronic stability, and multicontour seating, this S500 is a true example of timeless luxury.
Are you a buyer who seeks a Mercedes-Benz full-size luxury sedan, but with sporty liftback styling and an electric powertrain? That’s not what the S-Class can offer, is it. Yes, it isn’t but Mercedes-Benz has got the EQS range to precisely cater to that brief. Yes, there are buyers who want a sedan with sporty styling, top-level luxury and electric motors driving the wheels. Introduced in 2022, the EQS comes in several forms, with this 2023 Mercedes-Benz EQS 580 representing the most potent one available without needing to venture into AMG territory. It’s got all-wheel drive, 516 horsepower. If you’d like to take it on, the vehicle is available in San Carlos, California.
This 2017 Mercedes-Benz S 550 Cabriolet is a highly optioned flagship convertible that combines the effortless performance of its Biturbo V8 with one of the most luxurious cabin experiences Mercedes offered at the time. With an original sticker nearing $152K, it brings together premium designo materials, top-tier driver assistance tech, & sport-oriented enhancements that elevate both comfort & driving engagement. The extensive option loadout makes this example stand out even among S-Class cabriolets.
Mercedes-Benz has done some truly interesting cars over their long and illustrious history. Today, we shall be discussing their SLK or Sport Light Short in German, as we’ve got a 2002 Mercedes-Benz SLK320 for sale today. It’s from the first generation of the SLK which was made between 1995 and 2004. The R170, which is what this era is known as, saw over 311,000 examples sold, of which just over 10% were SLK320 variants like our subject car. With its smooth six cylinder engine and low mileage of just over 20,000 miles, this Morgan Hill-based car is the perfect weekend cruiser to acquire, and will definitely become a future classic very soon. Oh, and it’s got a folding metal roof!
Selecting an Aston Martin as your next vehicle shows that you are a certain sort of person. The type that appreciates British design and sports car engineering, and most likely, a James Bond fan at heart too. This iconic British automaker has had a long association with Ian Fleming’s superspy, in film at least. In the books, Bond is a Bentley man, but when the films were being produced, Aston Martin became the selected vehicle of Mr. Bond. In fact, you can find Aston Martins in over half of the Bond films produced to date. Today’s Aston Martin of choice is a 2020 Aston Martin DB11 Volante from Fort Myers, Florida. The DB11 debuted 2016 and was made until 2023, in coupe and convertible (Volante) forms. This particular example packs a twin-turbo V8 and just under 6,100 miles on the clock.
Porsche’s Cayman is the fixed-head coupe variant of the Boxster two-seat mid-engined sports car by Porsche. Introduced in 2005 with the Boxster’s second generation, the Cayman has become a fine choice for those who want to experience the Porsche lifestyle, but prefer a metal roof over a canvas one. Here, we have a 2014 Porsche Cayman from the third generation of the Boxster/Cayman legacy up for sale in Mechanicsville, Virginia. This example has done just over 23,000 miles and features a fine flat six paired with an automatic transmission for an easy drive.
This 2015 BMW i8 stands out as a coveted early-production example equipped with the top-tier Pure Impulse World package, making it one of the most premium configurations available. Finished in Crystal White Pearl Metallic w/ Frozen Blue Accents, it carries the most iconic i8 look while pairing it with the Pure Impulse Carum Spice Full Perforated Leather interior—BMW’s highest interior specification for the model year. The combination of hybrid performance, exotic butterfly-door styling, and a $150K original MSRP positions this i8 as a futuristic grand-touring sports car with a luxury-focused package rarely seen on standard trims.
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