An S-Class from Mercedes-Benz is a bucket list car for many. That's why it doesn't really matter whether the vehicle has just rolled off the showroom floor or been pre-loved. Since 1954, the model has been around and gained the S moniker in 1972. Today's 2009 Mercedes-Benz S550 is from the W221 fifth generation that ran between 2007 and 2013. It's up for sale by the original owner and comes with under 39,000 miles on the clock. Let's find out why you should buy it and enjoy the S-Class lifestyle.
Wearing a smooth black paint job, you won't be disturbed by throngs of onlookers as you drive or ride along in this 2009 Mercedes-Benz S550. However, there will be admiring smiles and looks of appreciation as this luxo-barge rolls by on its five-spoke 19-inch AMG alloy wheels wearing Continental rubber. It's also got the AMG styling package for added distinctiveness, and while it's not a full-blooded AMG model, twin tailpipes at the rear hint at its potency. Inside is where you want to be, and the cabin of this 2009 Mercedes-Benz S550 is primarily black, with lashings of wood trim. Front seat occupants receive heated, ventilated, and power-adjustable seats with Memory Package. There's a leather-trimmed steering wheel as well, with multifunction controls. Other neat amenities include a Harman/Kardon sound system, automatic climate control with dual-zone functionality, rear passenger air vents, a rearview camera, an MBUX infotainment system, and a CD changer. But we've saved the piece da resistance for last, the lovely panoramic sliding sunroof. Who needs star-studded headliners when you can gaze at the real thing amidst acres of the sky?
We mentioned that while this 2009 Mercedes-Benz S550 isn't a full-fledged AMG, it's still potent. That's because it packs a 5.5L V8 with 383hp and 391lb-ft, sent to all four wheels via a 7G-Tronic seven-speed automatic transmission and 4MATIC all-wheel-drive system. You can be assured of zero to sixty in under six seconds, and the top speed is electronically capped at 155mph.
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.
Choosing a Mercedes-Benz S-Class as your top-tier luxury car is a relatively safe bet. That’s because the S-Class offers excellent features, ample power and as much comfort as you’d expect. Then of course, it’s got that hallowed Star badge on the nose and tail, telling everyone that you’ve got one of the finest German-engineered cars in the world. That’s why since it debuted in 1972, the S-Class has become a de facto choice for luxury car buyers who really want to treat themselves to something special. This 2015 Mercedes-Benz S550 is one fine choice to make if you want a model from sixth generation. It’s also a coupe, in case you didn’t notice. Packing only 20,042 miles, this all-wheel-drive, V8-powered grand tourer is a formidable contender for your wallet, driveway and commute.
Widely accepted as the best luxury four-door sedan from Germany, the Mercedes-Benz S-Class has gained quite a reputation for itself. Stylish, powerful and technologically endowed, the S-Classes from the previous decades have been the first to preview quite a few automotive advancements that we take for granted today. But did you know that Mercedes-Benz also produced the S-Class as a coupe and cabriolet, from time to time? This 2017 Mercedes-Benz S550 Cabriolet is one such example, with a mere 35,000 miles on the clock. So, if you want top-tier Mercedes-Benz luxury in a sporty, two-door, open-topped package, this car is for you.
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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