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1988 BMW 535iS

While the first-generation M6 and M5 co-existed in the United States market, they did not in Europe. This left the M635CSi to be the equivalent of the M6. But the same was not true of the M535i. That model was sold as a more affordable alternative to the M5; most of the look of the Motorsports model but without the bigger bills associated with the more exotic double-overhead-cam 24-valve M88/3. Instead, you got a 3.4-liter M30 under the hood just like the rest of the E28 .35 models. The recipe was a success, selling around 10,000 examples in several different markets – but never in the U.S.

Instead, the U.S. market received the 535iS model. The iS model was specific to the North American market and gave you the look of the U.S.-bound M5, with deeper front and rear spoilers, M-crafted sport suspension, an M Technic steering wheel, and sport seats. It, too, was quite popular – between 1987 and 1988, just over 6,000 examples sold in the United States alone, and of those, a little more than half were the preferred manual variant. One of the nice aspects of the 535iS was that if you enjoyed colors other than black you were able to order the lesser model in any shade you wanted, unlike the M5.

CLICK FOR DETAILS: 1988 BMW 535iS on eBay

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2003 Mercedes-Benz SL500

For me, right now, there is no better value in the Mercedes-Benz world than the R230 generation SL-Class. A nearly $90,000 car new back when it first launched almost 20 years ago has probably reached its floor for the well-loved models. If you want in on one, now is the time. Thankfully just like the previous generation, the R230 had a long production run with no less than five different engine choices including a V12. Of course, the real value is with the classic M113 5.0-liter V8 with the nearly indestructible 722.6 five-speed automatic. Today’s example, an Amber Red Metallic example up for sale in Nevada, is looking to be a real deal even in today’s thirst for everything cool in the automotive world.

CLICK FOR DETAILS: 2003 Mercedes-Benz SL500 on eBay

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2016 Porsche Cayman GT4

The 918 Porsche Cayman GT4 was one of those cars that was a somewhat realistic purchase I thought I could swing once they started aging and future generations would drive the prices down on. Or so that is what I thought. For a good while there, it seemed to be trending that way. From 2017 to mid-2020, lightly used examples were between $80,000 and $90,000, and with talk of the 718 GT4 coming soon, we thought prices would keep creeping down. Well, that didn’t happen because of the perfect storm that happen post-2020 and now we are still hovering around sticker price for cars with over 10,000 miles and some of the really nice examples are well over $100,000. Maybe in another six years?

CLICK FOR DETAILS: 2016 Porsche Cayman GT4 on eBay

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2002 Audi S8

The D2 Audi S8 is one of the very rare models from the company that not only excites fans within the marque, but indeed automotive enthusiasts in general. That’s pretty strange for a sedan that most non-enthusiasts would probably not give a second thought to; it’s not a rakish coupe, it doesn’t have a million horsepower, and it doesn’t even have very modern tech. But thanks to a very notable movie appearance and its understated good looks as well as solid performance, the S8 is still a car that draws universal praise.

Some 20 years old now, these models are on the verge of being considered “antique” in many states. Yet they still look pretty modern, the clean design hiding its age well – especially considering that at in eight months it will be 30 years since the ASF hit the show circuit. Let’s take a look at this Brilliant Black ’02 up for sale in Florida.

CLICK FOR DETAILS: 2002 Audi S8 on eBay

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1992 Audi 100CS quattro Avant

Though it was instantly recognizable as an Audi, the all-new-for-’92 C4 bore little resemblance to the boxy C3 it replaced. Fluid lines and curves dominated the design, while new running gear and motors made a splash in performance. The C4 continued to stress Audi’s pioneering aerodynamic tradition, but the result this time was a car which seemed far less top-heavy than the chassis it replaced. It looked more trim even if it was a bit bigger than the outgoing model.

On the fly, the 100’s new motivation was a revelation. The 2.8 liter V6 replaced the 2.3 liter inline-5, and though horsepower was only 172 and torque 184, both figures represented a nearly 30% gain over the 5-pot. New, too, was a 4-speed automatic transmission. And while the inside looked little different from the last of the C3, only switchgear was shared and the C4 brought a host of new safety and convenience features to the large-chassis Audi.

Strange, though, was the re-appearance of Audi’s earlier naming convention in the US. Back in the early days of the 5000, Audi had used the “S” and “CS” monikers to denote turbo and quattro models at times (but, again being Audi, inconsistently). Well, the S and CS were back after a four-year hiatus. Base model 100 came with steel wheels, while the “S” model stepped you up in options and gave you alloys. But outside of the 20V turbo S4 model, the 100 to get was still the 100CS, which was the most loaded and gave you the option for Audi’s quattro drivetrain. Fully loaded, they were around $35,000 – not cheap, but also not the most expensive in class, and were still pretty unique in offering all-wheel drive. But like the C3, the front-drive 100/100S/100CS outsold the quattro model by a fair margin and are more common to find still kicking today. Audi claims they traded just 2,230 of the new 100CS quattro in 1992, only portion of which were wagons, so let’s take a peek at this Avant:

CLICK FOR DETAILS: 1992 Audi 100CS quattro Avant on eBay

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