Jeep Grand Cherokee SRT8
Years to buy: 2006–10
Notes: The square outline of the Grand Cherokee is a dead ringer for that one, weird time when Chrysler and Daimler worked together. It’s a polarizing aesthetic. But if you hate it, go for the 6.1 liters of Hemi-powered V8 muscle under its hood: pure Americana. This is the true “hot rod” Wagoneer. All-weather acceleration gives this Jeep massive appeal; poor fuel efficiency is the downside, Hagerty notes. “But you can go anywhere fast—and bring your friends,” Rabold notes. 

Ferrari Testarossa
Years to buy: 1984–91
Notes: With its 12-cylinder mid-engine power and wedge-shaped attitude, the Testarossa shook the world when it debuted at the Paris Auto Show in 1984. It had a large (for Ferrari) cockpit, a surprisingly usable trunk, and a more-pleasant (read: not as hot) interior than its predecessor, the 512. Pop culture mavens and car enthusiasts alike consider it one of the most memorable vehicles of the 1980s. “The Testarossa and the Jag have come down in value since 2017, and they’re on the rebound,” Rabold says. “They’re quite cyclical, so just like the 911 Turbo, it can go up in value and then lose some of its heat, come down, and then all of a sudden it looks like an opportunity.”

Aston Martin Vantage
Years to buy: 2005–17
Notes: The front-engine entry car to Aston Martin’s 2005 portfolio came with a lightweight aluminum frame and memorably spirited handling. Best of all, the Vantage was then aimed at the newly and near-rich, so it had a competitive base price set just above that of a Porsche 911. Hagerty reports that models with the 4.7-liter V8 engine will see the strongest growth.

Honda S600
Years to buy: 1964–70
Notes: The S600 was not exported to the U.S., so it’s rare to find a S600 version in left-hand drive, but they are worth seeking out. Initially available as an inline-four roadster and a coupe, it was the first car Honda ever produced and made available in two trim levels. It wasn’t fast (the 57 hp engine could maybe reach a top speed of 90 mph … downhill), but it was fun. “The joy you’ll receive in owning and driving one of these models is an automatic hedge against the financial risk inherent with any major expenditure,” Rabold says. 

Volkswagen Vanagon Westfalia
Years to buy: 1980–91
Notes: The hipster darling origin of the Van Life movement—along with microvans and the VW bus—the classic Vanagon remains desirable in large part because of the “romance” of life on the open road, Hagerty says. (A pandemic doesn’t hurt, either.) VW’s steadfast refusal to replace it with anything nearly as practical, classic-looking, and inexpensive means that existing examples will continue to garner fans. “It gives you mobility and flexibility and a lot of freedom,” Rabold says. “Plus, it comes in so many variants. You can customize it to be exactly what you want. The market for that is huge.”

Ford GT
Years to buy: 2005–06
Notes: The reason this one hits big is simple, Hagerty says. When Ford decide to make a modern GT that would reference the original GT40 from the 1960s, the resulting product was several things the first one wasn’t: more comfortable, more user-friendly, and best of all, serviceable at any Ford dealer. It’s a true supercar and a rare American-made one at that. “These are really special cars,” Rabold says. “From the time they were created everyone knew they were special.”

Audi TT Quatro Coupe
Years to buy: 2000–06
Notes: A tiny pop culture toy from its birth, the Audi TT introduced car culture of its day to several elements: wrap-around lamps, a low rear roofline, browed wheel arches, and a modern interior accented by metal—all of which spawned copycats for the next decade. “It’s such a design hallmark; it’s really thoughtful in its packaging,” Rabold says. “And those cars are just cheap! You’re going to have fun owning it—and really, that is what it’s all about.”

Jaguar XK120
Years to buy: 1948–54
Notes: As Hagerty puts it, the XK 120 offers grace and pace, “even if it doesn’t have much space.” Launched in 1948, it is the oldest car Hagerty has ever put on the annual Bull List. More notable, it was fast: The Jag set the world record for fastest production car in 1949. Recent years have seen it fall out of favor and stereotypically viewed as rather déclassé, but that means prices have cooled—which puts it in reach of the younger collectors driving its renewed interest.

Honda CB750
Year to buy: 1969
Notes: Here’s a nod to the motorcycle lover in the family. Honda’s light and reliable CB750 Four broke the hold European brands hitherto had on the motorbike market. Since roughly 400,000 were made, you shouldn’t have trouble finding one. Hint: Look for some of the earliest sandcast examples, which are worth twice as much as the others.

Toyota Land Cruiser
Years to buy: 1993–97 
Notes: Toyota’s truck was built for use by the United Nations—not exactly as an objet d’art. But as the Ford Bronco and Land Rover Defender see a massive redux with new versions of their iconic vintage models, and like the Wagoneer mentioned above, the Land Cruiser’s name has never been stronger. The 80 Series in particular is just starting to get global attention for its capability and comfort, Hagerty notes. “We found there are a really high number of these being exported—it really stood out,” Rabold says. “That is a good indicator that values are rising.”

This article was provided by Bloomberg News.

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