1965 Porsche 356 Outlaw

The Porsche 356 is the car the 911 was supposed to replace, a design so good that it was made for 17 years and stubbornly hung on in popularity after numerous updates, despite its age. This 356C, the last version of Porsche's first production car, isn't necessarily original, despite the numbers-matching chassis and engine. It's an outlaw — a Porsche that's been unapologetically massaged into a hotrod of sorts. An overbored motor and upgraded suspension coupled with more modern brakes make it a driver that can be enjoyed in modern traffic.

  • 1958 Porsche 550A Spyder

    One of the most iconic cars ever produced, the Porsche 550 Spyder came to be known as the Giant Killer during the height of its racing career. Powered by a 1.5-liter flat-four, the 550 regularly beat Ferraris and Mercedes with motors twice as large — and it was also the car James Dean died in. This particular 550A was a factory racer, finishing 5th overall at Le Mans and winning its class at the Nurburgring 1,000 km. Not only extremely rare, this car is also in nearly-original condition, having had little in repairs or replacements over the last 59 years.

  • 1966 Jaguar E-Type Series 1 Roadster

    It's a car so stunning that the Museum of Modern Art has one in its collection — the Jaguar E-Type. Few designs have stood the test of time well as the work of Sir William Lyons, Malcolm Sayer, and William M. Heynes. This 1966 Series 1 roadster is in excellent condition and sports a triple black color scheme. After spending decades in the garage of its second owner, a concours-level restoration was performed by Jaguar specialist Shaun Saunders to bring the car back to its original glory.

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