27. Porsche 911
The 911 started as an affordable sports car for driving enthusiasts. 50 years later, it became one of the most popular midlife crisis models. There are several reasons why the 911 is so popular with wealthy car owners all over the world. First, it’s a great car and a joy to drive. Second, it is one of the most iconic shapes in the industry and a recognizable status symbol. Third, Porsche holds its value. You may think of it as an investment, not just a full-size toy.
Over the years, they produced numerous 911 models, so there are a dozen variants to choose from today. Expect to pay close to $100,000 for the standard model and almost $300,000 for the exclusive Turbo S and GT3 RS models. However, you can also choose the GTS or 991 R. The R stands as a reminder of those ultra-rare, lightweight models from the late ’60s.
The 911s have a lightweight body and lack of luxuries. They also have cloth seats and naturally aspirated engines with 493 HP and six-speed manual transmissions. This is the perfect blend of modern technology and old-school driving feel, but with one flaw. Porsche built only 991 examples, all of which sold out quickly. So if you want one today, be ready to pay a cool million.