10 Cars Owned By Charlie Sheen (And 10 That'll Make Him A Winner)

Charlie Sheen, with a startling sense of humor and a one-of-a-kind depth that takes the actor's screenplay to a whole new level of excitement, is perhaps one of the most influential personalities to hit the movie world. Charlie Sheen has spent most of his adult life as a pretty well-rounded actor whose father, Martin Sheen, is also one of the most well-known actors on the planet. And with this kind of bravado behind him, you’d except Sheen to have a knack for picking vehicles. Choosing a vehicle might seem like an easy task when you're a multi-millionaire like Sheen is, but with so many high-dollar choices, Charlie has made many vehicle purchases during his career. During this career, Sheen has purchased many different unique and high-performance vehicles as well as featured such vehicles in his motion pictures.

During the actor's recent successes on Two And A Half Men, Sheen was one of the highest-paid actors on television as he made a reported $1.8 million per episode. This kind of success leads the actor to make many spur-of-the-moment purchases when it came to vehicles, even purchasing a Porsche for one of his live-in girlfriends at the time. Charlie Sheen will forever remain one of the most popular actors on television, and his one-of-a-kind vehicle choices are both high class and very interesting. Sheen has a taste for high luxury, but he also has a playful side, which is why he has an affection for certain performance cars.

Continue scrolling to keep reading

Click the button below to start this article in quick view

Start Now

20 Lamborghini Urus (He Should Get)

Via: Bing

Another high-end SUV that's been released this year is the Lamborghini Urus, a new one-of-a-kind SUV that was designed to deliver a serious punch of performance to the Lamborghini line while combining the same versatility of an SUV. Charlie Sheen would be well suited in the Lamborghini Urus, as not only is it one of the priciest SUVs on the market, but it also holds the record as one of the fastest as you'd expect from something that bears a Lamborghini badge on it. (Car And Driver)

19 Audi R8 V10 Plus (He Should Get)

Via: Bing

Charlie Sheen has always driven Mercedes-Benzes, but there are a few other notable luxury brands that we think the actor would be right at home in.

The Audi R8 V10 Plus is one of these impressive cars, as the first Audi supercar to hit the road the R8 is everything that you'd expect in a V8-powered beast of a car.

The Audi R8 V10 Plus also comes in some pretty unique one-of-a-kind styling cues, and the overall look of the car is something out of a science fiction movie. (Car And Driver)

18 BMW i8 (He Should Get)

Via: Bing

Within the last two years, one of the most popular exotic vehicle models in the media has been the BMW i8, a unique supercar that marked a new level of excitement for the brand. Given Charlie Sheen’s love of German engineering, we can only suspect that he'd feel right at home in the BMW i8. With the Gulf-wing design and the powerful BMW-derived engine, the BMW i8 really lives up to the Ultimate Driving Machine slogan in every sense of the word. (Car And Driver)

17 Bugatti Chiron (He Should Get)

Via: Bing

Few cars have exemplified speed and performance like the Bugatti Chiron, a car that was designed to be one of the fastest production cars that you can buy.

Given the fortune that Charlie Sheen has amassed over the past few decades, the Bugatti Chiron is a notable choice that's not only a scary-fast production supercar but also one of the most luxurious sports cars that money can buy.

One look at the legendary styling and the two-tone interior, and you'll know that this is a truly unique sports car. (Car And Driver)

16 Bentley Continental GT Speed (He Should Get)

Via: Bing

Sheen has bought Bentley models before, especially when he was on his spending spree. The Bentley Continental GT Speed is a one-of-a-kind sports car that lives up to the Bentley name, which, in recent years, has been equated with some serious performance and luxury. The Bentley Continental GT Speed features the quilted leather interior that Bentley is famous for, as well as a powerful 6.0L V12 engine that gives the car some serious performance, which has made the Continental line famous. (Car And Driver)

15 Dodge Viper (He Should Get)

Via: Bing

When it comes to legendary domestic supercars, the Dodge Viper, featuring one of the most powerful engines to come out of a Chrysler plant, is a cut above the rest.

The Dodge Viper comes in some seriously cool colors, such as Adrenaline Red and is coupled with a sleek design that gives the coupe one of the most striking appearances on the road.

The Dodge Viper is a definite must for an actor like Charlie Sheen, and this car would definitely make him a winner in every sense of the word. (Car And Driver)

14 Ferrari LaFerrari Convertible (He Should Get)

Via: Bing

When it comes to expensive Italian supercars, the Ferrari LaFerrari Convertible is a one-of-a-kind investment and one that would suit the legendary actor quite well. The Ferrari LaFerrari Convertible is a beautiful vehicle, to say the least, with a 6.3 L F140FE V12 engine that gives the car a serious amount of power. The Ferrari LaFerrari Convertible is also one of the more exclusive models to out of the Ferrari factory in a long time. The Ferrari LaFerrari Convertible is a combination of beauty and brawn, which makes for a lethal combination. (Car And Driver)

13 Koenigsegg Agera RS (He Should Get)

Via: Bing

One of the rarest supercars to come out of Sweden, the Koenigsegg Agera RS is an exclusive supercar that features a 5.0L Supercharged V8 engine.

The Koenigsegg Agera RS is a beautiful sight to look at, which is only enhanced by its one-of-a-kind styling.

The Koenigsegg Agera RS is a definite winner for Charlie Sheen in every aspect. There are very few cars that are like this one on the road, and if you're in the market for an exclusive Swedish supercar, the Koenigsegg Agera RS is a winner. (Car And Driver)

12 Jaguar I-Pace (He Should Get)

Via: Bing

Last on the list is the Jaguar I-Pace, a completely electric car from Jaguar that's a first for the company. Charlie Sheen has always been up on the latest technology, and the Jaguar I-Pace is a car that would thoroughly connect the actor to his green side like never before. What makes the Jaguar I-Pace cool, aside from the all-electric design, is the one-of-a-kind exterior styling that gives the SUV one-of-a-kind looks like never before seen on an electric performance SUV. (Car And Driver)

11 Mercedes-Benz CLS 320

Via: Bing

Charlie Sheen has owned a good deal of vehicles over his long career, and Mercedes-Benz has always been one of the actor's favorite automakers. The Mercedes-Benz CLS 320 has always been a big and powerful coupe, with enough room to satisfy four full-sized adults.

It’s interesting to note that Charlie Sheen also drove a Mercedes-Benz CLS 320 on the hit television show Two And A Half Men. 

In fact, this was his main car for the majority of the series, and this showcases Sheen's love for the German car. (TMZ)

10 Mercedes-Benz E-Class AMG

Via: Bing

When Charlie Sheen exited the hit CBS sitcom that he was a part of for 262 episodes, a rift was caused in the actor's life. Charlie Sheen went on a much-publicized spending spree and began to purchase quite a few expensive luxury vehicles. The Mercedes-Benz E-Class AMG is one of the favorites for Charlie Sheen, with the big sedan boasting a powerful V8 engine that moves the large ride with authority. The E-Class AMG is a wonderful combination of performance and luxury features that make for a very attractive ride. (Car And Driver)

9 Mercedes-Benz AMG SLK 320

Via: Bing

Another popular Mercedes-Benz model that Charlie Sheen has owned is the SLK-320, a little sports coupe that's known for its signature performance and nimble design.

The Mercedes-Benz AMG SLK 320 was a special edition, fitting in line with Sheen's love of the AMG product line.

The SLK is one of the most underrated and popular roadsters around. Of course, with Sheen’s massive fortune, you’d expect the star to buy a much more ostentatious car, but instead, he fits right at home in the Mercedes-Benz AMG SLK 320. (Car And Driver)

8 Porsche Carrera Turbo

Via: Bing

During Sheen’s massive spending spree after his departure from his hit sitcom, the Porsche Carrera Turbo was one of the purchases. The Porsche Carrera Turbo is a powerful sports coupe featuring one of the most lightweight designs in Porsche history, and with all of the new safety features built in, the Carrera is one of the most advanced Porsche models to date. The Porsche Carrera Turbo is one of the most notable performers to come out of the recent decade, with a one-of-a-kind style and engine combined. (Car And Driver)

7 Porsche 944

Via: Bing

When it comes to choosing individual German car models, Charlie Sheen isn't your average celebrity, and his tastes are eclectic. The Porsche 944 is one of the most notable Porsche models to come out of the recent decade, with a one-of-a-kind design that still stands out to this day. The Porsche 944 has held its value over time, and this is one of the few Porsche models with a full V8 engine instead of a turbocharged V6. (Car And Driver)

6 Porsche 911

Via: Bing

Porsche is one of the most exclusive and historic automakers on the road, and the company single-handedly perfected the art of creating a sports car.

The Porsche 911 is a notable performer for its largely unchanged design that lives true to the Porsche heritage, combining a lightweight design with a powerful engine.

The Porsche 911 is the signature blend of beauty and performance that makes for a one-of-a-kind Porsche model, and this is one of the things that Charlie Sheen has always loved about the brand. (Car And Driver)

5 Porsche Cayenne

Via: Bing

With the advent of the new century, there was a slew of automakers who were trying to jump onto the Sports Utility bandwagon, and the Porsche Cayenne was the first truly high-performance SUV to ever hit the market. The Porsche Cayenne is a car that combines all of the characteristics of a sports car with a functional design, leaving more than enough room for passengers to take an elegant ride in the original Porsche SUV. The Porsche Cayenne was one of Charlie Sheen's most notable models, rivaling his AMG E-Class sedan. (Car And Driver)

4 Bentley Continental GT Coupe

Via: Bing

Celebrities often either mimic each other or hop on the same bandwagon when it comes to luxury items, and Charlie Sheen is no different. Charlie Sheen purchased a Bentley Continental GT Coupe, which is currently one of the most popular cars in Hollywood. The Bentley Continental GT Coupe is a performance powerhouse with a powerful V12 engine and more than enough luxury to let you know that this is a Bentley and not just your run-of-the-mill luxury ride. (Car And Driver)

3 Bentley Flying Spur

Via: Bing

When it comes to luxury cars, the Bentley brand is a staple of luxury and performance with a recent emphasis on the hip-hop community at large.

Charlie Sheen was, at one point, the owner of a fine Bentley Flying Spur, a car that's known for its luxurious interior and a very powerful engine.

The Bentley Flying Spur is a true testament to how the luxury brand has evolved over the past few years, and the particular model is a far cry from the run-of-the-mill Mercedes-Benz models that Sheen is famous for owning. (Car And Driver)

2 Rolls-Royce Phantom

Via: Bing

The big boy in the luxury car world is the Rolls-Royce Phantom, a car that's known for combining a serious amount of luxury into a large and beautiful package. The Rolls-Royce Phantom takes all of the most famous aspects of a Rolls and combines them into a modern package like never before. The Rolls-Royce Phantom is the quintessential mix of high-class luxury, and if you've never ridden in one, you'll be in for a real treat and a ride like never before. (Car And Driver)

1 Bentley Bentayga (He Should Get)

Via: Bing

Sheen, being a recent fan of the Bentley brand, should take a look at one of the hottest new models on the road, and that's the Bentley Bentayga.

The very first SUV to ever be released by the Bentley brand is a real looker, with a beautiful style and all of the aspects that make the Bentley brand unique.

The Bentley Bentayga is owned by many famous celebrities, and with a whopping price tag, this one-of-a-kind SUV is right up Charlie Sheen’s alley. (Car And Driver)

Sources: Car And Driver, TMZ

More in Car Entertainment