Even among celebrity car collections, Ralph Lauren’s stands out for its beauty, prestige, and eye-watering valuations.

Celebrity car collections can get impressive. John Cena has a good one. James Hetfield, too. Kevin Hart has a soft spot for muscle cars. And Jay Leno has an epic collection. One of the very few car collections capable of rivaling Leno’s is that of fashion icon Ralph Lauren. Estimated to value over $600 million dollars, Lauren’s collection features some of the rarest, most historically significant, and therefore most collectable automobiles to ever exist. As you’ll see, these aren’t your average Bugattis, McLarens, or Ferraris, either. For the true automotive aficionado like Lauren, only the most spectacular will suffice.

The supercharged 4 ½ liter “Blower” Bently is a legend among pre-war collectors’ cars. Around 700 4 ½ liter Bentley’s were built between 1927 and 1931. Of those, just 55 examples were equipped with superchargers, and just five of those were raced. Lauren’s car is #4 of those five racecars, adding to its prestigious pedigree. Notably, the supercharger is mounted to the end of the crankshaft; you can see it sticking out in front of the radiator grille. Estimates put the value of Lauren’s “Blower” Bently at approximately $6 million dollars.

The Porsche 959 is a special car. For starters, it was Porsche’s first supercar. But more than that, the 959 was highly experimental, pioneering tech that would make it into other Porsches for decades after. Among its innovations: all-wheel drive (when that was especially rare in performance cars), sequential twin-turbos, light-weight Kevlar, and magnesium wheels. When it debuted, the 959 was the fastest production car in the world. Just 337 production examples of the Porsche 959 were built.

Among many famous and notable Ferraris, the 250 stands out and above the rest. Running from the early 1950s through the mid-1960s, the 250 saw numerous street and racing iterations including Lauren’s 1958 Ferrari 250 TR (Testa Rossa) “Pontoon” Body. The 250 TR was produced from 1957 through 1961 and given a new “pontoon” style fenders in a 1958 redesign by the Italian design house Scaglietti and designer Carlo Chiti. The car is not only beautiful but was also a racing phenom with titles at Le Mans and Sebring among its many racing wins. Lauren’s example, like all his cars, is in impeccable condition. Due to its rarity and racing history, this Ferrari 250 TR “Pontoon” body is estimated at a value of $30 million.

Another exceedingly unique car in Lauren’s collection is his 1938 Alfa Romeo 8C Mille Miglia. This is one of four cars Alfa’s racing team Alfa Corse prepared for competition at the 1938 Mille Miglia. The car features a 2.9L supercharged straight-eight engine. This car was driven by Phil Hill to victory at the Pebble Beach race (back when it had a race) and many years later returned to win its category at the Pebble Beach Concours in 2005. The Alfa 8C Mille Miglia is another hyper rare car with an estimated value of around $18 million.

To own a McLaren F1 is to be part of a very exclusive club, to own three…. The F1 has been lauded as the greatest supercar of all time, a milestone, and a masterpiece. The most impressive of Lauren’s F1 trio is the F1 LM (Le Mans), a track version of the already hyper-aggressive car. Power comes from a BMW 6.1L V12 good for 671 horsepower and a top speed of 225 mph. Finished in Papaya Orange, just five examples of the production version were built. Of those, three were shipped to the Sultan of Brunei, one originally intended for Lewis Hamilton is still in McLaren’s possession, and the other is in Ralph Lauren’s collection. Lauren also owns two iterations of the F1’s successor car, the McLaren P1.

For many collectors, Lauren’s 1938 Bugatti Type 57SC Atlantic is the crown jewel of his collection. The car is famed for its beautiful design, penned by Jean Bugatti, Ettore Bugatti’s son. Lauren’s 57SC is one of four built and was first purchased by tennis player Richard Pope. The car was originally sapphire blue, but Lauren had it repainted black when he purchased the car and had it restored in 1988. This car, chassis number 57591, won the Pebble Beach Concours d’Elegance in 1990 and the Ville d’Este in 2013. The 1938 Bugatti Type57SC Atlantic is so desirable among collectors its estimated value of $100 million makes it among the most expensive cars in the world.

Jaguar is where elegance and speed seamlessly comingle. Lauren’s 1955 Jaguar D Type is a perfect example thereof. This racecar was one of the first monocoque designs and ran a 3.4L straight-six that could power the lightweight car to upwards of a staggering 170 mph. The D Type hails from Jaguar’s golden age of racing, then the car won the 24 Hours of Le Mans back-to-back in 1955, ’56, and ’57.

It doesn’t get rarer than a one of one and Lauren’s 1930 Mercedes-Benz SSK “Count Trossi” is just that. This particular SSK features engineering by Dr. Ferdinand Porsche and a redesigned body conceived by one-time owner and racecar driver Count Felice Trossi. The car is powered by a 7.0L supercharged straight-six. Like the above Bugatti 57SC, Lauren’s “Count Trossi” Mercedes-Benz SSK won Best in Show at both Pebble Beach and the Ville d’Este. It’s valued at $45 million.

Clearly, when it comes to Ralph Lauren’s car collection, you can pick and choose amongst your favorite Ferrari of all time. That’s just what we did in highlighting Lauren’s 1991 Ferrari F40, one of the finest looking cars of the ‘90s or any other decade for that matter. This was the last car given Enzo Ferrari’s stamp of approval and built to commemorate Ferrari’s 40th anniversary. The F40 isn’t just beautiful, either. It’s twin-turbo V8 makes a thundering 471 horsepower, making F40 capable of a zero to sixty sprint of 4.1 seconds and a top speed of 201 miles per hour.

If the Bugatti 57SC isn’t Lauren’s most impressive car in his collection, his 1962 Ferrari 250 GTO is the natural alternative. The Ferrari 250 GTO is racing royalty and widely considered the greatest Ferrari of all time. Built from 1962 through 1964, the 250 GTO competed in Groupe 3 GT racing with a scant 36 cars ever constructed. Under the hood is a 3.0L Colombo V12 making 296 horsepower. The Ferrari 250 GTO is undoubtedly one of the most expensive cars in the world, with one private sale setting a ceiling of $70 million.