The top 100 most expensive cars of all time (part 4)

We've assembled the list of the 100 most expensive cars ever sold at auction.

Below is "The top 100 most expensive cars of all time (part 4)":

61 – 1959 Ferrari 250 GT Cabriolet (US$6,473,454)

62 – 1955 Ferrari 857 Sport (US$6,270,000)

This 1955 Ferrari 857 Sport is one of four 857 Sports produced and as the price suggests, it ticks all the boxes. It is a matching-numbers, original-bodied (with one-off Scaglietti coachwork) factory racing Ferrari with a distinguished race history that includes being driven by Carroll Shelby, Jack McAfee, Olivier Gendebien, Richie Ginther and Masten Gregory.

An extremely significant Ferrari, it is fully documented by Ferrari Historian Marcel Massini and sold at Pebble Beach in 2012 by Gooding & Co for US$6,270,000.

63 – 1960 Ferrari 400 Superamerica SWB Cabriolet (US$6,380,000)

This Ferrari 400 Superamerica SWB Cabriolet sold at the RM/Sothebys auction during the Amelia Island Concours celebrations on March 14, 2015, fetching $6,380,000 to comfortably set a new world record for the model at auction. The car had just undergone a no-expense-spared restoration by marque experts.

64 – 1958 Ferrari 250 GT Series 1 (US$6,160,000)

65 – 1961 Ferrari 250 SWB Competizione SEFAC Hot Rod (US$6,105,000)

This Ferrari Classiche-certified, matching-numbers 1961 Ferrari 250 SWB Competizione SEFAC Hot Rod underwent a two-year restoration at the Ferrari factory prior to selling for US$6,105,000 at Pebble Beach in 2010. One of only 20 SEFAC Hot Rods built, it was raced by Trintignant, Hill, Bonnier and Gendebien.

66 – 1928 Bentley 4 Litre Le Mans Sports 'Bobtail' (US$6,050,000)

Of all the legendary drivers and machines to compete at the world’s premiere endurance event, there is no legacy greater than that of the Bentley Boys and their five outright Le Mans victories. The small number of works team cars that remain, such as this 11928 Bentley 4 1/2 Litre Vanden Plas Le Mans Sports "Bobtail," are the most sought-after of all Bentleys in existence.

This car, YW 2557, is one of the few purpose-built 4 1/2 Litre Le Mans team cars and the only remaining example in Bobtail form. It was completed in 1928 for the 24 Hours of Le Mans, which ended up being a victorious race for the marque. In 1929, this team car competed in the inaugural Double Twelve race at Brooklands, placing second overall against an Alfa-Romeo with a generous handicap. Primed for success, the Bentley Boys continued their winning campaign at Le Mans later that year, where they gloriously crossed the finish line 1, 2, 3 and 4. This Bobtail placed third overall with J. Dudley Benjafield and Baron Andre d’Erlanger at the wheel, resulting in the car’s second podium position out of three 24-hour events in its racing career.

In keeping with its originality, the Bobtail was restored to its 1929 Le Mans specification in recent years, and therefore remains as one of the purest and most important Bentleys in the world.

67 – 1959 Ferrari 250 GT LWB California Spider (US$5,907,325)

The California Spider is one of the rarest and most sought after Ferraris in the world. We have documented more than a dozen such Spiders while curating this list, but this one probably has the most storied existence. Apart from full history and matching numbers and covered headlights, it was owned and driven across the South of France by one of the world's most famous playboys, noted screenwriter, film director/producer, author and actor Roger Vadim.

Vadim was married five times (his wives included Brigitte Bardot and Jane Fonda) but was known for his extracurricular and high profile romances. Urbandaddy has some pics of Vadim with this Ferrari and budding 17-year-old actress Catherine Deneuve, who also went on to become one of the greats of the silver screen.

In a country where philandering is regarded as a high art form, it's not surprising that this car was sold not by one of the recognized automotive auctioneers but by one of the world's leading art auction houses, Artcurial.

68 – 1972 Porsche 917/10 (US$5,830,000)

The instantly recognizable L&M-sponsored; Team Penske Porsche 917 which dominated the 1972 Can-Am series with its 5.4L Twin Turbo 12 cylinder engine and one of the most frightening power-to-weight ratios ever assembled between four wheels - capable of over 1150 horsepower, and running 0-100 mph in 2.9 seconds. This car was driven by racing legends Mark Donohue and George Follmer, it reappeared in 1973 wearing Rinzier RC Cola livery and placed second in the series.

A true icon for automotive racing history directly related to the car which gave Porsche its first Le Mans win and World Sportscar Championship.

69 – 1953 Ferrari 340/375 MM Berlinetta Competizione (US$5,721,697)

A sister car to the world's fastest road car which sits ninth on this listing, this 1953 Ferrari 340/375 MM Berlinetta Competizione sold for EUR4,235,000 (US$5,721,697) in 2007 and would fetch much more in today's climate.

The ex-factory Ferrari was driven by the likes of Paul and Giannino Marzotto, Umberto Maglioli, Piero Carini, Luigi Vileresi, Nino Flour and Mike Hawthorn, and finished fifth at Le Mans, before winning the 24 Hours of Spa. The official auction page has an extensive history of the car.

70 – 1930 Bentley Speed Six Tourer (US$5,658,536)

A very significant racing Bentley with some of the greatest Bentley Boy names in its provenance. This is the Works No. 2 Bentley Speed Six Tourer from 1930.

This magnificent car came second in the Le Mans 24 Hour race in 1930 when piloted by Clement and Watney, and was also winner of the ‘Double Twelve’, the equivalent British Endurance race. That's it crossing the line at Le Mans in 1-2 formation below.

Since this sale a decade ago, the car has regularly appeared around the continent, delighting crowds wherever it goes.

71 – 1966 Ferrari 330 P3 (US$5,616,000)

Motor racing's golden era between the years of 1964 and 1971 was the era of the no-holds barred big displacement sports-prototypes in World Championship sports car racing for the Manufacturers' Championship.

It was the time of such legendary race cars as the Ford GT40, the Lola T70, the Ferrari 512S and M, the Porsche 917 and, perhaps the greatest of all, the Ferrari "P" (for "prototipo") series.

This Ferrari 330 P3 is one of only three factory prototypes built. It runs a 3,967 cc V12, (with double overhead camshafts on each bank and twin spark plug per cylinder), and produces 420 bhp at 8,200 rpm.

This car was driven by the likes of Jean Guichet, John Surtees, Bob Bondurant, Pedro Rodriguez, Mike Parkes, Lodovico Scarfiotti, Lorenzo Bandini, and Giancarlo Baghetti in its day and has a long and fascinating history since its days battling the GT40.

It recorded wins in the 1000kms races at Monza and Spa along with its third place finish in the famous Daytona 1967 Ferrari 1-2-3 triumph.

72 – 1959 Ferrari 250 GT Series I Cabriolet (US$5,610,000)

The Last of Only 40 Examples built, this 1959 Ferrari 250 GT Series I Cabriolet with coachwork by Pinin Farina sold for US$5,610,000 at Pebble Beach 2014 by Gooding & Co. Photo: Brian Henniker

72 – 1958 Ferrari 412S (US$5,610,000)

The most expensive car to change hands during the Monterey Classic Car Weekend (Pebble Beach) in 2006, this 1958 Ferrari 412S (chassis number “0744”) with coachwork originally by Scaglietti is one of, if not the greatest, sports racing Ferraris ever built. This historically significant car represents one of the only examples Ferrari built specifically to challenge American racers on the North American SCCA circuit.

Throughout its life and different owners, the 412 S was continually raced by a who’s who of famed drivers such as Phil Hill, Richie Ginther, Skip Hudson, Fred Knoop and Steve Earle, who used it to promote the first Monterey Historic Races in 1973. Hill described the sound of the car's twelve-cylinder engine as "the most delicious sound of any vintage Ferrari."

Capable of 440 horsepower from its Vittorio Bellantani-designed four-cam, twelve-cylinder engine, it was the most powerful engine offered by Ferrari at the time. The engine installed by the Ferrari Factory in the 412 S was originally used in the De Portago 335 S racer that had been constructed for use in the 1957 Mille Miglia race. Following the race, the engine was returned to the factory where it was further improved and essentially hot rodded for use in the single seat racecar entered in the "Race of Two Worlds." At the Monza Indianapolis Race of Two Worlds, Luigi Musso qualified for the pole, pushing the car to speeds in excess of 174 mph on one of the world’s fastest tracks.

Following the race and at the request of its first privateer owner, John Von Neumann, the special engine was mated to a new sports racing chassis which had just finished competing as a Ferrari factory team car. It was at this juncture that the nomenclature of the 412 S became widely known and designated as the 412 MI (Monza Indianapolis). Von Neumann campaigned the car until he sold it to J.B. Nethercutt in 1959. The 412 S has since changed several times and has competed in some of the world’s premier vintage racing events.

74 - 1955 Aston Martin DB3S (US$5,500,000)

In 1951, Aston Martin unveiled the DB3, designed by Professor Eberan-Eberhorst, the Austrian engineer who helped develop the Auto Union Grand Prix cars of the 1930s. Frank Feeley penned the DB3’s open bodywork, and the twin-cam engine was derived from the Lagonda LB6 by Willie Watson, under the direction of W.O. Bentley. The subsequent DB3s was a smaller, lighter, and faster version with an all-new chassis design, a David Brown-built final drive, numerous weight-saving measures, and curvaceous bodywork, distinguished by cutaway front wings and dramatically peaked fenders.

When Aston Martin finally retired the DB3s, it had served as a frontline sports racing car for four seasons, during which the factory team won 15 of the 35 races entered – a superb record considering that it was often pitted against much larger cars from Ferrari, Jaguar, and Mercedes-Benz. Not only was the DB3s a success in competition, it was also revered by its drivers who found the Aston Martin to be a particularly enjoyable and well-balanced machine.

In total, Aston Martin built just 36 DB3s chassis, 16 of which were retained for the Works team. Building on the success of the Works cars, Aston Martin constructed 20 production DB3s chassis. Except for a few coupes, the customer cars were similarly equipped, finished in Feeley’s gorgeous second-series body style and sold to private customers beginning in May 1955.

This Aston Martin DB3s, was constructed at the factory race shop and debuted on the Aston Martin stand at the 1955 Earls Court Motor show.

74 – 1966 Shelby Cobra 427 Super Snake (US$5,500,000)

Sold in 2007 for US$5,500,000, Carroll Shelby’s personal 800 horsepower Super SnakeCobra crossed the auction block again on January 17, 2015, selling for US$5,115,000.

The car is defined by its unique combination of ownership history, specification, performance and sheer rarity. Called the Super Snake, CSX3015 boasts two Paxton superchargers feeding a 427 side-oiler big block Ford.

Just shy of fifty years ago, this 800 horsepower Super Snake would run from 0-60 in around 3.2 seconds, a time only a handful of modern supercars can achieve with the aid of traction control, fuel injection and other electronic aids.

For the non-enthusiast, this car became a mainstream celebrity when Shelby built one for his friend, celebrity comedian Bill Cosby. Though the car differed slightly, Cosby’s Cobra shared the same twin supercharged power train. Bill Cosby only drove his car one time. So terrified by the Super Snake’s angry demeanor, Cosby returned it to Shelby American. He then used the harrowing experience to create a legendary comedy routine called 200 MPH.

This one-of-a-kind, fully documented 190 mph Cobra owned by Carroll Shelby himself was already a top 100 car before its second sale, and is listed here under its original (higher) auction price.

76 – 1997 McLaren F1 GTR Longtail (US$5,280,000)

The most successful 1997 McLaren F1 GTR Longtail (021R), with wins at Hockenheim and Helsinki, and two other podium finishes in its FIA GT Championship Rraces. This car was campaigned by the Works BMW Motorsport Team and raced by J.J. Lehto and Steve Soper.

The car sold in its factory-delivered form with FINA livery at Scottsdale in 2014 after having been restored by McLaren and maintained by marque specialist, Lanzante Ltd.

76 – 1960 Ferrari 250 SWB Berlinetta Competizione (US$5,280,000)

The Ferrari SWB Berlinetta’s competition success is extensive, including GT category wins at Le Mans and every other FIA-sanctioned major European and American venue in 1960 and 1961, Tour de France wins in 1960, 1961 and 1962 and Stirling Moss’s Tourist Trophy wins at the wheel of Rob Walker’s SWB in 1960 and 1961.

In reality, the Scaglietti-built SWB is Ferrari’s last true dual purpose GT – a car that was driven by its owner to the circuit, had its luggage removed and race numbers applied and was then raced and collected trophies before the girlfriend and bags were re-installed and driven back home. Bellisimo!

78 – 1939 Horch 853A Special Roadster (US$5,170,000)

You may not recognize the name Horch, but you only need to take one look at the gallery of this 1939 Horch 853A Special Roadster to comprehend the quality and style of the brand, and why someone would pay US$5,170,000 for such a vehicle. August Horch was a production manager for Karl Benz who left and started his own automobile brand in 1899. He later got pushed out of his own company and started another brand. As the name Horch (meaning "listen" in German) was already taken by his original brand, he used the latin equivalent - Audi. You'll see some of those familiar rings on this Horch. Fortuitously, the companies amalgamated in 1932, along with DKW, Wanderer and Auto Union to form the company we now know as Audi.

79 – 1962 Ferrari 250 SWB California Spider (US$5,115,000)

Another Ferrari 250 California Spider just like a dozen others in the top 100 most expensive cars ever to have sold at auction. Covered headlights, Ferrari Classiche Certified, matching numbers, recent Paul Russell & Co restoration and rare factory hardtop.

This 1962 Ferrari 250 SWB California Spider has multiple concours wins to its credit, including a Pebble Beach Concours d’Elegance Award, a Cavallino Classic Coppa per Dodici Cilindri (best 12 cylinder at the Cavallino Classic) and two FCA Platinum Awards, which makes it more special than just special.

80 – 1927 Mercedes-Benz S-Type 26/180 Sportwagen (US$5,040,000)

This extremely rare 1927 Mercedes-Benz S-Type 26/180 Sportwagen with coachwork by Sindelfingen is one of just five still known to exist. With a chassis designed by Dr Ferdinand Porsche and a massive supercharged 6.8 liter 6-cylinder engine producing 180 BHP with the blower engaged, the model enjoyed great racing success in Europe but this particular car was never raced. After an extensive restoration, the car was a class winner at Pebble Beach in 2004.