02. Ferrari 335S : US$35,711,359

The Ferrari 335 S was a sports racing car produced by Italian manufacturer Ferrari in 1957-1958. Four cars were produced in total. An evolution of the 315 S, it had V12 engine with a greater 4023.32 cc displacement and a maximum power of 390 horsepower (290 kW) at 7400 rpm; the maximum speed was around 300 kilometres per hour (190 mph). The car was a direct response to the Maserati 450S which with its 4.5 litre engine was threatening to overpower the 3.8 litre 315S and 3.5 litre 290MM.

This model was the protagonist of the accident in the 1957 Mille Miglia, which led to the cancellation of the race starting from the following year. In its World Championship debut in the 3rd round of the 1957 season, a 335S (#531), driven by Spanish driver Alfonso de Portago (who had replaced an ill Luigi Musso) was in third position, running on a long straight road sector between the Lombard hamlets of Cerlongo and Guidizzolo. When one of the tyres exploded, de Portago’s car slipped to the right and crashed against a large crowd, killing nine people, as well as de Portago himself and American co-driver Edmund Nelson. The other 335S in the hands of Peter Collins and Louis Klementaski had broken down whilst in the lead giving victory to a 315S driven by Piero Taruffi.

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01. Ferrari 250 GTO : US$38,115,000 – The most expensive car

The Ferrari 250 GTO is a homologated GT car which was produced by Ferrari from 1962 to 1964 for homologation into the FIA’s Group 3 Grand Touring Car category. In May 2012 the 1962 250 GTO made for Stirling Moss became the world’s most expensive car in history, selling in a private transaction for $38,115,000 to US communications magnate Craig McCaw. In October 2013, Connecticut-based collector Paul Pappalardo sold chassis number 5111GT to an unnamed buyer for a new record, somewhere within the $38 million range. The numerical part of its name denotes the displacement in cubic centimeters of each cylinder of the engine, whilst GTO stands for “Gran Turismo Omologato”, Italian for “Grand Touring Homologated.” When new, the GTO cost $18,000 in the United States, and buyers had to be personally approved by Enzo Ferrari and his dealer for North America, Luigi Chinetti.

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