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3. Ferrari 250 GT Spyder Convertible – $10 million
Only one convertible model of the Ferrari 250 GT Spyder was ever manufactured, making it the rarest of all Ferraris. Every other version of the 250 GT Spyder, manufactured between 1953 and 1956, were coupés, meaning they had roofs. The lone convertible was sold to New York car collector Bob Lee off the stand at the 1956 New York Auto Show for $9,500.
Bob Lee negotiated the price personally with company founder and namesake Enzo Ferrari. Bob Lee still owns the convertible Ferrari 250 GT Spyder today, making it one of the oldest Ferraris still in the hands of the original purchaser. The estimated value of the car today is $10 million, although many car enthusiasts speculate that it could sell for much more at auction.
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