1958 Ferrari 250 GT Series I Cabriolet

Ferrari's 250 series of cars were made from 1953 to 1964 and were the models that put Ferrari on the map as a top-tier manufacturer and racing team. From the experimental 250 S to the 250 GTO now recognized by the Italian government as a work of art, the 250 is the pinnacle of classic Ferraris. Long before social media "influencers", Enzo Ferrari saw the value in having high-profile clients being seen in his cars. That's why Italian playboy Prince Alessandro Ruspoli was one of Enzo's VIP customers, with connections to everything from the world of fine art — he was friends with Salvador Dali and Pablo Picasso — to film — legendary director Frederico Fellini featured him in his masterpiece La Dolce Vita. This 250 GT Series I was owned by Ruspoli and is one of 40 made with Pininfarina's beautiful coachwork and one of four with the desirable headlights, side vents, and bumpers. When it crosses the auction block in Monterey, it will easily fetch a price in the $7-8 million range with its combination of rarity and provenance.

Photos: Mathieu Heurtault

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