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Whether you gravitate toward the raw racing pedigree of a Shelby Cobra 427 Super Snake , the futuristic engineering of the Koenigsegg CCXR Trevita, or the timeless elegance of a Bugatti Type 57 SC Atlantic, each of these 25 rare cars offers a window into the evolution of rare car manufacturing. From vintage Ferrari classics to rare Bugattis, these elusive vehicles often come with hefty price tags that only a select few can afford. In this article, we explore the world ’ s most expensive and collectible cars, each with its own unique story, unmatched rarity, and eye-watering value. It was also Ferrari ’ s fastest, most powerful, and most expensive car at the time, with a suggested retail price of $400,000 (around $860,000 today), a twin-turbocharged V8 giving it 471 hp giving it a top speed of 199 mph. The 1962 Ferrari 250 GTO Berlinetta holds the record for the most expensive vintage car ever sold at auction, fetching $38 million. It was the first 250 GTO auctioned after years of exclusive ownership, making the sale historic. In 2013, RM Sotheby ’ s shook the auction world when it achieved $27,500,000 for this Ferrari 275 GTB:4/S N.A.R.T. Spider, making it the most expensive car sold at auction at the time. With 141 vehicles and rumored to be valued at more than 60 million dollars, this is the ’Dare To Dream Collection ’. Which houses some truly breathtaking examples of rare and exquisite automobiles with everything from ultra-rare vintage and old classics to limited-run modern-day dream supercars, celebrity-owned cars, and race cars. Let’s explore the top 10 rarest and most expensive classic cars ever to grace the roads, each with its own unique story and legacy. Ferrari 250 GTO ( 1962 - 1964 ) Widely considered the holy grail of classic cars, the Ferrari 250 GTO is a masterpiece of Italian engineering and design. In this section, we explore the top five most expensive vintage cars, detailing their unique features and jaw-dropping price tags. Leading the list with a staggering $70 million price tag, the 1962 Ferrari 250 GTO is not only a shining example of automotive engineering but also holds road-legal specs. Only 53 of these cars were built, and 43 of them were sold to private owners, making it possibly the rarest Jaguar in the world . One thing is certain: When a ’53 C-Type sold at an RM Auction in Italy in 2015 for $13.2 million, it became the most expensive Jaguar ever sold.