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The 7 Coolest Vintage Ferraris Ever to Roll Out of Maranello

From the Daytona to the Dino, these models represent the best Prancing Horses of the 20th century.

Ferrari 250 GTO Photo: Courtesy of Ferrari

There’s a reason you wanted to hang a Ferrari poster on your wall as a kid. The magnificent steeds hailing from Maranello are as achingly beautiful as they are potent. While scores of models have rolled off the production line after Enzo Ferrari started it up in the 1940s, a handful of Prancing Horses have emerged as the crème de la crème. Here are seven of our favorite Ferraris, all made before 1990. 

365 GTB/4 Daytona

After Ferruccio Lamborghini unveiled the Miura to a stunned world, Ferrari quickly went into overdrive to create an adequate response to the world’s first supercar. But Maranello wasn’t content to create a copycat of the mid-engined Miura. A glance at that elongated GT’s bonnet shows you that Ferrari wasn’t about to budge from its front-engined, rear-drive layout. A whopper of a V-12 helped the 365 dominate in the 1967 24 Hours of Daytona, finishing 1-2-3 and bestowing it with its informal moniker that’s held to this day. While 1,200 examples were made, that high volume (by Ferrari’s standards) hasn’t lessened the Daytona coupe’s value. Be prepared to pony up at least $700,000 to acquire one.

Ferrari 250 Testa Rossa

Ferrari 250 Testa Rossa  Photo: Courtesy of Ferrari

250 Testa Rossa

Testa Rossa is Italian for “red head,” which is the nickname the 250 TR goes by in collectors circles. It was so named due to the red hue of the valve covers on the 3.0-liter V-12 under that swooping hood. Only 34 examples of the 250 TRs were ever produced (from 1957 to 1961), and most have solid racing pedigrees. The 250 graced the top of the podium at multiple 24 Hours of Le Mans races, including 1958, 1960, and 1961. One 250 TR that was campaigned in the 1957 French endurance race failed to finish, though it later won a race in Buenos Aires and Sebring, piloted by Phil Hill and Peter Collins. That exact model went for $12.2 million at auction back in 2009. In 2011, an unrestored 1957 250 TR reportedly fetched $39 million at an auction in the UK.

Ferrari 250 GTO

Ferrari 250 GTO  Photo: Courtesy of Ferrari


250 GTO

GTO stands for Gran Turismo Omologato, with that last word translating to “homologation.” This road car with racetrack roots emerged as a shot across the bow of Jaguar after its comely E-type was unveiled at the 1961 Geneva Motor show. It was evolved from the 250 SWB by engineer Giotto Bizzarrini who strengthened the chassis and tweaked the 3.0-liter 12-cylinder to crest 300 hp. It was also imbued with a 170 mph top speed. Only 39 examples of the 250 GTO were produced (between 1962 and 1964), and each sale had to be personally vetted by Enzo Ferrari. It’s now considered to be the most valuable car of all time after a 1963 GTO sold for $70 million last summer.

Ferrari F40

Ferrari F40  Photo: Courtesy of Ferrari


Behold the last Ferrari with which Enzo Ferrari was personally involved. The road-legal race car had 470 horses and a turbocharged V-8 that made it the first Ferrari to exceed 200 mph back when it debuted in 1987. The bodywork came from coachbuilders Pininfarina, and in an effort to save as much weight as possible, so little paint was used that you can see the carbon/Kevlar weave. The impetus of the car was Enzo requesting that his team make the “best car on the face of the earth,” one that’s not built for comfort but for sheer speed and performance. The unflinching F40 accomplished all of Enzo’s objectives.

Ferrari 288 GTO

Ferrari 288 GTO  Photo: Shutterstock

288 GTO

Ferrari built 272 examples of the 288 GTO (between 1984 and 1987) when the marque wanted to enter a new category of racing, the Group B Circuit Race series. The basis for the 288 was the 308 GTB (Magnum P.I.’s wheels, for the uninitiated) and the 288 received a 400 hp, turbocharged V-8 that was a pure monster. The race series never materialized, so all 272 units only saw road use. All but one left Maranello clad in Ferrari red paint, while the outlier was painted black. Since it sat atop the Ferrari range, it’s a proper Ferrari supercar. And a rare one. For collectors looking to complete the Ferrari supercar set—288 GTO, F40, F50, Enzo and LaFerrari—this model’s limited production run means it’ll be the most challenging to acquire.

Ferrari 246 Dino

Ferrari 246 Dino  Photo: Marco 56/Wikipeda

Dino 246

Does the Dino 246 bear the word “Ferrari” anywhere on it? No. Does that mean it’s not a Ferrari? No. Enzo’s late son, Alfredo “Dino” Ferrari, was tapped to create a lower-priced, more attainable sports car, with a 2.0-liter V-6, but didn’t want to tarnish or diminish the Ferrari brand name. A Pininfarina design was built by Scaglietti and this bears the honor of being the first mid-engined Ferrari. Its power-train layout would go on to become the norm for Maranello. Still, Enzo didn’t like that it only boasted six-cylinders, so he withheld his name from the machine. Regardless, it’s one of the most beautiful Ferraris.

Ferrari 330 P4

Ferrari 330 P4  Photo: Courtesy of Ferrari

330 P4

Is this the most beautiful Ferrari? Only four examples of the 330 P4 were produced, in rebuttal to Ford’s GT40 showing up on the endurance circuit and trouncing Ferrari. After a full podium sweep by the Blue Oval at the 24 Hours of Le Mans in 1966, Enzo’s directive to chief engineer Mauro Forghiere was blunt: “Win.” Built in 1967, the 330 P4 featured a 450 hp V-12. Three cars were fabricated from scratch while the fourth was made from an ex P3 chassis. The efforts were successful and the 330 P4 snagged a 1-2 finish at Monza in 1967, followed by a second and third place finish at Le Mans (Ford squeaked out a victory in a GT40), and then took 1-2-3 in the 24 Hours of Daytona in 1967. One of the P4s was scrapped by the factory due to an accident at Le Mans, while the other three live on in Germany, France and Canada.

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