Check Out "Mr. October" Reggie Jackson’s Humongous Car Collection

Reggie Jackson isn't just a baseball legend—he's also a passionate car enthusiast with an impressive collection that reflects his love for performance and design. From the raw power of a 2005 Ford GT to the sleek elegance of a 1969 Corvette Stingray, Jackson’s garage is filled with iconic muscle cars, rare classics, and modern supercars too. Jackson once lost around 35 out of 98 cars worth millions of dollars in 1988 after a fire broke out in his garage. Jackson ended up spending around a million dollars to buy 30 cars to try and complete his collection again. 

For Reggie, cars are more than just machines—they’re a thrilling part of his legacy and a lifelong passion. Anyways, Jackson has been selling most of his cars in the more recent years, as it was just right to let them go. Well, he has owned over hundreds of cars that can easily compete with the car collections of Jay Leno, Jerry Seinfeld, and Manny Khoshbin, to name a few. Let’s have a look at some of the most iconic cars that were once a part of his collection and also the ones that are up for auction.

10. 1961 Chevrolet Corvette

Kicking off Reggie Jackson's car collection is the stunning 1961 Chevrolet Corvette, and this isn’t just any Corvette—it’s the crème de la crème of its era. Packed with features like stiff shocks, rear cooling air scoops, finned drums, wide steel wheels with whitewall tires, and a quick steering adapter, this beauty was loaded with performance and style for its time. Talk about a showstopper from the early '60s!

Chevrolet made the Corvette with the solid-lifter engine an exclusive offering—requiring buyers to pair it with the rare Positraction rear axle. This unique combination was incredibly scarce, with only 233 units ever produced. Reggie Jackson became the second proud owner of one of these rarities, acquiring the car later in its life. Fast forward to 2021, and this iconic piece of Corvette history was up for grabs once again on Bring A Trailer.

9. 1967 Chevrolet Camaro Z28 

Next up on Reggie Jackson’s impressive list is one of three Camaros in his collection—the legendary 1967 Chevrolet Camaro Z28. But that’s not all; he also parted ways with a freshly restored 1967 Camaro Z/28, finished in the eye-catching Granada Gold. Cars like these aren’t just about horsepower; they command respect and a premium price for the timeless machines they truly are.

Reggie Jackson pulled in nearly $157,000 from the sale of this car, thanks to the added value of the coveted RS package. While the NADA guide pegged its fair market value at $100,000, the "Reggie" touch—coupled with the factory-installed performance kit—worked its magic, pushing the price far beyond expectations.

8. 1965 Chevrolet Corvette Coupe 

The second and final Corvette in Reggie Jackson's collection is the iconic 1965 Chevrolet Corvette Coupe. This beauty is one of just 771 ever built with the rare Rochester fuel-injected V-8. Preserved in flawless condition, it earned the prestigious NCRS 5-Star Bowtie Award, a testament to its exceptional quality and craftsmanship.

The bidding for this very Corvette was live on Mecum.com under LOT S143 in 2018. With its original Ermine White paint and pristine red interior, this car's styling is nothing short of timeless. The knock-off wheels wrapped in BF Goodrich Goldline tires, along with the off-road exhaust system, only enhance its appeal, making this already valuable classic even more irresistible. 

7. 1968 Chevrolet Yenko Camaro RS/SS

Next up in Reggie Jackson’s legendary collection is the 1968 Chevrolet Yenko Camaro RS/SS. The Yenko Camaro is a true muscle car icon—customized by Don Yenko himself to push past GM’s engine restrictions on the Camaro. This beast of a car spent over 30 years in Reggie’s garage, adding yet another layer of history to its already storied legacy.

With only 64 Yenko Camaros ever built, Reggie Jackson’s is one of just 11 featuring the rare SS/RS design, making it an absolute gem. This car underwent a meticulous restoration, and the striking Metador Red paint paired with the black vinyl top only enhances its commanding presence. In 2018, this rare beauty sold for a jaw-dropping $285,000 at Mecum Auctions (LOT S146), proving just how much value and allure this piece of automotive history commands.

6. 1969 Chevy Yenko Chevelle

Next on the list is another gem with the coveted Yenko treatment—the 1969 Chevy Yenko Chevelle. Out of only 99 models built in 1969 with the COPO 9737 sports car conversion, this one stands out even more, as it’s one of just five ever produced in stunning white. This rare beauty combines performance and exclusivity in a way that only a Yenko Chevelle can.

Reggie Jackson's Yenko Chevelle is one of just about 13 ever built with a Turbo 400 automatic transmission, power steering, and a vinyl top—making it even more special. It’s also equipped with rally wheels wrapped in Goodyear Polyglas tires, and comes complete with the COPO authentication paperwork, ensuring its authenticity and pedigree as a true muscle car icon.

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5. 2005 Ford GT 

Next in Reggie Jackson’s collection is the 2005 Ford GT, a modern tribute to the legendary Ford GT40. The GT40, a racing icon, dominated the 24 Hours of Le Mans, securing four consecutive wins—including the famous 1-2-3 finish in 1966, forever entwining it in the Ford vs. Ferrari saga. The 2005 GT brings that rich racing heritage back to life with stunning performance and undeniable style.

Reggie Jackson purchased his 2005 Ford GT from his local dealer, Monterey Cypress Ford, and had it specially ordered in a sleek metallic dark blue—without the iconic stripes, giving it a unique, custom look. In 2011, he sold the car with only 95 miles on the clock for an impressive $166,500 at a Bonhams auction, proving that even low mileage can skyrocket a car’s value when it’s part of a collection like Reggie’s.

4. 1965 Shelby GT350

Next up is a true legend from Shelby, where the iconic Cobra name says it all. Only 562 examples of the 1965 Shelby GT350 were ever produced, and many of those have been lost to time or accidents, making this one of the rarest and most coveted collector cars on the market. With its lightweight, no-frills design, the 1965 and 1966 GT350 models were the smallest and lightest of the breed, adding to their allure and value as automotive treasures.

Both cars have the Cobra insignia, a similar color scheme, and Shelby's renowned "Cobra" valve covers, which were an optional addition on many GT350s and part of a marketing tie-in. Equipped with a rare dash pod-mounted tachometer and oil-pressure gauge, along with iconic five-spoke Shelby wheels, this Ford GT isn't just any collector’s item—it was also listed in the prestigious Shelby American Registry, cementing its status as a true automotive masterpiece. Reggie sold his 1965 GT350 for $247,500 in 2011 at RMS Sotheby's auction, but the estimated value of the car in 2022 will be around $370,000.

3. 1969 Chevrolet COPO Camaro ZL-1

Dreamed up by drag racer Dick Harrell and originally ordered by Fred Gibb Chevrolet, the 1969 COPO Camaro ZL1 stands as the rarest and most coveted version of the first-gen muscle car. With its legendary performance and limited production, the ZL1 has earned its place as the most desirable Camaro ever sold, making it a true holy grail for collectors. 

With only 69 units ever built, these race-ready street machines rarely hit the market. When they do, however, they often command a jaw-dropping price, routinely fetching over $500,000, making them a true trophy for the elite collector. At one point, the ZL1 was part of Reggie Jackson’s incredible collection. A massive Camaro enthusiast, Reggie later sold a couple of first-generation Z/28s in 2021, further solidifying his status as a true muscle car aficionado.

2. 1973 Ferrari 365 GTB/4 Daytona Spyder

Next on Reggie Jackson’s car collection is one of two Ferraris he owns: the 1973 Ferrari 365 GTB/4 Daytona Spyder. This stunning muscle car is a masterpiece in its own right, but what makes this particular Daytona Spyder even more special is its legendary provenance—it was once owned by the infamous motorcycle stuntman, Evel Knievel.

The 1973 Ferrari 365 GTB/4 Daytona Spyder is an exceptional example of Maranello’s iconic front-engined, convertible grand tourer. With just 29,431 miles on the odometer at the time of cataloging by RM Sotheby’s, this gem came complete with its original books, tools, and documentation—including a Massini report, prior registration, and service invoices. When it crossed the auction block, it fetched an impressive $2.2 million, further cementing its status as a true automotive masterpiece.

1. 1966 Ferrari 275 GTB/4 convertible

The final icon on this list is the 1966 Ferrari 275 GTB/4 convertible—one of the most elegant drop-tops ever built. Reggie Jackson's version stands out, though, as it’s part of the rarified group of 275 GTB/4 N.A.R.T. Spyders. While Ferrari produced just 330 GTB/4 Berlinettas from 1966-1968, the N.A.R.T. Spyder is the rarest and most coveted, owned by legends like Miles Davis and Steve McQueen.

Reggie Jackson’s 275 GTB/4 isn’t one of the ten N.A.R.T. Spyders originally crafted by Scaglietti. Instead, it started life as a 275 GTB/4 Berlinetta, which was then sent to the Chinetti dealership. There, it was transformed into a convertible. While an original 275 GTB/4 N.A.R.T. Spyder can command over $20 million, Ferrari experts estimate the value of Jackson’s unique convertible at around $3 million.

Additional Reggie Jackson Cars That Hit the Auction Block

In May 2018, Reggie Jackson put 18 of his prized classic cars up for sale at Mecum Auctions, dubbing the event “The Reggie Jackson Collection.” The lineup featured some of the finest American vintage muscle cars, each with a rich history and story behind it. With their legendary provenance, nearly all of them were snapped up quickly, proving the irresistible allure of these automotive treasures. 

• 1966 Chevrolet El Camino (LOT S146.1): With 3,750 miles on the odometer, this is as new as it can get for a 68-year-old machinery. The car is cosmetically unrestored and comes with the original black interior and Firestone Redline tires.
• 1968 Chevrolet Yenko Camaro RS/SS (LOT S146): 1 of 11 RS/SS Camaro Yenko built for 1968, the car has been part of Reggie’s collection for more than 30 years. With 425 raw horses under the hood, it is indeed one hell of a ride to own.
• 1969 Chevrolet Yenko Chevelle (LOT S145): With approximately 37 examples ever built with the Tubo 400 automatic transmission, power steering, rear audio antenna, and vinyl top. This particular car was ordered with COPO 9562 which replaced the L78 396 CI engine with a more powerful L72 427/425 HP V-8 and COPO 9737 that brought changes such as a 140 mph speedometer, 13/16-inch front anti-sway bars and 15-inch wheels and tires.
• 1965 Chevrolet Corvette Coupe (LOT S143): Unrestored with only 9,660 original miles on the odometer, this particular car has the Bloomington Gold Benchmark Certification. It is one of the 711 fuel-injected Corvettes produced in 1965 and has the original engine and drivetrain.
• 1966 Chevrolet Corvette Coupe (LOT S138.1): Another legend this time in original 976 Nassau Blue attire and black standard interior. This immaculate piece of American auto history has only 36,315 miles on the original odometer and has been awarded with NCRS 5-Star Bowtie Award.
• 1967 Chevrolet Camaro Z28 (LOT S147): Available with original window sticker, Protect-O-Plate, and invoice this car went through a comprehensive restoration to get the oomph back. Finished in Marina Blue exterior with white stripes, it is equipped with the original ducted hood, heavy-duty radiator, special suspension, quick-ratio steering, and power brakes with front discs.
• 1957 Chevrolet 150 (LOT S136): This one is a rather humble offering from Reggie’s car collection and received a full restoration job from Rotisserie in 2005. What’s special about the 150 lies under the hood, it is a 283 CI V8 fed by a twin 4-barrel carburetors intake shared with the Corvette.
• 1970 Chevrolet Chevelle LS6 (LOT S142): The last immaculate piece in the collection has remained unrestored and offered with the original built sheet, a rare LS6 CRV 454/450 HP V-8 engine, and M22 4-speed manual transmission. The car also carries 80% original Tuxedo Black paint with White SS stripes.

Coming to Monterey 2023 Mecum Auctions, few more cars were put on auctions that were an instant hit and were sold quickly. Some of the cars that made it to the auction are mentioned as under: 

1967 Chevrolet Camaro Z28 (LOT F30): It was one of the 602 Camaro Z28s produced in 1967. Today, less than 200 such cars exist in the world. Owing to 90% of its restoration done with NOS or OEM parts, this one demands higher value and was sold at the auction 

1957 Chevrolet 150 Utility Sedan (LOT F158): It was a part of Reggie Jackson's car collection for more than 25 years. underwent a rotisserie restoration in 2005, completed to exacting specifications. With only about 90 miles since the restoration, it features a 283/270 HP V-8 engine, dual 4-barrel carburetors, and a batwing air cleaner. The car is paired with a 3-speed manual transmission and finished in Harbor Blue with an original-style black and gray interior. It was successfully sold at the auction. 

2001 BMW M5 (LOT S33): Purchased new by Reggie Jackson, this car has 19,738 miles on the odometer and remains in highly original condition, aside from upgraded polished wheels. Finished in silver with a silver and black interior, it boasts a 5.0L/415 HP V-8 engine, a 6-speed manual transmission, power steering, and power disc brakes. It also includes the original tools, jack, and purchase paperwork. It is now sold. 

1970 Dodge Hemi Challenger R/T (LOT S61): This factory 4-speed FC7 Plum Crazy Hemi Challenger R/T hardtop has been part of Reggie Jackson's collection since the 1980s. An older restoration with around 418 miles since completion, it remains in excellent condition. One of only 287 produced in 1970, it features a 426/425 HP Hemi V-8, 4-speed manual transmission, A34 Super Track Pak with 4.10 gears, and a Dana 9 3/4 axle with Sure Grip. Also included is a Chrysler Registry Report. IT was sold at the auction. 

Each of these cars is as authentic as they come, capturing the timeless charm of the '60s and '70s. Their prices soared at auction, thanks not only to their near-perfect condition but also their connection to a baseball legend—Reggie Jackson. The combination of rare craftsmanship and celebrity provenance made them irresistible to collectors, driving up their value even further.

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