1966 Oldsmobile Cutlass 442

Merlin 540ci V8 | Jerrico Drag Race Transmission | 650CFM Twin Carburetors

Extended Warranty
LOT #

23044275

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OFF MARKET VEHICLE
All the information and photos on this listing are from when this vehicle was originally listed on ExoticCarTrader.com
Make:
Model:
VIN:
338176Z108601
Lot Number:
23044275
Condition:
Used
Odometer:
13,255 miles
(Exempt / TMU)
Engine:
540ci Merlin III V8
Drive Type:
Transmission:
Manual/Standard
Exterior Color:
Black
Interior Color:
Black
Vinyl Wrap:
Vehicle Location:
Illinois
  • Black exterior
  • Black interior
  • 540ci V8 Merlin III engine
  • Twin 650cfm Edelbrock carburetors
  • Non synchronized Jerrico drag race transmission
  • Ford 9" Rear End
  • Detroit Locker spinning 3.50 gear
  • Pistol Grip shifter

Overview of 1966 Oldsmobile Cutlass 442 For Sale by Owner

True to its name, this Oldsmobile has definitely aged, being a car from 1966 and having rolled out of the factory nearly 60 years ago. But in this case, the aging has been graceful, and the 1966 Oldsmobile Cutlass 442 is anything but boring. This all-American classic won the hearts of motorists in its time and is still beloved as one of the best-balanced muscle cars that were ever made on American soil. Much like the blade its name bears, the Cutlass is bold and distinct and while some would consider it crude and brutal, is an effective tool that leaves a lot of power in the wielder’s hand. This American icon has been breathed new life and features a couple of enhancements both visually and in performance. With 13,225 miles reported, this is a car that makes a statement and is ready to continue doing so for many more miles to come.

Exterior and Interior

With new sheet metal and a wider track compared to its previous model, the Oldsmobile Cutlass’ appeal is derived from its striking front grille, distinct taillamps, and retro styling. Much like the muscle cars of its time, this 1966 Cutlass too is square, large, bold, and unapologetic in its nature. The black exterior adds brief touches of flair thanks to its red vertical stripe on the side. The hood has twin 650cfm Edelbrock carburetors sticking out and shiny chrome all work together to ensure that this Oldsmobile’s visual appeal has aged well, like fine wine. Stepping inside, you’ll find yourself in a comfortable black interior that has plush seats and a retro aesthetic that has been well preserved. However, a few modern additions are apparent, from the modern gauges that monitor the engine’s vitals, to the pistol grip shifter.

Engine

This particular 1966 Oldsmobile Cutlass 442 prioritizes performance over beauty, which is true to the aesthetics of American muscle. Instead of the usual 400ci V8, this particular car has a larger 540ci Merlin III V8 engine strapped to the front with the twin Edelbrock carburettors sticking out, delivering the air-fuel mix to the machine. With such a power plant at the front, this machine delivers its enhanced power to the rear wheels using a manual, non-synchronized Jerrico drag race transmission, controlled by a Ford 9-inch rear end and a Detroit locker spinning 3.50 diff, making this Cutlass a quarter-mile eating performance monster at your disposal, should you claim her for yourself.

Walk-around Video of this Oldsmobile Cutlass

Passenger side photo of 1972 Oldsmobile Cutlass

1972 Oldsmobile Cutlass Supreme

Current Ask
SOLD

The 1972 Oldsmobile Cutlass Supreme represents the final year of the fourth-generation Cutlass before stricter emissions regulations began reshaping the American muscle car landscape. Combining sharp styling with Oldsmobile's renowned Rocket V8 power, the Cutlass Supreme earned a reputation as one of the most refined sedans including a reupholstered interior and striking 24-inch Asanti staggered wheels. Whether you're looking for a comfortable weekend cruiser or a standout classic for local shows, this Cutlass Supreme offers timeless appeal with modern flair.

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Passenger side photo of 1971 Oldsmobile Cutlass

1971 Oldsmobile Cutlass Supreme

Current Ask
SOLD

The early 1970s marked a golden era for American muscle, and the 1971 Oldsmobile Cutlass Supreme remains one of the standout personal luxury performance coupes of the period. This particular 1971 Oldsmobile Cutlass Supreme Coupe shows 38,958 miles and has been extensively restored and tastefully customized to deliver classic muscle car presence with upgraded usability. Under the hood sits a reportedly newer 455ci V8 with less than 1,000 miles on the engine, giving this Cutlass the kind of big-block torque that perfectly suits its long-hood proportions. Finished in a rich custom Burgundy paint finish over a reupholstered Burgundy and Black interior, this example blends period-correct attitude with thoughtful upgrades including aftermarket air conditioning, updated wiring, and a custom audio setup. For buyers seeking a turn-key classic cruiser with real V8 presence and unmistakable 1970s styling, this Oldsmobile makes a strong impression.

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Passenger side photo of 1984 Oldsmobile Cutlass

1984 Oldsmobile Cutlass Supreme Brougham

Current Ask
SOLD

The Oldsmobile Cutlass Supreme was one of the best-selling nameplates in America during the 1970s and 1980s, and by 1984 the Brougham trim represented the pinnacle of personal luxury in the lineup. This 1984 Oldsmobile Cutlass Supreme Brougham, showing 83,404 miles, captures that era perfectly with its unmistakable blend of comfort, chrome, and V8 power. Built during a time when personal coupes ruled American roads, the Cutlass Supreme offered buyers a refined alternative to sportier muscle cars, emphasizing smooth cruising, upscale appointments, and distinctive styling. With its classic proportions and well-preserved presentation, this example stands as an authentic representation of mid-1980s American luxury.

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Passenger side photo of 1967 Oldsmobile 442

1967 Oldsmobile 442 Convertible

Current Ask
$70,000

The 1967 Oldsmobile 442 Convertible captures the muscle-car formula in one of its most desirable forms, pairing big-block Oldsmobile power with open-air cruising and a proper 4-speed manual transmission. Showing 36,423 miles, this example is finished in White over a Black interior with a Black convertible soft top and carries the signature 442 performance identity that made these cars such serious contenders during the muscle-car era. The combination of its 400ci Rocket V8, manual gearbox, Super Stock I wheels, bucket-seat interior, and 442 badging gives this convertible the right mix of performance hardware and period style.

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Passenger side photo of 1937 Oldsmobile Series F

1937 Oldsmobile Series F Hot Rod Supercharged

Current Ask
$29,999

This 1937 Oldsmobile Series F Hot Rod blends prewar styling with the unmistakable attitude of a blown big-block street machine. Showing just 797 miles, it is powered by a 454ci supercharged V8 topped with a 6-71 Roots-type supercharger and backed by a 700R4 4-speed automatic. A 1968 Pontiac Firebird front end, power steering, aluminum cylinder heads, stainless steel headers, and an aluminum radiator give the car serious mechanical substance, while the custom burgundy paint job and reupholstered gray interior bring a more finished, show-oriented side to the build.

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Passenger side photo of 1969 Oldsmobile 442

1969 Oldsmobile 442 Convertible 4-Speed

Current Ask
$69,995

This 1969 Oldsmobile 442 Convertible combines classic muscle-car presence with a particularly desirable factory-style specification and a strong emphasis on drivability. Showing approximately 61,498 miles, this example is powered by a 400ci V8 with a 4-barrel carburetor and 4-speed manual transmission, sending power to the rear wheels. Finished in Nassau Blue over a Black interior with a white convertible top, it is further equipped with factory air conditioning, power steering, power front disc brakes, a power driver seat, tilt steering wheel, Tic-Toc-Tach, and a factory 8-track player. With its manual gearbox, big-cube V8, open-air body style, and unusually rich equipment list, this 442 delivers the kind of combination collectors and enthusiasts tend to gravitate toward.

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