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
Odometer:
13,255
(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
$26,999

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
$34,900

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 1972 Oldsmobile Cutlass

1972 Oldsmobile Cutlass Supreme

Current Ask
$26,999

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.

view listing
Passenger side photo of 1971 Oldsmobile Cutlass

1971 Oldsmobile Cutlass Supreme

Current Ask
$34,900

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.

view listing
Passenger side photo of 1983 Oldsmobile 98

1983 Oldsmobile 98 Regency Sedan

Current Ask
$29,999

The 1983 Oldsmobile Ninety-Eight Regency Sedan represents a time when American luxury meant space, comfort, and effortless cruising. Showing 82,713 miles, this example presents as a well-preserved classic that captures the essence of Oldsmobile’s flagship offering. Finished in Medium Blue Metallic and equipped with the Regency trim, it delivers the kind of plush ride and upscale feel that made these cars so popular in their day. With features like a pillowy interior, smooth V8 power, and added undercoating for preservation, this Ninety-Eight stands as a nostalgic yet highly usable cruiser that continues to embody traditional American luxury.

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