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1966 Oldsmobile Cutlass 442

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

OFF MARKET
VERIFIED SELLER
LOT #

23044275

Classic Car

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$36,499
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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
Listing Disclaimer:
Verified Seller provides all vehicle specific information and modifications listed below. Confirm any specifics with your Exotic Car Trader Representative prior to purchase. Sales tax or other taxes, tag, title, registration fees, government fees, not included in advertised price. $1,299 Pre-Delivery Service Charge not included in advertised price.
Make:
Model:
Builder:
Cutlass
VIN:
338176Z108601
Lot Number:
23044275
Odometer:
13,255
(Exempt / TMU)
Engine:
540ci Merlin III V8
Drive Type:
RWD
Transmission:
Manual/Standard
Exterior Color:
Black
Interior Color:
Black
Vinyl Wrap:
Vehicle Location:
Troy
Illinois
  • 1966 Oldsmobile Cutlass 442 
  • Merlin III 540ci Big Block V8 Race Motor
  • Twin 650CFM Edelbrock Carburators 
  • 4-Speed Manual Non Synchronized Jerrico Drag Race Transmission
  • RWD
  • Black Exterior 
  • Black Interior 
  • Brodix Valve Covers
  • 4-Bolt Main 
  • Forged Steel Crankshaft 
  • Manley Forged Connecting Rods 
  • Solid Roller Camshaft 
  • Cast Iron Cylinder Heads
  • Manley Valves 
  • MSD Ignition System 
  • Ford 9” Rear End with Detroit Locker Spinning 3.50 Gears
  • Wilwood Brake Kit
  • Pistol Grip Shifter
  • Mercury Pro Comp Gauges 
  • Custom Dashboard Switches 
View all specifications

Extras Included in the Sale

Background Story of this 1966 Oldsmobile Cutlass

Overview of 1966 Oldsmobile Cutlass 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.

1966 Oldsmobile Cutlass  - Overview Photo

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.

1966 Oldsmobile Cutlass  - Interior Photo

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.

1966 Oldsmobile Cutlass  - Engine Photo
  • 1966 Oldsmobile Cutlass 442 
  • Merlin III 540ci Big Block V8 Race Motor
  • Twin 650CFM Edelbrock Carburators 
  • 4-Speed Manual Non Synchronized Jerrico Drag Race Transmission
  • RWD
  • Black Exterior 
  • Black Interior 
  • Brodix Valve Covers
  • 4-Bolt Main 
  • Forged Steel Crankshaft 
  • Manley Forged Connecting Rods 
  • Solid Roller Camshaft 
  • Cast Iron Cylinder Heads
  • Manley Valves 
  • MSD Ignition System 
  • Ford 9” Rear End with Detroit Locker Spinning 3.50 Gears
  • Wilwood Brake Kit
  • Pistol Grip Shifter
  • Mercury Pro Comp Gauges 
  • Custom Dashboard Switches 

Walk-around Video of this Oldsmobile Cutlass

1971 Oldsmobile Cutlass - Passenger side

1971 Oldsmobile Cutlass Supreme

VERIFIED SELLER
PENDING SALE
$39,900
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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1984 Oldsmobile Cutlass - Passenger side

1984 Oldsmobile Cutlass Supreme Brougham

VERIFIED SELLER
PENDING SALE
$16,999
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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1964 Oldsmobile Cutlass - Passenger side

1964 Oldsmobile Cutlass F85

VERIFIED SELLER
PENDING SALE
$21,499
SOLD

Available from 1961 until 1999, Oldsmobile’s Cutlass has got to be one of this iconic American brand’s longer-running nameplates. The name Cutlass is derived from a fighter jet of the late Forties, the Vought F7U Cutlass. The aircraft in turn was named after the nautical sword known as a cutlass. So, there’s a bit of nomenclature history for you, since it’s likely that you, your parents, and grandparents have encountered an Olds Cutlass at some point. Today’s 1964 Oldsmobile Cutlass F85 Restomod is a second-generation example that’s received a few upgrades to make it nicer for regular driving duties. These include a reupholstered leather interior, air conditioning and an aftermarket stereo system. You also get the original owner’s manual with the sale of this Redmond-based American classic.

view listing
1971 Oldsmobile Cutlass - Passenger side

1971 Oldsmobile Cutlass Supreme

VERIFIED SELLER
PENDING SALE
$39,900

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
1965 Oldsmobile Dynamic 88 - Passenger side

1965 Oldsmobile Dynamic 88 Convertible

VERIFIED SELLER
PENDING SALE
$16,500

The 1965 Oldsmobile Dynamic 88 Convertible captures the essence of mid-1960s American cruising, blending bold styling with smooth V8 performance. As part of Oldsmobile’s full-size lineup, the Dynamic 88 offered a perfect balance of luxury and everyday usability, and this convertible variant adds an extra layer of open-air enjoyment. Showing over 91,000 miles, this example presents as a well-preserved classic with timeless appeal. Finished in red over a black interior, it delivers a striking and period-correct color combination, while the desirable 425ci “Super Rocket” V8 ensures it has the power to match its presence.

view listing
1950 Oldsmobile 88 - Passenger side

1950 Oldsmobile 88

VERIFIED SELLER
PENDING SALE
$24,990

Oldsmobile’s flagship full-size offering, the 88 soldiered on from 1949 until 1999, across ten generations. It was popularly considered to be a fine family car, and that’s likely where this 1950 Oldsmobile 88 Sedan began life seventy six years ago. The car comes to you with a suitably Fifties black suit, a nice white interior and a healthy 70,041 miles on the odometer. It’s got the famous Rocket V8 under the hood, hooked up to a 4-speed Hydra-Matic automatic transmission! Yes, a four-speeder in 1950, how lavish. So if you’d like to cruise around in a car from the Fifties and see what driving was like way back then, this car is up for grabs in West Palm Beach, Florida.

view listing
1970 Buick Skylark - Passenger side

1970 Buick Skylark 350 Sport Coupe

VERIFIED SELLER
PENDING SALE
$45,000

1970 marked an important year for Buick’s midsize muscle car lineup, as the Skylark 350 Sport Coupe blended the brand’s signature comfort with increasingly aggressive performance styling. While Buick’s GS models often stole the spotlight, well-optioned Skylarks like this example have become increasingly appreciated for offering the same muscular A-body proportions and V8-powered driving experience at a more approachable level. Showing approximately 19,245 miles on the odometer, this Skylark benefits from a substantial refurbishment and modernization effort that included drivetrain work, suspension upgrades, steering enhancements, interior refresh, and cosmetic refinishing. Finished in Bamboo Cream over a Saddle vinyl interior, this Buick stands out with tasteful GS Stage 1-inspired styling cues, upgraded handling components, and classic American muscle car presence.

view listing
1967 Plymouth Barracuda - Passenger side

1967 Plymouth Barracuda Convertible

VERIFIED SELLER
PENDING SALE
$44,999

The first-generation Plymouth Barracuda helped establish Chrysler’s foothold in the emerging pony car market during the 1960s, blending compact dimensions with unmistakable Mopar styling and V8 performance. This 1967 Plymouth Barracuda Convertible represents the final year of the first-generation A-body Barracuda and shows approximately 2,171 miles on the odometer. Finished in Ermine White over a black vinyl interior, this convertible has been upgraded with a potent 340ci Mopar V8 while retaining much of its classic period-correct charm. Featuring performance-oriented upgrades such as “J” cylinder heads, a Sure-Grip rear differential, Moser axles, and an aftermarket shift kit, this Barracuda offers a more spirited driving experience than its factory configuration while still capturing the laid-back cruising personality of a classic American convertible. With its clean styling, white soft top, and tasteful upgrades, this Mopar stands out as a unique and highly usable vintage cruiser.

view listing
1970 Volkswagen Beetle - Passenger side

1970 Volkswagen Beetle Restomod LT1

VERIFIED SELLER
PENDING SALE
$55,000

There are custom builds, and then there are machines like this. This 1970 Volkswagen Beetle Restomod shows just 710 miles and represents a complete reimagination of one of the most recognizable economy cars ever built. Far removed from its humble air-cooled origins, this Beetle has been transformed into a full custom hot rod powered by a Chevrolet LT1 V8, riding on a tubular chassis, and engineered with hardware more commonly found in purpose-built performance cars. From its chopped roofline and wide rear stance to its remote-controlled suicide doors and bespoke interior, this is a build created to command attention wherever it goes. The title carries a rebuilt designation noted in title history, which should be fully disclosed, but this vehicle’s appeal lies in its craftsmanship, engineering ambition, and sheer uniqueness rather than originality.

view listing

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