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.
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.
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.
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.
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.
The Oldsmobile Cutlass is a car that’s named after a fighter jet which was named after a nautical sword! Isn’t that interesting? Made between 1961 and 1999, the nameplate has been seen in the compact, midsize and personal luxury segments over time. Earlier generations such as this second-generation 1967 Oldsmobile Cutlass Convertible were solid midsize contenders in their time. This particular car packs under 96,000 miles and a potent 455ci V8, this car is a 442 Tribute conversion. With its aftermarket suspension and TH400 3-speed automatic gearbox, it’s a pretty pleasant car to take out on a regular basis. If you’re interested, the car currently rests in Belleville, Illinois.
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.
Searching for a personal luxury car that’s a bit unusual and lesser-known? Why not try this fine Turqoise-colored 1968 Oldsmobile Toronado from Raton, New Mexico? It’s got under 58,000 miles on the clock, a 455ci V8 up front and a nice period blue interior. Coming from the first generation of Toronado, you might be surprised to hear which end does the driving – hint; it isn’t the rear axle. Yes, that was one of the Toronado’s quirks, but there are many more unique features to discover. So, get in touch with us ASAP if you’d like to acquire this Sixties American classic.
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.
If you want a Sixties GTO but can’t quite stretch to the prices that pristine examples fetch, this black 1967 Pontiac LeMans Convertible GTO Tribute is a viable contender to consider. It’s available in Greenacres, Florida, with a 400ci V8 under the hood and a TH400 3-speed autobox for ease of driving. With less than 23,000 miles on the clock, this baby also rocks an aftermarket exhaust, the famous His & Hers shifter, and some aftermarket upgrades too. It’s a cool car to cruise around in, but bury the throttle pedal and it can really take off, with the accompanying V8 rumble making everyone within earshot tingle in excitement.
Pontiac’s Star Chief was a full-size offering available between 1947 and 1966, across six generations. It represented the top trim level for the Chieftain model, and as such, sat at the upper echelons of Pontiac’s hierarchy. Today’s 1957 Pontiac Star Chief Custom Safary 2-Door Wagon Restomod is a bit different, though. It’s a restomod with some neat upgrades and makes for a fine classic daily driver. With over 120,000 miles on the clock, this car has been around quite a bit, but it’s not tired at all. Rather, this Riverside-based Pontiac is ready for even more action if you please. It’s got a 347ci V8 with FiTech Go Tri-Power electronic fuel injection, an aftermarket audio system and even air conditioning!
This 1968 Chevrolet Camaro Restomod is a first generation Camaro like no other. With its sleek red suit and fine black interior, this machine packs a 455-horsepower Big Block under the hood! That’s not all, a Muncie M-22 Rock Crusher 4-speed manual box lets you decide how exactly to send that power to the wheels via a Ford 9-inch rear end with 3.89 gears and a Detroit locker. All that, plus a host of restoration and upgrades can be yours with just under 5,400 miles on the clock. If you’re tempted, this one of a kind machine is available in Coral Springs, Florida. If you’re far away, it’s definitely worth a drive to check out this baby!
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