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.
An interesting name for a car – Cutlass. Yes, that’s what Oldsmobile called their compact car offering between 1961 and 1999. In 1964, the Cutlass graduated to the midsize segment, and also dabbled around as a personal luxury car between 1968 and 1988. That’s what we’ve got here, a third-generation 1968 Oldsmobile Cutlass S Convertible from San Antonio, Texas. The third generation saw some major changes, including fresh and more dynamic styling by Stan Wilen, different wheelbases for two and four-door variants, and some nice V8 power. The Cutlass S was the midrange trim, bookended by the F-85 beneath and the Supreme above. Today, this car is a fine way to relive the glorious Sixties of American automobilia, and do so with a machine from a celebrated brand that’s sadly, no more.
Named after a fighter jet which in turn was named after a sword, the Cutlass in Oldsmobile speak was a series of cars that was made between 1961 and 1999. It started off as a compact for just two short years before spending the meat of its life in the midsize segment. It also flirted with the Personal Luxury Car segment between 1968 and 1988. Today’s 1968 Oldsmobile Cutlass S Convertible hails from the third generation which was available as a coupe, sedan, hardtop, station wagon and convertible. It’s got the famous Rocket V8 under the hood, and has covered 93,000 miles so far. Now, it rests peacefully in Wellington, Florida, waiting for a new owner to pick it up and care for it. Is that you, then?
Yes, the Oldsmobile Cutlass is named after the sword of the same name. But, it’s also named after the Vought F7U Cutlass fighter jet. What a combination of inspirations for a car from a now-defunct brand. Over its production, the Cutlass would compete in the compact, midsize and personal luxury car segments. That’s quite broad for a single nameplate. Today’s 1972 Oldsmobile Cutlass is a third-generation car that hails from Belcourt, North Dakota. We’re told that it has been upgraded with a Rocket 455 engine, making it a real sleeper for those who don’t expect such an old-timey car to be so sprightly. So why not buy it and make it your weekend toy?
Oldsmobile is yet another one of those American automakers who is, sadly, no more. Our country’s storied automotive history is littered with such manufacturers who gave us some truly spectacular machines; yet time and economics were unkind to them. But have you heard of the Oldsmobile Hurst/Olds range? You see, in 1968, Oldsmobile collaborated with renowned aftermarket tuning firm Hurst Performance to create a special line-up of sporty cars. They started with the Cutlass. By 1983, it was time to celebrate 15 years of this amazing partnership, and a line-up of special 15th Anniversary Edition Oldsmobile Hurst/Olds were made. This 1983 Oldsmobile Hurst/Olds 15th Anniversary Edition is one of just 3,001 units made, and comes to you with 14,152 miles. Currently residing in Hiawatha, Iowa, this car packs the iconic Rocket V8 and Lightning Rod transmission combo.
An interesting name for a car – Cutlass. Yes, that’s what Oldsmobile called their compact car offering between 1961 and 1999. In 1964, the Cutlass graduated to the midsize segment, and also dabbled around as a personal luxury car between 1968 and 1988. That’s what we’ve got here, a third-generation 1968 Oldsmobile Cutlass S Convertible from San Antonio, Texas. The third generation saw some major changes, including fresh and more dynamic styling by Stan Wilen, different wheelbases for two and four-door variants, and some nice V8 power. The Cutlass S was the midrange trim, bookended by the F-85 beneath and the Supreme above. Today, this car is a fine way to relive the glorious Sixties of American automobilia, and do so with a machine from a celebrated brand that’s sadly, no more.
Named after a fighter jet which in turn was named after a sword, the Cutlass in Oldsmobile speak was a series of cars that was made between 1961 and 1999. It started off as a compact for just two short years before spending the meat of its life in the midsize segment. It also flirted with the Personal Luxury Car segment between 1968 and 1988. Today’s 1968 Oldsmobile Cutlass S Convertible hails from the third generation which was available as a coupe, sedan, hardtop, station wagon and convertible. It’s got the famous Rocket V8 under the hood, and has covered 93,000 miles so far. Now, it rests peacefully in Wellington, Florida, waiting for a new owner to pick it up and care for it. Is that you, then?
Chevy’s answer to Ford’s pony car challenge, the Camaro came in 1967 and brought a sister along for the ride, in the shape of the Pontiac Firebird. This was a smart move by General Motors as it allowed them to sell two suitably varied models in the same segment but with much of the same underpinnings, engines and other components. The Firebird was axed in 2002 but the Camaro continued to be made until 2024. That makes it the second longest-running pony car in history. Today, we’ve got a nice first-generation 1969 Chevrolet Camaro SS for sale in St. Cloud, Florida. This 1969 Chevrolet Camaro SS 396 is a show-stopping example of American muscle restored to concours-level detail. Verified by its X66 code and built at the Norwood, Ohio plant, this real-deal Super Sport coupe combines factory originality with subtle performance enhancements that elevate both its drivability and collectability. With its matching-numbers big-block, correct Turbo 400 transmission, and period-authentic Holley 4346 carburetor, this Camaro is the perfect blend of raw 1960s muscle and expert craftsmanship.
Chevy’s second-generation Corvette was made from 1963 to 1967, but across that relatively short lifcycle, over 117,000 examples found homes. This highlights how popular the Corvette was back then, much like it is now. The second generation or C2 brought about many features that we know from later ‘Vettes, such as pop-up headlamps, the boat-tailed styling, and the exclusive use of V8s for the Corvette – the C1 did offer a six cylinder early in its lifecycle but that wasn’t deemed worthy for a top-tier sports car. Today, we’ve got a 1967 Chevrolet Corvette Coupe for sale from Shohola, Pennsylvania, and let us tell you it’s a catch. With a growling 327 under the hood, this is classic American car nirvana at its finest. Plus, given the great condition of the car, it’s a sure-fire appreciating asset if you continue to look after it. If you’re interested in getting your hands on this beauty, we’re waiting for your call or DM.
Chevy’s third-generation Corvette of 1968 to 1982 was the best-seller in the entire range, in terms of generational numbers. Thanks to its super-long production run, over 542,000 were made, despite it carrying on through the dreaded Malaise Era. During these dark times for automotive enthusiasts, Chevy worked hard to maintain the Corvette as one of the fastest American cars around – of course that was a subjective term, but impressive, nonetheless. Hence, a C3 Corvette is a robust way to enter the world of classic American cars. Want to know more? We’ve got a 1977 Chevrolet Corvette for sale from Littleton, Colorado right here. It packs a 350ci L48 under the hood, paired with an automatic transmission to make it more convenient for those who never bothered to learn stick shift.
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