A sorely missed American automobile manufacturer is Oldsmobile. They have gained an almost legendary status in the muscle car scene. Founded in 1897 as the Olds Motor Vehicle Company, the manufacturer went on to become a division of General Motors in 1908. Oldsmobile is now revered as an innovative company that built iconic vehicles with equally iconic engines. From 1964 to 1991, Oldsmobile built the Oldsmobile 442, a through-and-through muscle car, during its production from 1964 to 1987. Fun fact the "2" is a reference to the limited-slip differential. Feast your eyes on this second-generation 1969 Oldsmobile 4-4-2 convertible that is reported with an original mileage of 31,642 miles.
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This classic muscle car bears an Aqua Blue exterior finish with superimposed dual-racing stripes in a contrasting black color. The 1969 Oldsmobile 4-4-2 convertible features a distinctive design of the era. The front features a longish hood with dual bulges that accentuates its aggressive style. A pair of round headlights on each side flank the 443 chrome badge in the center of the split black-painted grille. The lower portion consists of a chrome bumper and vents. More 442 chrome badging can be seen on the side fenders, while the rear hosts a chrome bumper with twin exhaust tips. While the car sits on a set of OEM color-matched 4-4-2 wheels, the top is covered with a powered soft top in black. The black interior features front leather bucket seats and regular leather seats for the rear. Wood grain accents are used for the interior trim to add a bit of class which extends to the 3-spoke steering wheel as well. The seller reports that the air conditioning and power windows are in working order.
The 1969 Oldsmobile 4-4-2 convertible is known for its typical muscle looks and its innovative engine. The muscle car is powered by a 455ci (7.5L) V8 engine coupled with a 3-speed automatic transmission. The car uses a four-barrel carburetor that helps it to achieve 290hp of power; this enables it to zip past from 0-60 mph in just 7.0 seconds. Luxurious options in its time were power steering and power brakes, which are standard on the 4-4-2.
The Oldsmobile 442 earned its reputation in the golden muscle car era by combining power, presence, and everyday drivability. By 1970, it stood shoulder to shoulder with GM’s finest offerings, and today it remains one of the most respected names of the period. Our featured 1970 Oldsmobile 442 Holiday Coupe, finished in blue inside and out, brings that legacy back with a recently rebuilt powertrain and modern precision engineering. Located in Orland Park, Illinois, this example is powered by a period-correct but non-numbers-matching 455ci V8, paired with a Turbo 400 transmission. With a reported rebuild date of May 2023, this 442 offers a fresh take on classic American muscle.
The Oldsmobile Cutlass is a nameplate that’s been around for quite some time. It flirted in the compact, midsize and personal luxury car segments during its lifetime. Today’s 1970 Oldsmobile Cutlass 442 comes from the third generation, when Oldsmobile offered a Cutlass for everyone, it seems. You could pick from a four-door sedan, a two-door coupe, a two-door convertible and even a four-door station wagon. Interestingly, the two- and four-door variants had different wheelbases to ensure maximum interior space regardless of body style. That’s not all; you could also specify a thrifty in-line six or a powerful V8 depending on your preference. This particular car from Arlington is a two-door convertible with the biggest V8 under the hood. It’s done over 128,000 miles, but hardly looks it! So don’t miss this opportunity, DM or call us at the earliest if you’d like to drive off in this beauty.
Oldsmobile…a name that’s not been around for some time now. Yet, this iconic American automaker created one of the most recognizable muscle cars in the Sixties, the 442. Initially, 442 was an option package for the Cutlass and F-85. However, by 1968, Oldsmobile acknowledged that the 442 had earned the right to become a separate model. And it did. Here’s an example of proof. Behold, we’ve got a first-generation 1969 Oldsmobile 442 for sale, in all its golden glory, just waiting for its next lucky owner. Coming to you with all maintenance reportedly up to date, this is a time capsule that can still roar down the street in anger, thanks to its potent, unbridled V8 engine.
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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