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.
Oldsmobile’s take on the Personal Luxury Car, the Toronado came to be in 1965. It stuck around until 1992, across four generations, and was perhaps best known for its quirky front-wheel drive layout. Yes, how many V8-powered luxury barges can you think of that drive their front wheels? Today, we’ve got one of those front-driven beasts, a second-generation 1977 Oldsmobile Toronado Brougham from Middle River, Maryland. This car has traveled just 16,271 miles so far and represents a fine choice for a discerning collector who wants a Seventies classic that perfectly embodies the spirit of size and luxury excess at the time.
This 1968 Chevrolet Camaro blends classic first-generation styling with meaningful performance upgrades, creating a well-executed build with strong street presence. The seller states that the car is powered by a 427ci big-block V8, and the aggressive stance, polished wheels, and drag-style rear setup reinforce its pro-street character. Finished in black with white striping, the car maintains its vintage charm while incorporating modern performance enhancements, making it a compelling choice for enthusiasts who want both style and power.
Considered by many to be the best classic car for anyone looking to get into classic cars, the Volkswagen Beetle is a symbol of mobility across the world. Between 1938 and 2003, this happy-faced, bug-eyed machine with its friendly purring air-cooled engine helped countless families get about their daily errands with ease. Over 21 million Beetles were made in total, and when the original finally bowed out of production, many tears were shed. Today, why not celebrate that glorious legacy with this 1968 Volkswagen Beetle from Trinity, Florida? The vehicle has 30,606 miles recorded on the odometer, and looks just as good as it left the showroom floor in 1968.
"They don't make them like they used to." This is a line that is thrown around a lot to signify that things were better in the good old days. While most find this particular line to be overly enthusiastic, there is some truth to certain aspects. Present today is one of those times where "They don't make them like they used to" applies perfectly and takes shape with this 1970 Pontiac GTO. With a reported 500 miles on its clock, this classic muscle is a looker and is ready to throw it back to the good old days of motoring.
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