1967 Oldsmobile 442 Convertible

The 1968 Oldsmobile 4-4-2 arrived during the golden age of American muscle cars, when manufacturers competed to deliver increasingly powerful engines, aggressive styling, and performance-oriented engineering. Originally introduced as an option package on the Cutlass, the 4-4-2 became its own distinct model for 1968, marking an important milestone in Oldsmobile's performance heritage. This 1968 Oldsmobile 4-4-2 Holiday Coupe, showing 77,674 miles, features a White exterior with a contrasting Black vinyl roof, Black fender stripes, and an Olive Green interior. Beneath the hood sits a formidable 455ci V8 paired with a TH400 three-speed automatic transmission and a Hurst Dual-Gate shifter, giving this classic coupe a particularly desirable muscle car configuration. Its Hurst-inspired styling, Oldsmobile Super Stock II-style wheels, and distinctive color combination contribute to its vintage character. With its big-block power, unmistakable late-1960s design, and performance-oriented appointments, this 4-4-2 captures the personality of an era when American manufacturers were pushing the boundaries of street performance.

This 1969 Oldsmobile 442 Convertible combines classic muscle-car presence with a particularly desirable factory-style specification and a strong emphasis on drivability. Showing approximately 61,498 miles, this example is powered by a 400ci V8 with a 4-barrel carburetor and 4-speed manual transmission, sending power to the rear wheels. Finished in Nassau Blue over a Black interior with a white convertible top, it is further equipped with factory air conditioning, power steering, power front disc brakes, a power driver seat, tilt steering wheel, Tic-Toc-Tach, and a factory 8-track player. With its manual gearbox, big-cube V8, open-air body style, and unusually rich equipment list, this 442 delivers the kind of combination collectors and enthusiasts tend to gravitate toward.

The Oldsmobile 442 was a muscle car made between 1964 and 1980. The name was revived for some later years as well, but the era stated above is arguably the most interesting one. As is the name. Sounds pretty random, doesn’t it? 442 or 4-4-2. Well, you see, it has a meaning, because the original 442 came with a 4-barrel carburetor, 4-speed manual transmission and 2 exhausts (dual exhaust configuration). Now do you get it? We had to do some research too, to get it. Either way, we have a 1967 Oldsmobile 442 Supreme for sale right now from Statham, Georgia. The car is a numbers-matching example with a 4-speed Muncie, a 400ci V8 and original 442 badging too. Grab it quick!

This 1937 Oldsmobile Series F Hot Rod blends prewar styling with the unmistakable attitude of a blown big-block street machine. Showing just 797 miles, it is powered by a 454ci supercharged V8 topped with a 6-71 Roots-type supercharger and backed by a 700R4 4-speed automatic. A 1968 Pontiac Firebird front end, power steering, aluminum cylinder heads, stainless steel headers, and an aluminum radiator give the car serious mechanical substance, while the custom burgundy paint job and reupholstered gray interior bring a more finished, show-oriented side to the build.

The 1983 Oldsmobile Ninety-Eight Regency Sedan represents a time when American luxury meant space, comfort, and effortless cruising. Showing 82,713 miles, this example presents as a well-preserved classic that captures the essence of Oldsmobile’s flagship offering. Finished in Medium Blue Metallic and equipped with the Regency trim, it delivers the kind of plush ride and upscale feel that made these cars so popular in their day. With features like a pillowy interior, smooth V8 power, and added undercoating for preservation, this Ninety-Eight stands as a nostalgic yet highly usable cruiser that continues to embody traditional American luxury.

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.

The Mercedes-Benz SL has enjoyed a distinguished place in automotive history, and the R107 generation remains one of the most celebrated luxury roadsters to emerge from Stuttgart. Produced from 1971 through 1989, the R107 became synonymous with sophisticated open-top motoring, exceptional engineering, and the understated elegance that defined Mercedes-Benz during the era. Introduced for the 1986 model year, the 560 SL became the flagship American-market version of the R107, bringing a larger 5.6-liter V8 and further refinements to an already accomplished grand tourer. This 1987 Mercedes-Benz 560 SL, showing 65,981 miles, is finished in Arctic White over a Palomino leather interior, complemented by a contrasting Dark Brown convertible soft top. Its factory specification is particularly appealing, featuring a rear spoiler delete that preserves the roadster's clean, classic proportions. Additional highlights include a removable body-color hardtop, 15-inch Mercedes-Benz alloy wheels, automatic climate control, heated exterior mirrors, and a Pioneer audio head unit replacing the original Becker radio. With its elegant color combination, naturally aspirated V8, and timeless R107 styling, this 560 SL offers an inviting opportunity to experience one of Mercedes-Benz's most enduring grand touring roadsters.

The Lincoln Mark VII LSC brought an unexpected dose of performance to the American luxury coupe market during the 1980s, combining the comfort and refinement expected of Lincoln with the same 5.0-liter High Output V8 that powered Ford's celebrated Mustang GT. By 1990, the Mark VII had established itself as a distinctive alternative to European grand touring coupes, offering rear-wheel drive, four-wheel air suspension, and a remarkably well-appointed interior. This 1990 Lincoln Mark VII LSC Special Edition, showing just 47,063 miles, is finished in Garnet Red over Titanium Gray leather and belongs to a particularly limited production group. Reportedly only 3,345 LSC Special Edition examples were produced for 1990, with just 442 sharing this particular paint and trim combination. Its Special Edition appointments, monochromatic exterior styling, distinctive lace-style aluminum wheels, and powerful 5.0-liter V8 make it an appealing example of Lincoln's performance-oriented luxury flagship. With its distinctive specification, low indicated mileage, and documented production figures reported by the seller, this Mark VII deserves attention from collectors and enthusiasts of American luxury automobiles.

The fourth-generation Pontiac Firebird Trans Am arrived during an exciting period for American performance cars, when powerful naturally aspirated V8 engines, rear-wheel drive, and manual transmissions still defined the muscle car experience. By 1997, Pontiac had refined the Trans Am into a formidable competitor, combining the proven 5.7-liter LT1 V8 with distinctive aerodynamic styling and impressive handling capabilities. This 1997 Pontiac Firebird Trans Am, showing just 31,092 miles, is finished in Black over a Taupe interior and features the desirable BorgWarner T56 six-speed manual transmission. Its aggressive appearance is highlighted by a Ram Air-style hood with dual scoops, removable glass T-tops, and aftermarket wheels that complement its low-slung profile. The interior has also received several upgrades, including an aftermarket sound system, subwoofer, and JVC touchscreen multimedia receiver with Apple CarPlay connectivity. Combining low indicated mileage, traditional V8 performance, and an engaging manual gearbox, this Trans Am captures the unmistakable character of Pontiac's celebrated 1990s muscle cars.