One might think that the Oldsmobile Cutlass was named after the sword of the same name that was popular with sailors and pirates. Interestingly, that’s partially true; the sword was inspiration for the name, as was the Vought F7U Cutlass fighter jet. Initially, the Cutlass name was applied to the top trim level of the Oldsmobile 4-4-2. Then, variants started to spin off. One of these was the Cutlass Supreme in 1966. Representing the top of the Cutlass hierarchy, the Supreme sported different body styling as well. Today, we’ve got a second-generation 1969 Oldsmobile Cutlass Supreme for sale from Los Angeles, California. With just over 68,000 miles on the clock, this car is a great classic for a seasoned collector, or a budding enthusiast looking to dip their toes into the classic car seas. Let us tell you more about this car.
This 1969 Oldsmobile Cutlass Supreme will definitely be noticed in a crowd, thanks to its two-tone gold and black paint job that’s very Sixties in hue. With its dual headlamps, chrome bumpers and sleek coupe profile, this is definitely a car that oozes character, as well as potency. The outside rear-view mirrors are in a distinctive oval shape, and we’re told that the sizable hood is dual-latched. The interior of this 1969 Oldsmobile Cutlass Supreme includes black vinyl-upholstered seating that can take up to five adults. The car is said to come with factory air conditioning, loop-pile carpeting, and a radio with cassette tape player. Safety is provided by lap belts for the occupants. You’ll also notice some wood trim elements, since the Supreme was meant to offer luxury as well as sportiness. Meanwhile, there’s a suitably spacious trunk behind the passenger cabin, since cars like the Cutlass Supreme may have been used for family duties as well, in their heyday.
This 1969 Oldsmobile Cutlass Supreme features a 350ci Rocket V8 that was said to make 310 horsepower when new. The engine powers the rear wheels via an automatic transmission, for an easy driving experience. However, the car is no slouch and can easily light up its rear tires if called upon to do so.
The early 1970s marked a golden era for American muscle, and the 1971 Oldsmobile Cutlass Supreme remains one of the standout personal luxury performance coupes of the period. This particular 1971 Oldsmobile Cutlass Supreme Coupe shows 38,958 miles and has been extensively restored and tastefully customized to deliver classic muscle car presence with upgraded usability. Under the hood sits a reportedly newer 455ci V8 with less than 1,000 miles on the engine, giving this Cutlass the kind of big-block torque that perfectly suits its long-hood proportions. Finished in a rich custom Burgundy paint finish over a reupholstered Burgundy and Black interior, this example blends period-correct attitude with thoughtful upgrades including aftermarket air conditioning, updated wiring, and a custom audio setup. For buyers seeking a turn-key classic cruiser with real V8 presence and unmistakable 1970s styling, this Oldsmobile makes a strong impression.
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 early 1970s marked a golden era for American muscle, and the 1971 Oldsmobile Cutlass Supreme remains one of the standout personal luxury performance coupes of the period. This particular 1971 Oldsmobile Cutlass Supreme Coupe shows 38,958 miles and has been extensively restored and tastefully customized to deliver classic muscle car presence with upgraded usability. Under the hood sits a reportedly newer 455ci V8 with less than 1,000 miles on the engine, giving this Cutlass the kind of big-block torque that perfectly suits its long-hood proportions. Finished in a rich custom Burgundy paint finish over a reupholstered Burgundy and Black interior, this example blends period-correct attitude with thoughtful upgrades including aftermarket air conditioning, updated wiring, and a custom audio setup. For buyers seeking a turn-key classic cruiser with real V8 presence and unmistakable 1970s styling, this Oldsmobile makes a strong impression.
The 1965 Oldsmobile Dynamic 88 Convertible captures the essence of mid-1960s American cruising, blending bold styling with smooth V8 performance. As part of Oldsmobile’s full-size lineup, the Dynamic 88 offered a perfect balance of luxury and everyday usability, and this convertible variant adds an extra layer of open-air enjoyment. Showing over 91,000 miles, this example presents as a well-preserved classic with timeless appeal. Finished in red over a black interior, it delivers a striking and period-correct color combination, while the desirable 425ci “Super Rocket” V8 ensures it has the power to match its presence.
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 1965 Ford Mustang GT helped ignite America’s pony car revolution and quickly became one of the most influential performance cars of the 1960s. Combining sporty styling, compact dimensions, and V8 power at an attainable price point, the Mustang transformed Ford’s image overnight and created an entirely new segment in the automotive world. Showing just 18,813 miles, this example is finished in elegant Vintage Burgundy over a black interior and equipped with the highly desirable GT package, complete with a 289ci V8 and 4-speed manual transmission. With its timeless proportions, unmistakable styling cues, and engaging analog driving experience, this first-generation Mustang GT represents the pure essence of mid-1960s American performance motoring.
Few Mopars capture the raw attitude of the early 1970s muscle car era quite like the Dodge Demon. Introduced as a more aggressive and youthful version of the Dart lineup, the Demon combined compact dimensions with serious V8 performance, quickly becoming a favorite among street racers and Mopar enthusiasts alike. This 1972 Dodge Dart Demon Swinger is a particularly eye-catching example, finished in factory-code Butterscotch and equipped with a desirable 340ci V8 under the hood. Showing just 1,793 miles on the odometer, this Demon features a factory-documented list of performance and appearance options including the J54 Sport Hood, V21 performance hood treatment, dual exhaust, and factory stripe package. Combining authentic Mopar muscle styling with tasteful updates such as custom Demon-logo seating and a Hurst shifter, this classic Dodge delivers the unmistakable personality that made the Demon name legendary.
This 1993 Ford Mustang LX 5.0 Convertible represents the final production year of the legendary Fox-body Mustang, a platform that helped define affordable American V8 performance throughout the late 1980s and early 1990s. Showing just 34,294 miles, this example stands out thanks to its highly desirable 5.0-liter V8 drivetrain, striking Bright Red over Opal Gray color combination, and classic open-top Fox-body styling. The LX trim remains especially sought-after among enthusiasts for its cleaner, lighter-weight appearance compared to the GT models, while the convertible configuration adds a more relaxed cruising personality to Ford’s legendary pony car formula. Equipped with desirable factory features along with tasteful aftermarket audio and exhaust upgrades, this low-mileage Mustang delivers both collector appeal and unmistakable 1990s character.
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