The 1959 Cadillac is a defining icon of its era, renowned for its massive shark-like tailfins—the largest vertical tailfins ever on a production car. The space-race-fever-driven styling of the late 50s, inspired by designers like Chrysler’s Virgil Exner and GM’s Harley Earl, peaked in 1958-1960, with the 1959 Cadillacs standing out as the most iconic. Offered in 12 different trim levels and body styles, from the Sixty-Two series to the Fleetwoods and the Eldorados, the De Villes represented the mid-range trim, available as a coupe, a six-window sedan, and this four-window sedan. This particular Cadillac, known as the “flat top” due to its roof overhang and four electric side windows, weighs 5000 lbs (2.3 tons), measures 225 inches in length with a 130-inch wheelbase, and is 80.2 inches wide. With just over 78,000 original miles, it is completely original and in very good shape, having been lovingly maintained by its third owner for over 35 years. The car was driven directly from Detroit to California upon purchase and has always been garaged. It exemplifies the 1950s extravagance with better options and features than the Sixty-Twos, without the massive price tag of the Fleetwoods.
The 1959 Cadillac Sedan DeVille is known for its unique styling, featuring a flat-top and a massive wraparound rear window. This series 6200 model, completely original and non-refurbished, sports its factory Jet Black paint, which accentuates the chrome details. Despite being nearly 65 years old, the original black-and-white interior is in remarkably good shape, with no major wear-and-tear. The 4-window sedan, with its distinctive "flat top" look and massive tailfins tipped with dual "bullet" taillights, is a head-turner. The body and floors are straight and solid, with no structural rust or known accidents. The chrome and stainless are in very good condition, and the removable rear wheel fender covers are functional. The car has a few superficial dings and some small scratches on the top and hood. All the glass is intact and in good condition, with no cracks. Inside, the original black cloth and white naugahyde bench seats are in excellent condition, except for the driver's section of the front seat, which needs new springs. The headliner has some stains, but the original dash, instrument panel, and steering wheel are without cracks and fully functional. The car retains its original radio and power antenna (though the antenna is not working), and all four power windows and hand-operated wing windows are operational. The glove box and ashtrays open and close normally, and the large trunk retains its original lining and maintenance manuals, including a spare tire and jack assembly.
The 1959 Cadillac's were powered by a 390ci V8 (rated for 325hp in the DeVille) connected to a 4-speed Hydra-Matic automatic transmission. The engine bay of this Cadillac is original with the standard four-barrel carburetor. The 3.21:1 rear axle ratio made highway cruising a breeze. This particular vehicle has just over 78,000 original miles, and the owner believes the engine, transmission, and drivetrain are all original with no known rebuilds. The car starts easily and runs well, with power steering and power brakes as standard features. A recent tune-up included new spark plugs, wires, a compression test, and a new battery. The car has an auxiliary electric fan installed in front of the radiator to keep the engine cool during parades and shows. The exhaust is in good condition, and the car drives smoothly with plenty of tread left on the whitewall tires. This relatively rare, completely original, and very sharp flat-top Cadillac is thus being sold as is, preserving the essence of 1950s automotive glitz and glamour.
1959 Cadillac DeVille Sedan
4-Barrel 390ci OHV V8
4-Speed Hydra-Matic Automatic Transmission
RWD
Black Exterior
Black/White Interior
325HP
3.21:1 Rear
Completely Original - Not Refurbished
Original Paint
Original Interior
Original Upholstery
Original Engine
Original Carburetor
Original Transmission
Original Dashboard
Original Instrument Panel
Original Steering Wheel
Original Trunk Lining
Original Maintenance/Operating Manual
Original Spare
Original Jack Assembly
“Flat Top” Design w/ Curved Rear Window
Upgraded With Auxiliary Electric Fan
Independent Front Coil Spring Suspension
Rear Live Axle Coil Spring Suspension
Power Brakes
Power Steering
Power Windows
Recent Tune Up
Recent Compression, Brakes, Transmission Tests
New Spark Plugs
New Wiring Unit
New Battery
The 1966 Cadillac DeVille captured the essence of mid-1960s American luxury with its bold design, powerful V8, and emphasis on comfort and presence. This particular example has been tastefully customized while retaining its classic Cadillac character. Finished in a striking black-and-silver vinyl wrap over a black and gray interior, it is powered by the factory 429ci V8 paired to a 3-speed Turbo-Hydramatic automatic transmission. Showing 93,071 miles, this DeVille combines period elegance with modern flair thanks to a lowered stance and polished 20-inch wheels.
Cadillac’s de Ville series, which roughly translates to ‘of the town’ represented coupes and convertibles from Cadillac’s full-size luxury car line-up. This nameplate was seen across eight generations, between 1959 and 2005. Early generations, such as the third, which this 1966 Cadillac deVille Convertible Restomod belongs to, are widely considered to be a great way to experience Sixties Cadillac motoring. This particular car comes from Lake George, New York, and has received a thorough mechanical upgrade package, plus some cosmetic enhancements. So, as the name suggests, it’s a restomod for those who appreciate the tasteful combination of classic and modern elements. If that sounds like you, get in touch with us and take this beauty home, pronto.
A convertible classic Cadillac is always a head turner, regardless of the year of model or era. But if one were to pick some particularly great eras, the late 50s and the early 70s immediately come to mind. The 3rd generation DeVille was built from 1965 to 1970, and even though it was Cadillac’s mid-range model, it was still very much a Cadillac in every sense of the word. The 1970 DeVille falls into the sweet spot in time where cars had the design, features, and comfort of the late 60s/early 70s and power of the “pre-emissions” engines. During its 6-year production, several significant changes were made to the DeVille in terms of mechanics, features, and design. Perhaps the most noticeable of these is the layout of the dual headlamps changing from vertical to horizontal, but there were many not-so-obvious improvements as well, such as the introduction of the Energy-Absorbing steering column and safety wheel as standard equipment from 1967.
Cadillac’s full-size luxury sedan for twenty years, the Fleetwood served as the pinnacle offering from this iconic American luxury automaker between 1976 and 1996. The actual origins of Fleetwood are hazy, as it was used as a trim line on other Cadillacs since 1935, since Fleetwood was actually a coachbuilder who built bodies for automakers, most notably, Cadillac. The first proper Fleetwood model was actually front-wheel drive, with the second generation switching to rear-wheel drive. However, the Fleetwood Brougham remained rear-wheel drive, as is this 1986 Cadillac Fleetwood Brougham from Ford Collins, Colorado. The car has got a 307 under the hood, and just over 25,000 miles on the clock.
This 2018 Cadillac CTS-V combines supercharged V8 performance with premium luxury features, creating one of the most compelling American super sedans of its era. Powered by the 640-hp LT4 engine and paired to an 8-speed automatic transmission, the CTS-V delivers exceptional acceleration and high-speed stability while remaining comfortable enough for daily use. This example is finished in Crystal White Tricoat and optioned with the V-Series Preferred Equipment Group, Luxury Package, polished 19-inch wheels, Recaro performance seats, and several interior comfort features, making it both highly equipped and performance-focused. Altogether, it offers a distinctive balance of refinement, technology, and track-ready capability.
A Brougham is a horse-drawn carriage, named by a British politician and jurist named Lord Henry Brougham. One of the most luxurious ways to travel in the horse-and-cart era, it’s no surprise that Cadillac boldly used the name for their full-size luxury car lineup in 1987. Sadly, the Brougham would see just five years of production before being discontinued in 1992, replaced by the arguably less cool-sounding Fleetwood. Yes, Fleetwood is nice but no follow-up to Brougham. How do you pronounce it, anyways? We’ll leave you to ponder that as you take on this 1988 Cadillac Brougham from Smithville, Texas. With 63,000 miles on the clock, this old-school American luxobarge could be yours! It’s got a repainted deck lid and hood, and come s with the owners manual included in the sale too.
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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