A classic drop-top first generation Ford Mustang is probably one of the best ways to enter the classic car world if you want to go American. With over two million Mustangs sold from the first generation, there’s no shortage of examples to pick from. We’ve got one worthy candidate right here, a 1966 Ford Mustang Convertible hailing from Springfield, Massachusetts. This 119,540-mile car has traveled quite a bit in its life, as you can see. But, Mustangs rarely give up if you look after them, and this car has clearly been cared for. Plus, it’s got a 289 under the hood, hooked up to a manual transmission which will give you a fair bit of driving pleasure. We’re also told that the convertible top is aftermarket, but that doesn’t matter one bit since it appears to be in great nick, just like the rest of this pony.
Light Blue paint adorns this 1966 Ford Mustang Convertible and it’s a very Sixties shade. Pastel hues of blue, green, yellow and even pink were the colors of the day, as moods were happy and worries were minimal in comparison to today. This car features an aftermarket convertible top in contrasting beige, and rides on a set of 14-inch styled steel wheels wearing whitewall radial tires for that period-correct look. It’s also got the requisite 289 and Mustang pony badges, plus chrome bumpers. The blue interior of this 1966 Ford Mustang Convertible matches with its exterior and can seat four adults with ease. It’s a lovely place to go cruising in, with a push-button radio, slider controls for the heater, and nary a digital device in sight. Pop the trunk and you’ve also got some decent space for your luggage if it’s a multi-day trip you’re embarking on.
This 1966 Ford Mustang Convertible comes with a 289ci V8 under the hood. Since it’s a 2-barrel carbureted unit, we feel that it has a reported 200hp and 282lb-ft as per period literature. All this goes to the rear wheels through a 3-speed manual transmission. Yes, this car will literally be a hoot to drive, especially when you lower the top and let the V8 roar.
Mach 1 is the speed of sound. Yes, it’s around seven hundred and sixty miles an hour at sea level. Needless to say, this 1970 Ford Mustang Mach 1 can’t get anywhere near that figure, but it’s a cool name, nonetheless. So cool, especially in the golden era of jet aircraft – the Sixties and Seventies. That’s why when Ford introduced a top-tier performance and appearance package for the first-generation Mustang, they called it the Mach 1. Hence, if you find an original Mach 1 for sale today, it’s an increasingly rare bird to net. Thankfully, we’re great ‘birdwatchers’ when it comes to finding rare automotive birds. So, we’ve got this 37,058-mile car from Winchester in our net right now. Quick, come and get it before someone else does!
This 2017 Ford Mustang Shelby Super Snake represents one of the most aggressive factory-authorized Shelby builds of the modern S550 era. Finished in Shadow Black and equipped with a 6-speed manual transmission, this example combines the raw engagement of a traditional manual gearbox with Shelby’s 750+ horsepower supercharged performance package. Based on the Mustang GT Premium, the Super Snake conversion elevates the car into a limited-production, Shelby Registry–numbered performance machine with extensive mechanical, cooling, braking, and aerodynamic upgrades. With an original total MSRP approaching six figures, this car delivers supercar-level straight-line performance while retaining daily drivability and full Shelby documentation.
Ford’s famous pony car, the Mustang, just keeps on galloping and galloping! Even with the proliferation of EVs and the relentless customer demand for SUVs, this legendary nameplate is still around to this day. It’s now in the seventh generation which debuted in 2024, and shows no signs of slowing down. Ever since the first Mustangs rolled off the Dearborn lines in mid-1964, the Mustang has represented the everyperson sports car, aptly called a pony car. Today’s 2024 Ford Mustang Dark Horse is from the seventh generation, and is a special variant with enhanced performance for the streets, much in the vein of the original Boss Mustang 302 of the Sixties. With its 5.0-liter V8, Dark Horse badging and carbon-fiber hood, this Havana-based car boasts just 2,000 miles on the odometer.
Mach 1 is the speed of sound. Yes, it’s around seven hundred and sixty miles an hour at sea level. Needless to say, this 1970 Ford Mustang Mach 1 can’t get anywhere near that figure, but it’s a cool name, nonetheless. So cool, especially in the golden era of jet aircraft – the Sixties and Seventies. That’s why when Ford introduced a top-tier performance and appearance package for the first-generation Mustang, they called it the Mach 1. Hence, if you find an original Mach 1 for sale today, it’s an increasingly rare bird to net. Thankfully, we’re great ‘birdwatchers’ when it comes to finding rare automotive birds. So, we’ve got this 37,058-mile car from Winchester in our net right now. Quick, come and get it before someone else does!
This 1957 Ford Thunderbird is powered by the desirable 312ci Y-block naturally aspirated V8 paired with a 3-speed Ford-O-Matic automatic transmission. Finished in black over a white vinyl interior with a gray convertible soft top, it also includes the removable hard top — a defining feature of the final-year first-generation Thunderbird. Recent documented service reflects significant investment into the car’s mechanical systems, with major attention given to braking, fuel delivery, cooling, steering, and ignition components. This is not simply cosmetic upkeep — it is substantive mechanical sorting aimed at drivability and reliability.
This 2017 Ford Mustang Shelby Super Snake represents one of the most aggressive factory-authorized Shelby builds of the modern S550 era. Finished in Shadow Black and equipped with a 6-speed manual transmission, this example combines the raw engagement of a traditional manual gearbox with Shelby’s 750+ horsepower supercharged performance package. Based on the Mustang GT Premium, the Super Snake conversion elevates the car into a limited-production, Shelby Registry–numbered performance machine with extensive mechanical, cooling, braking, and aerodynamic upgrades. With an original total MSRP approaching six figures, this car delivers supercar-level straight-line performance while retaining daily drivability and full Shelby documentation.
This 1969 Chevrolet Camaro Restomod is a no-expense-spared Pro Touring build that blends iconic first-generation Camaro styling with thoroughly modern performance engineering. Under the hood sits a 376ci LS3 V8 upgraded with a COMP cam and valvetrain, producing a claimed 530 horsepower, paired to a Tremec 5-speed manual transmission for an engaging, driver-focused experience. Built with premium components throughout — including a Heidts Pro-G IRS rear suspension and Detroit Speed front subframe — this Camaro was clearly constructed with both performance and refinement in mind. Showing under 2,500 miles since completion, it remains exceptionally fresh, presenting as a highly sorted and lightly driven example of a serious modern muscle build.
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.
Today’s car on sale is the breathtakingly beautiful Opel GT. It’s a compact German sports car that’s quite unlike the contemporary American cars that ruled the Sixties and Seventies. With its steel unibody chassis and rotary flipping headlamps, the GT was powered by a 1.9-liter four-cylinder unit. This particular 1972 Opel GT has got just 4,200 miles on it and is up for grabs in Covington, Kentucky. It embodies the quirky nature of Opel’s cars back then, and is a fantastic choice to make if you want to be known for distinctiveness, especially when you rock up at a classic car meet or drive event.
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