1963 Chevrolet Corvair 95 Greenbrier

Famous for all the wrong reasons, the Chevrolet Corvair has been relegated to being one of American automotive history’s pariahs. This was majorly due to its presence in Ralph Nader’s book titled “Unsafe At Any Speed”. Yes, the Corvair’s swing-axle rear suspension and unconventional tire pressure settings does mean that it can catch out its driver, but that also means you should drive it in a sensible, rather than silly fashion. On the same token, we shouldn’t be driving cars at all, or even walking for that matter if its unsafe to be in any form of speed. Plus, if the Corvair was really that dangerous, would you find examples like this 1964 Chevrolet Corvair Monza Convertible for sale today? Up for sale from Indianapolis, this 83,987-mile car is living proof that the Corvair isn’t the killer widow-maker that Nader made it out to be. This car comes with the original owner’s guide, a 164ci flat six, a manual gearbox, and a spare tire lock key too.

When Chevrolet came up with the Corvair as a radical new car, not even the designers could’ve foreseen just how controversial it would go on to become. In a bid to compete with the rising popularity of compact European cars, Chevy released the Corvair in 1960. Like the Volkswagen Beetle (which was one of the main competitors it was aimed at), it came with a rear mounted, air-cooled, horizontally opposed engine and all-round independent suspension. It also featured monocoque construction. It had advantages in both power and space over the Beetle, and it had a technological advantage over its domestic competition (both Ford and Chrysler’s candidates for the compact segment were basically just downsized versions of their existing models). While theoretically impressive and well received by critics and consumers (named “Car of the Year” by Motor Trend and selling 26000 units in it’s first 2 days), it would initially face several teething problems, and then have its legacy clouded by concerns about its handling and safety (mainly by Ralph Nafer’s “Unsafe at Any Speed”). These claims have mostly been debunked since then.

With Germany’s Volkswagen Beetle dominating the market, General Motors stepped up for the United States of America and introduced a ground-breaking car of its day, the Chevrolet Corvair. The Corvair is a rear-engine, air-cooled compact car. The same words can be used to describe a Beetle, but they looked nothing alike. This Chevrolet Corvair “Monza” was introduced in 1961 as an upscale trim, along with a four-speed manual transmission that quickly became appealing to buyers. It was even referred to as “the poor man’s Porsche” by car magazines, initially making the Monza series responsible for about half of Corvair sales. Three years down the line, in 1964, significant engineering changes were made with a front anti-roll bar fitted as standard, while the brakes were improved with finned rear drums. Even the engine displacement was increased from 145 to 164 ci, resulting in an increase of power, the same as this particular model, which features a total of 49,200 original miles. With recent servicing up to date, here is your chance to own an American classic car that left a mark in the country’s automotive history for sale in Woodbury, Connecticut.

The 1978 Chevrolet Corvette Silver Anniversary Edition celebrated 25 years of America's iconic sports car, introducing a distinctive fastback rear window design, commemorative badging, and an exclusive two-tone silver paint option that has since become one of the most recognizable combinations of the C3 generation. This particular example, showing 48,113 miles, is finished in Silver Metallic/Dark Silver Metallic with a contrasting Red interior, capturing the unmistakable appearance of Chevrolet's anniversary celebration. Under the hood sits a 350ci L48 V8 paired with a 3-speed automatic transmission, delivering the traditional rear-wheel-drive performance that defined the Corvette throughout the 1970s. Additional highlights include removable T-top roof panels, original 15-inch slotted cast aluminum wheels, four-wheel disc brakes, and power steering. With its commemorative styling, distinctive two-tone finish, and classic small-block V8, this Silver Anniversary Corvette offers enthusiasts an appealing piece of American sports car history.

The 1941 Chevrolet Master Deluxe Town Sedan arrived during a pivotal period in American automotive history, introducing updated styling, a wider body, and improved performance just months before civilian automobile production was interrupted by World War II. This particular example, showing 59,276 miles, combines the distinctive character of Chevrolet's prewar design with a collection of custom street rod touches. Finished in Black with elaborate Red and Gold pinstriping, it features custom wire-spoke wheels, whitewall tires, an exterior sun visor, and a striking Black/Red interior with honeycomb-pattern upholstery. Under the hood sits Chevrolet's classic 216ci Stovebolt inline-six paired with a 3-speed manual transmission, preserving the traditional driving experience of the era. Additional highlights include an aftermarket rear air suspension system, rear disc brake conversion, and custom interior appointments. With its combination of vintage Chevrolet engineering, personalized styling, and upgraded suspension hardware, this Master Deluxe offers an appealing take on a prewar American classic.

The 1957 Chevrolet 150 Sedan Delivery takes the iconic styling of Chevrolet's Tri-Five era in a distinctive direction, featuring a two-door commercial body with solid rear quarter panels and an enclosed cargo compartment instead of conventional rear passenger accommodations. Originally designed for businesses and deliveries, these utility-oriented Chevrolets have become desirable platforms for custom street rods and restomod builds. This particular example, showing just 26 miles on the odometer, has been extensively customized with a striking Red/White exterior, matching White/Red interior, and a collection of distinctive styling elements sourced from other American classics. Under the hood sits a JEGS Performance 350ci small-block V8 paired with a TH350 automatic transmission and Ford 9-inch rear end. Other highlights include four-wheel disc brakes, power steering, air conditioning, digital instrumentation, and power windows. With its custom 1954 Pontiac grille, 1970 Cadillac taillights, and 1955 Pontiac side trim, this Sedan Delivery offers an unmistakable street rod personality while retaining the timeless appeal of Chevrolet's celebrated 1957 design.

The Volkswagen Vanagon Westfalia has earned a devoted following among travelers and automotive enthusiasts for its clever camper design, unmistakable boxy styling, and ability to turn an ordinary road trip into an adventure. During the 1980s, Volkswagen's collaboration with Westfalia produced some of the most recognizable compact campers on American roads, offering practical sleeping accommodations without the bulk of a traditional recreational vehicle. This 1987 Volkswagen Vanagon Westfalia Wolfsburg Edition Weekender is finished in Titan Red Metallic over a Tan cloth interior and features the desirable Westfalia pop-up roof configuration. Showing 108,500 miles, with true mileage unknown (TMU), this example is equipped with a four-speed manual transmission, a 2.1-liter water-cooled flat-four engine, and a versatile interior designed for extended travel. Its Weekender equipment includes an upper sleeping bunk, a folding rear bench that converts into a bed, integrated storage compartments, privacy curtains, and rear roof-mounted air conditioning. With its distinctive Wolfsburg Edition specification and thoughtfully designed camper accommodations, this Vanagon offers an appealing combination of vintage Volkswagen character, open-road freedom, and practical weekend versatility.

The 1980 International Harvester Scout II SPX captures the rugged spirit of American four-wheel-drive vehicles, combining the Scout's distinctive utilitarian design with the durability and off-road capability that established International Harvester as a respected name among outdoor enthusiasts. Introduced as a competitor to the Jeep CJ and Ford Bronco, the Scout II became particularly popular for its versatile removable hardtop, durable drivetrain, and trail-ready construction. This particular final model year example, showing 106,702 miles, is finished in Bronze Metallic with a Tan interior and features a collection of off-road-oriented upgrades. Beneath the hood sits the desirable 3.3L Nissan SD33T turbocharged diesel inline-six, paired with a 4-speed manual transmission and four-wheel drive. Additional highlights include a Dana 300 dual-range transfer case, Dana 44 axles, a front-mounted electric winch, KC auxiliary lighting, and an aftermarket suspension lift kit. With its distinctive Scout Rallye graphics, vintage diesel powertrain, and adventure-ready equipment, this Scout II offers an appealing combination of classic American SUV styling and traditional off-road capability.

This 1965 Chevrolet C10 Restomod LS brings together the unmistakable styling of Chevrolet's first-generation C/K pickup with modern LS V8 performance and an extensive collection of custom upgrades. Finished in Baby Blue Metallic with a contrasting Black/Gray interior, this classic pickup features a 6.0L Gen III LS V8 paired with an automatic transmission, with the seller reporting just 636 miles on the GM crate engine. Its performance-oriented build includes an S&S Motorsports engine tune, QA1 suspension with coilovers and tubular control arms, four-wheel disc brakes, and a Flowmaster exhaust system. Beyond its mechanical upgrades, the truck features a custom wood-plank pickup bed, steel wheels, Dakota Digital gauges, Vintage Air conditioning, and an upgraded Alpine audio system. Combining vintage Chevrolet pickup styling with contemporary power, comfort, and chassis improvements, this C10 offers a distinctive restomod experience for enthusiasts who appreciate both classic trucks and modern V8 performance.