1964 Chevrolet Corvair Monza

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 Chevrolet Corvair is arguably one of America’s more controversial Sixties cars. Introduced in 1960, it soon drew the attention of Ralph Nader, who dedicated an entire chapter in his book about the Corvair’s handling shortcomings. General Motors responded by updating the Corvair for the 1965 model year, giving it an all-new independent rear suspension that banished the famous lift-off oversteer issue. So, if you’ve been interested in the Chevy Corvair’s good looks and rear-engined configuration, this 1965 Chevrolet Corvair Corsa is the best candidate to grace your garage.

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 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.