The second generation or C2 Chevy Corvette came in 1963, bringing that famous split-screen window to the party. Sadly it was discontinued after just one year due to rearward visibility concerns. But, the C2 also gave the Corvette things like pop-up headlamps, only V8s under the hood, and the Stingray badge. Hence, finding and acquiring a C2 in great condition is a very smart decision, soulfully, as well as financially. Thankfully, we’ve done the finding part for you, and present this 1966 Chevrolet Corvette Convertible for your consideration. This sub 43,000-mile survivor car from Riverhead, New York comes with a Turbo-Jet 427ci V8 and 4-speed transmission, original keys, the original owner’s manual and even a Protect-O-Plate included with the sale.
The exterior of this 1966 Chevrolet Corvette Sting Ray Coupe is finished in Rally Red, a bold and period-correct color that highlights the sculpted fenders and muscular proportions of the C2 body. The 1966 model year features the distinctive eggcrate grille and clean rear styling without the split window of earlier models. Turbine-style knock-off wheels paired with redline tires reinforce its authentic mid-1960s appearance, while factory-style side exhaust adds both visual drama and the unmistakable big-block soundtrack. Chrome bumpers, crisp body lines, and the iconic fender vents complete the timeless design. The interior of this 1966 Chevrolet Corvette Sting Ray Coupe is trimmed in Black vinyl and maintains a classic driver-focused layout. The wood-rim steering wheel frames a full gauge cluster including tachometer and auxiliary gauges angled toward the driver, emphasizing performance intent. The 4-speed manual shifter rises from the center console, reminding you that this Corvette was built for engagement. Simple, purposeful, and unmistakably 1960s, the cabin reflects the era when driving feel took priority over luxury excess.
Powering this 1966 Chevrolet Corvette Sting Ray is the legendary 427 cubic-inch Turbo-Jet V8, a naturally aspirated big block rated at 390 horsepower in L36 form. Fed by a 4-barrel carburetor and breathing through side-exit exhaust, the engine delivers massive torque and a thunderous exhaust note that defines the big-block Corvette experience. Paired with a 4-speed manual transmission, this setup provides raw, mechanical feedback and classic muscle-car acceleration. Combined with four-wheel disc brakes—advanced for its time—the 1966 Corvette remains one of the most formidable American performance machines of the 1960s.
By 1965, Chevrolet had fully refined the C2 Corvette formula into one of the most iconic American sports cars ever produced. The second-generation Sting Ray had already established itself as a dramatic departure from the original Corvette, blending European-inspired handling with unmistakably American V8 performance. This 1965 Chevrolet Corvette Sting Ray Convertible shows just 1,454 miles on the odometer, though as with many vintage vehicles, this figure should be considered mileage shown unless otherwise documented. Finished in highly desirable Glen Green over Saddle vinyl with both a matching Saddle soft top and a body-colored removable hardtop, this example presents as a particularly elegant expression of mid-1960s Corvette design. Features such as side-exit exhaust, knock-off style wheels, and the teakwood steering wheel further elevate its appeal for collectors seeking a properly specified C2.
The 2003 model year marked a major milestone for Chevrolet as the Corvette celebrated its 50th anniversary, commemorating five decades of America’s iconic sports car. To honor the occasion, Chevrolet introduced a special 50th Anniversary Edition package featuring exclusive styling cues, upgraded technology, and premium luxury appointments. This 2003 Chevrolet Corvette Convertible 50th Anniversary Edition shows just approximately 9,428 miles and is finished in exclusive 50th Anniversary Red over a Shale leather interior. Equipped with the highly desirable 6-speed manual transmission and 1SC Preferred Equipment Group, this C5 Corvette combines classic American V8 performance with collectible anniversary significance. With its low mileage, magnetic selective ride control, premium interior appointments, and anniversary-specific details, this Corvette represents one of the most refined and desirable versions of the C5 generation.
The 1996 Chevrolet Corvette Collector’s Edition Convertible represents the final send-off of the iconic C4 generation, a platform that carried Corvette through a major technological evolution from the 1980s into the modern era. This particular example is equipped with the highly sought-after LT4 engine, available only with a 6-speed manual transmission, making it one of the most engaging and collectible variants of the C4 lineup. Showing just 41,677 miles, it stands as a well-preserved example of a limited-production commemorative model finished in exclusive Sebring Silver Metallic. With its blend of rarity, performance upgrades, and open-top driving experience, this Corvette appeals strongly to both collectors and enthusiasts who appreciate analog performance.
The 1967 Chevrolet Impala represented the final year of one of Chevrolet’s most elegant full-size body styles of the decade, combining sweeping proportions with unmistakable American V8 presence. By this point, the Impala had firmly established itself as one of America’s most popular full-size cars, available in everything from comfortable family cruisers to big-block-powered boulevard bruisers. This 1967 Chevrolet Impala Convertible shows approximately 35,353 miles and presents as a beautifully configured open-top cruiser, finished in striking Bolero Red over a Parchment interior with a matching convertible top. With big-block power, upgraded drivability features, and timeless styling, this Impala offers the kind of classic American motoring experience that remains endlessly appealing.
Some special editions are simply appearance packages, while others carry genuine provenance that collectors immediately recognize. This 2017 Chevrolet Camaro 2SS Convertible Indy 500 Festival Edition belongs firmly in the latter category. Showing just 8,394 miles, this highly exclusive machine is one of only 101 officially designated Indy 500 Festival parade cars produced for the 2017 Indianapolis 500 festivities, with this specific example individually numbered #85. That makes it exponentially rarer than ordinary Camaro special editions and far more significant than a standard production 2SS Convertible. Finished in Summit White over a striking Adrenaline Red leather cabin with a black soft top, this Camaro combines authentic event heritage with naturally aspirated V8 performance. For collectors seeking something with true motorsport association, documented rarity, and immediate visual presence, this is the kind of modern American special edition that stands apart.
By 1965, Chevrolet had fully refined the C2 Corvette formula into one of the most iconic American sports cars ever produced. The second-generation Sting Ray had already established itself as a dramatic departure from the original Corvette, blending European-inspired handling with unmistakably American V8 performance. This 1965 Chevrolet Corvette Sting Ray Convertible shows just 1,454 miles on the odometer, though as with many vintage vehicles, this figure should be considered mileage shown unless otherwise documented. Finished in highly desirable Glen Green over Saddle vinyl with both a matching Saddle soft top and a body-colored removable hardtop, this example presents as a particularly elegant expression of mid-1960s Corvette design. Features such as side-exit exhaust, knock-off style wheels, and the teakwood steering wheel further elevate its appeal for collectors seeking a properly specified C2.
The 1967 Chevrolet Impala represented the final year of one of Chevrolet’s most elegant full-size body styles of the decade, combining sweeping proportions with unmistakable American V8 presence. By this point, the Impala had firmly established itself as one of America’s most popular full-size cars, available in everything from comfortable family cruisers to big-block-powered boulevard bruisers. This 1967 Chevrolet Impala Convertible shows approximately 35,353 miles and presents as a beautifully configured open-top cruiser, finished in striking Bolero Red over a Parchment interior with a matching convertible top. With big-block power, upgraded drivability features, and timeless styling, this Impala offers the kind of classic American motoring experience that remains endlessly appealing.
This 1995 Ford Mustang GT Convertible is what happens when a clean SN95 cruiser is transformed into a genuinely serious street machine. While the chassis shows 99,658 miles, the seller reports that the heavily upgraded drivetrain is substantially fresher, with approximately 2,000 miles on the built 347 stroker V8 and fewer than 750 miles on the professionally built transmission. Finished in factory-correct Laser Red Metallic over Saddle with a matching Saddle soft top, this Mustang retains classic mid-1990s convertible charm while packing performance figures that would embarrass many modern muscle cars. With a dyno-reported output of over 450 horsepower at the wheels and more than 510 lb-ft of torque, this is not a casual bolt-on build—it’s a purposefully assembled forced-induction street car for enthusiasts who appreciate old-school supercharged V8 brutality.
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.
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