2010 Cadillac CTS-V

In the Two Thousands, Cadillac was going through a time of change. They were shedding their twentieth-century persona of soft luxury, and going a little more angular, performative and, whisper it, exciting to drive. Today, we’ve got a prime example of their crack at the grand tourer segment with this silver 2011 Cadillac CTS-V Coupe from Cortlandt Manor, New York. This super low mileage car has just under 9,000 on the odometer, a nice black interior, and a powerful 6.2-liter V8 under the hood. It’s from the second generation of the CTS and rocks a manual gearbox too. Now that’s bound to get petrolheads interested!

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.

Cadillac’s CTS model was their challenger in the midsize luxury car segment. The CTS was made across three generations between 2003 and 2019, and even dipped its toes into the two-door grand tourer market with a stylish coupe variant during its second generation. Of course, Caddy also offered a performance variant called the CTS-V. That’s what we have here today, a 2011 Cadillac CTS-V Coupe from Chicago with the Preferred Equipment Group, Underhood Appearance Package, Memory Package, and most impressively, a mere 38,091 miles to its name. Grab it quick if you want a performance machine with a difference, but an unmistakably American V8 heart.

When it comes to full-size American luxury SUVs, few vehicles command attention quite like the Cadillac Escalade. Long regarded as Cadillac's flagship SUV, the Escalade combines imposing road presence, V8 performance, and an abundance of luxury features. This 2017 Cadillac Escalade 4WD Platinum, showing 169,881 miles, represents the pinnacle of the fourth-generation Escalade lineup. Finished in elegant Crystal White Tricoat over a rich Tuscan Brown leather interior, this example features Cadillac's range-topping Platinum trim, offering an impressive selection of comfort and technology features. Under the hood sits a 6.2L V8 producing 420 horsepower, paired with an eight-speed automatic transmission and four-wheel drive. Highlights include Magnetic Ride Control, 22-inch wheels, power-retractable running boards, a Bose Centerpoint surround sound system, and a rear-seat entertainment system. With its commanding appearance, spacious cabin, and extensive luxury equipment, this Escalade delivers the unmistakable character that has made Cadillac's flagship SUV an enduring favorite.

Cadillac has always been synonymous with American luxury, and few cars capture the brand's traditional character quite like the 1984 Cadillac Coupe DeVille. With its unmistakable squared-off styling, generous proportions, and unmistakably American road presence, the Coupe DeVille represents an era when personal luxury coupes were designed to make a statement. This particular example takes that philosophy a step further, combining classic Cadillac elegance with a distinctive custom aesthetic. Finished in a vibrant Turquoise Blue custom paint job with a matching padded vinyl roof, this Coupe DeVille features oversized chrome wheels, a lowered stance, and a beautifully coordinated reupholstered tufted leather interior. The custom touches continue into the trunk, where an elaborate audio installation featuring four Audiobahn subwoofers and dual Hifonics Zeus amplifiers brings modern sound to this vintage cruiser. Showing just 20,268 miles, this 1984 Cadillac Coupe DeVille offers an eye-catching combination of old-school American luxury and personalized styling. For enthusiasts who appreciate classic Cadillacs with a custom twist, this turquoise beauty certainly knows how to stand out.

The 1985 Cadillac Eldorado represents the final model year of the tenth-generation Eldorado, a distinctive era when Cadillac combined traditional American luxury with increasingly sophisticated automotive technology. Its imposing proportions, extensive chrome detailing, and unmistakable styling reflect the character of Cadillac's personal luxury coupes before the model underwent a significant redesign and downsizing for 1986. This particular 1985 Cadillac Eldorado Coupe is an attractive example, showing just 23,589 miles and finished in classic Cotillion White over a Black leather interior. Its contrasting Black cabriolet-style vinyl roof, wire-spoke wheel covers, and whitewall tires further enhance its elegant, period-correct appearance. Beneath the hood resides Cadillac's 4.1L HT4100 V8, paired with a four-speed automatic transmission for comfortable grand touring. Inside, leather seating, woodgrain trim, electronic climate control, and Cadillac's innovative fuel data system showcase the luxury and technology of the period. With its low indicated mileage, quintessential 1980s Cadillac styling, and combination of traditional craftsmanship and electronic conveniences, this Eldorado makes an appealing addition to any collection of classic American luxury automobiles.

The seventh-generation Chevrolet Corvette Stingray marked a major evolution of America's iconic sports car, introducing a more aggressive design, advanced performance technology, and a refined driving experience without abandoning its traditional V8-powered, rear-wheel-drive character. This 2016 Chevrolet Corvette Stingray Z51 Convertible 2LT, showing approximately 93,833 miles, is finished in the iconic Torch Red exterior color over a Jet Black interior. Beneath its sculpted hood sits a naturally aspirated 6.2L LT1 V8 producing 460 horsepower and 465 lb-ft of torque, paired with an 8-speed paddle-shift automatic transmission. What makes this example particularly appealing is its combination of the Z51 Performance Package and optional Magnetic Selective Ride Control, delivering enhanced handling capabilities while maintaining the comfort expected of a grand touring sports car. Its striking exterior is accented by staggered black aluminum wheels, red brake calipers, a Carbon Flash hood stinger stripe, and matching Carbon Flash exterior details. The well-equipped 2LT interior adds premium amenities, while desirable factory options such as the Performance Data and Video Recorder and Chevrolet MyLink navigation system further enhance the driving experience. With its power-operated convertible top, unmistakable small-block V8 soundtrack, and extensive selection of factory performance options, this C7 Stingray offers an enticing combination of open-air excitement, modern technology, and traditional Corvette performance.

The Porsche Boxster has long been celebrated as one of the purest expressions of the brand's sports car philosophy, combining a mid-engine layout, balanced handling, and open-top driving excitement in a compact roadster. Introduced for the 2005 model year, the second-generation 987 Boxster brought sharper styling, a revised chassis, and improved performance, further refining the formula that made its predecessor so successful. This 2005 Porsche Boxster S represents the more powerful variant of the lineup, featuring a naturally aspirated 3.2L flat-six engine producing 280 horsepower, paired with a desirable 6-speed manual transmission. Showing approximately 141,901 miles, this example is finished in Arctic Silver Metallic over a Black leather interior with a matching Black convertible soft top. Factory options include the Bose Surround Sound System with Windstop and Bi-Xenon Headlamp Package, while an aftermarket Kenwood touchscreen multimedia receiver adds a modern touch to the cabin. For enthusiasts who appreciate Porsche's traditional flat-six soundtrack, precise manual shifting, and engaging rear-wheel-drive dynamics, this Boxster S delivers the essential ingredients of a classic Porsche driving experience.

The 2005 Chevrolet Corvette Convertible marked the beginning of the sixth-generation Corvette era, introducing a more refined and capable interpretation of America's iconic sports car. With its redesigned exterior, exposed headlights, improved chassis dynamics, and powerful LS2 V8 engine, the C6 represented a significant advancement in Chevrolet's performance heritage. This particular 2005 Chevrolet Corvette Convertible, showing just 23,366 miles, is finished in Black over an Ebony leather interior, creating a timeless combination that complements its muscular proportions and aggressive styling. Under the hood sits a 6.0L naturally aspirated LS2 V8 producing 400 horsepower, paired with a four-speed automatic transmission. Equipped with the desirable 1SB Preferred Equipment Group, this example features Magnetic Selective Ride Control, a power-folding convertible soft top, a head-up display, and polished staggered aluminum wheels. An aftermarket MotorSports Body Kit further enhances its sporting appearance, while an upgraded Kenwood audio head unit introduces a contemporary touch to the cabin. Additional amenities include power-adjustable seating with memory, dual-zone climate control, and a Bose premium audio system. Combining low indicated mileage, an extensive collection of factory options, and personalized upgrades, this Corvette Convertible offers an appealing blend of American V8 performance, grand touring comfort, and open-air driving enjoyment.