1987 GMC Caballero

Square-body GMC pickups have become some of the most sought-after American trucks of the modern collector era, appreciated for their clean styling, durable mechanicals, and everyday usability. This 1988 GMC Sierra K1500 represents the final years of the iconic square-body design and offers the rugged simplicity that enthusiasts continue to seek. Showing approximately 141,863 miles, this truck is finished in Dark Carmine over a Red interior, a period-correct color combination that gives it an unmistakable late-1980s presence. Equipped with a dependable 5.7L V8, four-wheel drive, and several tasteful upgrades, this Sierra is equally at home as a weekend cruiser, local show truck, or dependable classic pickup.

GMC and Chevy have been making pickup trucks together for ages. In fact, this stretches way back to the Chevy Task Force series and beyond. When the popular Chevy C/K series debuted in 1960, naturally, GMC would get its own variants. The GMC 1000 was the half-ton variant, equivalent to a Chevy C10 or K10. In terms of mechanicals and styling, the models were basically indistinguishable except for badging, unlike today, where the Chevy Silverado and GMC Sierra have some visual differences. However, this 1966 GMC 1000 Fleetside is definitely a stand-out sort, because it’s a restomod. Packing a potent engine and some neat creature comforts, you could be the next lucky owner of this beauty. But you’d better act fast!

Classic pickup trucks have become some of the most popular foundations for custom builds, and this 1946 GMC EC101 Restomod Pickup is an excellent example of why. Retaining the timeless styling that made post-war GMC trucks iconic while incorporating modern drivability and comfort, this professionally customized pickup offers the best of both worlds. Showing approximately 3,666 miles, this truck is finished in a striking Brandywine and Black two-tone exterior over a Beige interior. Highlights include a custom paint job, Dakota Digital instrumentation, Vintage Air climate control, a reupholstered cabin, custom running boards, and a dependable V8 powertrain, creating a unique classic that is equally suited for local cruise nights and weekend drives.

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.