2023 GMC Terrain Denali AWD

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 HUMMER H2 SUT made its debut for the 2005 model year, bringing a distinctive pickup-style configuration to one of the most recognizable luxury SUVs of the early 2000s. Combining HUMMER's military-inspired styling with a versatile cargo bed, the Sport Utility Truck offered an unusual blend of off-road capability, bold design, and premium appointments. This 2005 HUMMER H2 SUT Asanti, showing approximately 83,848 miles, takes that distinctive character even further with an extensive collection of custom enhancements. Finished in Black over a reupholstered Ebony leather interior, this example features the Asanti Package, aftermarket suspension lift, oversized aftermarket wheels, and a custom audio installation occupying the rear cargo bed. Additional highlights include a Pioneer audio head unit, Black suede headliner, Black lacquer interior trim, and an AEM Brute Force cold air intake. Powered by a 6.0-liter Vortec V8 paired with a four-speed automatic transmission and four-wheel drive, this customized H2 SUT combines traditional HUMMER capability with the extravagant styling and personalized luxury that defined the custom SUV culture of its era.

Toyota's Land Cruiser 100 Series marked a major turning point for the legendary off-roader when it debuted in 1998, introducing greater refinement, improved road manners, and a more sophisticated chassis while preserving the rugged capability that made the nameplate famous worldwide. Among the various configurations offered internationally, the diesel-powered HDJ100 stands out as a particularly desirable choice for enthusiasts, thanks largely to its renowned 1HD-FTE turbocharged inline-six engine. This 2000 Toyota Land Cruiser HDJ100, showing approximately 63,053 miles, pairs that highly regarded 4.2-liter diesel powerplant with a four-speed automatic transmission, four-wheel drive, a dual-range transfer case, and locking differentials. Finished in Champagne Pearl Metallic over a Gray leather interior, this example also features 17-inch aftermarket Raceline wheels, Cooper Discoverer tires, a power sunroof, and an upgraded sound system with a backup camera. Its combination of relatively low indicated mileage, desirable diesel power, and genuine off-road hardware makes this HDJ100 an appealing choice for collectors and enthusiasts who appreciate the Land Cruiser's enduring engineering legacy.

The 2008 Chevrolet HHR SS represents one of the more unconventional performance offerings from Chevrolet's Super Sport division, combining retro-inspired styling with genuine turbocharged performance and everyday practicality. Introduced for the 2008 model year, the HHR SS transformed Chevrolet's distinctive compact utility vehicle into a surprisingly capable sport compact, offering a performance-oriented chassis, aggressive styling, and an energetic 2.0-liter turbocharged Ecotec engine. This particular example, showing approximately 83,499 miles, is finished in vibrant Victory Red over an Ebony premium cloth interior with UltraLux inserts. Equipped with the SS Preferred Equipment Group, a power sunroof, Pioneer premium audio system, and distinctive double Silver/Silver racing stripes, it offers a desirable combination of performance and convenience features. With its unique blend of hot-hatch character, versatile cargo space, and unmistakable Chevrolet SS heritage, this HHR SS stands out as an interesting piece of late-2000s American performance history.