2017 Jeep Grand Cherokee SRT

The Jeep Grand Cherokee Trackhawk is already one of the most outrageous performance SUVs ever built, pairing utility with the heart of a supercharged HEMI V8. This 2020 example goes far beyond factory specification thanks to the Hennessey Performance HPE1000 package, elevating output to a reportedly staggering 1,000 horsepower and 969 lb-ft of torque. Finished in Sting Gray with a black interior, this Trackhawk has just 7,691 miles and comes equipped with luxury features including the Signature Leather-Wrapped Interior Package, Customer Preferred Package 2XV, and a dual-pane panoramic sunroof.

If you want a family off-roader with plenty of luxury, it’s hard to beat the Jeep Grand Cherokee. Today’s 2018 Jeep Grand Cherokee Trackhawk 4x4 however, isn’t your regular Grand Cherokee. No, this fearsome Trackhawk variant comes from the WK2 era or fourth generation of the model. Being a Trackhawk variant, it’s got some serious power at its disposal from the factory, but this Ocala-based off-roader dials things up even further. Boasting a LME 426ci Stroker engine, we’re told that it can easily put out a force equivalent to that of a thousand horses! Yes, this is truly a one-of-a-kind machine, and it retains its four-wheel drive system too. If you want to get your hands on this Jeep, you’d better act fast, given that it’s got just 11,000 miles on it, making it highly desirable.

The Jeep Grand Cherokee was introduced in 1992, as the successor to the Cherokee. It was the first Jeep to emerge after Chrysler took over this iconic American off-road manufacturer, and has sold exceptionally well. The Grand Cherokee is known for its blend of off-road ability, tough capability, family friendliness and array of luxury features. Today, we’ve got a fourth-generation 2021 Jeep Grand Cherokee SRT that comes with all that, plus a brawny V8 under the hood. This 51,500-mile machine resides in Des Peres, Missouri, and includes the Trailer Tow Group IV, High Performance Audio and so much more. If you’re on the hunt for a proper family off-roader that doesn’t compromise on-road comfort and luxury, this vehicle is an ideal candidate.

The Jeep Wrangler TJ remains one of the most beloved generations of the legendary American off-roader, celebrated for its rugged simplicity, compact proportions, and traditional Jeep character. Produced from 1997 to 2006, the TJ reintroduced round headlights and brought coil-spring suspension to the Wrangler lineup. This 1999 Jeep Wrangler Sahara, showing just 69,171 miles, is finished in Desert Sand Pearl Coat over a distinctive Camel and Dark Green interior. Powered by Jeep's celebrated 4.0L inline-six paired with a three-speed automatic transmission, this example features the desirable Sahara Package, Command-Trac four-wheel drive, a removable brown soft top, and aftermarket wheels. With its classic styling, open-air versatility, and proven six-cylinder powertrain, this Wrangler captures everything enthusiasts appreciate about the TJ generation.

This 2020 Jeep Wrangler Unlimited Sport 6x6 by SoFlo Customs is far removed from a standard Wrangler, having undergone an extensive six-wheel conversion that transforms the chassis, suspension, body, interior, and overall presence of the vehicle. Showing approximately 11,604 miles, it is finished in a custom White/Red two-tone Kevlar exterior over a custom Red interior and features SoFlo’s engineered 6x6 conversion with a stretched and reinforced frame, relocated factory rear axle, middle tandem axle, tandem pass-through axle with 5.13 gearing, custom driveshafts, and heavily revised suspension hardware. The build is further distinguished by 38-inch Patagonia tires, Fuel Assault wheels, a custom fiberglass top and bed, extensive LED lighting, Predator hood, Fab Fours front Grumper, Smittybilt winch, custom leather work, upgraded audio, and numerous off-road and drivability upgrades. It is a highly customized diesel Wrangler built with equal emphasis on visual impact, mechanical capability, and sheer presence.

The Jeep Gladiator Mojave is already one of the more enthusiast-focused versions of Jeep’s midsize pickup, but this 2023 Jeep Gladiator Mojave AMW 707 takes the formula into an entirely different category. Showing just 3,582 miles, this example features America’s Most Wanted 4x4’s AMW 707 turnkey conversion, pairing a 707-horsepower supercharged HEMI V8 with extensive driveline, axle, braking, steering, and suspension upgrades. The build goes well beyond added horsepower, with AMW 60- and 80-series axles, front and rear ARB air lockers, 4.88 gearing, an upgraded transfer case, cylinder-assist steering, an 8-piston brake package, and an AMW suspension system. Finished in Limited Edition Earl Clear-Coat and complemented by AMW-specific interior appointments and off-road hardware, this Gladiator combines serious trail equipment with the kind of V8 power that makes it just as interesting to performance enthusiasts.

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.