If you’re on the lookout for an imposing rendition of the 2020 Jeep Gladiator Rubicon, this modified example could fit the bill. The Gladiator—unveiled as the first Jeep pickup truck since 1992—is based on the much-loved architecture of the JL Jeep Wrangler. This Overland edition has been upgraded since purchase, most notably with a set of oversized wheels and tires. With just 2000 miles, this unique 2020 Jeep Gladiator could present itself as the perfect opportunity of owning a stunning pre-owned example.
The 2020 Jeep Gladiator Overland features a multi-configurable black “Freedom” top, tinted rear windows, automatic headlights, premium LED ambient lighting, leather-wrapped steering wheel, automatic climate control, Android Auto & Apple CarPlay 7-inch Uconnect system, and a 110-volt household-style outlet as standard. Added to this are the stand-out 40” Fuel tires wrapped around 26 x 16 forged Fuel wheels in contrasting gold. To aid with ingress, this Gladiator features Amp Research electric side steps to allow easy entry with the 6.5" Evo Stage 4 lift and Spec king shocks. This Gladiator comes with the optional towing package that increases the towing ability to a massive 7,500lbs. It also features the Cold Weather Group, which adds heated seats, a heated steering wheel, power heated mirrors, and the option of remotely starting the truck.
The Jeep Gladiator Overland is powered by a 3.6-liter V6, otherwise known as the Pentastar V6. This engine produces 280hp and is aided by variable valve timing for broad applications of power and torque across the rev range. The engine is mated to a ZF eight-speed automatic transmission sending power to all four wheels. Our subject truck features a new brake upgrade from Baer. This 6-piston system significantly improves pedal feel and stopping power, and is ideal for the Gladiator’s 5000lb curb weight. This Jeep has been fitted with a steering stabilizer from King Off-Road Racing Shocks to enhance control further.
-Overland Edition
-Baer Big Brake Kit
-Fuel 26 x 16 Forged Wheels
-40" Fuel Tires
-Amp Research Electric Side Steps
-King Steering Stabilizer
-Trailer Tow Package
-Cold Weather Package
-Premium LED Lighting Group
-Black Freedom Top
-EVO 6.5" Enforcer Stage 4 w/ EVO Spec KING Shocks
The Jeep Gladiator took the Wrangler’s proven open-air off-road formula and added genuine pickup practicality, creating one of the most distinctive trucks in the modern market. This 2021 Jeep Gladiator Sport 4x4 shows just 19,745 miles and presents as a significantly upgraded example tailored for buyers who want far more visual presence and off-road capability than a stock truck can offer. Finished in Black Clear-Coat with a custom brown-and-black leather interior, this Gladiator departs meaningfully from its factory Sport trim roots and adopts a far more premium, personalized personality. With an aftermarket lift, oversized off-road rubber, upgraded wheels, and Jeep’s proven Pentastar V6, this is the sort of build equally suited for weekend trail use, beach cruising, or making a statement in daily driving.
If a standard Jeep Gladiator Sport feels a bit too ordinary, Rocky Ridge clearly had a different audience in mind. This 2023 Jeep Gladiator Sport 4x4 Rocky Ridge Edition takes Jeep’s already capable midsize pickup and transforms it into a far more aggressive, attention-commanding off-road machine with premium upgrades throughout. Showing 15,727 miles, this example stands out in Jeep’s highly desirable Limited Edition Earl finish, a color that has quickly developed a following among enthusiasts for its rugged yet distinctive appearance. Beyond its factory Jeep equipment, the Rocky Ridge conversion adds serious visual presence and trail-ready enhancements including a 3-inch suspension lift, FOX Adventure Series shocks, 37-inch all-terrain tires, power running boards, custom Rocky Ridge styling cues, and a rugged stubby front bumper with integrated LED lighting. Blending factory usability with specialty-builder exclusivity, this Gladiator offers the kind of turnkey custom build many enthusiasts want without the time, uncertainty, or expense of modifying one themselves.
The Jeep Gladiator is a pickup truck based on Jeep’s popular Wrangler off-roader. Thanks to being heavily based on the Wrangler, this midsize pickup truck looks much the same as its sibling from the front three quarters, comes with the same powertrain choices, and the same off-road hardware too. But it swaps the rear cargo compartment for a five-foot truck bed. That’s all well and good for most, but what if you want a Wrangler with some serious capabilities in case, you know, the world ends as we know it? That’s where a build like this 2023 Jeep Gladiator Apocalypse Hellfire 6x6 enters the scene. Built by SoFlo Customs, this mean machine is up for grabs in Utah with just 1,710 miles. It’s got a 3.0-liter turbodiesel, a custom leather interior and more. Oh, and it’s a true 6x6, meaning all six wheels are powered!
The Jeep CJ-8 Scrambler occupies a unique place in Jeep history as one of the brand’s most distinctive and collectible utility vehicles. Produced for just a short run between 1981 and 1986, the Scrambler combined the iconic open-air CJ formula with a longer wheelbase and pickup-style cargo bed, creating a machine that was equally at home on the trail or around town. This 1985 Jeep CJ-8 Scrambler shows approximately 218,424 miles and presents as a charismatic example finished in red over a black interior. With its removable hardtop, rugged utility upgrades, and unmistakable Jeep character, this CJ-8 represents a classic analog 4x4 from the golden era of off-road motoring.
The Jeep CJ-7 represents one of the last truly analog chapters in Jeep’s storied off-road history, arriving before the Wrangler ushered in a more modern era. Produced from 1976 through 1986, the CJ-7 became one of the most recognizable civilian 4x4s ever built, blending rugged simplicity with removable-top freedom and genuine trail capability. This 1986 Jeep CJ-7, showing 158,355 miles, represents the final model year of the iconic CJ lineage, giving it added appeal among Jeep enthusiasts. Finished in a cheerful Sky Blue over a reupholstered tan leather cabin with a white hard top, this example combines vintage Jeep charm with thoughtful modern usability upgrades, making it a far friendlier classic to enjoy regularly than a bare-bones stock truck.
The Jeep Wrangler Unlimited Rubicon is already one of the most capable factory off-road platforms ever built, but this 2010 example has been transformed into something far more extreme. Showing approximately 112,630 miles on the chassis, this professionally built custom Wrangler underwent a comprehensive transformation in 2023, highlighted by an America’s Most Wanted 6.4-liter 392 HEMI V8 conversion paired with a 545RFE automatic transmission installed at approximately 102,000 miles. Finished in striking Natural Green Pearl Coat over a fully custom Beige and Olive marine leather interior, this Rubicon blends serious off-road hardware with show-quality presentation. With extensive drivetrain reinforcement, premium suspension upgrades, oversized 38-inch Mickey Thompson tires, and a long list of modern accessories, this is far from an ordinary Wrangler—it’s a purpose-built HEMI-powered machine designed to dominate trails while turning heads everywhere it goes.
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