- MY 2020 Jeep Gladiator Overland
- 3.6L V6 24V VVT Engine w/ESS
- 6–Speed Manual Transmission
- Leather–Trimmed Bucket Seats
- 4x4
- Gator Green Exterior
- Trailer–Tow Package
- Spray-In Bedliner
- All–Weather Slush Mats
- Premium Black Sunrider Soft Top
- Black Tubular Side Steps by Mopar®
- Premium Wrapped Instrument Panel Bezels
- Clutch & Transmission Recall Competed Per Current Owner
What if you want a Jeep but in pickup truck form? That’s where this iconic American off-roader brand has read your mind. They’ve been offering a model called the Gladiator since 2020 that is a midsize pickup truck with the face and underpinnings of a Wrangler. You’ve got all those unique attributes such as the removable doors and top, paired with a versatile cargo bed out back. If that sounds like your kind of vehicle, we’ve got a 41,189-mile 2020 Jeep Gladiator Overland for sale from Wilbraham, Massachusetts. Notably, the current owner says that this vehicle has completed its clutch and transmission recall, so you don’t have to worry about those issues.
Exterior and Interior
Dressed in a Gator clear coat, this 2020 Jeep Gladiator Overland 4x4 looks like nothing but a Jeep. The front and passenger cabin are quintessentially Wrangler, but as you move rearwards, the distinctive pickup truck style quickly becomes apparent. This vehicle rolls on an attractive set of double-five-spoke alloy wheels, and comes with a premium black Sunrider soft top. It’s also got black tubular side steps by Mopar to aid entry and exit. Meanwhile, theres’s a spray-in bedliner, and the vehicle has been specified with the Trailer Tow Package too. The interior of this 2020 Jeep Gladiator Overland comes in Dark Saddle Brown, and includes amenities such as all weather slush mats, dual-zone automatic climate control with rear passenger vents, and premium wrapped instrument panel bezels. You’ve also got Jeep’s uConnect infotainment system, power locks, power mirrors and power windows. You’ve also got power sockets inside the cabin, automatic headlamps, and a multifunction steering wheel with cruise control.
Engine
Powering this 2020 Jeep Gladiator Overland is a 3.6-liter Pentastar naturally aspirated V6 that reportedly makes a factory-rated 285hp and 262lb-ft. Notably in this vehicle, it’s paired with a 6-speed manual transmission that makes off-road driving truly pleasurable for those who enjoy a more connected experience. You’ve also got a two-speed transfer case, and can engage rear-wheel drive for better fuel economy when driving on tarmac. When the going gets tough, slot it in to 4WD high or 4WD low and make your merry way across the terrain.
Built by Apocalypse Manufacturing, the Hellfire 6x6 transforms the already capable Jeep Gladiator into one of the most extreme off-road pickups available today. Featuring a proprietary six-wheel-drive conversion, aggressive military-inspired styling, and premium craftsmanship throughout, the Hellfire is designed to conquer virtually any terrain while turning heads wherever it goes. This 2025 Jeep Gladiator Apocalypse Hellfire 6x6 shows just 1,207 miles and is powered by the coveted 392 HEMI V8. Finished in Kevlar Black over a custom Black and White Octagon Marine Grade Leather interior, it comes equipped with Apocalypse’s signature lift system, 40-inch mud-terrain tires, hydraulic six-wheel disc brakes, and an array of bespoke components that make it a rare, high-performance off-road machine.
If a standard Jeep Gladiator simply isn’t extreme enough, Apocalypse Manufacturing has the answer. This 2021 Jeep Gladiator Apocalypse Hellfire 6x6 takes the already capable Gladiator platform and transforms it into a six-wheeled off-road monster powered by a supercharged 6.2-liter Hellcat V8. Built by the Florida-based specialists at Apocalypse Manufacturing, the Hellfire 6x6 combines military-inspired styling, massive off-road capability, and supercar-level power into one unforgettable package. Showing approximately 30,169 miles, this example stands out with its Kevlar-coated body, aggressive widebody conversion, and custom black and orange interior. Whether destined for off-road adventures, automotive events, or a private collection, this Hellfire 6x6 offers a level of presence and exclusivity few vehicles can match.
The Jeep Gladiator Rubicon is widely regarded as one of the most capable off-road pickups ever offered from a major manufacturer, but this 2022 example goes far beyond factory specifications thanks to a comprehensive build centered around an America’s Most Wanted 4x4 707 powertrain conversion. Showing just 7,409 miles, this Gladiator combines the versatility of a four-door pickup with the performance of a supercharged HEMI-powered monster, creating a vehicle that stands apart from virtually anything else on the road. Supported by extensive suspension, steering, drivetrain, lighting, and audio upgrades, this build represents a significant investment in both performance and capability, making it equally suited for trail adventures, overlanding excursions, and attention-grabbing street presence.
The Jeep CJ-5 is one of the most recognizable off-road vehicles ever built, representing decades of rugged capability and open-air freedom. This 1981 Jeep CJ-5 shows approximately 94,009 miles and is finished in an attractive Black Cherry exterior over a black interior. Equipped with the dependable 258ci inline-six, a 4-speed manual transmission, and a true 4WD drivetrain, this CJ has been enhanced with several thoughtful upgrades, including a power brake conversion, aftermarket wheels wrapped in General Grabber A/T tires, and a Pioneer audio head unit. Whether you're looking for a weekend trail companion or a classic Jeep to enjoy with the top off, this CJ-5 is ready for its next adventure.
Jeep's Wrangler Unlimited Rubicon X is built for drivers who want uncompromising off-road capability without sacrificing everyday comfort, and this 2014 Jeep Wrangler Unlimited Rubicon X takes that formula even further with a host of tasteful aftermarket upgrades. Showing 60,491 miles, this Wrangler is equipped with the desirable Rubicon X package, a 5-speed automatic transmission, and Jeep's proven 3.6L Pentastar V6. From its upgraded suspension and recovery equipment to its enhanced audio system and practical storage solutions, this Jeep is equally prepared for weekend trail adventures and daily driving.
The Jeep Wrangler TJ is widely considered one of the greatest Wranglers ever built, combining timeless styling with coil-spring suspension that dramatically improved both on-road comfort and off-road capability. The Sahara trim added premium touches to Jeep's legendary go-anywhere formula, making it equally at home on the trail or cruising with the top off. This 1999 Jeep Wrangler Sahara TJ Custom shows 120,423 miles and has been thoughtfully upgraded to enhance both its capability and everyday drivability. Finished in Desert Sand Pearlcoat over a reupholstered Green and Camel interior, this Wrangler features a host of quality aftermarket upgrades including a BDS suspension lift, FOX suspension components, and rugged Cooper Discoverer STT Pro tires, creating a TJ that's ready for its next adventure.
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