



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.

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.

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.

2020 Jeep Gladiator Overland 4x4
3.6L V6
6–Speed Manual
RWD w/ 4x4
Gator Clear Coat Exterior
Black/Dark Saddle Interior
Leather–Trimmed Bucket Seats
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 Completed as Per Current Owner



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!



Jeep’s Gladiator offers all those fun features of the Wrangler such as the removable doors and roof in a midsize pickup truck package. Yes, for those who need a Jeep with a cargo bed, this American off-roader maker has got you covered. The current generation of Gladiator is the JT which was sold from 2020 onwards, based on the Wrangler JL which preceded it by one model year. Today’s Gladiator is no regular one, though. It’s a 2022 Jeep Gladiator Hellcat Powered AMW 707 with the AMW 707 Hellcat conversion package. That includes a monster 6.2-liter HEMI with a supercharger tacked on, while you and your passengers luxuriously lounge upon a premium Tuscany leather interior. All this awaits you in Scappoose, Oregon with just 22,500 miles done so far. Tempted? Give in and call us.



The Jeep Gladiator is a pickup truck that’s heavily based on Jeep’s famous Wrangler off-roader. This means that the Gladiator is probably the only pickup truck available today with removable doors and a pop-off roof. Introduced in 2020, it’s a midsize truck that can carry between 1,000 and 1,700 pounds depending on trim. It’s also got the same off-road hardware and software as the Wrangler, which means its nearly as capable in the rough stuff. Today, we have a 2020 Jeep Gladiator Sport for sale from Milan, Ohio, with some significant upgrades. The things added to this 48,833-mile machine include a full body Armor coating, a heavy-duty lift kit, a custom leather interior and many more goodies.




The Jeep CJ or Civilian Jeep was born out of a corporate need to survive. Willys-Overland used to supply the US Military with Jeeps for World War II. In 1944, they realized that with the War due to end, their lucrative orders would also dry up. So, they turned their attention to an America that was soon due to experience an agricultural and industrial boom, and decided to adapt the military Jeep into the CJ. This proved tougher said than done, because military Jeeps had lifespans of months or even weeks. They were throw-away items. A civilian Jeep, on the other hand, would also experience harsh use but be expected to last for years and even decades. Nevertheless, they did it, and the Jeep CJ was made from 1945 until 1986 across several iterations. Then, the successor gained a name that we know to this day; Wrangler. So, why not celebrate that glorious legacy and buy this 1978 Jeep CJ-5 that’s up for sale in Florida? With a 258ci straight six, a custom paint job, Bilstein performance shocks and more goodies, this is an off-road buddy that will never let you down.



A fun-loving off-roader for those who truly enjoy exploring the great outdoors, Jeep’s Wrangler can directly trace its lineage to the Jeep CJ line-up from 1948 onwards. In fact, it’s not hard to see the family resemblance between the Jeep CJ and the latest JL-Series Wrangler. Case in point, we have a nicely modified 2018 Jeep Wrangler Unlimited Sport for sale from Slidell, Louisiana for sale today. With a mere 55,850 miles, this four-wheel drive off-road beast could be yours if you desire a machine that can keep up with your thirst to explore the unexplored, the desire to traverse the wilderness, the will to create new paths.



This 1968 Kaiser-Jeep M109A3 is built on the legendary M35 2½-ton 6x6 military chassis and has been thoughtfully converted into an RV-style expedition vehicle. Originally designed as a military service or communications body, the enclosed rear cabin now functions as a practical camper and mobile workshop space. Finished in military camouflage and riding on aggressive 11.00-20 tires, it retains its rugged, utilitarian presence while offering significantly more versatility than a standard cargo-bed “Deuce and a Half.” This is not a lightweight overland build — it is a true military-grade platform adapted for civilian adventure use.




Introducing the 2023 Ford F-150 XLT Supercharged, an exceptional pickup truck designed for both work and play. This vehicle features a powerful 5.0L Supercharged V8 engine paired with a 10-Speed Automatic transmission and a four-wheel drive (4WD) drivetrain, ensuring robust performance on any terrain. With only less than 8,500 miles on the odometer, this F-150 is nearly new and boasts a sleek Agate Black Metallic exterior that exudes sophistication. The Sport-oriented Equipment Group 301A enhances its functional design, making it a versatile choice for any driver.



The fearsome Ford F-150. America’s most favorite half-ton pickup truck by the proverbial country mile. The F-Series itself is a legend, being introduced in 1948, and now counting fourteen generations of excellence. Today’s 2022 Ford F-150 Platinum FX4 is from that latest, and current generation, and it’s up for grabs in Bonita Springs, Florida. This 34,000-mile truck is of the Platinum trim level, and packs the FX4 Off-Road Package too. Two keys are included with the sale of this go-anywhere hauler that’s also luxurious and comfortable enough to become your family’s daily driver!



The Land Rover Defender is an off-road champion with a fine legacy that dates back to 1948 and the Land Rover Series. It’s rare that you find a model that’s endured for decades without much change in terms of exterior appearance, albeit with hundreds of refinements under the skin, and within the interior. That’s what the Defender – the classic one, that is – is all about. This 1996 Land Rover Defender 90 is a fine example of that statement, and you can get it from Sturbridge, Massachusetts if you wish. With just over 10,000 miles on the clock, this off-road beast packs the formidable 300Tdi powertrain, a manual transmission and a custom interior with air con and Bluetooth!

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