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 2024 Jeep Wrangler Sport S 4x4 continues to carry the legacy of one of the most recognizable off-road vehicles ever built, blending modern technology with rugged capability. With just 21,000 miles, this example offers a near-new ownership experience while avoiding the initial depreciation of a brand-new model. Equipped with the efficient 2.0L turbocharged engine and an 8-speed automatic transmission, it delivers a solid balance of power and everyday usability. Outfitted with key packages like the Customer Preferred Package 22S, Trailer Tow & Auxiliary Switch Group, and Convenience Group, this Wrangler is well-suited for both daily driving and weekend adventures.
Experience unmatched off-road capability with this 2016 Jeep Wrangler Rubicon Unlimited Hard Rock edition. Designed for adventure, this rugged 4x4 boasts a robust 3.6L naturally aspirated V6 engine paired with a 5-speed automatic transmission, making it equipped to handle challenging terrains with ease. With a mileage of under 66,000, this versatile vehicle is ready for exploration, whether navigating city streets or rugged trails. Enjoy the confidence that comes from advanced equipment like the 4:1 Rock-Trac part-time 4WD system, ensuring optimal performance in various conditions. This Jeep also features an array of high-end amenities, making it suitable for both on and off-road excursions.
This gray 1986 Jeep CJ-7 comes from the very last year of Jeep CJ production, a legacy that began in 1944. Willys-Overland knew that with World War II coming to a conclusion, their military Jeep sales would dry up significantly. So, they turned it into a tough and capable civilian off-roader, and the rest, as they say, is history. Produced through several iterations, the CJ finally bowed out in 1986, giving way to a nameplate that we all know and love; Wrangler. So, this 56,081-mile machine from Mount Gilead, Ohio is a piece of history and also includes a removable hardtop with the sale. Yes, one of the CJ and Wrangler’s party pieces is a removable hardtop that can be replaced with a variety of options, including full soft tops, bikini tops, or simply left topless. This machine comes with the 4.2-liter AMC straight six under the hood, paired with a 4-speed manual box and of course, four-wheel drive!
The 2024 Jeep Wrangler Sport S 4x4 continues to carry the legacy of one of the most recognizable off-road vehicles ever built, blending modern technology with rugged capability. With just 21,000 miles, this example offers a near-new ownership experience while avoiding the initial depreciation of a brand-new model. Equipped with the efficient 2.0L turbocharged engine and an 8-speed automatic transmission, it delivers a solid balance of power and everyday usability. Outfitted with key packages like the Customer Preferred Package 22S, Trailer Tow & Auxiliary Switch Group, and Convenience Group, this Wrangler is well-suited for both daily driving and weekend adventures.
Experience unmatched off-road capability with this 2016 Jeep Wrangler Rubicon Unlimited Hard Rock edition. Designed for adventure, this rugged 4x4 boasts a robust 3.6L naturally aspirated V6 engine paired with a 5-speed automatic transmission, making it equipped to handle challenging terrains with ease. With a mileage of under 66,000, this versatile vehicle is ready for exploration, whether navigating city streets or rugged trails. Enjoy the confidence that comes from advanced equipment like the 4:1 Rock-Trac part-time 4WD system, ensuring optimal performance in various conditions. This Jeep also features an array of high-end amenities, making it suitable for both on and off-road excursions.
or those seeking a modern classic American pickup truck, this Emerald Green 1997 Chevrolet K1500 is sure to stand out. Showing just over 57,000 miles, it presents as a well-preserved example of the fourth and final generation of Chevrolet’s iconic C/K series. Coming from Centre, Alabama, this truck reflects the durability and timeless appeal that made these pickups so popular. After 2002, the C/K line evolved into the Silverado nameplate we know today—making this K1500 a true predecessor to one of America’s most recognizable trucks. As a “K” variant, it features four-wheel drive, adding to its versatility and capability, while under the hood, it delivers the dependable performance of a proper V8. Combining low mileage, classic styling, and proven functionality, this K1500 represents an increasingly desirable piece of late-90s truck heritage.
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