Used Jeep Gladiator trucks for sale near Middletown, VA

Great team. Worked with me to get the best price and financing. Was definitely impressed with the entire process. Would definitely recommend. Ask for Brett Clawson

It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.

Excellent at its best , service advisor was great and I was in and out. Would definitely recommend to everyone I know. Great personal and great dealership

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

My family have always had a great relationship with Marlow Ford Eddie Davis has been a delight to work with and has always treated us fair. We are very lucky to have a home town dealer that will be there for the customer and give personalized service.

The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!

Everything was fantastic and expedient! Definitely well priced and would recommend!

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

Straightforward pricing, great deals, and easy buying process. Would recommend them. I drove 4 hours because the deal was so good.

Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!

Had an incredible experience at this store buying a mustang. I called them up and spoke with Melissa in sales and was quickly helped to confirm the car in stock. I live 2 hours away so we went ahead and did multiple steps over the phone and email. Devin the sales manager was great to work with, Tom the finance guy got everything arranged prior to the visit. I arrived in the afternoon, vehicle was detailed, gassed up, and the paperwork began. They gave a fair number on my trade. Everyone in the store was pleasant and great welcoming crew. Chris the general manager introduced himself as well and made us feel at home. Nice facility. Before long i was on my long drive home in a brand new stang! this is our second ford purchase and couldn't be happier!

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.

Looking for a grand highlander Jason was fantastic!!! Can’t wait for him to locate me one

Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!

Mr.Reed showed me excellent customer service, He got me into the vehicle that i wanted with no money down and aproved.for financing,Thank you so much, great job well done.Everyone was great help.

My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.

Fantastic people, great honest salesman in Jason! Great deal, not afraid to let me see Carfax. They take care of their cars. They really care about their customers. Jason was the best.

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.

This is my 3rd Gladiator, I really enjoy the Jeep lifestyle, the Gladiator has been a great addition to my family and we have a ton of fun with it. It’s very versatile we use it for pulling our boat and Travel trailer and for everything else!!

Service Department Staffing could be a lot better , very hectic , and busy & loud , we?ve always been happy having our cars serviced here , but there really needs to be someone available to go out to the car , so I can show them exactly what the issue is ( not to receive a phone call later that day to say they can?t duplicate the problem that I brought it in for , ) other than that , they do a fine job of performing the work correctly the first time, ( and again it depends on part availability) but other than that everything else is good

Ecodiesel gladiator is fun to drive and getting good MPG. My second gladiator and no issues. Jeeps aren't for everyone as they are boxy, heavy, noisy in cab at high speeds and not as luxurious as a Lexus. But these things are tanks with body on frame build, Dana 44 axles, real transfer case and mega offroad capability. Plus its easy to modify suspension and its a "jeep thing".

I have 84,000 miles. I don’t hit rod it. I keep it below 2500 rpm unless a must pass happens (rarely). Zero issues with transmission brakes electronics heat or AC. Overland model. It has been a wonderful rig with 19 to 25 mpg. I’m 64 and hoping this and my XJ are my last rides. Both rigs are exceptional. I had a scrambler and loved it, had to have the Gladiator and my 2020 has been far better than expected !

Great people did oil change and tire rotation, and brake fluid change. Comfortable waiting area. Good turn around on service. My favorite place for auto maintenance.

With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪

Terry & Brandon were great to work with!!! Will buy all my cars from Chevrolet

I have a jeep gladiator mojave, 2021, great vehicle , the best i have ever owned, great for offroading and the suspension is great, designed for higher speed offroading and it does a great jjob at this and just regular off roading. also fun just to drive around town. Highly recommend this vehicle, i also love the xtras, led lights, safety features, (blind spot and ADC, etc), aux swithes . This just a great vehicle.

Brought our 2017 Equinox to trade for a Traverse. We felt welcomed from the time we arrived on the lot. Vincent and all of the staff were amazing. Came home with a great Chevy Traverse and a great deal.

This is a.rock solid vehicle that defines “utility” better than all the rest. You have tons of ways to configure the vehicle every day. Open air roof, doors off, entire top off, pick-up truck uses, off roading, climbing, travel, snowshoeing, skiing, snow driving, trails and dirt roads, hiking, carry bed loads, trailering, ATVs, etc, etc, etc. No way to ever find it boring. Plus, the extra bonus of the culture, friendliness, the wave, jeep groups, and the way it promotes and nurtures getting outdoors and getting active. No issues. Alpine stereo is great. Nav is great. Heat is great. comfort great, carrying fun loads great, towing to 4K lbs great. No complaints.

I bought my Ridgeline from out of town with Tim O’Barr out of Winchester office and the experience was exceptional. From the first call back after contact online, to the trust I gave to complete the transaction to delivery of my Honda exactly as described was first rate. I can’t say enough good things about Tim and the team!

Love this truck/Jeep! I moved from a SUV to this Gladiator and have never looked back! I have not found anything that I cannot do! If you have any sort of lift, have the fasteners checked every 30,000 miles. Just a FYI, I speak from experience.

We were looking for a car for our grandson and I remembered that a guy tgat I used to work with worked at the Winchester location. I called Philip Cook and ask when we could come by to see what they had. He told me for us to check out their inventory and let him know when we were stopping by. Philip Cook and AJ McDaniel both were absolutely amazing with making sure we were happy. Philip called the next day as a follow up to make sure that we loved the car! Thanks to Philip our grandson is very happy with his purchase and we will be sending all of our friends to see Philip at Honeycar!! Thanks so much and Merry Christmas

Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.

Purchased a '22 Jeep Gladiator, Terry was great to work with! Most everything was taken care of over the phone and via text or email.

I bought my 2021 Overland new. I love it!!! It is fun to drive. Handles well in the snow. This is a well made vehicle. I love the leather seating. The best heated seats and steering wheel I have owned. I’m definitely a fan!!

Great service, great people, & great deal on what we wanted!!! We'll be back for sure for my Wife's Corvette next year!!! Thanks, The Grimsleys.

The staff at Winchester Mitsubishi is incredibly helpful and knowledgeable. From the moment you walk in, everyone is friendly, patient, and willing to take the time to explain things clearly. No rushing, no pressure — just solid information and genuine help. You can tell this team knows what they’re doing and actually cares about making sure customers feel comfortable and confident. Overall, a great experience with a staff that truly goes above and beyond.