Used Jeep Gladiator trucks for sale near New Windsor, MD

Dave sold us our 2012 Prius and now our 2024. He worked with us to get a safe and efficient vehicle and did it with the help of team members including Robin in service, Will in Financing and Logan who educated and walked us through a dazzling array of safety, comfort and convenience features.

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.

Extremely pleased with the entire staff, and specifically the sales team. They were able to locate the Grand Cherokee we were looking for within less than 24 hrs and finalize the sales very quickly…

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!

I was very happy with the outcome of my car. Everything was fine. I’d like to. Personally, thanks one of the workers Mr. J was very prompt to his decisions The driver that took me around to get the to get the rental car, Mr. Sterling was very very impressive. Good driver.

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!

This is hand down the best dealership experience I have ever had. Diane, Tony, and Derrell were the A-team. They were friendly, patient, did not pressure you in any way, worked with me, annd... they actually seemed give a crap about me. I left with a big smile.

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.

I needed to replace my three month old car declared a total loss after accident that occurred out of state. Needless to say I needed a smooth buying process. That what happened!

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!!

Just bought a 2025 KIA Telluride from Grant a great sales representative it’s my third car from Grant and this new car we bought we love it Fred

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

If I were to use one word, " Impressive"! From selection, to customer service to Dylan! Dylan you are the absute greatest. You've made this experience seamless for us and I'm now suoer eccited to call myself a a Krietz Family member! Thank you so much for answering every question, on time...all the time!

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!!

Johnson and Shannon did a Great Job! Come and bu y a car from them!

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.

I am writing this as a review update I am unable to delete or edit my previous review. The dealership reached out to me after I voiced my concerns and opinions about the way I was treated. They also elaborated how they aren't directly associated with Chrysler Capital since majority of my frustration came from my experience and lack of follow up. They have helped me get into a rental car while they're fixing my jeep. Stan and Jess made me fee like my opinions matter and that they valued me as a customer.

I think my 2022 Gladiator is one of the top vehicles I have owned The only drawback is the lack of warranty service from my local Jeep dealer.

Very professional staff, They handle the process very well. The staff did the best they could to speed up the process.

Great vehicle for enjoying the outdoors in being able to explore new places other vehicles could not go. Looks like a vehicle that can take you into areas safely.

My car salesman, Sean, was absolutely amazing! He went above and beyond to make sure I got into the vehicle I wanted. He didn’t give up until he found the best deal possible—one that worked for me and fit comfortably within my budget. I originally drove down to look at a used vehicle, but I ended up leaving with a brand new car! What truly stood out was Sean’s dedication. He came in on his day off just because he knew I’d be driving over an hour to get there. That level of commitment is rare and genuinely appreciated. Shandly and Jordan were also incredible—friendly, helpful, and professional throughout the entire process. Overall, I give the entire experience a solid 10/10. I’ll definitely be recommending Sean and the team to anyone looking to buy a vehicle!

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 !

This dealership was welcoming to my husband and I and we are both very grateful and completely satisfied. The experience from entering front doors of the dealership until driving home in our new/used beautiful HondPilot . We give a special thanks to all the staff, especially our salesman MR. Rick. Thank you for making us feel like family. The two words that describe this dealership are integrity and honesty.

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.

I went in to purchase the car we had leased. After running the numbers to convince me, they came up with an idea, return the lease, and use the equity in it plus the payoff to get a 2024 Venza and still owe only 15K on a new car. Now we have a brand new car for retirement.

I am a old school jeep owner, what they have come up with in the Gladiator is a hit. The ride along with rugged styling and performance and a usable pickup bed is fantastic.

I am glad I purchased my 2015 GMC Yukon SLT from Len Stoler Chyrsler Dodge Jeep! I originally wanted a Chevy Tahoe, but just as I was able to sign her away, there she was, my dream truck! The family fell in love with her just like I did when I first saw her. Our salesman, Blair Ruckman was fantastic and a genuine professional throughout the entire buying experience. The communication between us and his team, ensured my needs were met, without any issues. I definitely will be back for all my service needs and to purchase my family's next vehicle. Thank you Blair and the rest of the Len Stoler team!

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.

Excellent and timely service. Comfortable waiting area.

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 was very happy with the service I received. Lee Ashburn was very helpful and respectful. Thank you Donald Keller

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! 🤪

Responded very quickly and was always there when I needed to talk or have a question, gave me good deal

John Leone was amazing help over at Arrigo sawgrass. Loving my new gladiator. The whole process was smooth and no complaints about anything. The staff was also very helpful.

They did a great job. I recommend them for any future service. Thank You very much.

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.

Go see Eddie for a new or used vehicle. Very friendly atmosphere in general and financing department. Plus, no masks required if you’re looking for that! They WILL put one on for you if you DO want that. I strongly recommend them!

The employs were very helpful and patient with my son who bought his first car. We have purchased before from here and this time was even better.