Used Jeep Gladiator trucks for sale near Webster, MA under $99,999

We had a great experience buying a used vehicle at Imperial! Haley was an outstanding salesperson—knowledgeable, responsive, and incredibly helpful throughout the entire process. She made sure we found the perfect fit and made the experience smooth and enjoyable from start to finish. Highly 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

Matt is Excellent. Outstanding customer service he is knowledgeable and quick and made the buying process a breaze. He went out of his way to make our experience the best it could be and stayed late to make sure my Wife could take hers home same day. I bought 2 cars in two separate trips on Saturday in the time it would take to buy one at other dealerships. This is my 4th car from AutoMax and have never had an issue with any of the vehicles or the experience. This is the place to go and I will be buying my next car there and asking for Matt.

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!!

Last week I called and talk to a girl named Bianca she was so nice, and friendly to me I wanted to bring my car in for a oil change that day at 3:30 after i got out of work well everything was booked for that day so Bianca told me if I could be there for 3:30 then she would squeeze me in for that day. she was so helpful, and accommodating that this made my night even better. thank you Bianca for helping me .

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.

Had my first oil change and was impressed! They were professional, reliable and efficient! Thank you! Tanya Abram

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 bought a Toyota Rav 4 for a good price. So happy with it so far. Everyone there was so helpful and friendly. I'd definitely recommend Westboro Toyota to others.

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!

Great old fashioned way of doing business. Professional, smooth, non-rushed atmosphere. Mr. Paul Macchi is a great, concientious employee. I thank him for his courtesies and cordiality.

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.

When searching for our families latest people mover we decided to try a local dealership on the premise of thier outstanding online reviews.... At first we were a bit hesitant but as soon as we spoke to Chris Sargent via telephone our minds were put at ease. A few days later we met the rest of the team Dave, Heather and Amy. After a couple of test drives we landed the perfect one owner low mileage suv that suited us to a "T". Harbro proved to us why they have won so many customer service awards and are in the running to win DealerRater.com award again. Give Harbro a look and you will be glad that you did . Simple, fast, and personal this describes our transaction ! They even set up very low interest financing for us ! Thanks Harbro ! Oh yeah - as we were leaving both owners Mike and Mark walked out to personally thank us which was a nice touch :)

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!!

Workers and establishment is amazing , very smooth process , willing to help you in any way , very professional with a variety of inventory !

Mojave trim gives a smooth ride. A big improvement over the 2012 Rubicon Unlimited that I had. 17-18 mpg around suburbs and 20-21 on trips. At 13,000 miles no reliability issues. 8-Speed transmission coupled with the 3.6 v6 works well. Great in SNOW. Recommend the AWD optional transfer case.

I bought a used Grand Cherokee from Albrecht CDJR and had the best experience I have ever had at a dealership the sales staff was excellent and the service department was fast and efficient.

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.

Absolutely love this dealership. We recently purchased our third car. We returned to Putnam Jeep because we had a great experience with our last two grand Cherokees and trust them. This time we were searching for a very specific used Wagoneer. I had looked at a few other dealerships locally that had the car and the sales experiences were terrible (salesmen knew nothing about the cars, had a take it or leave it attitude and were more interested in my trade than selling me a vehicle). So even though at the time Putnam Jeep didn’t have what we were looking for on the lot, we decided to go to the dealership we trusted. They went above and beyond to find the vehicle we were looking for at auction. Special thank you to Mark and Steve who both did a great job keeping us informed and finding the right vehicle at a great price. Working with them doesn’t feel like the typical sales experience that leaves you feeling wheeled and dealed. They are so kind helpful and fair and knowledgeable. They know so much more about the vehicle lines they sell than I would ever even need to know; but it’s completely impressive and helpful when buying a new car. The whole experience was excellent and I highly recommend working with them if you are in the market for a new vehicle.

I had been shopping for a 2019 or a 2018 Chevy truck. I had gone to the big auto places on route 9 and was disappointed in the prices and service. I saw what I was looking for at Uxbridge Auto. Not only did I get the exact vehicle I was looking for but THE Customer service was beyond compare. Josh was the salesman and was wonderful giving me all the details I needed and the price was great, bought it on the spot and he too care of everything, I drove away with a great vehicle and with great service. I am recommending them to my daughter who is looking for a used vehicle.

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!!

The second you pick up the phone and call, they are very pleasantly friendly. They answer all of your questions, been a family business for a long time. Theyll always negotiate a decent price or work with you. Any concerns, they make you feel like family!!!. I recommend this place to any one that comes or lives in worcester!!!! My next suv will be from here ONLY!! Give them a call you will see for yourself!!

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've had great experience with the sales dept, service dept and management. I would recommend this dealership to anyone. It is also in a great location.

Was having trouble with my Jeep Wrangler that required extensive trips to the service dept. I can honestly say that Kayla Brazil made what could have been a "nightmare" into a pleasant experience! She single handedly restored my faith in customer service @ an automotive dealership!!! Guaranteed I will return to Tasca when my Jeep Lease is up just based on the exceptional service that I can expect even after the point of sale!

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 !

My experience at Imperial chrysler dodge jeep ram was very good. I worked with Ahmad Al-Jallad and Khalil Mansour and both were very attentive and explained everything clearly. They answered all my questions and gave me the best deal possible. If you are looking for a new or used car, I would recommend Imperial dealerships for your next purchase.

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".

Just picked up my (new to me) truck. I worked with Flori. He was very attentive to my questions and found answers quickly. Went the extra mile to get me the deal I was comfortable with. Would definitely work with him again.

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.

While many dealerships say they really care about making customers happy, Albrecht CDJR is a gold standard dealership for customer satisfaction. They agreed to fix a problem with my Durango that was not their fault because it was an OEM issue. Stellantis should have issued a recall on my radio but they haven't yet. Making me happy was more important to them than pointing fingers, and they fixed the issue at no charge. They are the type of dealership that you can trust because they play the long game, and they really do want customers for life. It's too bad that there aren't more dealerships like them.

Just bought another Jeep here. Friendly helpful and knowledgeable salesman. Sales manager was also friendly and helpful. The finance manager was helpful and worked with us to assure we were happy with the extended warranty. Service for my other Jeep has been quick an easy. It has been a great experience working with this dealership.

Low to no pressure sales. Good prices and inventory. I enjoyed the buying process (as much as one can). Thanks George!

I had a very good experience buying a new Outlander from Courtesy last week. This was my first experience dealing with them. Salesman Kyle and the finance guys were easy to deal with; everybody was upfront and honest. I would definitely buy from them again.

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.