Used Jeep Gladiator trucks for sale near Watertown, CT

I've bought 4 vehicles from this dealership as a return customer die the the (CPR) - Courtesy - Respect - Professionalism I live in Delaware and make the journey for these three requirements for me to purchase. Ask for Lou 😉

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 pleased with the whole process of buying a new Grand Cherokee from Executive Jeep in Wallingford. I worked with Tim Harris throughout the process. He devoted a lot of time to helping me compare and understand all the models/trim levels, figure out the financial details, and make a good decision. I would definitely return to this dealership.

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!

My experience at Shaker’s was super overwhelming because I’m such an indecisive person . However I worked with Cassie & Keyshawn which both were very helpful . & Made my birthday awesome 🤩 . I absolutely love my truck! And know I made the right the decision Cassie was very persistent but professional did not let me change my mind about how much I enjoyed my test ride with the Jeep grand Cherokee. ( Glad she didn’t ) She also was very patient with me & tried many ways to meet my budget which was very helpful & appreciated. Keyshawn was also a great help & with finalizing my purchase . He helped me with understanding my purchase agreement , warranty bundles & etc. Also very patient with me & my many questions. Lol I would recommend both salespeople.

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.

Todd helped us buy our new car. After seeing other cars and dealerships coming to Highline was refreshing. He was so pleasant and very prompt during the testing of vehicles. Cars were pulled up right away back to back with zero down time. I love this. Considering they had a busy day with many customers in the office we still received great care. We closed on a 2022 Honda Accord and are in love. The manager closed the deal and experienced was everything as he too was great

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!

Bought a 2026 CR-V hybrid. Salesman was Henry. He deserves 5 stars. The guy is personable, honest, authentic and was very helpful during the process. The sales manager, eddie, was instrumental in helping us get a better deal. And the finance manager, Sherry, was very patient with my multiple questions about warranties. Overall, a positive car buying experience.

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.

Very good car buying experience; no high pressure with competitive pricing. Anthony the salesperson was courteous and responsive to all our questions.

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.

Luke is Best in Class! Over the years, I’ve dealt with many service departments—including Jaguar, BMW, Porsche, and several Jeep dealerships. After a recent experience, I can confidently say that Luke stands out among them. Few service advisors match his attention to detail and, more importantly, his genuine attention to the customer—me! My congratulations to Milford Auto Group for having such a talented professional as part of their team. - Juan F.

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!!

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

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.

I got a good deal on the car. Tyler was great to work with. If there was one thing to complain about, it was the time it took to work things out. I was there for four hours, just wish we could’ve cut down on the time.

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

Josh was so easy to work with! He was transparent, and patient with us through the process of purchasing. I would highly recommend folks pay him a visit if they are looking for a new vehicle!

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!!

I am Very happy with the work they did and highly recommend them. Very professional.

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.

It was a overall good experience considering I wasted three months of wasted time with another dealership.

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".

Outstanding Great experience and knowledge of sales person. The other staff was very helpful. My new truck is awesome. Bye bye bye bye bye. Great experience

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!!

I didn’t end up buying a car from here, but Dan was a pleasure to work with and very professional. Very comfortable at atmosphere.

Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options

i think car max got it right when they make you an offer they are serious.it is good for 7 days and the process is rather seamless

I purchased my 2018 Ford F-150 from them recently. The truck was in great condition and came exactly as advertised. Haven't had a problem with it. Sales process was smooth and easy, and the salespeople were super professional and helpful. I would definitely consider purchasing a vehicle from them again.

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 been a customer for about 8 years and have never been dissatisfied with the service and sales department. The service associate Peter Busher informs me of every aspect of service for our Volvo's. We have Tony Dinino perform all the service and we leave with confidence of peace of mind that it was done correctly. Our sales rep Vecdet was able to find me a great S60 that's been pure joy to drive. These are the reasons that keep me coming back and allow me to give Gengras Volvo a 10 rating.

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.

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.

I bought a brand new Ram 1500 Warlock from a different dealership 3 weeks ago and the check engine light came on. After being shooed away and essentially given a “not our problem” response, Robert’s welcomed me with open arms. I cannot remember her name, but the service woman was fantastic. She told me they could do a quick diagnostic test even though they didn’t have any service openings. The problem was identified as a simple EVAP leak and She told me that it was a quick 15 minute fix and they’ll take care of it. This is ALL I wanted from my other dealership. Robert’s just gained a new customer in the future for this superb service.

Mo did a fantastic job worked on his own time on a Sunday to make sure I had everything I needed to pick up my new jeep on Monday. Jeep looked amazing and everything went smooth 2nd jeep I bought from Mo in a year I will go back again thanks Mo.