Used Jeep Gladiator trucks for sale near Middlefield, CT under $899,990

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

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'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 😉

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

Took my 2015 SL400 in to correct a faulty trouble signal. Vehicle was taken right in and was promptly hooked up with a loaner. The issue was resolved by the end of the day and I picked it up next day. It all went smoothly.

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!

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

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.

An Amazing Man...I went to Executive Nissan feeling extreeeeemly ANXIOUS, not knowing who, and what to expect Then, I met John Hosking. His approach was very sincere, I was able to sense that he was not self seeking, and made this whole experience about me. John was relatable, gentle, and made me very comfortable. I went in there wondering if I would be taking advantage of, and to my suprise, he helped to dispel that notion. I will forever be grateful, and cherish The warm, and professional welcoming experience with John Hoskins at Executive Nissan, North Haven, CT.

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.

Was contacted by Zach from Waterbury dealership. Right off the bat I felt like he understood my needs and wanted to work a fair deal for the sale of my truck. We got it done and myself into new Colorado. Staff was very helpful and patient. I would recommend this dealership team to anyone. Thanks!!

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!!

Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me

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.

Worked with my sales rep Luis Moreira to lease a vehicle this weekend. He is very easy to work with, low key, and knowledgeable.

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 visited multiple different vehicle dealerships and explain to everyone that I was not immediately looking to buy a vehicle but will be in the coming weeks due to relocating to Connecticut and Kia of Old Saybrook’s Custome Advocate Anthony Russo was extremely understanding and helpful through the whole process and ultimately the reason why I chose to go with Kia. Showed me multiple different models and was not pushy or overbearing at any point during the experience. After deciding on a lease for a new Kia Niro PHEV I dealt with the service manager Alex Pashchak to get the final financing paperwork done and he was also terrific and not pushy at all, explained all the extended warranty packages to me in detail and helped set one up that would work perfect for me in the future. Anthony made sure to introduce me to the service department and set up my first appointment with them before I left (they were also terrific) Anthony also made sure he’s been available over the phone anytime. I had any questions about the vehicle and even reached out afterwards to make sure that I was happy with my purchase and if I had any more questions. 10 out of 10 would highly recommend to anybody I know looking to buy a car to go to Kia of Old Saybrook and work with Anthony. Best experience I ever had buying a new vehicle!!

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

Just purchased a 2025 KIA Sportage. Everything went really well and smooth thanks to the help of Lila Bubier. ⭐️⭐️⭐️⭐️⭐️ service!

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.

Great experience - painless transaction from out of state - Fernando helped out at every step to keep us informed and answered every question -

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!

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

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!!

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.

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.

Phil was extremely helpful, patient and efficient. He provided exceptional customer service and did his best to ensure that I was satisfied with my purchase!!

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.

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.

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.

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

Anthony Wilson was my sale person he made everything go smoothly, kept in contact,made sure the truck was ready. He was awesome . If I need another vehicle he would be the only one I would deal with. The dealership is lucky to have him. And the truck is great too

I just purchased a used 2024 Toyota Camry! It was my first time at this dealership and I was very impressed. Breen the salesperson was great to work with. He was very professional and made the process run very smoothly. If you are looking to purchase a vehicle I recommend this dealership and Breen. Thank you Breen.