Used Jeep Gladiator trucks for sale near Southbury, CT

I had an excellent experience purchasing a new 2025 Chevrolet Equinox EV at Richard Chevrolet. I'd like to give very special thanks to my vehicle specialist Stephen Krumenacker and business manager Kevin Losacco. Together they made the process of purchasing a new vehicle seamless and enjoyable. I highly recommend Richard Chevrolet to anyone interested in purchasing an automobile. Thank you Richard Chevrolet.

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.

Very Quick and smooth process. Sale agent victor was really nice. Would definitely do business with them again! Thank you again!

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

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!

Lou was my salesperson and he was super communicative, explaining and re-explaining when he seemed to feel it was needed. No surprises along the way, I was able to test drive the van as much or as long as I wanted, have a mechanic come by to inspect it and they washed it and added a full tank of gas on pickup day. They had done some quality servicing to the vehicle as well before pickup day. Lou mentioned early on that he wasn't paid on a commission basis, which was a good detail for me to know. In the end, all the numbers were the same from the beginning to end, no "uh oh" moments and it was a super fast experience on pickup day - probably the fastest ever for me to get the keys and drive a new (to me) vehicle home. I will look to use them again if possible in the next year or so. Highly recommend.

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!

I am a loyal customer for quite a few years with Brewster Subaru, my experiences have all been exceptional from sales to service , from when I have my little meltdown if something happens to my 2021 legacy which is what I have currently!! I’m very meticulous with my car and as I tell my family and all my friends , I would never think of going anywhere else !! Nelson, Patrick, Danny Gomez You guys are so awesome I truly feel the warmth of a close family when I walk though the door 🥰 the receptionist and all the sales agents , Oh let’s not forget about Ritchie !!! Who is my go to person when we need our furbaby conversations as I’m a crazy animal lover 🐾🐾🐾 All I can say is you all rock and I’m so happy to have such an honest wonderful dealer in my life…. Thsnk you again …

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.

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!!

I just purchased my first ever brand new car from here. I traded in my well loved used car. Mike was super helpful and kept me at ease through out the whole experience. Answered every question I had. Ellie was great at helping me get a good loan and rate. Highly recommend this dealership. ~Amy

My THIRD Jeep Gladiator. Listen, if you want a light duty truck, look at "light duty" trucks to compare... The Gladiator is the ONLY one that even at base model COMES 4x4, COMES with solid front/rear axles... Comparing the equal classes, it has the best in class towing and payload; bang for the buck, your money is better spent on the Gladiator. If you want amenities, you can of course get them fully tricked out with every feature you could want. All I will say is yes, it rides like a "truck", but my interest is truck first, everything else second. If you want luxurious ride and the feel of sweet comfort, buy one of the others, their truck abilities are SECOND, the Gladiator is a TRUCK first. I have hauled everything with mine; trailers pulling vehicles, lumber, hay... Light duty truck, Gladiator.

I have been looking for awhile for the right truck. I found it Thanks to cars.com! But most of all the experience with Mike Risi at Meadowland of Carmel was a great deal! Highly recommend GMC of Carmel.

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 pleasure to deal with Zach, Patrick and Mike. The car was as Zach described, and I am very happy with it. The purchase was made easy by these guys and they were very accommodating:)

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.

Quick and easy beginning to end. I saw vehicle online the price was good and drove it off same day. highly recommend this dealership. thanks colley

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!!

Been buying vehicles there since 1990 Likely 5 or 6 Always the best deals Always the best service Don't think I'll ever go anywhere else Purchased both new and preowned

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!

Great experience. Car was as described, very clean and we got a great deal. Travis and Carlos were easy to work with. Thank you!

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 2018 Nissan pro x a little over a year ago. I drove from ny to look at it it was clean except for front bumper was hit in corner and paint was scraped. They repaired the damage perfectly by the time I picked it up. I was impressed by their professionalism. The only thing that I thought was a little extravagant was the dealer fee. We negotiated a fair price and now it’s mine. I’ve had the vehicle for over a year and it is flawless. I felt I needed time to make a fair judgement of the vehicle before my review. I would not hesitate to buy another vehicle from thi dealership

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

Dave was very friendly and patient and helpful with me finding the perfect car for my daily needs

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 !

Very good overall experience. My salesman Harry was very friendly and knowledgeable. The whole purchase went through smoothly. The couple of minor issues (as it was a used vehicle) were taken care of by the service department and it was ready for pickup on time. Thanks guys!

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.

buying a car there was a very smooth process. My sales rep was very knowledgeable and professional. i was absolutely impressed with the service i received. will recommend them for sure

Purchasing my Jeep Renegade at Executive Dodge Jeep was truly a great experience. Everyone was super friendly and helpful. My salesperson, Courtney Castelli, is very knowledgeable and was able to answer all my questions. I would definitely recommend making Executive Dodge Jeep your first place to look and purchase a vehicle.

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.

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 😉

I just purchase a Jeep Compass Gregory was my sale representative. Gregory went above & beyond to help me. He went over the entire car from top to bottom! AWESOME!!!***** One other thing I came in when the shop was about to close and he still help me.

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!!

Dylan was a very nice respectful young man who made my experience at highline car connections a very nice and enjoyable one leading me to purchase the car I was hot for.

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.