Used Jeep Gladiator trucks for sale near Sherwood Manor, CT under $100,000

I am a returning customer who bought several Jeeps from Barry Pinto. Barry is not only a true professional but also very approachable, friendly, attends to requests promptly and always returns a call. Everyone at Bolles is helpful, providing a stress-free experience. Their service department over the years has been beyond reproach; the customer service is excellent. It is refreshing to know there is a caring car dealership that has kept car buying stress free with confidence. I shall never go anywhere else and hope Barry Pinto will be there as long as I'm buying cars.

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

This was my first Jeep Wrangler purchase and it was very pleasant and my salesman Henry went above and beyond! I was astonished with how much Henry really cared about me and how much he actively assisted me with purchasing my 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!!

Darrien Dejesus heloed me, and he was great. He helled me find the exact car i wanted and made the whole process easy. Bravo!

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.

Great experience at this dealership. Austin Lyne and Lee Maloney in sales were great to work with and went over and above to ensure a pleasant buying experience. From test drive to pre-sale inspection, to post inspection negotiations, to registration and delivery. Austin and Lee ensured the process was efficient and relatively seamless. So far, I absolutely love the JL.

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.

Came to thrifty in a pickle and Mike helped me out tremendously! He went above and beyond to get me into the car I really wanted! The finance manager went above and beyond to help me with a payment as well! I definitely recommend thrifty to anyone!

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 have bought many cars and this was the best experience I’ve ever had,Gerald made my buying experience smooth and easy.I would recommend this dealership and this salesman to anyone.I changed my decision on the car I came in for and switched to the one I bought and Gerald made the sale effortless for me,and remarkably fast,can’t thank them enough

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.

Jimmy Yilmaz is great! A great time getting a vehicle. He was super friendly and helpful. Good sense of humor too. I highly recommend him and the dealership.

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 have been doing business with this company since 2002 . Best dealer , they are conscientious , pleasant and take good care of their customers. They do know their stuff . Whether purchasing or servicing ur car . Expect the best !

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!!

Worked with Steve, didn't end up buying but he was super nice and upfront with us. A much better experience than some of the dealers we talked to on this journey.

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!!

Quick,friendly customer service. Steve Longey went out of his way to drive us in the golf cart to find my perfect car! The entire process was easy and stress free! Love my new Cherokee!

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 sales and excellent service departments! Have leased two jeeps and have always been happy going here. I would recommend to go here to others!

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.

Bought an off lease Ram pickup from Lia a few weeks ago. The salesman Dave Sepavich was a pleasure to deal with. This was especially important since we arent MA residents. I highly recommend Dave and this dealership to anyone looking to purchase a new or used Mopar vehicle in the future.

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.

Kyle and Richard thanks again you guys are the best. Proud owner of a 2025 navigator

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.

Ruben is the best was patient and worked with me from beginning till the end love my purchase of my choice wasn't forcws into the deal either

Excellent dealership… I enjoyed my expierence. Very kind, knowledgeable and informative… would purchase here again.

I had a issue with may keep machines Metro and spoke with Jayson..he was very professional and helpful...made things very easy...after my car was looked at I had the pleasure of dealing with Orlando...he was so helpful as also professional...he and Jayson set me up with a courtesy ride back to work and later in the day Orlando made sure the driver came and picked me up to get my car..Both of them made my life so easy.....

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.

Thanks to CarMax services Team I can now relax and drive my car. They were so helpful and I trust them will never ever ever go to any dealer for my car repair. Special thanks to Carolyn for being so nice and understandable.

Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.

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

Got my answer in very short time just what I needed ok fine job but