Used Jeep Gladiator trucks for sale near South Windham, CT under $99,999

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

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!

Overall, a good honest dealership. I had a predefined monthly spending limit and Josh worked his magic and got me the monthly payment to meet that number. His can-do attitude made this deal happen and got us the car. The finance manager Alex was also a pleasure to work with and made our car buying experience much less painful that I have experienced in past years with other dealers. There is no pressure from the sales team to buy and were up front with everything. No hidden agenda. I would recommend buying new or used vehicles from this dealer without hesitation and for that I’m giving them 5 out of 5 stars.

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!!

Peter Place has always been our go to person when we purchase a vehicle from Putnam Chrysler/Kia. He is very knowledge of the vehicle that he is selling you and goes above and beyond to satisfy the customer's needs.

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.

Our sales associate, Ms. Johnson, was very warm , welcoming , and professional…making the purchase of our new 25’ sorento easy.

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 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 !

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.

As a woman buying a vehicle on her own, we’ve all heard the horror stories. But my experience at Falveys was fantastic!! All questions were patiently answered even the ones that seemed silly in hindsight. Everyone I dealt with was wonderful! My salesman was TJ and he was very patient and polite. The people working congratulated me on my new Jeep! Worked also with a kind man named Greg to sign papers and one of the owners came out to see if everything was ok. Nothing could have been easier!

This is my second car from Troiano I just bought an AMAZING new Dart, Dave is super.

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.

Edwin was great to work with from the beginning. He reached out shortly after I inquired about the car and scheduled a time the next day to take a test drive. They were able to complete the purchase that day so I could take the car home. Overall, both Edwin and their Finance department were easy to work with.

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!

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.

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.

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

just purchased my second car everyone waall are great there s great and very Mo is the best , the very best honest, knows his work very well , just a great person all around with a big heart and looks out for you the customer , i would buy 10 cars if i could thank you Mo selena smyth

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 would like to thank Andy Keleher and Trioano Auto Group for providing excellent warranty service on my '09 Challenger RT while 1000 miles from home. I brought the car in at 8:00 AM Monday morning with the transmission in "limp-in" mode. I did not have an appointment but they worked me in and diagnosed the problem as a failed speed sensor inside the transmission before 10:00 AM. They located the part in another town and sent a driver to pick it up. I had my car back by 3:00 PM. Troiano's fast service literally saved the rest of my vacation. I have put over 1000 miles on the car since with no problems. This is the way warranty service is supposed to work.

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.

My experience was great! I could not have chosen a better salesman. Alejandro was very accommodating and respectful. He definitely went above and beyond. Thanks for a great experience

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

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.

Bought remotely from a couple states away. Opted to arrange my own financing. Ken & Joe were very patient, holding the vehicle (with minimal deposit) while lender rqmts. for availability of funds were met. They made it EZ. An all around awesome experience! When I went to get the vehicle I purchased, the only distraction was their impressive inventory!

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.

Champagne and Fernando made the entire process seamless and were very accommodating with me while being many states away. Couldn't ask for a better experience!

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.

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.

My salesman, Jim, guided me patiently through the long process of ordering, tracking, and awaiting the arrival of my new Bronco Sport. Despite various snags due to semiconductors and to a windshield broken during transit, Jim and the folks of Valenti ultimately offered a fair deal at list price on a great new vehicle. Jim also walked me through all of the car's unique features upon delivery, linked my phone for me, programmed my keyless entry passcode, and set up my FordPass. My only recommendation: initiate communications with customers like me who face long waits due to supply chain issues. A little initiative, information and reassurance can go a long way!

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!!