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Used
Jeep Gladiator trucks
for sale
near
Cromwell, CT
under $99,980
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Excellent Customer Service
Excellent customer service from both Vilkas and Terence. Highly recommend checking out this awesome dealership where they really take care of the customer! Great lot of awesome sports cars!
MOST importantly it is a JEEP.
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!






Jeep Certified
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
The best experience at any dealership I've been to
Truly a great staff and sales team. The vehicle was just as listed and even felt comfortable during whole process from reviewing to purchasing. The work environment and atmosphere really helped the cause. The team was spot on and I would purchase/lease/recommend in a heart beat.
my grandmother sadly traded in this gladiator i wish she
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.






Used
2022 Jeep Gladiator Altitude 4x4
Vehicle information
Features
Reviews
I arrived to be greeted with friendly staff members.
I arrived to be greeted with friendly staff members. My salesman Kamran was great to work with and we were able to work together and get me into a vehicle I am very happy with.
My Gladiator is 3 years old.
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.






Used
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
Well I came 31/2 hours to see a car and it’s gone
Well I came 31/2 hours to see a car and it’s gone yesterday I wanted it I was buying it because i recked mine i wanted the same thing
We special ordered a Jeep Galdiato Rubicon in 2021 and
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






Jeep Certified
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Highly Recommended Dealership
I have been dealing with Bolles Motors since 1987. I purchased 3 Jeeps from them -- a Laredo, Grand Cherokee, Patriot -- and I have leased my last 3, all Grand Cherokee Limited. They are a great dealership and their service is equally outstanding. Brian makes it a point to say hello and check in with me every time I visit the dealership. I have dealt with Barry Pinto several times (sales/leases) and Dan in service is top notch. I wouldn't deal with any other Jeep dealership.
What’s Not to Like
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.






Used
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Best vehicle purchase experience ever!
Champagne Motorcar provided a great car buying experience. They had a fair trade and a reasonable price for the used vehicle. Dealt with a gentlemen named Ernie, he was very professional and non-aggressive The whole transaction was clean, prompt, and worry-free. The 2015 Honda pilot I purchased had its blemishes which was too be expected, and all Ernie would say when I pointed something out was “Oh. no problem we will take care of that!” Not that I haven’t heard this before but they did take care of EVERYTHING, This vehicle looked brand new when they were done with it! I look forward to purchasing my next vehicle from Champaign Motors! Now I know where they got their name, they are the Sparkling Bubbly of EXCELLENCE!
Always go to Pilson auto, we always use the same
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!






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Jacob, Sean and the team made me feel like my business
Jacob, Sean and the team made me feel like my business was the most important thing they were working on and the finance guy, John was very efficient and explained everything perfectly. Would definitely recommend them for the selection and the buying experience
Have driven Jeeps in the military and loved the
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!!






Jeep Certified
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Jeep Patriot
The sales team was very professional, very knowledgeable, and made the entire experience very positive. The finance team was equally proficient. This is a great dealership, and definitely worth considering for your next vehicle!
Great vehicle poor local warranty 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.






Used
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Bought remotely from a couple states away.
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!
Explore New Areas
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.






Jeep Certified
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Henri and team rocked!
Henri and the rest of the team at Pappa’s were excellent to deal with when purchasing my 2014 Challenger. They explained everything that was going to happen with my transfer to NH which went smoothly. There was some dirt on the car when I came to pick it up and very little gas in it, but Henri realized those problems and fixed them immediately so we could drive back to NH. It was a great experience.
Gladiator will be the next Jeep superstar.
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.






Used
2021 Jeep Gladiator Mojave 4X4
Vehicle information
Features
Reviews
Great Dealership - Even better Salesmen
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.
mojave
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.






Jeep Certified
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Great 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!
Definitely a fan!
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!!






Jeep Certified
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Got my answer in very short time just what I needed ok
Got my answer in very short time just what I needed ok fine job but
MOHAVE ride makes for good daily driver
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.






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Old lady in need of a vehicle!
Today, purchased the 2013 Nissan Juke, 112,600 mile for $9,995 today. It will be ready Wednesday or Thursday this coming week. My sales person Amy was excellent. She knew I had a firm budget (retired) and she found two great vehicles to test. The Jeep I could have taken home today with less milage... a little older, however, Jeep mph versus the Juke..., Nissan won even with higher mileage. So far, I'm "a HAPPY CAMPER"! I can't foresee any problems from now until pick-up. So, I'd say, if you need a reliable used car, Amy is knowledgeable and, in spite of the packed waiting room with eager customers, we were never abandoned. Note; yes, the sales people had to multi-task at times. Understand, at these reduced prices, compared to any dealerships for used cars... Patience, just a little patience - and you'll be treated right too. All the best to customers in need of a new used vehicle!
my grandmother sadly traded in this gladiator i wish she
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.






Vehicle information
Features
Reviews
Recently bought a used Lincoln from Blasius.
Recently bought a used Lincoln from Blasius. Great experience! Ken McKay is a great guy. Took car of everything. Great car, great price, great experience. Wouldn't hesitate to go back. And thanks to Chris in finance as well. Another great job.






Used
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Just excellent service!
Just excellent service! What a great job all the way around! Highly recommend this dealership for all your needs.
I have 84,000 miles.
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 !






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Drive away with confidence and happy!
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.



Jeep Certified
2021 Jeep Gladiator Sport 4x4
Vehicle information
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Reviews
I had a wonderful experience buying my Jeep from Mitchell
I had a wonderful experience buying my Jeep from Mitchell Chrysler Dodge Ram. I highly recommend working with Rakib!






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Enjoyable to deal with
Went in to look for a used car. Salesman was not pushy. Found what I was looking for and immediately walked us out to the car and offered a demo ride. Also offered to get another one I was potentially looking at shipped to local dealer for my review. I did not purchase from them but based on my experience I will definitly go back in the future.






Jeep Certified
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
GREAT SALES EXPERIENCE
Victoria and Sam were AWSOME to work with. Knowledgeable, personable and professional. I’ll recommend them to my friends and family. Got a great deal on a truck too.
It’s a Jeep, so people who buy this understand what it’s
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.
Jeep Gladiator prices by year
Model year | Average price | Deals |
---|---|---|
2025 Jeep Gladiator | $49,653 | |
2022 Jeep Gladiator | $34,894 | 16 Good deals |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep Gladiator by price
Compare the Jeep Gladiator
Jeep Gladiator under $99,980 by city
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Jeep Gladiator under $99,980 in Cromwell, CT
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5 Great Deals out of 47 listings starting at $21,995
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6 Great Deals out of 51 listings starting at $21,995
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7 Great Deals out of 52 listings starting at $21,995
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Jeep Gladiator under $99,980 in Middlefield, CT
7 Great Deals out of 51 listings starting at $21,995
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Jeep Gladiator under $99,980 in New Britain, CT
6 Great Deals out of 48 listings starting at $21,995
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Jeep Gladiator under $99,980 in Lake Pocotopaug, CT
8 Great Deals out of 49 listings starting at $21,995
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.