Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
Jeep trucks
for sale
near
Woodbury, CT
- 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.






Jeep Certified
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Awesome sale representative
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.
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 Certified
2022 Jeep Gladiator Willys
Vehicle information
Features
Reviews
Nicole Pace was very professional, pleasant, returned
Nicole Pace was very professional, pleasant, returned calls promptly and the overall experience was great. We felt valued and got a very fair deal.
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
2022 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
I brought my recently purchased car to the service center
I brought my recently purchased car to the service center for a safety inspection. They found one issue and fixed it promptly. Overall service and communication were excellent. I will return in the future.
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 S
Vehicle information
Features
Reviews
Todd was our salesman.
Todd was our salesman. Our car buying experience was handled very professionally and with great care. Todd did not rush us through the process. He was very prompt while we tested the vehicles. His manager closed the deal and showed the same level of care. We will definitely return with our family on future car purchases.
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!






Used
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
We are happy with the staff and clean environment.
We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.
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
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Leasing our new Honda was a positive, friendly and
Leasing our new Honda was a positive, friendly and hassle-free experience. Our sales consultant, Tony DeLena, was a pleasure to do business with -- knowledgeable, courteous and willing to go the extra mile to make sure everything was to our satisfaction. I highly recommend him and Honda of Danbury to anyone looking to buy or lease a Honda.
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






Used
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
Lou was my salesperson and he was super communicative,
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.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great Experience recommend this dealership.
Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.
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
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Excellent customer service during pandemic
We were selling a vehicle. Staff contacted us to give us a link to provide all info for the car we wanted to sell. They gave us an excellent price. ( as evidenced. By kelly blue book ) When bringing car to dealership in East Haven - staff had gloves and masks on. They came outside for paperwork. They were organized. Social distancing followed. We are very please with our experience.
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
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
I've bought 2 cars here and am headed in soon to buy
I've bought 2 cars here and am headed in soon to buy another. THE BEST.
Reliable and great looking truck!
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






Used
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Excellent dealership… I enjoyed my expierence.
Excellent dealership… I enjoyed my expierence. Very kind, knowledgeable and informative… would purchase here again.
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.






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I had a great experience at Meadowland Of Carmel.
I had a great experience at Meadowland Of Carmel. The staff was friendly and professional. Julian was fantastic. The process was smooth and stress-free, and I never felt pressured. I?m very happy with my new car and would definitely recommend this dealership to anyone looking for a reliable place to buy or lease a 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.






Jeep Certified
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Vinny at Sullivan's Northwest Hills was great to work
Vinny at Sullivan's Northwest Hills was great to work with and to buy a car from. It was truly a good experience. He was very knowledgeable and let you lead the conversation. I will buy my next vehicle from Vinny the next time I need one.
Jeep lifestyle
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!!






Used
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
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 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!!






Used
2022 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
I needed our transmission reprogrammed, I called the
I needed our transmission reprogrammed, I called the night prior, they had my vehicle in the next morning and returned by the end of the day. Everything I needed done was accomplished with no issues, they also kept me up to speed as they worked on the vehicle through an email link to check the status. Great job!!!
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.






Used
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Very pleasant experience!
Very pleasant experience! Family has purchased vehicles from Terryville Chevrolet for a very long time and never had any problems. They were very helpful, very professional, and extremely kind. Will buy another.
Great Truck/Jeep
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.






Used
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
2019 Jeep Compass purchase
Edwin Ocasio was very professional and listened carefully to what I was looking to buy in a vehicle as well as my price range. As I test drove he answered all my questions in detail. After purchasing my Jeep Compass I noticed one issue that needed to be fixed. I brought vehicle in the next day & it was taken care of. Thank you Edwin for all your help. I I am very happy with my purchase.
Must Love The Jeep Experience
Ecodiesel gladiator is fun to drive and getting good MPG. My second gladiator and no issues. Jeeps aren't for everyone as they are boxy, heavy, noisy in cab at high speeds and not as luxurious as a Lexus. But these things are tanks with body on frame build, Dana 44 axles, real transfer case and mega offroad capability. Plus its easy to modify suspension and its a "jeep thing".






Used
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Took my 2015 SL400 in to correct a faulty trouble signal.
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.
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.






Jeep Certified
2022 Jeep Gladiator Sport
Vehicle information
Features
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,406.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Wrangler can reach up to 22 MPG city and 24 MPG highway for a combined rating of 23 MPG. The Jeep Renegade with traditional internal combustion engine offers up to 24 MPG city and 31 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 4138 great deals out of 14898 listings starting at $1,200.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Bridgewater, CT with 10 great deals out of 40 listings starting at $22,995.
*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.
Jeep Trucks by city
-
Jeep Trucks in Woodbury, CT
9 Great Deals out of 45 listings starting at $22,995
-
Jeep Trucks in Woodbury Center, CT
9 Great Deals out of 45 listings starting at $22,995
-
Jeep Trucks in Roxbury, CT
9 Great Deals out of 39 listings starting at $22,995
-
Jeep Trucks in Middlebury, CT
9 Great Deals out of 49 listings starting at $22,995
-
Jeep Trucks in Bethlehem, CT
8 Great Deals out of 40 listings starting at $22,995
-
Jeep Trucks in Bethlehem Village, CT
8 Great Deals out of 44 listings starting at $22,995
-
Jeep Trucks in Heritage Village, CT
9 Great Deals out of 44 listings starting at $22,995
-
Jeep Trucks in Watertown, CT
8 Great Deals out of 46 listings starting at $22,995
-
Jeep Trucks in Southbury, CT
9 Great Deals out of 44 listings starting at $22,995
-
Jeep Trucks in Oakville, CT
9 Great Deals out of 48 listings starting at $22,995
-
Jeep Trucks in Washington, CT
6 Great Deals out of 30 listings starting at $22,995
-
Jeep Trucks in Bridgewater, CT
10 Great Deals out of 40 listings starting at $22,995
Jeep Trucks in Woodbury, CT by model
-
Jeep Gladiator Trucks in Woodbury, CT
9 Great Deals out of 45 listings starting at $22,995
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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.