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Used
Jeep Gladiator trucks
for sale
near
Sherman, 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
2020 Jeep Gladiator Rubicon
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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.






Jeep Certified
2020 Jeep Gladiator Sport
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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.
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
2023 Jeep Gladiator Sport S
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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
2021 Jeep Gladiator Sport S
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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.
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
2022 Jeep Gladiator Willys 4x4
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Reviews
If I could give more stars than 5, I definitely would!
If I could give more stars than 5, I definitely would! Lila Bubier, Mark Deal, trade checker and Kia Finance went above and beyond to get me out of my negative equity from my Hyundai Ioniq 5. I am so grateful to have a new 2025 Kia Sorento Plug-In Hybrid. I had originally went in February, but did not come away with a deal. Lila has consistently reached out to me asking if I was interested and provided many different options to get me at the price point that I wanted. It was not easy, but we made it to the end goal. My growing family and I are so grateful to have this amazing team working at Kia and I hope to continue this new relationship with them at Blasius for years to come! Thank you so much!!!!
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 Rubicon
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Reviews
I just purchased my first ever brand new car from here.
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
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
2020 Jeep Gladiator Overland
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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.
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 !






Used
2022 Jeep Gladiator Sport S
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Reviews
Purchased the car of my dreams and also my second Nissan.
Purchased the car of my dreams and also my second Nissan. I love this dealership because they do go out of their way to make you happy. I left very satisfied. Would definitely recommend!
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
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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.
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
2023 Jeep Gladiator Overland
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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.
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 Sport
Vehicle information
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Reviews
Sales employee John Downey was extremely attentive to my
Sales employee John Downey was extremely attentive to my request in purchasing my 2025 Ram.
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!!






Used
2022 Jeep Gladiator Mojave 4x4
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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
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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.






Jeep Certified
2023 Jeep Gladiator Overland
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Reviews
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
2024 Jeep Gladiator Sport
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Reviews
Peter is a kind person and wonderful salesman.
Peter is a kind person and wonderful salesman. He is a credit to Ingersoll Auto Group! He helped make our lease go smoothly and efficiently. This is our second time we have worked with Peter to lease a new car, and he directs us to the perfect car for our needs.
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
2023 Jeep Gladiator Overland
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Reviews
Todd helped us buy our new car.
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
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
2021 Jeep Gladiator High Altitude 4X4
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Reviews
I've bought 4 vehicles from this dealership as a return
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 😉
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 Sport S
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Reviews
Best vehicle I’ve ever owned. And I’ve owned many
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.






Used
2021 Jeep Gladiator Sport S
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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.
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
2020 Jeep Gladiator Overland
Vehicle information
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Reviews
Good !
Good ! Information on internet wasn’t correct, wrong engine specifications on web sight lead to misleading information.
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About the Jeep Gladiator
How much does the Jeep Gladiator cost?
The Jeep Gladiator price depends on several factors, including the trim level, optional features, mileage, vehicle history and location. The nationwide average price for the Gladiator is $34,703, with pricing starting at $15,480.
What is the MPG of the Jeep Gladiator?
The Jeep Gladiator with traditional internal combustion engine offers up to 17 MPG city and 22 MPG highway for a combined rating of 19 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.
What are some similar vehicles and competitors of the Jeep Gladiator?
The Jeep Gladiator compares to and/or competes against the following vehicles:
What trim levels are available for the Jeep Gladiator?
The Jeep Gladiator is available in the following trim levels:
What model years are available for the Jeep Gladiator?
Available model years for Jeep Gladiator inventory range from 2020 to 2025.
*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 Bridgewater, CT
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Jeep Gladiator under $99,980 in Brookfield, CT
8 Great Deals out of 38 listings starting at $21,995
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Jeep Gladiator under $99,980 in New Preston, CT
5 Great Deals out of 24 listings starting at $21,995
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Jeep Gladiator under $99,980 in Roxbury, CT
7 Great Deals out of 39 listings starting at $21,995
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Jeep Gladiator under $99,980 in Kent, CT
5 Great Deals out of 24 listings starting at $21,995
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Jeep Gladiator under $99,980 in Washington, CT
6 Great Deals out of 31 listings starting at $21,995
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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.