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Used
Jeep Gladiator trucks
for sale
near
West Simsbury, 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.



Jeep Certified
2023 Jeep Gladiator Sport S 4x4
Vehicle information
Features
Reviews
Honest
Great group of guys that answered my questions. Honest without the games. Even though I did not buy a car here I will the next time I am in the market.
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
2022 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Looking for a RAM Heavy Duty Pickup
I had been looking for a Heavy Duty RAM Cummins for a month or so and Executive had (2) that I was interested in a 3500 and a 2500. I contacted the dealership via an email and the internet salesperson replied promptly. I then went to the dealership where I was introduced to Rich my salesperson. We took each truck for a test drive so that I could decide which one was the best fit. Once I made the decision, they evaluated my leased truck and made me an offer $1100 more than what the buyout of the lease was. Things were then turned over to Chris the Finance Manager and he worked his magic to get me a great rate with the payment that I had asked for. I picked up the 2500 on Saturday and could not be happier. I highly recommend Executive Dodge Ram. PS I traveled an hour and a half from NE Ct to Wallingford and the trip was worth it. Darrell
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 Mojave 4X4
Vehicle information
Features
Reviews
Five Stars
Love my Charger! Henri Michaud was my salesperson. Very attentive and good natured. In fact, everyone there had a great attitude from reception to finance. Plus a cool showroom. Thank you Papa’s Dodge!
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
2023 Jeep Gladiator Overland
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.
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!






Jeep Certified
2021 Jeep Gladiator Sport S
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.
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
2021 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Greatness
OMG !!! This was my 3rd time there. I had a very pleasant experience. Keep up the good work and wonderful staff. Not more to say.
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
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Reviews
Just as promised. A great used car deal!
Saw vehicle on the internet on a Sunday. Called and AMY answered. Based on her accurate information she invited us to the lot the same day. We drove 2.5 hours and test drove the Honda CR-Z. AMY made sure all of our questions were answered. The car was an excellent deal for the price offered. The car did need brakes and a light. AMY made sure the repairs were done to perfection. She communicated via text over the next few days. Always answered instantly. The car was ready when they said it was. Everything completed as promised. Paperwork was painless. By Wednesday evening I was home with the car! AMY was a professional, the business did what they said. No Gimmicks, no false promises, no issues!
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 Mojave 4x4
Vehicle information
Features
Reviews
Great Service Department
In maintaining our 2020 Buick Enclave, we have used Buick GMC Watertown Ct, since our purchase in September 2019 and have always received the best on time, reliable service and friendly customer service on our visits. The staff that reviews what service I am requesting will always review for possible upcoming recommendations of service as well. The cost and approximate time of completion has always been spot on.
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.






Jeep Certified
2021 Jeep Gladiator Sport
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
2022 Jeep Gladiator Sport S 4x4
Vehicle information
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Reviews
Fantastic Service on Diesel Truck!
If you are in this area, and have a Ram HD with a Cummins diesel, these guys are the best. Ask for Bob to work on your truck and you won't go wrong!
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.






Jeep Certified
2022 Jeep Gladiator Willys 4x4
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
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
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 Certified
2022 Jeep Gladiator Altitude 4x4
Vehicle information
Features
Reviews
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 Rubicon
Vehicle information
Features
Reviews
Great overall experience
I purchased a 2009 Nissan Rogue on 10-11-12. It was an easy, actually fun experience. The sales man was not pushy, it was an easy process and everyone was very helpful. I love my new car. I would recomend carmax to anyone who wants a stress free car buying experience.
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.



Jeep Certified
2021 Jeep Gladiator Sport 4x4
Vehicle information
Features
Reviews
Jason was an amazing salesman to work with- again!
Jason was an amazing salesman to work with- again! He was incredibly patient, genuinely helpful, and truly cared about our needs throughout the entire process. It's clear he puts his customers first, and we couldn't have asked for a better experience. Highly recommended.



Jeep Certified
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Great service definitely would come back again and buy
Great service definitely would come back again and buy the next vehicle from Keyshawn again!!!!
Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
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Reviews
Would highly recommend.
Mike, Mackey, Dan and Scott were all a pleasure to deal with and provided a pleasurable experience. They worked as a team and answered all my questions.

Used
2021 Jeep Gladiator Willys
Vehicle information
Features
Reviews
Wallingford Auto Park: Best Place To it A Car
Excellent dealership. I worked with Phil and bought a Nissan Rogue. Phil is the best salesman I have worked with. He made the whole buying experience so easy and stress free. I’m so happy with my purchase. My entire experience was top notch. Thank you Joe and Marcelo also. You guys are great!!
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Used
2021 Jeep Gladiator Rubicon
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Used
2022 Jeep Gladiator Sport S
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Used
2020 Jeep Gladiator Sport
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Jeep Certified
2021 Jeep Gladiator Mojave 4X4
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Used
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features






Jeep Certified
2024 Jeep Gladiator Sport
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Features






Used
2021 Jeep Gladiator Rubicon
Vehicle information
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Used
2022 Jeep Gladiator Rubicon
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Certified
2022 Jeep Gladiator Mojave
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Used
2021 Jeep Gladiator Sport S
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*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 West Simsbury, CT
6 Great Deals out of 38 listings starting at $21,995
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Jeep Gladiator under $99,980 in Simsbury, CT
6 Great Deals out of 38 listings starting at $21,995
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Jeep Gladiator under $99,980 in Simsbury Center, CT
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Jeep Gladiator under $99,980 in Canton Valley, CT
7 Great Deals out of 39 listings starting at $21,995
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Jeep Gladiator under $99,980 in Tariffville, CT
3 Great Deals out of 33 listings starting at $25,422
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Jeep Gladiator under $99,980 in Collinsville, CT
7 Great Deals out of 39 listings starting at $21,995
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Jeep Gladiator under $99,980 in Bloomfield, CT
7 Great Deals out of 45 listings starting at $21,995
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Jeep Gladiator under $99,980 in Avon, CT
7 Great Deals out of 40 listings starting at $21,995
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Jeep Gladiator under $99,980 in Salmon Brook, CT
2 Great Deals out of 31 listings starting at $25,422
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Jeep Gladiator under $99,980 in Granby, CT
3 Great Deals out of 32 listings starting at $25,422
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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.