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Used
Jeep Gladiator trucks
for sale
near
Windsor, 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
2022 Jeep Gladiator Mojave 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!
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 Mojave 4x4
Vehicle information
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Reviews
Worth it
Got everything done in a timely manner to include a recall fix. I needed to be out of there at a certain time and they got me out well earlier than expected!
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 Overland
Vehicle information
Features
Reviews
Went looking for a truck on a Friday, left with a truck
Went looking for a truck on a Friday, left with a truck on that same Friday! Simple, easy, and quick. Worked with Mike on getting a truck and left with it the same day, would recommend, I don’t often do that lightly.
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
2022 Jeep Gladiator Willys 4x4
Vehicle information
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Reviews
Dodge dart
This is my second car from Troiano I just bought an AMAZING new Dart, Dave is super.
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
2021 Jeep Gladiator Willy's
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.
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 Altitude
Vehicle information
Features
Reviews
services
Thanks to CarMax services Team I can now relax and drive my car. They were so helpful and I trust them will never ever ever go to any dealer for my car repair. Special thanks to Carolyn for being so nice and understandable.
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
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Very Proficient
on 3/3/2021All of what my Used Land Range Rover needed was performed with Great precision I would have damage my vehicle if the facility system were not functioning appropriately . I found out upon entering the facility that my car needed a alignment both front and back, And the service director Michael Laurie and Paul Cardoso did a wonderful Job with seeing that safety and customer satisfaction with regards to the service requested I'm Very HAPPY!
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
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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
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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 Mojave 4X4
Vehicle information
Features
Reviews
I had a great experience with this dealership.
I had a great experience with this dealership. Straightforward and efficient, backed by a great team aiding in finding and purchasing the exact car for me. I would entirely recommend to others, through and through.
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
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.
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
2020 Jeep Gladiator Rubicon 4X4
Vehicle information
Features
Reviews
Luiz Moreira was very polite, super professional, and
Luiz Moreira was very polite, super professional, and patient, as I'm a stickler for car shopping. He demonstrated the car and explained every feature inside and out of my new 2025 Dodge Durango. I 100% recommend him as a salesperson. He listened to my needs and showed understanding. Everyone at the dealership worked with me, and today I have my new 2025. I've been loyal to this dealer since 2014. Dodge Durangos are very good, and I recommend them to anyone who needs a third-row. Thank you, Luiz Moreira. I'm very grateful and happy with my new Dodge.
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
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
Luiz, the product specialist I worked with, was very
Luiz, the product specialist I worked with, was very helpful with the car purchasing process. Very knowledgeable of the vehicles and helpful during the process.



Jeep Certified
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Luiz Moreira was very helpful in finding me a truck that
Luiz Moreira was very helpful in finding me a truck that matched my needs and kept me updated throughout the whole sales process
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
2024 Jeep Gladiator Rubicon
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
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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!



Jeep Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
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Reviews
Great experience with service department
There was a mishap during a transmission service. Artioli took care of all problems and in the end I received an excellent service. Wonderful people, great business!



Jeep Certified
2020 Jeep Gladiator Rubicon 4X4
Vehicle information
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Reviews
great service
I had Austin as my salesman he was very kind. I picked the SUV I wanted and a few days later I was driving it home. I would recommend Austin to anyone looking for a car
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 Mojave
Vehicle information
Features
Reviews
Staff are very knowledgeable.
Staff are very knowledgeable. As usual, they were excellent and very prompt. A very pleasant experience.
Used
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Purchased a truck from Blasius North last night, January
Purchased a truck from Blasius North last night, January 18. Couldn’t ask for a more congenial group of professionals. They prove doing business can be a pleasure. Special thanks to Steve and TJ. Highly recommend this dealership.
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
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $41,985 | |
2022 Jeep Gladiator | $29,987 | 5 Good deals |
2021 Jeep Gladiator | $26,998 | 9 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
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Used Jeep Gladiator by city
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Jeep Gladiator in Windsor, CT
2 Great Deals out of 41 listings starting at $24,987
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Jeep Gladiator in Bloomfield, CT
2 Great Deals out of 47 listings starting at $20,995
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Jeep Gladiator in Windsor Locks, CT
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Jeep Gladiator in Blue Hills, CT
2 Great Deals out of 47 listings starting at $20,995
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Jeep Gladiator in Tariffville, CT
2 Great Deals out of 34 listings starting at $24,987
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Jeep Gladiator in South Windsor, CT
2 Great Deals out of 37 listings starting at $24,987
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Jeep Gladiator in East Windsor, CT
2 Great Deals out of 37 listings starting at $24,987
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Jeep Gladiator in East Granby, CT
2 Great Deals out of 31 listings starting at $24,987
-
Jeep Gladiator in Simsbury Center, CT
2 Great Deals out of 36 listings starting at $20,995
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Jeep Gladiator in Broad Brook, CT
2 Great Deals out of 37 listings starting at $24,987
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Used Jeep Gladiator by body style
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