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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.






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great experience.
Great experience. Tyler was fantastic to work with, the whole thing was completed quickly and we left very satisfied!
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
2021 Jeep Gladiator Sport S
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.
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
2023 Jeep Gladiator Sport S
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!






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.
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 Willys 4x4
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Reviews
Central Chevrolet
Tim was an exceptional salesman he genuinely cared about our experience buying a new car. Took extra time to help with questions and setting up account . Answered all calls quickly. Took time to teach car systems not once but twice. Didn?t feel pressured Would def buy from dealership again.
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
2023 Jeep Gladiator Overland
Vehicle information
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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.
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!!






Jeep Certified
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Best place to go for your next car
Your next car should be from Capitol Garage no matter if it is a new or like new used vehicle you are looking for. I sincerely recommend you to check up this dealer in person because you’ll never regret it afterwards. They do support you in get your next car regardless of financial situation. This was a decisive factor in got my like new car from Capitol Garage. Give them a call to set up your appointment or pass by to check on their awesome inventory in real time. Super nice cars all over!
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
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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
2020 Jeep Gladiator Sport S
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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 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 Overland
Vehicle information
Features
Reviews
Dodge dart
This is my second car from Troiano I just bought an AMAZING new Dart, Dave is super.
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 Overland
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.
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great sales person Tyler used car sales manager never met
Great sales person Tyler used car sales manager never met could’ve came out and introduced himself, but could not say enough about the sales person Tyler thank you again
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
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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.






Used
2023 Jeep Gladiator Sport S
Vehicle information
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Reviews
It was very easy with them.
It was very easy with them. I bought a Ford transit 250 from them, and when I saw that my odometer was not working, they quickly repaired it. Thank you.
23 Jeep Gladiator Sport
With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪






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.






Used
2022 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Thank you Steve!!
Quick,friendly customer service. Steve Longey went out of his way to drive us in the golf cart to find my perfect car! The entire process was easy and stress free! Love my new Cherokee!
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 Willys 4x4
Vehicle information
Features
Reviews
Service is always tops Sales department the best Would
Service is always tops Sales department the best Would recommend to anyone looking for a new, used car or service. Blasius Chevrolet is, by far, the best dealership in Connecticut






Used
2022 Jeep Gladiator Mojave 4x4
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Reviews
On Saturday, June 7, my daughter and I had an outstanding
On Saturday, June 7, my daughter and I had an outstanding experience at XXX Chevrolet. While my initial intent was simply to support her in purchasing her first vehicle, I ended up trading in my own car and driving away in a brand-new 2026 Equinox — while she purchased a 2025 Colorado. Both vehicles impressed us during the test drive. The safety features, interior design, storage space, and overall aesthetics sealed the deal for both of us. While comfort and safety were top priorities, what truly set this experience apart was the exceptional service we received. Steven connected us with Brian, an outstanding sales specialist who was both highly knowledgeable and incredibly personable. He built immediate rapport, listened carefully to our needs, and guided us to the right vehicles without any pressure. The process was smooth and efficient — we were both driving off the lot the same day! The dealership itself was clean, welcoming, and even treated us to a delicious lunch during our visit — a thoughtful touch that made the day feel even more special. I’ve purchased several vehicles over the years, but nothing compares to the level of service we received from Steven and Brian. I highly recommend them to anyone looking for a car-buying experience that’s professional, honest, and genuinely enjoyable. Judi and Jackie T.
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
2024 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!
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 Certified
2021 Jeep Gladiator Rubicon
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
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Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $39,227 | |
2021 Jeep Gladiator | $27,858 | 13 Good deals |
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 $35,156, with pricing starting at $170.
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
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Used Jeep Gladiator by city
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Jeep Gladiator in Windsor, CT
8 Great Deals out of 38 listings starting at $23,900
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10 Great Deals out of 45 listings starting at $23,900
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Jeep Gladiator in Windsor Locks, CT
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10 Great Deals out of 45 listings starting at $23,900
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Jeep Gladiator in Tariffville, CT
8 Great Deals out of 33 listings starting at $27,858
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Jeep Gladiator in South Windsor, CT
8 Great Deals out of 33 listings starting at $23,900
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Jeep Gladiator in East Windsor, CT
6 Great Deals out of 30 listings starting at $23,900
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Jeep Gladiator in East Granby, CT
5 Great Deals out of 24 listings starting at $28,559
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Jeep Gladiator in Simsbury Center, CT
8 Great Deals out of 33 listings starting at $27,858
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Jeep Gladiator in Broad Brook, CT
6 Great Deals out of 30 listings starting at $23,900
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Jeep Gladiator in Hartford, CT
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Used Jeep Gladiator by body style
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