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Used
Jeep Gladiator trucks
for sale
near
Winchester, MA
under $99,994
- 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 High Altitude 4X4
Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Mike was an ease of working with very knowledgeable and
Mike was an ease of working with very knowledgeable and helpful. Budget friendly, priced competitively and flexible financing
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
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Great used car dealer
I spent a lot of time searching for a specific color, make, and model. From start to finish Chris Trombley and everyone else I dealt with at automax to push this deal through were great. There were never any surprises. Communication was excellent and the transaction was as easy as it could be for buying a car out of state.
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
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Eu estou muito agradecida e muito feliz e mais feliz com
Eu estou muito agradecida e muito feliz e mais feliz com o atendimento deSharon ela é uma muito atenciosa eu amei conhecer ela ela e maravilhosa 💕
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Worked with Brian Villuannueva on a recent purchase of a
Worked with Brian Villuannueva on a recent purchase of a Jeep Wrangler 2021 Rubicon. Brian was a pleasure to work with. He was straight forward, addressed any questions I ad in a timely manner, followed up and made the whole experience a pleasant one. I would highly recommend recommend seeking out Brian when looking for a car at Kelly.
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 Rubicon
Vehicle information
Features
Reviews
Midway Automotive
They were excellent. They got me right to the car I was looking for and They did not attempt to add any illegitimate fees to increase the price. They got the car ready for me so I could pick it up the next day ready to go. The experience of getting a car from this place went as well as it could have gone. I highly recommend them. The person who helped me was Frank Santino and he was easy to work with.
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
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Michel Toney
I recommend this dealership to whoever is in the market looking for a new car. Mark the car salesman was extremely helpful, along with Mijie Andrade and George Alagha. They are the best at what they do and will help you by any means.
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 Overland
Vehicle information
Features
Reviews
It was a great experience!
It was a great experience!!! They were very helpful to me going through the whole process of buying my truck!!!!! I would recommend them to all my friends!!!!!
Vehicle information
Features
Reviews
Good experience!
Good experience! Got oil change and also state inspection done today. Staff were friendly and the waiting area was comfortable. As always this is the best location for service
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
Lease expiration options
Met with Anthony R. to discuss my upcoming lease expiration. He worked out all the options I had, and was very supportive. I also had to get my Jeep inspected at the same time. It was a very pleasant experience.
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 Rubicon
Vehicle information
Features
Reviews
Ameir was great.
Ameir was great. He was very responsive and provided additional pictures and video he even put the car in which I was interested on the lift and took a video of the undercarriage for me.
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 High Altitude 4x4
Vehicle information
Features
Reviews
One of the Best Buying Experiences!
I recently purchased a pre-owned vehicle at the AutoMax in Framingham. I have bought many cars in my lifetime but I can honestly say, this was one of the best car buying experiences I've had in a long time. This was my first time at AutoMax of Framingham and I was able to find the right vehicle, with the right options and at a fair price (compared to your competitors). However, what really made the experience worthwhile and very appreciable was the salesperson Matheus. "Matt" is really a great salesperson. Much different from others I have met and dealt with. Matt is extremely Knowledgeable and professional - Great Hire and Asset! I will continue to do future business with AutoMax and will refer my family and friends as well. Mark
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
Features
Reviews
Went in for an early morning oil change and was on the
Went in for an early morning oil change and was on the road as promised by 8:30! Thank you Bobby Webb, I'll be seeing you all at my next scheduled service!
Used
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great all around I’d recommend this dealership to anyone
Great all around I’d recommend this dealership to anyone looking to buy a car
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 Sport S
Vehicle information
Features
Reviews
Curran Paolucci, Service Manager and Matt Buonomo,
Curran Paolucci, Service Manager and Matt Buonomo, Service Advisor consistently outdo themselves for exemplary customer satisfaction. No wonder that I have bought three Toyota Avalons at IRA.
Used
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Excellent service with explanations throughout...
Jude of the Service Department was a true gentlemen and very helpful and courteous. He explained the process accurately throughout the entire service maintenance process.
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
2025 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Great experience.
Great experience. Salesman and finance department honest and top rate. I highly recommend you purchase from Infinity of Norwood.
Used
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Fantastic Service and Sales department.
Fantastic Service and Sales department. My family and I jae purchased mulitple GM's and use Tulley Buick GMC's service department exclusively. Thank you Tulley.
Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Just bought another Jeep here.
Just bought another Jeep here. Friendly helpful and knowledgeable salesman. Sales manager was also friendly and helpful. The finance manager was helpful and worked with us to assure we were happy with the extended warranty. Service for my other Jeep has been quick an easy. It has been a great experience working with this dealership.
Used
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Thank you very much for your help and great service and
Thank you very much for your help and great service and your support with the issue
Used
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
I found High Line to be very helpful and patient with my
I found High Line to be very helpful and patient with my car buying. They worked with me and answered all my questions. They got me a great rate with my credit union. Very Satisfied, would totally recommend.
Jeep Gladiator prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2026 Jeep Gladiator | $52,582 |
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 $33,599, with pricing starting at $13,980.
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 2026.
*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 $99,994 by city
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Jeep Gladiator under $99,994 in Arlington, MA
14 Great Deals out of 55 listings starting at $23,443
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Jeep Gladiator under $99,994 in Woburn, MA
12 Great Deals out of 52 listings starting at $23,443
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Jeep Gladiator under $99,994 in Medford, MA
14 Great Deals out of 55 listings starting at $23,443
-
Jeep Gladiator under $99,994 in Stoneham, MA
13 Great Deals out of 55 listings starting at $23,443
-
Jeep Gladiator under $99,994 in Belmont, MA
14 Great Deals out of 58 listings starting at $23,443
-
Jeep Gladiator under $99,994 in Lexington, MA
14 Great Deals out of 58 listings starting at $23,443
-
Jeep Gladiator under $99,994 in Melrose, MA
13 Great Deals out of 55 listings starting at $23,443
-
Jeep Gladiator under $99,994 in Burlington, MA
12 Great Deals out of 48 listings starting at $23,443
-
Jeep Gladiator under $99,994 in Malden, MA
13 Great Deals out of 54 listings starting at $23,443
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Jeep Gladiator under $99,994 in Somerville, MA
14 Great Deals out of 54 listings starting at $23,443
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Jeep Gladiator under $99,994 in Cambridge, MA
15 Great Deals out of 61 listings starting at $23,443
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Jeep Gladiator under $99,994 in Wakefield, MA
10 Great Deals out of 43 listings starting at $23,443
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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.
