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Used
Jeep Gladiator trucks
for sale
near
Ashland, MA
under $99,999
- 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
2024 Jeep Gladiator Rubicon
Vehicle information
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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
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 Sport S 4x4
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Reviews
We walked onto the lot matt was there to greet us
We had a great experience it was a 5 star experience. Matt Deleo our sales person was great answered all questions and helped us out with what ever we needed.
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.



Jeep Certified
2021 Jeep Gladiator Sport S 4x4
Vehicle information
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Reviews
Ner 2023 Ram 2500
I bought my 7th new truck from Harr and again the sale went smooth. Danielle and Adrian make it very easy to purchase a new vehicle.
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 Willys 4x4
Vehicle information
Features
Reviews
Amazing Service
I needed service for my car today. Laura always takes good care of me and my car. She is the Best and the team did a great job repairing my car. Nobody knows my car like she does.
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 Sport S
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.



Jeep Certified
2021 Jeep Gladiator Sport S 4x4
Vehicle information
Features
Reviews
I just purchased my first JEEP from Andy Sanchez of Jeep
I just purchased my first JEEP from Andy Sanchez of Jeep 24~ Andy was fabulous, very easy to deal with no high pressure sales just a really NICE guy! If your thinking of buying a Jeep go see Andy at Jeep 24 Brockton MA! You will not be disappointed! Cheers to you Andy it was pleasure working with you!
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
2020 Jeep Gladiator Sport S 4X4
Vehicle information
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Reviews
Lahti's is a great dealer.
Lahti's is a great dealer. Sales and service people are very attentive and care about your needs and concerns. For a smaller dealer, they have a great selection of vehicles to look at. Ease of making an appointment for service is.......easy. Mechanics are all very good and will talk to you personally about your Jeep. If you are looking for a new jeep, Lahti's should be on your list.
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 Sport S 4x4
Vehicle information
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Reviews
The service was great and the people were too.
The service was great and the people were too. I use their services for all my car needs..
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 Willys 4x4
Vehicle information
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Reviews
Experience was very professional
Bought 2 vehicles last Month the service was professional and the negotiations without any problems. When we did not buy the first car we negotiated on they were professional, and we ended up buying another car when it arrived a few days later
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 Mojave 4x4
Vehicle information
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Reviews
This is for CARLOS BAEZ great job helping me get what i
This is for CARLOS BAEZ great job helping me get what i needed 2019 dodge ram.
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
2022 Jeep Gladiator Altitude 4x4
Vehicle information
Features
Reviews
Of all the Toyota dealerships I visited, Dave Souza at
Of all the Toyota dealerships I visited, Dave Souza at Imperial Toyota was able to find the exact car I was hoping for (he kept looking long after we spoke in-person) and reached out when he found it. He was helpful, not pushy at all. …and I really like my RAV-4 Prime… it is so smooth and zippy to drive… and the supersonic red is extra fun.
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
2023 Jeep Gladiator High Altitude 4x4
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Reviews
I recently purchased a used Subaru from Imperial and had
I recently purchased a used Subaru from Imperial and had a wonderful experience with Laith. He was kind, courteous and very efficient. Highly recommend.
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
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Purchasing my Jeep Grand Cherokee Limited from Imperial
Purchasing my Jeep Grand Cherokee Limited from Imperial was so easy. They are only 10 minutes from my house and had at least a dozen Cherokee L's for me to look at. Our Sales Agent, Kelsey Legeny, knew all about the various models and features and let us test drive a few. She gave me a great price and even extended the factory warranty as a bonus. I paid on Saturday and picked my new car on Tuesday morning. They took care of all the RMV paperwork and worked with my insurance agent. I didn't have to do any of that. When I picked it up, it was detailed to showroom condition. Very happy customer!
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
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
This review is about services provided by Nicholas
This review is about services provided by Nicholas Almeida. My daughter has been going to Parkway Honda for all her car needs because they are simply the best—we already knew that. But what happened recently exceeded our wildest expectations. She had an issue that required a substantial payment from the insurance company to fix. Nicholas Almeida (Nick) took charge of the situation, and from the very beginning, he was incredible. He contacted our insurance company, patiently explained the problem, and for THREE WEEKS, he handled everything. He worked with not one but two appraisers, engaged in multiple conversations with the insurance company, filled out the forms they insisted on, emailed documentation and test results, and kept us informed every step of the way. Thanks to him our insurance company covered the cost of the repairs. We have never seen such exceptional customer care and professionalism, especially when dealing with a difficult insurance company. We are absolutely blown away by Nick’s dedication to his work and his commitment to his customers. We only wish there were more people as proud and passionate about doing an excellent job as Nick is.
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 Sport
Vehicle information
Features
Reviews
Perfect as always.
Perfect as always. Courteous, professional. My truck was taken in immediately for service. I was kept aware of the service and offered advanced service if I chose to accept.
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Used
2020 Jeep Gladiator Overland
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Jeep Certified
2021 Jeep Gladiator Mojave 4X4
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Used
2022 Jeep Gladiator Mojave
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Used
2022 Jeep Gladiator Altitude 4x4
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Used
2022 Jeep Gladiator Rubicon
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Used
2021 Jeep Gladiator High Altitude 4X4
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Used
2021 Jeep Gladiator Mojave
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Used
2022 Jeep Gladiator Mojave
Vehicle information
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Used
2021 Jeep Gladiator Mojave 4X4
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Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $39,758 | |
2021 Jeep Gladiator | $23,995 | 11 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
Compare the Jeep Gladiator
Jeep Gladiator under $99,999 by city
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Jeep Gladiator under $99,999 in Ashland, MA
9 Great Deals out of 55 listings starting at $23,995
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Jeep Gladiator under $99,999 in Cordaville, MA
9 Great Deals out of 52 listings starting at $23,995
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Jeep Gladiator under $99,999 in Framingham, MA
10 Great Deals out of 58 listings starting at $23,995
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Jeep Gladiator under $99,999 in Hopkinton, MA
9 Great Deals out of 52 listings starting at $23,995
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Jeep Gladiator under $99,999 in Holliston, MA
10 Great Deals out of 56 listings starting at $23,995
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Jeep Gladiator under $99,999 in Southborough, MA
10 Great Deals out of 51 listings starting at $23,995
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Jeep Gladiator under $99,999 in Sherborn, MA
11 Great Deals out of 59 listings starting at $23,995
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Jeep Gladiator under $99,999 in Natick, MA
9 Great Deals out of 55 listings starting at $23,995
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Jeep Gladiator under $99,999 in Milford, MA
10 Great Deals out of 53 listings starting at $23,995
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Jeep Gladiator under $99,999 in Medway, MA
11 Great Deals out of 55 listings starting at $23,995
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Jeep Gladiator under $99,999 in Westborough, MA
7 Great Deals out of 44 listings starting at $24,953
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Jeep Gladiator under $99,999 in Marlborough, MA
8 Great Deals out of 47 listings starting at $24,953
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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.