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Used
Jeep Gladiator trucks
for sale
near
Sherborn, MA
- 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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Lincoln MKZ
Excellent service I would recommend to friends and family. This will be my 5 th car purchase. They are like my family now the service couldn’t be better. I trust them to give me the best deal.
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
2020 Jeep Gladiator Overland
Vehicle information
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Reviews
I recently purchased a Jeep Wrangler from Dan at Drive
I recently purchased a Jeep Wrangler from Dan at Drive Automotive, and I couldn’t be happier with the experience. Dan has a great eye for quality vehicles in the market, and his no-pressure sales approach made the process smooth and stress-free. Not only did I get a fantastic deal, but he was also a great resource in navigating everything from start to finish. You can tell how passionate he is about cars and his customers—he went above and beyond to ensure the vehicle was fully detailed and that I drove off the lot with complete confidence, knowing there was nothing else I needed. I highly recommend working with Dan, and I definitely plan to do business with him again in the future
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 Altitude 4x4
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
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 Willys 4x4
Vehicle information
Features
Reviews
Mike Morris was awesome.
Mike Morris was awesome. Friendly and informative. Great experience. I would recommend anyone to come here.
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 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
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
It cost a lot to get the car repaired.
It cost a lot to get the car repaired.. overall dealership is good but every six months I need to spend $300 on service? it?s very costly to afford a car.
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 Mojave 4x4
Vehicle information
Features
Reviews
My experience at Imperial chrysler dodge jeep ram was
My experience at Imperial chrysler dodge jeep ram was very good. I worked with Ahmad Al-Jallad and Khalil Mansour and both were very attentive and explained everything clearly. They answered all my questions and gave me the best deal possible. If you are looking for a new or used car, I would recommend Imperial dealerships for your next purchase.
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
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Exceptional Customer Service!
Was having trouble with my Jeep Wrangler that required extensive trips to the service dept. I can honestly say that Kayla Brazil made what could have been a "nightmare" into a pleasant experience! She single handedly restored my faith in customer service @ an automotive dealership!!! Guaranteed I will return to Tasca when my Jeep Lease is up just based on the exceptional service that I can expect even after the point of sale!
I have 84,000 miles.
I have 84,000 miles. I don’t hit rod it. I keep it below 2500 rpm unless a must pass happens (rarely). Zero issues with transmission brakes electronics heat or AC. Overland model. It has been a wonderful rig with 19 to 25 mpg. I’m 64 and hoping this and my XJ are my last rides. Both rigs are exceptional. I had a scrambler and loved it, had to have the Gladiator and my 2020 has been far better than expected !






Used
2025 Jeep Gladiator Sport S
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Reviews
Best car buying experience I’ve had so far!
Best car buying experience I’ve had so far! Derek was awesome!!! I would definitely buy from Mastria again!






Used
2022 Jeep Gladiator Altitude 4x4
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Reviews
Sharon Munoz was wonderful and not pressing on any
Sharon Munoz was wonderful and not pressing on any aspects. She knew every detail on all the cars I test drove and it was a seamless transition. I highly recommend working with her, she will answers your texts/calls at anytime of the day. Thanks you so much Sharon!
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
2021 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.
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
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Very good location
Excellent reception in Special the sale Joao Felix let you feel very comfortable and very helpful to help you find your new car make you feel so special
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.






Used
2021 Jeep Gladiator Willys 4x4
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Features
Reviews
Mike came well regarded and highly recommended.
Mike came well regarded and highly recommended. Very professional, an ease of working with and friendly atmosphere.
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
2020 Jeep Gladiator Overland 4X4
Vehicle information
Features
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.
Great Truck/Jeep
Love this truck/Jeep! I moved from a SUV to this Gladiator and have never looked back! I have not found anything that I cannot do! If you have any sort of lift, have the fasteners checked every 30,000 miles. Just a FYI, I speak from experience.






Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I got an unsuspected flat tire on a Monday morning on my
I got an unsuspected flat tire on a Monday morning on my way to work-Dominic, the service advisor got me in and out of the dealership within 90 minutes 🥲 thank you so much for helping me
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.






Used
2024 Jeep Gladiator Rubicon
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Reviews
NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH
NATTY IS CURRNTLY RESEARCHING A 2020 TOYOTA SIENNA WITH LOW MILEAGE THAT I AM VERY INTERSTED IN BUYING AND HAVING IT DELIVERY TO ME IN WELLSBURG, WV ZP 26070 -AND AS A SERIOUSLY DISABLED RETIRED MARINE CORPS COMBAT INFANTRY OFFICER OF 23 YEARS OF ACTIVE DUTY WITH OVER 25 MONTHS EXPOSURE TO AGENT ORANGE IN VIETNAM AND OVER 4 YEARS EXPOSURE TO THE CONTAMINATED WATER AT MARINE CORPS BASE CAMP LEJEUNE, NC! AND, NATTY KNOWS THAT, WITH MY DEATH PERHAPS IMMINENT, I MUST NOT TAKE A CHANCE BUYING AN UNRELIABLE USED CAR OR ONE WITH ANY NEGATIVE ASPECTS, BECAUSE I WANT TO BE SURE THAT MY WIFE OF 47 YEARS CANNOT BE LEFT BEHIND WHEN I DIE WITH AN UNAFFORDABLE PROBLEMATIC USED CAR! LET'S SEE WHETHER NATTY CAN CARINGLY AND PATRIOTICLY BLESS ME, A RETIRED MINISTER AND HEALTHCARE CHAPLAIN, BY ALLOWINGLY ME TO DIE IN PEACE RATHER THAN TROUBLED OVER MY WIFE MARGARET WHEN I GO AND CAN NO LONGER FINACIALLY TAKE CARE OF HER. RON RICE, 82 YEAR OLD LTCOL U.S.MARINE CORPS RETIRED AND SERVANT OF GOD, WHO HAS ENABLED HUDREDS OF HURTING EOPLE TO DIE IN PEACE - AS I WANT FOR ME MORE THAN ANYTHING....
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
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Stop by and see a Great Team!
Stop by and see a Great Team!!! They are all very helpful and professional. They get everything done in one place from beginning to end






Used
2020 Jeep Gladiator Overland
Vehicle information
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Reviews
Post Covid
Nothing big, just having regular maintenance. This has been a great car. I leased then purchased it from Colonial and have been happy that I did. All set now.
Best vehicle I’ve ever owned. And I’ve owned many
Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.



Jeep Certified
2023 Jeep Gladiator Mojave 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.
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
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
SERVICE WITH A SMILE
Kayla Brazil was most helpful with my Jeep Wrangler, it had a leak and she was able to find the leak and fix it correctly the first time
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $41,280 | |
2023 Jeep Gladiator | $28,898 | 2 Good deals |
2021 Jeep Gladiator | $26,924 | 10 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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Compare the Jeep Gladiator
Used Jeep Gladiator by city
-
Jeep Gladiator in Sherborn, MA
3 Great Deals out of 50 listings starting at $26,924
-
Jeep Gladiator in Natick, MA
2 Great Deals out of 47 listings starting at $26,924
-
Jeep Gladiator in Holliston, MA
3 Great Deals out of 51 listings starting at $25,999
-
Jeep Gladiator in Millis, MA
3 Great Deals out of 50 listings starting at $26,924
-
Jeep Gladiator in Dover, MA
2 Great Deals out of 47 listings starting at $26,924
-
Jeep Gladiator in Millis-Clicquot, MA
3 Great Deals out of 50 listings starting at $26,924
-
Jeep Gladiator in Medfield, MA
3 Great Deals out of 51 listings starting at $26,924
-
Jeep Gladiator in Ashland, MA
4 Great Deals out of 49 listings starting at $24,998
-
Jeep Gladiator in Framingham, MA
4 Great Deals out of 49 listings starting at $24,998
-
Jeep Gladiator in Medway, MA
3 Great Deals out of 52 listings starting at $25,999
-
Jeep Gladiator in Cochituate, MA
4 Great Deals out of 49 listings starting at $24,998
-
Jeep Gladiator in Wellesley, MA
2 Great Deals out of 48 listings starting at $26,924
Used Jeep Gladiator by body style
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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.
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