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Used
Jeep trucks
for sale
near
Winchester, 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
2022 Jeep Gladiator Mojave 4x4
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Truck Repair
Kept me updated on everything. New truck and they made sure I was updated on new things that have come out for updated. Would use 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
2022 Jeep Gladiator Altitude 4x4
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From purchasing my car to getting service, have never had
From purchasing my car to getting service, have never had a bad experience at Imperial Toyota
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 Rubicon
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Reviews
Thanks John Lewis for a happy trucker
Looked at a truck we were interested in on a Sunday morning with John Lewis and he made the sale and us driving it off the lot in the same day!! Great service as always
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
2023 Jeep Gladiator Willys 4x4
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Reviews
I recently purchased a 2013 VW Convertible Bug from
I recently purchased a 2013 VW Convertible Bug from Gianna at Modern. Due to some family health emergencies my visits to the dealership were short and broken up. Gianna was patient and even drove to our home after business hours so that papers could be signed to make this dream a reality! Thanks to Gianna I finally have my dream car! I would definitely work with her again.
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 High Altitude 4x4
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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....
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 High Altitude 4X4
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Mike has a great reputation and treated us fairly.
Mike has a great reputation and treated us fairly. Well maintained vehicles and high quality diverse selection
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 Rubicon
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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 💕
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
2022 Jeep Gladiator Sport S
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Reviews
Thay got right back to me with all the information I
Thay got right back to me with all the information I requested. Their price on the car was way above what these cars are trending.
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
2022 Jeep Gladiator Rubicon
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Reviews
very casual and easy-going experience working with our
very casual and easy-going experience working with our salesman Brian, Kayla, Josh and Tim
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 Overland
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I requested information on a vehicle at Westborough
I requested information on a vehicle at Westborough Toyota and they were very responsive in an appropriate manner. While I did not end up visiting their location, I found them to be attentive and kind when I said I purchased a vehicle elsewhere. Very good customer service.
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!!
Used
2022 Jeep Gladiator Sport
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Reviews
We had an amazing experience working with Joey.
We had an amazing experience working with Joey. From start to finish, he was responsive, knowledgeable, and incredibly helpful. He took the time to understand exactly what we cared about and worked closely with us to make sure our needs were met. His professionalism, patience, and clear communication made the whole process smooth and stress-free. Even my daughter enjoyed the experience—thanks to his friendly personality and great sense of humor—which made everything feel lighter and more comfortable. It’s rare to find someone who combines expertise with such genuine care, and we truly appreciate the attention and effort he put into helping us. We wouldn’t hesitate to recommend him to anyone looking for excellent service.
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 Overland
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If I could give 8 stars I would Alex was my salesman and
If I could give 8 stars I would Alex was my salesman and went above and beyond for me to get in a vehicle the same day. And kai in financing worked some manic for me to get my vehicle I highly recommend
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
2022 Jeep Gladiator Willys 4x4
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Amazing dealership experience overall.
Amazing dealership experience overall. Nick and the entire team from Albrecht CDJR were excellent both during negotiation as well as during the delivery of our new Jeep Wagoneer S
Used
2022 Jeep Gladiator Overland
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John at Drum Hill is the best buying experience I have
John at Drum Hill is the best buying experience I have had in years. He is very professional, his office manager is very responsive to her customers. They shipped my Mini Cooper to Maryland thru the snow. My Wife has since taken it from me. Their prices are very fair and the vehicle was in excellent condition!! We are very happy with Them and will buy another car from them in the future and can count on a wonderful buying experience. From Massachusetts to Maryland with an understanding and honest dealership!!! Fantastic
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Thank you to Brian and auto factory for selling my 2019
Thank you to Brian and auto factory for selling my 2019 Chevy Silverado it was very stress free and made the experience wonderful. -Justin E.
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
2022 Jeep Gladiator Overland
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The Amesbury dealership team was excellent.
The Amesbury dealership team was excellent. They answered all my questions and made this a great experience. I recommend this dealership to everyone looking for a new or used car and a highly qualified sales and services staff.
Used
2022 Jeep Gladiator Willys 4x4
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Great Experience.
Great Experience. I appreciate that they gave me several options and worked with me to find what works.
Used
2022 Jeep Gladiator Rubicon
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Great experience with Nucar Woburn , from sales (Austin)
Great experience with Nucar Woburn , from sales (Austin) to finance and registration. Good people and no pressure attitude. Would buy from them again. Greg PD
Used
2020 Jeep Gladiator Sport S
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Reviews
I had excellent service i bought cars both time was
I had excellent service i bought cars both time was excellent and last time he was sick but he came only for us me and my daughter after paper work he closed and left so very happy
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.
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Too notch
I have researched many cars and done tons of shopping over the past few months, and went into this dealership on a whim. Although they had limited staff, I never had to wait or felt my time was disrespected. Both staff members were extremely knowledgeable and were able to assist myself and other customers properly. I had not researched or considered Chia prior to popping in but I am glad that I did. We purchased a vehicle from this dealership and they have been completely attentive, even after we left the lot. I am happy with my decision and completely recommend Gammy and Heidi if you're ever in the area. Gammy really knows the his stuff. for the first time, I left a car dealership, not agitated or regretful.
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".
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,280.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Renegade with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 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.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 4321 great deals out of 14713 listings starting at $700.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Hanscom AFB, MA with 9 great deals out of 56 listings starting at $23,224.
*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 Trucks by city
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Jeep Trucks in Arlington, MA
5 Great Deals out of 45 listings starting at $23,224
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Jeep Trucks in Woburn, MA
8 Great Deals out of 50 listings starting at $23,224
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Jeep Trucks in Medford, MA
5 Great Deals out of 45 listings starting at $23,224
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Jeep Trucks in Stoneham, MA
6 Great Deals out of 48 listings starting at $23,224
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Jeep Trucks in Belmont, MA
6 Great Deals out of 49 listings starting at $23,224
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Jeep Trucks in Lexington, MA
8 Great Deals out of 54 listings starting at $23,224
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Jeep Trucks in Melrose, MA
6 Great Deals out of 47 listings starting at $23,224
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Jeep Trucks in Burlington, MA
5 Great Deals out of 47 listings starting at $26,900
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Jeep Trucks in Malden, MA
5 Great Deals out of 45 listings starting at $23,224
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Jeep Trucks in Somerville, MA
4 Great Deals out of 44 listings starting at $23,224
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Jeep Trucks in Cambridge, MA
7 Great Deals out of 50 listings starting at $23,224
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Jeep Trucks in Wakefield, MA
5 Great Deals out of 37 listings starting at $26,900
Jeep Trucks in Winchester, MA by model
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Jeep Gladiator Trucks in Winchester, MA
6 Great Deals out of 46 listings starting at $23,224
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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.
