Used Jeep Grand Cherokee for sale near Winchester, MA under $899,990

Jamaal and Blake are TREMENDOUS, FRIENDLY, and COURTEOUS. They should be AMBASSADORS for your BRAND!!!!!. All the NUCAR TEAM members make visiting a WONDERFUL EXPERIENCE. I have been a loyal Customer since 2004 and will never go elsewhere when purchasing a new vehicle. THANK YOU NUCAR TEAM!!!!

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Today was one of the best deals of my life. The ease of completion surprised me. They went over the pros and cons of the car with me from start to finish, which is not expected from any other dealer. They run their business with honesty and integrity. I will buy my family's next car from here. Thank you.

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

Car five provides wonderful service, I will recommend them to all my friends. Great experience

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

We purchased a pre owned Golf and were very pleased with our experience. Everyone we worked with was professional and helpful. Low pressure attitude and well versed in their product and customer focused. We purchased the least expensive vehicle on the lot and received the same attention as I would expect from a high dollar purchase. What most dealers forget is that the hardest car to sell is the first one. They built the groundwork for future purchases.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

I had a good experience. Traded in my old car and bought a used Honda. Been driving it for around two years no problem. Big fan of CarMax.

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

I highly recommend Good Brothers Dodge & Ram for your next vehicle. The entire process was very smooth and easy. The expert knowledge of the staff their willingness to assist me every step of the way proved to me customer service and satisfaction is their top priority.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

I had an exceptional experience purchasing a vehicle from Highline Group. Upon expressing interest in a test drive, Sales Manager Ted promptly contacted me to arrange the appointment. During the test drive, Salesperson Robert exhibited remarkable enthusiasm and provided a comprehensive overview of the vehicle’s features, addressing all of my questions and concerns. The vehicle was in impeccable condition, as Robert explained that Highline Group maintains an in-house service facility to ensure rigorous quality control. The dealership’s showroom was impressively stocked with a diverse collection of Ferrari, Ducati, and other high-performance vehicles. I promptly finalized the purchase, secured by Highline Group’s competitive loan rate that surpassed offerings from other institutions. I collected the vehicle within one week and have been thoroughly satisfied with the experience. I look forward to returning for future purchases and will confidently recommend this dealership to my associates.

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

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

I’ve owned many Jeeps over the years and this year and model has by far been the best in quality and performance The vehicles interior is exceptional in comfort and wear.

Courteous, professional, fair. No sales pressure. Was able to negotiate trade in value and more

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Great experience with Copeland Hudson! The sales staff was super helpful and informative, answered all questions right away and just great to work with. I would highly recommend Copeland Chevy Hudson.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

We bought a used Honda from Brett at Kia in Danvers. He was thorough and answered all of our questions and concerns. When we had questions regarding our vehicle after driving it for a few weeks, Brett arranged for us to have a rental while the car was inspected and checked out. The service department was organized and explained every question I had in great detail. Thank you!

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

Purchased an older used Maxima with low mileage recently. Purchased an aftermarket used car warranty as well. Because of its age, the car needed suspension repairs. The service rep (Jeff) at Ron Bouchard’s was professional, communicative, very helpful and, most importantly, persistent in ensuring the aftermarket warranty company paid for all the necessary repairs. I truly appreciated his assistance and extraordinary effort on my behalf.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Great Experience. I appreciate that they gave me several options and worked with me to find what works.

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.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

I didn?t have to wait long to get an appointment scheduled. They checked in with me regarding what needed to be done and what the cost would be. I would highly recommend

I recently bought a car from this dealership. Alex Lima, the salesman, went above and beyond to make sure we had a great buying experience. I forgot my EZ Pass in my old car, and they assured me that they would mail it to me. Good people, good deal!

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

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

Fantastic experience with Nucar. Knowledgeable and very willing to work with NH residence. Zero Hassel Jonathan was great to work with as a salesman.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

My car repair took longer than expected as the ordered part was delayed, but the service team went above and beyond to expedite and resolve.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Great experience. No pressure. Good communication among sales people as my guy was busy but he told a colleague I was coming. The car was ready for my review. There was follow up with good information. I really appreciated their time.

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!