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

Mike and the team at North End Motors are great! Will be there next time to buy my next car!

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

I recently bought a Lexus GS 350 here and it was an absolute pleasure. Mike Walker is a consummate professional who listens to what you want rather than making a lot of noise. No undercoating; no extended warranties, no bullish… Sasha is also terrific if you need financing as well. Go see Mike. Eric S-Beverly

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

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.

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's

The staff are helpful and expedient. I was able to trade in my lease for another very easily. The sales and finance team are a pleasure to work with.

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.

I had a wonderful experience with carmax in Westborough. Very friendly staff, very clean. They don't harass you. Upon entering the building, I was greeted and directed to the vehicles I was interested. I ventured the lot on my own and able to check out the vehicle. All the details were located on the window or they have touch screens with the info of the cars on the lots. Chris C was my sales person, he was very quick to respond to questions I had after I left the lot and also gave me detailed information about the cars I was interested in purchasing without haggling me to buy the more expensive car. When I had a question for him he would always answer it and send the brochure or the car detail info so I had it. The day I made my decision I was driving off the lot in a preowned vehicke within a few hours. I was extremely happy with my experience and would recommend Carmax in Westborough for anyone searching for a preowned vehicle. And i had been to other dealerships for test rides.

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.

Great staff and service. Very thorough sales staff. Glad I purchased the vehicle from Rodham Ford. Excellent people highly recommend this dealership. Just all around good people

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’ve worked with this team multiple times to find the right car for myself and my family and they do not disappoint.

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.

Best car buying experience ever. They are terrific people who treat you with respect and listen to you. I couldn't be happier with my new used Ford Fusion

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

I purchased Kia Rio. Runs and drives great. This is excellent condition. Finance process easy and fast. I pick up the car same day. They are transparent service and explained all situation. Highly recommended

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

Have had great experiences here.bought a 2009 Jeep Grand Cherokee 3 years ago that I’ve had no problems with. we just passed it down to my Daughter.A couple months ago we went and bought a 2014 Jeep Grand Cherokee. When we test drove it we mentioned that the rotors looked a little beat up when we went and picked up the jeep it had brand new Pads and rotors on all 4 tires. We only mentioned the front. They go above and beyond to make sure there customers are happy. Defiantly will be going back for a third vehicle next year when my other daughter gets her license

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!

Excellent service John in service is the best They took my car in on time and finished when promised the worked performed was done any issues

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.

Anthony was very easy to deal with he also fixed and replaced a lot of things on the car to make it right and his employee Marie was a sweetheart of a person he’s delivering the car to my home very pleasant experience

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

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.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

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 !

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 💕

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

One of a kind customer service!! Great communication and very helpful! Liam Thank you for making my day!

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.

Amazing communication! Great Cars! They contacted me promptly and I was able to see the car virtually. Completed my financing application online and made my purchase remotely.

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.

Mike was an ease of working with great reputation and professionalism was no pressure. Mike came highly recommended and well regarded

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

This vehicle met all of my needs. Excellent handling in the snow with the Snow setting. It’s a great car to drive in the summer as well. Dual sunroof and cooled seats.

Very friendly and very knowledgeable. This was the first time in my life that I bought a car within 2hrs. I usually take 2 days to make up my mind about a car. When I showed up at Foxboro Auto Gallery I talked to the manager about the car I've been keeping an eye on. He told me everything about the car. He gave me exactly what I wanted for my car. And after the test drive I went to my bank and before I knew it I was driving home with a CR-V. WOW I mean WOW!! Great experience

Love the vehicle Very clean and well-maintained excellent history Love the air suspension the jeep Overland Grand Cherokee is a great vehicle Would recommend this vehicle to anyone