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

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.

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.

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.

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 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 wanted a Malibu premier which Chevy is discontinued this year (disappointed). The dealer ship found me a 25 Malibu that was as close to a the Premier. This car had most of the Premier?s features but not all. The dealership gave me the option to buy the care or finance. Doug Connolly found time to talk to me. The sales man Lucas did a good job communicating with me. The has been the 7th new car I have bought from Connolly Chevrolet.

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

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

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!

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

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

Bought my 2nd BMW from avon auto brokers, they got me a great finance rate/ and the staff was amazing. they alway have a great inventory of vehicles.

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.

After locating just what my husband had in mind for a used small pickup listed at South Easton we arrived to be greeted warmly by Eric who gave us all the details On the vehicle and allowed us to inspect it. It was just what we had in mind and was in spotless condition. We purchased that day and have just driven it home today. Hope to have it for many years to come,

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.

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!

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 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

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

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.

This was by far the best car buying experience I have ever had, in and out in less than an hour.We walked away happy and felt very much taken care of. We would come back again and again!

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 the pleasure of meating a sales rep named manny and he delivered just what i needed i was satisfied thanx msnny 5 stars!

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.

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

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.

What a positive experience from beginning to end. I never did business with ActonToyota previously. I was in the market for a used vehicle and Ron a very talented and knowledgeable sales person reached out to me and helped me identify exactly what vehicle I needed and gave me great suggestions and options. He allowed me to test drive the vehicle that I identified and worked with me to get the best price possible. It was a used car and he introduced me to Jeff The manager overseeing that department. What an experience and a very genuine honest individual who educated me on the different vehicles mentioning not only the positive, but also some of the downsides of owning a particular vehicle, including high maintenance costs or gas mileage concerns. In addition to Ron and Jeff. I was very pleased with the finance department in terms of how easy the process was and allowing me to pick and choose which Service plans if any work best for me. Jo and Josiah were awesome to work with. I have owned and purchased a number of vehicles from other dealerships. Normally the finance people are very formal and can Sometimes make the consumer, uncomfortable and anxious. It was the complete opposite with these guys. One last shout out to Jimmy and his talented team over at Acton Toyota! Jimmy came up to me and introduced himself and was as down-to-earth and friendly as one could imagine. I really felt like I knew the guy for years. The whole process was awesome and the people there made it so comfortable and easy to purchase a vehicle that I would highly recommend anyone looking for a vehicle to at least give them a try. I’m sure that you will walk out with the same positive experience as I did.

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

Great people friendly not high pressure. They had the color and trim wanted. Very fair price I would recommend them. See kristen she does great job car was clean all paperwork completed. They even gave me free oil change

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.

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.

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.

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

Just bought a car there yesterday and John was great ! Very helpful and explained everything in great detail! Very professional and caring about clients needs. Will definitely recommend!!

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.