Used Jeep Grand Cherokee for sale near Winchester, MA under $99,994

Excellent buying experience, very responsive and reliable sales person in Jim L. Would definitely shop here again and highly recommend them to anyone searching for a used car.

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 !

Although I did not buy a subaru,I did buy another car they had on their lot and everyone was super helpful and professional. My sales rep, Kordian even answered my questions when he was off the clock!

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Abraham Guillen is always friendly and helpful. Even though our vehicle wasn't ready for a few days the loaner was awesome. Lexus always has accommodated us when we've needed them.

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.

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.

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.

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

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

I just brought a 2016 Kia Optima and Lisa gave me the best service i could ever ask for, no pressure just helpfulness and very informative, such a pleasure working with her.

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

Alex was outstanding from start to finish. He was patient, knowledgeable, and genuinely accommodating throughout the process. The entire team was professional and worked hard to help us get the exact vehicle we wanted within our required down payment, which we truly appreciated. The process did take longer than expected, mainly due to paperwork and waiting but the staff professionalism and positive attitude made it much easier to get through.

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.

It was a pleasure to work with my salesman Tom from Kia North. He made buying a new Kia very easy. He was super helpful and very knowledgeable. The new car process was quick and stress free. It was a positive experience and I have already recommended them to some work friends.

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.

Buying a car with Alex in Plaistow is easy. He helped me to trade my Prius in a beautiful 330i. Highly recommend

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.

We have bought 3 BMW’s at Alliance and could not be happier with each transaction. Excellent customer service by all, thank you everyone at Alliance Motor Group!!

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.

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.

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'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.

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.

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 really liked Honda I chose. car was incredibly clean and exactly what I was looking for. Finance process was quick easy and honestly smoothest experience I’ve ever had at a dealership. I definitely recommend them to everyone

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.

At Audi Norwell received excellent service. My sales person Jimmy Liberidis was very knowledgeable and extremely helpful in all matters concerning the purchasing of my car. I He is an excellent salesman and a gentleman. Frank Giasullo

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.

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.

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.

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

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.

Dean, Tom, Mark and Amanda are always pleasant and accommodating. They are personable and make me feel like a valued customer. They always make me feel like a priority.

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.

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

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.

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