Used Jeep Grand Cherokee for sale near Ashburnham, MA under $99,999

Two weeks ago we found a Jeep Rubicon on their lot that we liked, low-mileage with lots of pricey off-roading upgrades that made the price seem reasonable. My husband was thrilled. We decided to make the two hour drive from Southern Vermont, and were greeted warmly on arrival. We had easy rapport with Ted, and excellent conversation during the long financial process with Zach (okay, if I’m honest it was only long because we couldn’t stop talking). Three days later we returned to pick up the Jeep, which needed an O2 sensor. A couple days later my husband noticed the Jeep didn’t have a muffler - someone had taken it out and their mechanic apparently missed it - the sound hadn’t changed from our first visit and test drive. Fortunately, a quick phone call sorted it all out. All in all we’re very satisfied with our experience despite being a little surprised such an obvious piece, needed for inspections throughout New England, would be missing from the vehicle. However, their assurance that they must sell an inspection-ready vehicle, and quick action to right the issue saved their review, and our overall impression. Thanks, guys! We can’t wait to get out on the class 4s!

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

Buying a car from Mo was great. I do not like buying cars. I do not like the standard buying script. Thankfully, Mo talked me through the process. Showed me a coupe of vehicles and never pressured me to buy. With his assistance, I was able to make the buying decision that was best for me. In my experience, the prices were more than fair. The team was awesome and they continue to work with you after the sale closes. If you have researched your desired vehicle. Know the prices and what is available. Go see Mo. He probably has the car for you at a great price.

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 bought a Toyota Rav 4 for a good price. So happy with it so far. Everyone there was so helpful and friendly. I'd definitely recommend Westboro Toyota to others.

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've had great experience with the sales dept, service dept and management. I would recommend this dealership to anyone. It is also in a great location.

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.

The sales team was easy to work with. The car was waiting for me to test drive when I arrived. Given the current Corona virus crisis, everyone was wearing face masks and hand sanitizer was everywhere to be found. Everyone was kind, courteous, and patient. The finance team made everything straight forward, and we were able to conclude our business and purchased the car in a very short period of time. I'm very satisfied with our purchase experience, and would recommend this dealership.

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 !

They provide a great experience in dealing with them. Still looking for a particular truck.

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.

Jack was the sales person I worked with. He was nice. He answered my questions, allowed me time to make my decision. Followed up to see if there was anything else he could help me with.

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.

Arrived early. Service was fast and courteous. The car was wiped down and vacuumed.

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.

My salesman Jack was excellent and very knowledgeable. I had a great experience at Contemporary and would recommend them to my family or friends.

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.

the staff is amazing and they are very knowledgeable and i truly trust they are doing what is best for me and my vehicles life! highly recommend to anyone!

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.

I came in this morning to look at a vehicle. Chris and Matt were both very friendly and treated me well. Even though I wasn't able to make a purchase today.

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!

Worked with Chris Maloney to purchase and trade vehicles.It was a very professional and positive experience.

So I got a Jeep from The Chrysler,Dodge, Jeep dealership in Deland. Jean was my salesman and he was great! Got me the vehicle I wanted for a great price! I’m very satisfied with my overall experience. 👍🏾

Brett made the car buying process easy. I have been to other places and it took forever!

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.

I had the pleasure of working with Greg, Gino, and Adam in purchasing my 2017 Mini Cooper JCW. They all took very good care of me and followed up both by phone and by email. Once I got my Cooper, I brought her back to have some minor items that we had discussed taken care of and the parts/service department is just as great. There was no hard sell, just a bunch of nice guys who went above and beyond. Have already spread their name to my coworkers and anybody looking to buy a quality vehicle. Thank you!

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.

Fantastic experience. By far the fastest, most relaxed vehicles purchase of my life. I will definitely be going back to Harr for my next vehicles

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.

André foi muito atencioso conosco , super educado , tirou todas nossas dúvidas , ficamos feliz com o atendimento !

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.

They did a good job. They also sent pictures as the mechanic did the inspection, showing the trouble spots.

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.

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.

We purchased a Mazda CX-50 from Tulley Mazda in Nashua NH. We had a problem with the new vehicle and had to bring it to the dealer several times until the tech finally found the problem in a wire harness under the dashboard. We were given a loner each time we had to leave the car . Alex and their team are the best. They are professional in the way they do business. Have purchased cars from other dealers and never had such great service .

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.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.