Used Jeep Grand Cherokee for sale near Brookline, MA under $40,000

I would 10/10 recommend that anyone I know come to this dealership. Thank you Alec Nicholson for all your help with getting me the perfect car. Nicholson took my lifestyle and even aesthetic into consideration when helping me select a car I would otherwise have never chosen for myself and I couldn’t be happier. George also made the payment process easy and was very flexible with me and my needs. Thank you!!

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 purchased a 2023 Nissan Rogue SV with only 12,000 miles through IMOTO, and the experience was unlike any car buying process I’ve ever had — in the best possible way. At first, I was hesitant. The concept is unique: you connect with IMOTO on your computer while they share their screen and give you access to thousands of vehicles available at auction. You select the car you want, set your maximum price, and they attempt to purchase it for you. If successful, they add a flat $3,500 fee plus a very low $199 dealer fee — no hidden costs, no complicated add-ons. What impressed me most is that their fee is the same whether you’re buying a $10k car or an $80k car, making the pricing structure transparent and fair compared to traditional dealers. Even though IMOTO also keeps about 80 cars on their physical lot in Walpole, the real advantage is the huge online selection that changes daily. If you don’t win the auction or the car goes past your budget, you can simply try again the next day with a new option. I’ll admit I was skeptical about wiring money and just waiting for a car to show up. Some online reviews raised similar concerns, so I voiced this to my salesperson, Jordan. To my surprise, the CEO, Philip, personally called me to explain the process and address my concerns. He even offered to buy the car first, have it shipped and detailed, and let me pay upon delivery if I was satisfied. That level of trust sealed the deal for me. My wife and I chose the Rogue, and within five days — over Labor Day weekend, no less — the car was delivered to my driveway in New Hampshire. Two of Philip’s employees arrived with the vehicle, which looked even better than advertised. We were honestly surprised and elated at how spotless the car was — it looked showroom new. I still don’t know how they managed to get it purchased, transported from Illinois, cleaned, detailed, and delivered so quickly, but they did. I wrote the check, signed the paperwork, and the whole process was smooth, honest, and straightforward. Now, let me talk about the value. Before this, I had spent weeks researching Rogues at countless dealerships and online listings. What I discovered was shocking: even a 2021 base model S trim was selling for more than what I paid for my 2023 SV. And based on the mileage, condition, and features my car came with, I know I would have easily spent thousands more — easily $8k higher — anywhere else. Getting a newer, higher-trim Rogue at this price felt like an absolute win, and it confirmed for me that IMOTO’s model really does save buyers money. From start to finish, IMOTO exceeded my expectations. The transparency, professionalism, and personal touch (especially from Philip) turned what felt like a risky experiment into the best car-buying experience I’ve ever had. If you’re hesitant like I was, don’t be. IMOTO is the real deal, and I couldn’t be happier with my car and the entire process.

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.

Great service very friendly and professional. No stress with test driving or even "talking numbers" it was a great experience and will go back there again.

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.

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

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.

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!

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.

Grieco is an easy-going no pressure dealer. Justice are sales rep is a really nice and friend guy and was a big help purchasing a BMW my son wanted. Thanks for all your help Justice.

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!

My best car buying experience! You can trust Derek. He and Lisa were so helpful and supportive throughout the process and their communication was outstanding. He and his crew make things happen…fast. Not your typical used car dealership. Highly recommend.

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

The entire staff is great!, went in on a Saturday to look at a SUV for my son, they had it out front and warmed up and ready for a test driver. The purchase and sale could not have gone any smoother

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. 👍🏾

Larin was very professional and informative from the office woman to the mechanic. I needed a transmission control module and I was walked through the whole process. I went to 8 garages starting in Brockton till I was pointed in Larin Direction because of the complexity they were very knowledgeable with my Audi. If I have her name right Alicia in the office was very helpful.thanks every one!!. Very satisfied customer Joseph McCarthy

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.

Best car buying experience I’ve ever had. Great price on my new Suburban RST. Very clean truck with no prior damage. Gave me a fair trade-in on my Tahoe. Thanks again!

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

Mike greeted us and was very professional. Friendly atmosphere and budget friendly, flexible financing. Customer service is impressive and transparent

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 just bought my brand new car and I had Jason Plante as my sales person. He was really friendly and helpful with the whole process. It was my first time at this dealership and I was able to make a deal in the same day without any frustration. Thank you, Jason Plante for your help and time. Clenir Venades

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 have always been pleased with the service I receive at Imperial Toyota. I promptly get an appointment and work is completed in a timely manner. I have dealt with Jarrett Viens and he is very accomodating.

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 !

Fui bem tratado tudo fog bem consigui emu carro no mesmo dia fog bom bem simpatico

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.

Looked at a truck we were interested in on a Sunday morning with John Lewis and he made the sale and us driving it off the lot in the same day!! Great service as always

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.

We have been taking our 2002 Cabriolet to Colonial Volkswagen for service for over 20 years. The service has been excellent. The staff is attentive, professional and always making sure that the customer is fully satisfied. Billy and his staff are the best. We highly recommend Colonial Volkswagen.

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 was looking for a used Jeep and after looking around, this dealership really took care of their used cars. The jeep that I purchased from here was well maintained and clean! There were some small parts missing from the vehicle and when I purchased the vehicle, the dealer ordered the missing parts for me for no extra cost. Overall experience was great and would highly recommend.

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.

I found the brothers who run this dealership genuine and honest. Normally, I assume that even a well priced car has a bit of wiggle room but David would not budge on the price which I found refreshing as opposed to large dealerships who never give you their bottom line price. David gave me his best price first!! The vehicle was well prepared for me and they have been extremely helpful throughout the process. I highly recommend this small and honest place!

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 service last three years Lisa is truly special and I appreciate it. Their hospitality is great . will continue to have a relationship with them👍🏾.

Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.