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

Great to do business with,very helpful and informative.would buy again from them when the time comes

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 had an excellent experience at McGovern GMC Westborough. Ben, my salesman, was fantastic—he was helpful, never pushy, and kept great communication throughout the process. He really listened to what I wanted, respected my budget, and even took the time to get to know me while sharing a bit about himself, which made the experience feel personal and comfortable. Omar in finance was just as great—super friendly, honest, and transparent about everything. The dealership itself was clean, well-maintained, and in a very convenient location. Overall, the entire process was stress-free and enjoyable. I’d highly recommend them!

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

Comprei meu carro com o Thyago Novais e super indico, muito atencioso e ta sempre disponivel pra responder suas duvidas. Aprovado, vem falar com ele que a garantia e certa!

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.

Ike was wonderful to work with! Very easy to talk to and made the process of purchasing a car super easy! I would highly recommend him to anyone looking to get a new vehicle

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.

Brandon was very helpful with the information I needed to purchase my new car. He answered all my questions on my purchase, Brandon couldn't have been any nicer I recommend him highly

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.

Great service i was helped by Miguel and couldnt be more happy with the car i got everyone was friendly and helpful would recommend buying here

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.

Service department was very efficient from check in to performing my repair. I would highly recommend the professionals there, especially John Furtado.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

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.

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.

The whole experience was very positive. All the people were friendly and professional. Have had the car now over a week. It’s everything that I hoped it would be.

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!

Very pleased with the overall experience, will be back for my next vehicle purchase. Fast and smooth!

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.

Low to no pressure sales. Good prices and inventory. I enjoyed the buying process (as much as one can). Thanks George!

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

Best experience and service..Don't even think guys...Best place to buy a car...Honest people you don't be disappointed...They try hard they fight for you to leave with a car...Trust them as I did...Love Carfive salem...

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.

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

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 !

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.

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

Amazing experience. I'd recommend anyone looking for a car to try CarMax first... There's zero pressure, tons of beautiful vehicles, and just an all around great place. Will definitely be buying from here in the future. They're willing to work with you if you don't have the best credit, and most importantly, they're just honest and transparent. Two very important things when spending tens of thousands of dollars. Put it this way, it was great enough experience for me to come online and leave reviews all over!

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.

One of the absolute best buying experiences I have ever had! The team is awesome and Bill was fantastic and engaged from the moment we met until we drove off wi the our new truck! I will be back for next vehicle!❤️🚙🛻

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.

I purchased a 2008 honda crv67,000 miles. I thought maybe I had no chance to get into this Honda because of bad credit. But they assured me if this is the car I want they would make it happen and sure enough it did. The next day I was in my car and very happy. They were understanding, caring, helpful. They made sure the car was in mint condition when they gave it to us. It is running beautiful. I am so glad I went there. I would buy another car there in a heartbeat. They were absolutely wonderful. Thank you car max for making are dreams come true.

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).

Car five provides wonderful service, I will recommend them to all my friends. Great 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

Chris Etheridge was exceptional, professional, listened, and made our sale smooth in little time. Those days of sitting in a dealership are over. Thank you Chris we look forward to working with you in the future and will give out referrals for sure.

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.

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 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!