Used Jeep cars for sale near Brookline, MA under $899,990

This is my second renagade, I wanted a 2021 limited and that’s what I have now. I have a long history with many models of jeeps, but I have to say this one is my all time favorite . I love everything about it. It’s a tank in the snow and mud . We have climbed to the top of a mountain with it. I feel safe and secure that I will never get stranded in the snow. It’s comfortable, and just the right size . I love the Easter eggs they hid in the car ! We were able to fit all our camping gear in it and bikes and kayaks too. I love the look of it and it’s fun ! I will never get rid of this car , it’s a keeper.

Been dealing with this dealership since 2002 when I bought a new Jeep Liberty and now many Jeeps and 22 years later I still go back and get the great customer service and friendly atmosphere since day one. Other dealers need to learn from Kelly, they set the standard and going above and beyond is the normal for them. Look forward to another 22 years!

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.

Worked with Brian Villuannueva on a recent purchase of a Jeep Wrangler 2021 Rubicon. Brian was a pleasure to work with. He was straight forward, addressed any questions I ad in a timely manner, followed up and made the whole experience a pleasant one. I would highly recommend recommend seeking out Brian when looking for a car at Kelly.

We purchased a 2024 Jeep Compass Limited Elite. This vehicle has far surpassed our expectations for comfort, handling, road noise and quality. There is very little road noise we hear inside the vehicle, and this allows us to keep the radio turned down to a comfortable level. Handling is exceptional and very responsive. The driver safety features of lane guidance, adaptive cruise control (my favorite) and 360-degree backup camera are now features we will not go without after experiencing first hand performance. Thank you Jeep and Jeff Belzer CDJR of New Prague, MN

very casual and easy-going experience working with our salesman Brian, Kayla, Josh and Tim

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

Great service all around from Christian. quick and easy process for the sale and pickup.

I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

my experience here was great. my sales person Matt Waters could not have been better. He made the entire experience efficient. The finance team was ok even though I had to go back in to sign the paperwork but it was still a great experience overall. I love my MDX.

Approaching 25,000 miles and we haven’t had any issues. I actually enjoy choosing whether to run on electric or gas based on what my journey is. If you just put it in hybrid mode, you’re not utilizing the efficiency of the engine. My advice, think about your journey. If I’m jumping on the highway to then head into the city, I run it on gas on the highway then switch to all electric in the city -no point wasting the electric with highway driving! Then I use up the last of my electric when google tells me I’m X miles from home when I still have X miles of electric remaining to use it all up. When we just do local drives less than 25 miles (grocery, day care pick up etc.) we can literally run off electric only for days, even weeks. It just takes thinking about what your journey involves. Crawling traffic for a 5 mile slow down ahead, I’m on gas until I hit that traffic, then switch to electric. We’ve taken this Jeep (Willys) through plenty of winter storms with feet of snow and ice, never needed to use chains with its AWD or 4WD to choose from. Hopefully the great reliability continues.

I Work with Chris and was going back and forth on a new and used car. I finally went with a new Q7 and couldn't be happier. I highley recommend this dealership and Chris

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.

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!

I was very happy with service provided by Rockland Auto in Randolph this guys (Andrew and Dug), made easy for my car selection and loan approval, l'll recommend your next car buying, go to these guys.

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

I had a great experience with this dealer and i would love to get another vehicle off them again

This Jeep is undoubtedly the best of the cars that my fiance and I have owned. In the two short years since we bought it, we've taken it to southern Florida and back three times without any trouble. It's been reliable and for me, pretty comfortable. Love our Jeep!

Recently just purchased a beautiful Chrysler 300 of bob Hurley , bob was fast super efficient and got me the price i needed to be wish more car dealerships were like midway and more salesman were like bob!! Thanks again bob and midway!

In my many years of car driving and ownership, I have rarely had a better vehicle than my 2019 Jeep Compass Latitude. It has been reliable, comfortable, fun to drive and, for its' size and type, very good on gas. In April, I will have been driving "Lattie"for 5 years. My upkeep has been minimal. She is pretty and still looks new. This vehicle is such a pleasure to drive. Handling and response are excellent. Controls are super easy to manage and absolutely love the heated seat and steering wheel. On a long trip, it is very comfortable (yes, I have ridden in the back seat, too) and fuel economy was just great...fully loaded with air-conditioner on and travelling at highway speeds gave me 30+ mpg. Really can't complain. My Neon didn't do any better. This is a great vehicle. Oh, and I had leased it new, and purchased it when the lease was up..that's how good this car is!

They were excellent. They got me right to the car I was looking for and They did not attempt to add any illegitimate fees to increase the price. They got the car ready for me so I could pick it up the next day ready to go. The experience of getting a car from this place went as well as it could have gone. I highly recommend them. The person who helped me was Frank Santino and he was easy to work with.

Vehicle handles well easy to park and maneuver I don’t like the fuel tank capacity very small also I don’t like the fact it has no spare tire unless you purchase it for three hundred plus you offer a air compressor which is great for a slow leak but don’t get a blow out in the boondocks you’ll be screwed. I don’t think a space saver spare will break the bank.

Nice job but service slow It was my 10,000 mile oil change and maintenance check The employees are very nice and polite . Thank you

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.

High end facilities and excellent client service. Loved the over communicating with the annual maintenance and the video from the technician. David was the person helping us and it he was great. He also wore a mask for us.

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

This is hands down the best dealership in Massachusetts. The staff is very friendly, Knowledgable, and attentive to your needs. Every time I go there I feel confident my concerns are taken seriously and promptly taken care off. Nick is an amazing person and goes above and beyond to satisfy his clients. I recommend Kelly INFINITI to all my friends!

I could never imagine owning a vehicle as large as the Grand Wagoneer but after driving it for 10 months, I really like it! There is ample room, it is powerful, the ride is very smooth and the driver visibility is without peer. When we have guests, we can all ride together and when there is light hauling to be done, it can all fit in the truck.

Perfect as always. Courteous, professional. My truck was taken in immediately for service. I was kept aware of the service and offered advanced service if I chose to accept.

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

I had an excellent experience here at Foxboro auto gallery I purchased my suv from them and came with warranty at very reasonable price. They stand behind what they sell . Great selection of used cars at Grrat prices will buy from in the future .

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.

Have always had a good experience at McLaughlin Chevrolet service department. They did what I asked and completed the work and I was on my way. they are professional and courteous. The price for the work was reasonable

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

Sharon helped and was amazing! Very smooth process and was very good with communication. Would refer her and Bourne’s to others

i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.