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

I recently purchased a used Subaru from Imperial and had a wonderful experience with Laith. He was kind, courteous and very efficient. Highly recommend.

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.

Purchasing my Jeep Grand Cherokee Limited from Imperial was so easy. They are only 10 minutes from my house and had at least a dozen Cherokee L's for me to look at. Our Sales Agent, Kelsey Legeny, knew all about the various models and features and let us test drive a few. She gave me a great price and even extended the factory warranty as a bonus. I paid on Saturday and picked my new car on Tuesday morning. They took care of all the RMV paperwork and worked with my insurance agent. I didn't have to do any of that. When I picked it up, it was detailed to showroom condition. Very happy customer!

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

Needed a change from the old Cadillac SUV, visited Imperial and met Ach, an energetic salesman who showed us choices and we settled on the Tucson Hybrid. Dealership was solid, impressed by Ach and we love the car, very pleased.

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.

Kelsey and Ahmad were a pleasure to deal with purchasing my pre-owned Ram 1500. The buying process was efficient smooth and straightforward. Follow up minor warranty work within the first 30 days was also addressed without issue free car wash after a visit is a nice touch.

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.

I a was surprised. Sales was very courteous and was very helpful. Pricing was amazing and I ended up walking away with the vehicle I wanted for the price I wanted. I would recommend Omar from the Ram division

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

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.

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 wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.

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.

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.

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

Went in for tires and inspection sticker.The technician noticed the front and rear brakes needed to be replaced or I would not pass the inspection . They had the parts in stock and told them to repair the brakes so I would not have to comeback another day so they did.

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!

When searching for our families latest people mover we decided to try a local dealership on the premise of thier outstanding online reviews.... At first we were a bit hesitant but as soon as we spoke to Chris Sargent via telephone our minds were put at ease. A few days later we met the rest of the team Dave, Heather and Amy. After a couple of test drives we landed the perfect one owner low mileage suv that suited us to a "T". Harbro proved to us why they have won so many customer service awards and are in the running to win DealerRater.com award again. Give Harbro a look and you will be glad that you did . Simple, fast, and personal this describes our transaction ! They even set up very low interest financing for us ! Thanks Harbro ! Oh yeah - as we were leaving both owners Mike and Mark walked out to personally thank us which was a nice touch :)

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

I had a fabulous experience purchasing my Sierra. There is NO pressure which is a breath of fresh air. They are extremely knowledgeable, kind, trustworthy, and you will feel very confident in buying from them. I go there for service too and everyone remembers who you are and they come up to you to say hello. If I could give them more stars I would. This dealer is exquisite.

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.

I was there looking for a Honda my experience there was ok sometimes dealer seemed more concerned about his vacation but my purchase was good and o love the honda

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

I have now purchased five vehicles from this dealer - 4 CR-Vs and one Accord. Basically I find them to be honest and trustworthy. I do think they low ball the trade in offers they make and price their cars a bit higher than something like Kelly Blue Book would suggest. But their location is convenient, service is good and sales people are reasonably responsive. I had two minor problems with the Certified CR-V I recently purchased but after some diligent tracking of the sales person, both were fixed promptly and at no cost.

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

I rarely post reviews, but I I am making an exception because I need to make sure that this gets out! I despise car shopping. I think the cost of vehicles is absurd, and I go into a panic every three years when my lease runs out. I HAD A COMPLETELY DIFFERENT EXPERIENCE AT RON BOUCHARD! I have been telling everybody I know (and don’t!) that if they need a vehicle do not go anywhere else but Ron Bouchard, specifically Lancaster, and ASK FOR LUIS RIVERA! Luis was amazing, and I say that with my whole chest. From the moment we walked in, he was 100% interested in what I needed, NOT what would make him the most money. I was ready to have to plead my case about monthly payments and how I really wanted to buy out the lease when Luis said, unprompted, “You know, you are in a really good position to buy out your lease.” 😳 The relief I felt leaving that dealership is like nothing I have experienced in the last three leases from “Herb”, where the goal is to push you to the absolute max you can pay a month, plus a few extra. Not true at Ron’s house! You can tell they are interested in helping and building trust. They want you to come back! They want you to tell others to go there! Repeat business is critical for these guys, and I want to make sure that they get as much as possible. I also have to mention Eddie Osorio, the finance manager we worked with. Again, completely transparent about what was happening at every turn. Numbers make my head hurt, but Eddie clearly explained everything with no high pressure sales, just the pros and cons of each option. I could not be happier with the outcome. Putting business aside, these are just really good human beings. Good energy throughout the entire dealership. I could not have imagined I would be raving about a car buying experience, but here we are! Look, there are a million places to get a car. I have spent days of my precious free time over the years trying to find the best deal, the lowest payment, etc. Do not waste your time. Just go here first. And ask for LUIS RIVERA! You won’t be disappointed. 👍🏻

Would recommend this vehicle. Overall very good value and has proven very reliable. Sorry to hear it is being discontinued Jeep had a winner and what I thought was a great tweeter between the Compass and Grand Cherokee.

Tommy helped me find my dream car quick and easy! He was friendly, knowledgeable, and happy to help. I was impressed by how smooth the process was from scheduling the test drive to taking it home.

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.