Used Jeep Grand Cherokee for sale near Woodstock, CT under $40,000

Took a two hour drive to look at a car so it was a risky venture considering horror stories you hear other dealers. They had the car I came to see, we made a quick deal with easy negotiations and I only needed to make one more trip back to the dealership to pick up the car. I mentioned a few things that I noticed seemed off a little and the issues were fixed before I picked up the car even though I didn’t demand it. The tank wasn’t full of gas so Gary gave me $20 extra to make up for it. He also had prompt responses to about 20 emails from me. I would highly recommend buying from Meadows!

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.

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!

Although I did not end up buying a vehicle from Shelby Motor Cars, they have a fairly wide selection of cars with high mileage which was what I was looking for. When you put money down on a vehicle, make sure it is very clear what is to be fixed on the Buyer's Order and ensure everything was done before accepting delivery. My salesman was Peter, he did not return one phone call and my interest started slipping then. I spoke to another salesman, Mo(?), who told me dealer policy is money cannot be EFT'd into dealership's account, so I'd had enough and that killed the deal right there. There seem to be many phone numbers associated with the dealership which is great, but they ALL go unanswered, so what's the point? Again, the cars are what's important, and the vehicles they carry are as good as can be expected with the mileage. If you're on a budget, this appears to be a decent place to go. Apparently you must be willing to be persistent, which I was not.

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.

I have bought many cars from Uxbridge Auto and it has always been a great experience. They are honest with you and upfront about everything as far work done to vehicle and pricing they have always work to get us the best price. My daughter has bought a car from they and I’m sure it won’t be her last as she had a great experience. Thank to the whole team. Also a special thanks to Josh

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.

This the second vehicle I have purchased from Clinton Motor Cars. I didn't even test drive this one because I know Tony only puts quality vehicles on his lot. And I was correct, this one is MINT! Thank you Tony, I'm sure I will be back!

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.

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.

Great service , price is very reasonable got 2018 Chevrolet Silverado 1500 with 85 k miles for $17500 , so far so good

Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service

Metro Ford in Miami has great service advisors, Service Department was outstanding with my vehicle especially Josh great service. I would definitely come back. Thank you Metro Ford

Great customer service and great people working, Matty helped me out so if you have a problem or need help, ask for Matty!

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

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!

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!

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'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.

Kayla Brazil was most helpful with my Jeep Wrangler, it had a leak and she was able to find the leak and fix it correctly the first time

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.

Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.

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.

My experience with Ms Lisa was so great and prompt , very honest woman, and I got a good deal, i’w recommend anyone to go to D’AGOSTINO MOTOR because they are very honest and friendly . Thank you Ms Lisa you’re the best ❤️

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.

Ruben is the best was patient and worked with me from beginning till the end love my purchase of my choice wasn't forcws into the deal either

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.

We stopped by Putnam Jeep to look into purchasing a Wrangler. Once we finished the test drive we were able to get a deal done in a short period of time. Returned the next day and completed the paperwork. The visits were the most quickest to a dealership Ive had. Crystal and the entire staff were helpful and professional. I highly recommend.

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.

Dealership is small in size but BIG in baking you feel welcome, valued and appreciated. From my salesman Stan, to Carmino the GM and Josh in finance, I felt right at home. And the vehicle I bought was meticulously shown to me by Stan, who is one of the most knowledgeable and sincere salesmen I have ever met. I would not only consider them again for a vehicle purchase but I would recommend that EVERYONE check them out!

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.

Always nice people to deal with, I've never had any problems with them. I've been buying toyota from them since 1973, and I wouldn't go anywhere else. Service and sales have always been excellent 👌.

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 !

Very friendly and helpful, low-pressure process. Low mileage used car with excellent pricing. I'd recommend Manchester Mazda for anyone looking for a car. Thanks to the team!

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.

Just bought our second car from Hampden Trading Company and are very happy. They stand by their word and worked with us to get an expensive repair done at their expense. I highly recommend them for anyone looking for a good used car.

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.