Used Jeep Grand Cherokee for sale near Naugatuck, CT under $899,990

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.

Good experience easy purchase happy with Francisco

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.

Excellent dealership. I worked with Phil and bought a Nissan Rogue. Phil is the best salesman I have worked with. He made the whole buying experience so easy and stress free. I’m so happy with my purchase. My entire experience was top notch. Thank you Joe and Marcelo also. You guys are great!!

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.

Absolutely amasing dealership. When I reached out to them about a vehicle they had, I had some very strict guidelines for what I wanted, what I could spend and what i had to put down. All of which was far outside the realm of possibility, considering my credit was not so great. Or so I thought. Milton was not discouraged in the least and put in serious work to make it happen for me. I was never pressured to consider another vehicle, tho he did offer a couple of options. He was great at communicating throughout the whole process about his attempts with different lenders and what documents I would need to provide him with. I have to say, he was far more confident than I was! And in the end, I only had to pay a slightly higher down payment, but got lower monthly payments and got the truck I wanted! Everyone at the dealership was very professional, yet welcoming. There was never any pressure, at all. We drove 2 hours to finalise the deal and actually had to wait awhile because MIlton wouldn't let the truck go until it was clean and had had a more than thorough final inspection and servicing. It is also obvious from their inventory, when you're there, that they handpick only the best. I have never had a more pleasant experience buying a car! We will be replacing another car next year, and I won't consider going anywhere else! Thank you Milton! And all your associates who helped make this happen!

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.

I work with Casandra she is very professional person She make all proses nice and smooth

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 !

Luiz was my salesman. He was very personable, knowledgeable and made the overall experience easy and stress free

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.

I found a Ford F250 that had the options I was looking for on cars.com that Blasius of Middletown had in stock. Contacted Edwin (salesman) to confirm truck was still there and set up an appointment. The truck was detailed and ready to go when I arrived after a 3 hour drive to the dealership. I liked the truck, so I made the purchase. We negotiated a little on my trade and came to a deal we could both agree to. Overall had a smooth transaction.

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.

Veronica was very helpful and clear and made the process smooth. I would consider this dealership again.

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.

We purchased a new car from Crowley and found them to be most helpful and not pushy. We brought our car in for service and found everyone to be helpful and friendly.

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.

It was a great experience from start to finish. Veronica was very knowledgeable and accommodating to help us buy the car we wanted. Would highly recommend.

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

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).

Donald Jones from Crowley Chrysler Jeep Dodge Ram did a great job helping me throughout the buying process...no hassle, just hustle!

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.

Highly recommend Brewster Ford. I walked in and customer service introduced me to my sales rep Tim. He was funny, knowledgeable, just a really relatable guy. He walked me through their inventory, and we began test drives. He worked with me on the price to meet my budget. We submitted the paperwork and within 48 hrs I received a call from Brian in the finance department. Another great employee, he was knowledgeable and patient. He explained every option and choice I had to make very well. I felt no pressure and picked the options that worked best for me. From the time I walked in to the day I drove away in my car was 3 days. They did everything, got me the best financing, handled my insurance, they even detailed a car I already thought was perfect. When I went to pick it up it somehow looked even better. Great group of people working at this location, if you are looking for excellent quality cars and a friendly environment you should really check out Brester Ford.

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.

Very good the cars were good and the goodness of the level of good was so good I was like dang. The overall experience was very good

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.

Carmen was GREAT! Celine got us up on the road quick and we drove a loooong way. Thanks guys, love our Jeep! The facility is amazing!

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

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.

Worked with my sales rep Luis Moreira to lease a vehicle this weekend. He is very easy to work with, low key, and knowledgeable.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

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!

I just bought a new vehicle from Fitzpatrick's. They are not a "pushy" dealership at all, so you feel very comfortable. I was very specific with what I wanted in my car, and they had no problems finding exactly what I was looking for (they had to bring it in from out of state). They also gave me a great price on my vehicle, as well as a great price on my trade (beating the prices of surrounding dealerships by a large amount). This was my first new vehicle, and they made the process very smooth for me. I couldn't be happier!

We special ordered the 2021 Jeep Grand Cherokee Trailhawk. The vehicle is all black inside and out. The paint is a Diamond Gloss Black Metalic. The day after delivery we had the entire finish done with Ceramic Coating. We've had this vehicle for a year and the fit and finish is like new. The Ride is tight and still handles great. Fuel mileage is now 21 City. We're sorry to see they will no longer produce this vehicle!!

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.