Used Jeep Grand Cherokee for sale near New Canaan, CT under $100,000

Service was great and done correct. Kier took very good of the car and also let me know everything he was doing.

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.

Exceptional Service and Dedication at DARCARS Lexus of Greenwich! I recently purchased a car from DARCARS Lexus of Greenwich, and I can’t speak highly enough about the exceptional service I received. From the moment I arrived, the team made me feel valued and ensured every detail was handled with care. A special thank you to Brooke Jessup-Labonte, who truly went the extra mile—literally. When I decided to sell my old car through CarMax, Brooke offered to drive it back to my home, spending over several hours in unexpected heavy traffic. When an issue arose with the payoff information, he handled it seamlessly, contacting the dealership and Toyota to resolve everything on the spot. His kindness, patience, and professionalism left a lasting impression. I also want to recognize the incredible teamwork of Dave Miller (Manager), Andreas Tsirikos (GM), and Michael Tuzzio (Manager). Together, they made what is often a stressful process feel smooth, efficient, and even enjoyable. I’m absolutely thrilled with my new car—a Lexus that I instantly fell in love with during my visit. It’s a perfect fit for my needs, and I’m grateful to the team for helping make it happen. If you’re looking for a dealership that values its customers, provides impeccable service, and goes above and beyond, I highly recommend DARCARS Lexus of Greenwich. Their dedication and care made this an unforgettable experience, and I wouldn’t hesitate to recommend them to friends and family.

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 have been purchasing used and new vehicles from car dealerships for many many years. Some good experiences and some bad experiences. I recently purchased my Suburban from Karls, his dealership is over 150 miles from my home, that's a 2.5 hour drive. What an experience I had. Yes, long ride and a lot of time driving but the service I received from Rob the salesman and more importantly, Leo the owner of the dealership was outstanding. I had many conversations, texts and videos with Leo regarding this particular Suburban he had in stock. Leo is a great guy and very honest, going forward, all of my future vehicle transactions will first start at Karls Chevrolet. Thank you. Rich Zingaro

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.

My porches the 2018 Toyota Sienna Tom use car representative was very nice and informative I didn’t feel any pressure I drove 2hr from Long Island to that location and I don’t regret first time I did look at the car no surprises I did like the car and we did the paper work with finance department the was also nice he was a were kind and we went week after the day we wants car was ready front of the showroom I will thanks again for the service this days you won’t see any dealerships like this

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 !

These folks really know how to treat their customers! I had the best experience buying my car with them and when my sis was looking for hers, I immediately told her to go there. The prices are awesome, and they’ve got a great selection of cars. Both times, the process was so easy and fast. Recommend them!!

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.

I sold a pickup truck to AR Motorsport through Anthony. He was exceptionally nice and easy to deal with. He did not put pressure on me and made me feel very comfortable. Anthony treated me very well and offered a fair price. He was also kind enough to offer me an Uber ride home. Thank you Anthony!

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).

Excellent experience with new vehicle purchase and process. Staff is extremely knowledgeable and helpful to customers needs. I am looking forward to a long term relationship for future purchases as and service with my vehicles.

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

I bought a 2022 F250 from Blasius South, Victor C was great to deal with, the whole interaction was flawless, id definately come back again, very happy with my truck

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.

Very very happy with the whole experience. Everyone was very professional, quick courteous. Everything was taken care of in a timely fashion probably one of my best experiences ever at a car dealership recommend it highly.

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.

Best dealership ever … Kelly is so nice and caring about all your needs … you will be so happy you go to this place .. amazing selection of cars !!

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.

Amazing service team, tech kept vehicle clean and service Consultant kept me up to date on my needed services and repair, pricing is affordable and fair

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!

We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

I visited on the second day being opened and had a great experience in buying a 2022 Explorer and trading in a 2016. It was seamless. Had an issue with the new car that turned out to be a factory defect that they had Ford correct. All good. I’ll be back.

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.

Service experiences have been polite, accurate and timely. Good communications and I believe they value my business

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.

Used Napoli for service to a vehicle I purchased a little over a year ago. Service was quick and thorough.

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.

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

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.

Great service customer service is beautiful. They treat you like family. They explain to you about the service. Everything just great.

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.

Best customer service Rosemary best service ever experienced services m back for my car service

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!

Very happy with my experience purchasing a vehicle at Novak Motors. The showroom is beautiful and every car inside was clean. Everyone was great to deal with-no sleazy high pressure tactics. Felt like I paid a fair price for a vehicle in outstanding condition. Trade in price was ok-not great but ok. Worked with Greg in sales who was a pleasure to work with. Would definitely recommend this dealer.

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.

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.