Used Jeep Grand Cherokee for sale near Simsbury Center, CT under $50,000

We didn't end up buying a vehicle due to unforeseen circumstances but will be returning soon. Very professional and no nonsense.

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 second visit for service to my dealer. I was pleased, but disappointed that I had to pay $179 for differential service for 4 Wheel drive at 15, 000 miles. Shouldn't this be included in my package that I paid for with extended service for 8 years. It was presented as all inclusive at the time of purchase. Please explain

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.

Just purchased a car from them. Very professional sales people and service department. Even after we agreed on a price, the service department decided to put new tires on the car before giving it to me

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.

Was contacted by Zach from Waterbury dealership. Right off the bat I felt like he understood my needs and wanted to work a fair deal for the sale of my truck. We got it done and myself into new Colorado. Staff was very helpful and patient. I would recommend this dealership team to anyone. Thanks!!

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.

I was pleased with the whole process of buying a new Grand Cherokee from Executive Jeep in Wallingford. I worked with Tim Harris throughout the process. He devoted a lot of time to helping me compare and understand all the models/trim levels, figure out the financial details, and make a good decision. I would definitely return to this dealership.

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.

Todd helped us buy our new car. After seeing other cars and dealerships coming to Highline was refreshing. He was so pleasant and very prompt during the testing of vehicles. Cars were pulled up right away back to back with zero down time. I love this. Considering they had a busy day with many customers in the office we still received great care. We closed on a 2022 Honda Accord and are in love. The manager closed the deal and experienced was everything as he too was great

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.

A1 service clean and customer service was great and have to say the restroom was spotless.

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).

I had an amazing experience at Keys Hyundai of Manchester getting into my brand-new Hyundai Elantra. My salesperson, Elvin, was fantastic—genuinely kind, attentive, and never pushy. Even while helping multiple customers, he made sure I never felt ignored or unvalued. He really knows his cars, and when he didn’t have an answer right away, he quickly found it. No gimmicks, no “mystery” dealership fees—just honest, straightforward help. The finance manager, Kane, was equally impressive. I got the usual run-through of financing, but he wasn’t aggressive or overbearing. Instead, he was considerate, patient, and made the process feel easy. It was a complete 180 from my experiences at other dealerships. 12/10—highly recommend this team if you want a stress-free, respectful car-buying experience.

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 !

Just bought a 2024 Ford Edge. Process was easy and staff friendly and professional. Provides and reviewed all relevant information and documentation. Would recommend this dealership to anyone.

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!

MJ was the best! He walked me through everything and made buying a great car so easy. Riccardo, the finance manager, explained everything until I was completely comfortable. I can’t stop telling my friends and family how amazing they were to me. I won’t go anywhere else again!

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.

Lia Nissan has an excellent service department. It all starts with Daniel Morrow who is more than helpful with explaining your present maintenance work as well as discussing what to expect on your next visit. I’d recommend Lia Nissan and Daniel to everyone, even if you have a drive a bit to get there. It’s well worth it.

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.

My experience at Northwest Hills Chevrolet was exceptional. I was treated with the utmost kindness and respect, and accommodations for my special needs were made willingly, and in some cases, without my even needing to ask. My salesman, Phil Musmacker, made everything incredibly easy for me throughout the entire process (honorable mention goes to Brendan Elrick, who followed up on my initial request for info on the Equinox EV, and connected me with Phil). In addition, I never found any reason to question the pricing on the purchase order; everything was straightforward and exactly as I had been told, which is incredible considering my previous experiences with dealerships, where I had to fight to keep extras from being added to my order. Truly remarkable! I've already recommended Northwest Hills Chevy to a couple of friends! Thank you for a most wonderful experience (and I also really love my car)!

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

Just purchased a 2025 KIA Sportage. Everything went really well and smooth thanks to the help of Lila Bubier. ⭐️⭐️⭐️⭐️⭐️ service!

I am Very happy with the work they did and highly recommend them. Very professional.

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.

This was our second time working with Derrick Buccacio and finding a vehicle we love. Derrick is always personable and professional. He doesn’t pressure you into things and is honest. One thing that stands out with me about him is he always gets back to you whether he thinks he’s making a sale or not. A lot of salesmen I notice only care to contact you back if they think they’re making money off you. Derrick always gets back to our questions and concerns regardless. To us that says a lot about his character and makes us always wants to go through him to get a vehicle. We highly recommend Derrick to anyone.

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.

Erin the service advisor was very sweet, got a recall done really fast and was able to enjoy my day, made sure to send me reminders for my appointment

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 didn’t end up buying a car from here, but Dan was a pleasure to work with and very professional. Very comfortable at atmosphere.

I had my Ford F-150, 2020 serviced on Sept, 30. 2025 at Sarat Ford. No complaints, Jacob M. Service Specialist was extremely busy, Dave the Service Specialist next to Jacob, picked up the ball and began processing me. Jacob returned shortly and resumed handling my appointment. Professional, courteous, all my questions and concerns were answered and delt with. John Gentile Service Manager has a great repour w/ his Staff and customers. I've not had a bad experience w/ the Service Department, since purchasing my used F-150 2020.

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.

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.