Used Jeep Grand Cherokee for sale near Winchester, CT under $1,000,000

We bought a 2019 Dodge Ram from this dealership and I can’t find the words to express how great they all were. Nobody chased us around the lot and there was no pushing us to buy. I highly reccomend purchasing from them. I won’t hesitate to buy from them again.

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

Jerry DeJesus demonstrated exceptional professionalism and expertise throughout our experience. It was truly a pleasure collaborating with him. He took the time to address all of our concerns as parents of a new driver and successfully guided us in finding a car that was not only equipped with numerous safety features but also remarkably affordable. We extend our heartfelt thanks to Jerry and highly recommend him to anyone in search of a vehicle.

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 was perfect. Veronica and Vinny helped us from start to finish. We got a Jeep rubicon 392. We absolutely love it. I can’t recommend enough!

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.

Keyshawn was awesome! He was patient with me and was able to answer any questions that I had. He had options for me to choose from and honest about the vehicles. I’m happy that I came to shakers to purchase my new jeep. Thank you Keyshawn!

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.

Great dealer. No hassle. In my new vehicle the same day. Smooth transaction. Very happy with whole experience.

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.

I bring my fleet vehicle here for repairs/maintenance. Other dealerships have treated me like a second class customer because the fleet company pays for everything. I have never once felt that way at Sullivan's. They are always kind and have gone above and beyond for me at times. My husband became a loyal customer here because of their great customer service.

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

Purchased a truck from Blasius North last night, January 18. Couldn’t ask for a more congenial group of professionals. They prove doing business can be a pleasure. Special thanks to Steve and TJ. Highly recommend this dealership.

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.

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.

Great experience! Veronica was excellent to work with and a great help as well as very knowledgeable!!

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 !

Bought this SUV last week. My "new" 2012 JGC had 227,000 miles on it. The salesperson didn't know much about the Jeep, as it was a Ford dealership I had gone to. Two days later, I had to go for preparations to bury my son, over 800 miles away. I was very fearful, because I had this JGC that I had never driven before, and I was on this journey alone. I have seen so many cars with temp plates sitting on the side of the road, and was fearful mine could just be another one. Needless to say, the only 2 things I haven't liked about my vehicle transaction, is that there is no owners manual, and evidently the sensor for low fuel doesn't work. I knew about the owners manual before the purchase, but not the low fuel indicator. I will just fill up at 1/4 tank asI always have. LOVE, LOVE this vehicle.....stylish, comfy, and all the perks. Auto start and heated seats will surely be welcomed as winter can hit hard here in the midwest. So far, the best car I've had, and I've had a lot over the last 55 years!

I had an outstanding experience purchasing my Cadillac Lyriq from Blasius Cadillac. Despite having researched the vehicle extensively through YouTube videos, sales representative Rich Noble took the time to thoroughly explain every detail during my test drive, ensuring I fully understood all the features. When I arrived late due to travel delays from Boston and a previous dealership appointment, the team was incredibly accommodating and flexible with my schedule. The pricing process was refreshingly transparent—we negotiated the complete out-the-door price entirely through email with no hidden fees or last-minute surprises. Most impressively, they coordinated with the Massachusetts RMV and delivered my vehicle directly to my home with plates and registration paperwork already completed, saving me an additional trip back to the dealership. Blasius Cadillac demonstrated professionalism, transparency, and genuine customer care throughout the entire process. Highly recommended!

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).

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!!

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 recently purchased my vehicle from Hoffman Lexus, and I am still genuinely blown away by how exceptional the entire experience was. From the moment I walked through the doors, I felt welcomed, valued, and taken care of in a way that is rare to find in the car-buying world. What made it even more impressive was that I was able to purchase and pick up my vehicle the very same day. Despite the quick turnaround, everything was handled with care, patience, and professionalism. Cherif, the sales manager, deserves special recognition for the incredible role he played in making this experience so smooth. He is absolutely phenomenal—professional, kind, attentive, and genuinely committed to ensuring customer satisfaction. Throughout the process, he checked in with me personally, made sure every detail was being handled promptly, and reassured me that my happiness mattered just as much as the sale itself. His leadership and customer-focused approach set the tone for the entire dealership. Alex, my sales representative, was equally impressive. From the start, he made me feel at ease and confident. He took the extra time to walk me through every feature, answer all of my questions thoroughly, and explain things in a clear and friendly way. What I really appreciated was his patience—never once did he rush me or make me feel pressured. Instead, he treated me like a priority, ensuring I felt supported throughout the entire process. His customer service was truly top-tier, and he made what can be a stressful experience feel smooth and enjoyable. Despite the quick, same-day timeline, the sale itself felt effortless. There were no problems, no delays, and absolutely no stress. Everything—from reviewing options, to paperwork, to preparing the vehicle—was handled efficiently and professionally. It was clear that the entire team at Hoffman Lexus values both quality and customer satisfaction. And then came the moment that truly took my breath away: when it was time for pickup, my new vehicle was waiting for me, beautifully detailed and wrapped with a big red bow on top! 🎀 That thoughtful gesture made the experience feel incredibly special—almost like receiving a gift rather than simply making a purchase. It showed just how much the team cared about making this a memorable milestone for me. If you're considering purchasing a Lexus, I highly recommend Hoffman Lexus. Be sure to ask for Cherif and Alex, because their dedication, professionalism, and genuine care for their customers truly sets them apart from any dealership I’ve ever visited. I left with a beautiful new vehicle and a truly exceptional buying experience that I’ll remember for a long time. This is what five-star service looks like, from start to finish.

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.

Fixed a/c on 2016 Dodge Charger. Gave honest estimate. Comfortable wait. Knowledgable service advisor.

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.

Always timely service with a smile. The waiting area is comfortable and well kept The staff is always attentive to the customer The facility is attractive

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.

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.

Vinny at Sullivan's Northwest Hills was great to work with and to buy a car from. It was truly a good experience. He was very knowledgeable and let you lead the conversation. I will buy my next vehicle from Vinny the next time I need one.

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 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)!

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.

Veronica was great, listened to what I wanted and needed, was patient and kind, and also had a great sense of humor. She knows her stuff!

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.

Victoria and Sam were AWSOME to work with. Knowledgeable, personable and professional. I’ll recommend them to my friends and family. Got a great deal on a truck too.

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.