Used Jeep Grand Cherokee for sale near Sullivan, WI under $50,000

We have been doing business with Frank Boucher since 2016 and we are always treated with kindness and respect. They have always met our needs for us and our family, as well as, quick service. Not to mention their excellent customer service and support. The only place we purchase or trade in our cars. Highly recommended so stop in and check them out!

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!

Very easy to work with and straight forward. I would definitely recommend them or buy another vehicle through them.

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 experience from beginning to end!! Extremely knowledgeable great customer service actually the best customer service I've ever experienced would definitely buy another car from them and recommend them to friends and family.

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.

Had a great experience buying my 2025 Nautilus. My salesman Rob so helpful in showing me all the bells and whistles. I can honestly say I would buy my future vehicle at this dealership.

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 !

My wife and I recently went through the process of a trade in for a new vehicle. This was by far the best car buying experience either of us have experienced. There was zero pressure from our salesperson, Jay. He was incredibly helpful, gave us plenty of time to think about our purchase and test drive the vehicles we were interested in. Beyond that the manager, Travis assessed our trade in when we brought in our used vehicle and explained that we had more value than we anticipated, and gave us a very reasonable offer. They even took time to help us evaluate potential discounts after explaining our buying options. Painless and enjoyable experience overall! We will be going back to Miller Motors in the future!

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).

Everything was great! Started out with Josh (who could not be there the day we could come), so Michael helped us and answered every question we had. Felt great about the deal and we thank Michael (and Josh) for everything??

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.

Since 2014 I have purchased three new cars at Janesville Subaru (a Legacy, Forester Premium and recently a Forester Limited). Allow me to share my experiences. The salesperson I deal with is Deana Watry. Deana sold me my first car from this dealership – but it was not my first Subaru which was purchased back in the 1980’s! I was impressed with Deana from the start. She was able to answer questions and get me into a vehicle my wife and I were seeking. If Deana did not know an answer she would find it. Over the years of brining cars in for servicing Deana maintained contact and ensured things were continuing to go well. As a buyer in his late 60’s I have dealt with a variety of salespeople in other dealerships selling other makes and models. Most in sales are simply out for themselves and will tell you whatever they like to get a sale – buyer regret usually followed. Deana is personally interested in helping us get what we wanted within our budget. She understands that customer satisfaction is about integrity, being honest, follow-up and continuing to build trust. Yes, I will continue to buy from Deana – I hope you do as well. Now for the dealership. After purchasing a 2015 Legacy the driver’s seat could not be moved forward or back. A Rockford Subaru dealership wanted $2,000.00 to replace the seat. Subaru of America had me reach out to Janesville Subaru to have them evaluate the seat. Within 10 minutes the problem had been fixed. A quarter had fallen into the seat track and stopped the seat from moving. There was no charge. I gave the bent quarter to the service manager with my thanks! I’ve only had service done there since. Buying tires - they are competitive with the large retailers. This means free rotation with oil change and free car wash. Travel is part of my job. Having a dependable car is essential. The dealership is good at keeping me updated about regular maintenance. In the service department, Jonathan and others work to schedule according to your time frame. It has been common for me to get in on short notice. I like the dealership and believe you will as well. Be sure to ask for Deana if you want to buy.

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.

FRIENDLY COURTEOUS EXTREMELY HELPFUL HE ARRANGED FINANCING FOR ME HE ARRANGED DELIVERY TO ME I'M VERY HAPPY WITH HOW SMOOTH IT ALL WENT

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.

My salesperson Kevin Klemz was a great salesperson. Understood what I wanted and was patient while I completed the deal.

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 had an absolutely fantastic experience at Russ Darrow Mazda of Greenfield, and it’s all thanks to Jason and Nick. From start to finish, they were transparent, professional, and incredibly helpful. Jason took the time to walk me through every detail of the vehicle I was interested in. There was no pressure, no gimmicks—just honest answers and a genuine willingness to help. Nick was equally outstanding, explaining the financing options clearly and ensuring I understood all the terms. Their customer service is truly top-tier. You can tell they care more about building relationships than just making sales. I left feeling confident, respected, and thrilled with my purchase. If you’re in the market for a new or used Mazda—or just want to work with people who value honesty and transparency—go see Jason and Nick at Russ Darrow Mazda of Greenfield. You won’t regret it!

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

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.

Found vehicle through the website, called Boucher and made an appointment to come out and take a look the same day. Was not pressured since I mentioned I had just started looking. Worked out the deal with some add ons that were needed, got questions asked and feel I had a very positive experience.

Great place to buy a car very friendly would highly recommend them everyone was very helpful and gave us a good price on a vehicle

Worked with Himmy (car sales) and Denis (finance) in regards to our recent purchase of a 2023 Nissan Armada. Himmy was very professional and transparent during the negotiation process. Denise was very helpful and knowledgeable. Throughout the entire process the team at Boucher Hyundai ensure all questions were answered and helped to streamline the purchase and trade-in process. Thanks and would purchase another vehicle from this professional dealership.

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.

Great working with Holz - third vehicle purchased there. Highly recommend them for your automotive needs. Stephen was knowledgeable and professional. Vehicle was delivered with more miles than we hoped.

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.

Easy to work with, low pressure, solid information, and overall good people. Shayan Khan was extremely helpful and let me take the lead, answering questions and pointing out additional considerations without being overbearing. Recommend!

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.

Brian was pleasant, not what I was expecting. The whole process was fine. I did not buy a car off of the lot, but if the right one showed up I would consider it.

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.

Wonderful experience! Bought my car from Cody and he was absolutely amazing! We loved his attitude to help us get a good deal, he was truthful and straightforward! If I could give this place and my experience more than 5 stars, I would! Thanks again Cody! You really made this process easy and quick!

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.

Staff very polite, friendly, no pressure and willing to work with me! Facility was very clean! I bought a 2025 Chevrolet Trax. I love it! A+

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.

i did my homework prior to our recent purchase of a low mileage used Mercedes. One of my primary information sources was Cars.Com. and the other was Car Max. We visited the Kenosha Car Max and found everyone we had contact with to be professional and informative. We ultimately bought a car from a Mercedes dealer but did sell our trade to Car Max Waukesha. The experience was handled quickly and pleasantly. I would definitely recommend Car Max and their staff.

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!