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

Much to our delight, a test drive turned into driving off the dealer's lot with a 2025 Platinum Ford Explorer. Our sales rep, Scott Lindbloom, could not have been more accommodating. We were treated with respect and above all, we were listened to at every step of the transaction. We appreciate buying a vehicle from our hometown dealer where we will go back for service. Everyone was friendly and there was no one pushing us to buy...after all, we just wanted a test drive.

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.

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.

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 sales person at Castle Chevrolet was Tony Twall. He was awesome to work with. He answered all my questions and was very knowledgeable. I have to say that this was the best vehicle buying experience I have ever had. My next purchase will be with the Castle dealership in McHenry IL and I will ask for Tony to be my sales person.

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.

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

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.

David helped me get into a vehicle when no one else could! I came from Elgin to the number 1 Nissan dealer in Illinois and they are number 1 for a GREAT reason! I love my new Sentra and it was because of David! Ask for him when you come and you won't be disappointed!

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.

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!

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.

As far as far experiences go this was by far the best experience I have ever had purchasing a vehicle. Jim was amazing in finding a vehicle that fit all my needs. It was done rather quickly and they walked me thru all the steps. I will be coming here everytime to get a vehicle.

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 the best experience buying my new Trax. Craig Winger was absolutely amazing. He is very personable He was great about what I wanted and did not try to persuade me in any way. Just a great guy and you felt more like he was friend than a salesman. The whole Lynch family was great. Tom and Dan were great also. Just a great experience for buying a vehicle, the best I have ever had. Craig thank you I Love my New Blue Trax. Would totally recommend Lynch for your next vehicle purchase. 10 stars and more

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.

excellent service Joe worked with my third party warranty company to get the repairs covered i really appreciated all he did for us i am very gratefully for all of the employees hard work.

Great people to help in getting the car I wanted. The service to make things happen that insured trust and honesty was greatly appreciated. Thank You.

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.

After a disappointing day shopping at other dealerships I was very happy to find Bryden. Friendly low pressure sales staff. Was able to take time to review all numbers and they stayed late to complete the sale!

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!

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

I have liked working with Ray (especially Rob in service) since they took over the Jeeps on the Run sponsorship a couple years ago but I probably took them for granted. It took me moving out of state and having my new dealership trying to pull a fast one on me regarding a MOPAR service contract to make me appreciate them even more. Rob took the time to help me (a customer that is now out of state and will not be using his service department) so I could set the new place straight!

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.

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!

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.

Very smooth experience. Seann is an excellent young salesman. Darien will do anything to work with you. Erick, the manager is very accommodating. A++++ dealership.

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.

They were over all nice and sold me a good car at a good price. They were very low pressure and didn’t mind that it took me a while to take my time. I love my new car.

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.

It was a nice experience, and It was very fast. The lounge is 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.

I brought my F150 in for an oil change on 10/5/24 Jessica in the service department was awsome! She made sure our visit went as smooth as possible! She is very professional and curtious and knows her job well.

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.

Answered all my questions and offered to answer any more I had in a fair amount of time

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

Very friendly. Very helpful. They had my dream car. I live 2.5 hours away from them. Alot if our interactions were over the phone. Needless to say, 7 days after our first interaction I drove away in my dream car. They are definitely worth checking out. If they have a car you want, they will do everything they can to make sure you get your car.

I’ve owned many Jeeps over the years and this year and model has by far been the best in quality and performance The vehicles interior is exceptional in comfort and wear.