Used Jeep Grand Cherokee for sale near Winchester, WI under $100,000

Nick did a great job of getting my truck in after I forgot my appointment,. Mechanic did a great job on it. Will use dealership again

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.

Just a note to highly recommend the Bergstrom service specifically Nissan Dealership and the beautiful work the body shop does. My last two SUV’s are the Nissan Rogue. All the service visits have been great. Also we had an accident and brought our 2020 Rogue for repair and Jake and Jay Lee were awesome. I highly recommend Bergstrom on Victory Lane. Gary Soffa

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.

Great service and 24,000 mile warranty. Great down payment. I will definitely be back

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.

Highly recommend. Staff was excellent and very good service. Vehicle was as nice as advertised. Traveled from out of town and they made it a very easy transaction.

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 husband and I recently traded our Tahoe in for a pickup truck. We worked with Justin Brantmeier, and he made us feel like we were in a hometown dealership. As if he had known us his whole life. We were very happy with the service and comfort in Vande Hey Brantmeier it made the 2-hour drive worth it. Thank you all that helped us. KB and CB

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.

Kevin was great to deal with for the recent service on my F-150 . It was done when he said and kept me informed through the repair process . Highly recommend

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.

I was concerned when my charging voltage showed that the battery wasn't charging. I had only seen my vehicle. Do that shortly after I had purchased it, and then recently had a battery replaced, and had forgotten about the feature. To save fuel, it reduces the output of the alternator when not needed. I am thinking now that the last battery I had purchased must have been defective.

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.

Mike Boll was very prompt in returning phone calls/emails and very knowledgeable about the vehicle I was purchasing. I have bought several vehicles from here and will continue.

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.

Kevin and Matt were an absolute pleasure to work with. I was greeted with a smile at the front door when I arrived, and the process was flawless from there. I would highly recommend this dealership to anyone who is looking for a great experience and a great deal.

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).

Very friendly staff and I'm very pleased with my car. Brad was my salesman and Randall handled the paperwork. I would definitely recommend. Thanks, everyone!

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

Excellent experience. Honest people, great prices, amazing service. Would recommend, highest quality vehicles I've seen. I've recommended several family members and close friends here and they've had the same experience. Gave the best financing options and a low price for a 10 year warranty, even gave $2,000 more for my sisters trade in than any other dealership offered.

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.

I experienced friendly service and good follow from at this dealer. Even though I have not purchased the vehicle yet... I will be back soon.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

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.

All of the staff members were very friendly and helpful. I enjoyed that they came in and gave updates on my car. Also very nice accommodations in the waiting room.

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.

All-around fantastic buying experience - 2016 Audi TT - dang near like new - nice people (Trevor) - easy to work with - HIGHLY recommend Greenville Auto & RV in Wisconsin

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!

Service department is great, people nice, clean, they even clean my jeep. The service writers are very helpful. Service was very quick and complete, thanks

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.

Salesman was knowledgeable...Price was ok. Warranty was not affordable or comprehensive. Everything was alright.

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.

Anti-Freeze and oil leak discovered during routine servicing. Called my SD, Nick, at Kolosso Dodge in Appleton to have it repaired. He got me in as quickly as possible based on repairs needed. All repairs completed in one day, to my satisfaction. Nick, as always, was polite, efficient and prompt. They are the best.

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 was very satisfied with the service and the friendly people who helped me. Very customer oriented facility. Knowledgeable and competent staff. No further requests or recommendations.

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.

The staff at VHB is very helpful John communicates well and makes sure that you are comfortable with the work being done. The technicians do a great job of servicing my truck I have never had an issue with the work they have done.

We bought this car for our daughter. Elvis could not have been any better. He was so patient with us and I would recommend anyone looking for a vehicle to go see Elvis. He was a rock star. I was in the car business for 30 years and he exceeded our expectations of how we wanted to be treated. Five Star Dealership and sales person.