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

I found Phil Aleio to be very responsive to questions and Kaifer Zulesdorf especially enjoyable to work with. I trust him and plan to trade cars back and purchase future special vehicles. Great experience from a Wisconsin dealership!

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 travelled out of state for my purchase and Brad did a great job at answering my multitude of questions! They had a driver pick us up at the airport(1 hour away), washed and filled up the car. Brad sat down with us helped us find some local eats and got us convict way with ease. Paperwork was quick as well. I can't thank them enough for making this car buying experience very productive and hassle free! Thanks again Brad!

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

Samantha was incredibly polite, knowledgeable, and efficient! She listened to my wants and desires and lead me right to the vehicle I was wanting. She did not try to oversell me which is extremely important to me. She earned my trust and business! I’m not sure I’ll ever buy a vehicle from somebody else ever again! I’d recommend her to anybody! Thank you for being awesome!

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.

What a knowledgeable and professional team from front to back. Never disappointed.

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

Once again, we are extremely happy with our repeat business with Jeremy Weathers and Boucher VW. They never let us down.

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.

I have bought 4 vehicles from Russ Darrow, three from this dealership. You can’t beat them anywhere else! They are fair and truly listen to your needs.

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 service, everyone was very accommodating and patient with me. They took the time to make sure I understood everything from the car and all its features to my maintenance options and finance options. Made the process very relaxed and enjoyable.

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.

Armand did a bang-up job. Truck was delivered as viewed on-line. No surprises when signing paperwork remotely. There was a floor mat missing when delivered. I sent an email to Armand and I had the missing mat in days. 5 STAR approval!

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

My wife and I were looking to upgrade to a comfortable reliable sedan, we narrowed our focus to a MAZDA6. Did a search on car gurus and found a listing for Mazda6 with this dealer. Jay and John were both very nice and helpful. Visits are by appointment only, so we gave Jay a call, set up an appointment to look at the car and hopefully purchase it same day, my wife and I live 2 hrs away from the dealer so I asked some detailed questions about the car over the phone, Jay provided an accurate verbal description of the car so there would be no surprises once we got there. Jay informed me of some minor cosmetic interior/exterior blemishes and that the tires were getting to be well worn. Once we arrived, we met John who had the car ready for us to test drive. John was very friendly and relaxed and also provided helpful information about the car when asked. In person the car matched the description Jay gave over the phone which was reassuring. My wife and I took it for a test drive by ourselves and everything was as we had hoped so we decided to purchase it. 10/10 experience (excluding the 2 hour drive)

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!

Very happy with my jeep! Came in to the dealership not knowing 100% what I wanted . Shannon, and Anthony were very helpful in explaining my options and available features in upgrading my vehicle that better fit my needs and driving habits. My family has bought several cars from Ewald and we know and trust that we are getting a good deal and a great vehicle when we work with Shannon . She is very knowledgable and makes sure we feel comfortable with our decision . We won't shop anywhere else ! The people at Ewald make buying a car not such a headache!

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!

Sought out our salesman from a previous purchase, Mike Glowacki. Appreciate is non pressure attitude and is trustworthy. Both visits were great experiences. Would reccomend Russ Darrow to anyone.

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.

Jen Zaeske We can not say enough about Jim O’Connor, Mark our sales guy and Jim’s daughter Laura! John and I went to JUST LOOK at two trucks for John as he needed to get a new vechicle, as his truck he bought 7years ago from Jim O’Connor was rusting out and the air quit. We where interested in a truck they were working on getting safety checked. They let us wait until the truck was done and brought back and test drive it! Where John and I fell in love and knew it was the right fit for our family! Jim and his team where remarkable and treated us like we were family! You need a vehicle go in and ask for Mark he will take good care of you! Heck if Jim is there he will make sure you are cared for as well! Hands down this is a five ⭐️ dealership!! Jennifer Henke 1

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 went to Jim O'Connor's to purchase a used car, they had so many options to look through and of course I found something that I loved. After I had purchased the car I had run into a couple problems with my car, and they were so helpful with repairing what needed to be repaired and gave me a loaner car to use while my car was in the shop as well. Now, a couple months after I had purchased the car, I ran into some other issues with my used car, went to them for help and referrals for car repair shops, and they offered yet again to help service my car problems. They have the absolute best service when it comes to purchasing car, before, during, and after the process. Anytime anyone asks me where to look at for buying a car, I will 100 percent of the time recommend Jim O'Connor!

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.

Helpful and friendly staff (sales and service center). Made me feel at home and not pressured to buy something I didn't need or want.They even came and picked me up at my apartment in the car I wanted to buy and took me back to the dealership to make the transaction.

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.

I started here as a service customer, since then, I have bought 2 vehicles from the Lynch group. Both buying experiences were nothing short of amazing. Such a knowledgeable, low pressure buying process both times, I’ll never go anywhere else, Mopar or no 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.

Helpful staff, and they didn’t waste time or dilly dally. Gave a good and fair offer on trade in vehicle. Also we’re able to move a vehicle from one dealership to one closer to my location.

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).

Dennis was very knowledgeable and was a great help. I highly recommend shopping with him. There were a few hiccups outside of the sale, but everyone at Van Horn helped make sure things were resolved.

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.

They were able to get me an appointment very quickly. Their Service Department staff are very friendly and knowledgeable. Everything was explained to me very clearly and the billing was exactly what they said it would be.

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.

Amazing customer service from this dealer. Highly recommend. The dealer showed a high expertise and helped a lot with all the paper work and bureaucracy

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.

Robert delivered great service and I appreciated that they were able to transfer the vehicle to the Stoughton location for easier pick up.

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.