Used Jeep Grand Cherokee for sale near Windsor, WI under $899,990

I went there with my son last Friday after we left the Lexus dealership nearby. We were helped by a young man named Marco Damiani, and I thought that he did an excellent job of making us feel comfortable and showing us what we were looking for we went on a test drive of a couple vehicles. We didn’t buy anything at that time, but we are still thinking about it and if we decide to go there again, we will find Marco.

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.

Dealt with Charlee and the experience was first class. He didn't hesitate answering any and all questions/concerns and would definitely buy again. Nice clean dealership

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.

I used John Bridgman to buy a used Accord. The transaction was actually rather enjoyable. I was apprehensive buying from a dealer other than Honda but quickly realized that these people are fair to deal with. The dealer finance rep treated me good too. He explained the optional warranty and it makes a lot of sense to me so I am covered for the power train stuff until I hit 125,000 miles. That'll take me years. I endorse John.

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

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.

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.

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

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.

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 have been looking to buy a good used vehicle, and settled on Kayser Dodge in Sauk. Mike Bennet was my sales man, he was honest and very polite. And easy to work with. Thank You!

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.

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.

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.

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

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.

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 !

Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.

Can't recommend this dealership enough. Everything from my salesperson (David) to paperwork was great. Very professional and understanding. If you're looking for a Toyota, look no further!

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.

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.

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).

They just got a Jeep in on trade and were able to deliver it the same day we looked at it. Terry is a great salesman and a pleasure to work with. I recommend him and Don Miller Chrysler for a great buying experience.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

Starting the process for looking for a new to us van and CarMax was one of our stops. They had one we were really interested in, but between trade-in value and non-negotiable pricing (which we knew in advance) we realized it wouldn't fit our price range. Ryan was responsive, but not oppressive.

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 travel alot and rent a lot of cars so i review for possible purchasers. I give the grand cherokee a 8 out of 10. Truck feels very confident and rides well. Id consider purchasing one if it wasnt for one thing…. This car is WAY to heavy for a natrually aspirated V6! The 3.6 is very sluggish and cannot get out of its own way. They need to put a twin turbo in it. Otherwise i would have rated it a 10. Other than slow get up and go… its a winner.

The difference between Skyline and larger dealerships is like night and day. After getting the run around with Madison Dealers I was lucky to find Skyline and Martin. I arrived and drove 2 cars, picked 1,a 2008 Acura TSX went into the shop and paperwork for taxes, registrations etc. was done at no cost. I gave Martin a check and drove home. Now 4 months later I have had zero issues with the Acura TSX and am extremely happy to have found Skyline. I recommend Skyline to anyone who wants a good, reasonably priced car, while dealing with an honest man.

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.

We had a terrific experience purchasing a vehicle from Kaysler Chrysler in Sauk City. I dealt with James over the phone and he was very courteous and not pushy at all. He was not going to be available the day we were going to the dealership to test drive the vehicle so he put me in touch with Dante who was just as pleasant and good to deal with. Steve in the financial department was just as good as the salesman. Overall great experience and would recommend this dealership to anyone looking to purchase a new vehicle!

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.

I worked with Keagen Strabley on a car purchase from out of state. He sent pictures/videos and talked/text to get the deal done. He even arranged delivery because I was traveling and couldn’t get to the store. Great communication and super excited about my car!

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.

I worked with Aaron A. and he was very pleasant to work with, and him and the team at Goben made things go smoothly!

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.