Used Jeep Grand Cherokee for sale near Juneau, WI under $1,000,000

It was very refreshing to see a dealer that actually had a lot of inventory, although I didn’t buy anything from them at this time I will definitely be back for further purchases.

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.

The sales team did a good job, Dan did a great job showing us vehicles and was knowledgeable. They went above and beyond to find us a vehicle from another dealer after the car we selected was sold the same day. The unpleasant part was working with the finance guy, who overall seemed like a nice guy, but was unrelenting, almost obnoxious on pushing for the service contracts, after multiple "no's". My wife and I were being patient and considerate, but it did leave a bad taste, on what was a pretty positive experience. Ashley was also very helpful and prompt communicating and Justin was always proffesional. We would return, but not put up with the stuff outlined above.

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

Follow up review on 2015 online Suburban purchase. Dealership went above and beyond to make things right and actually took responsibility for the items that needed attention. I went from never going back there to being their number one fan. Great customer service after the sale! Great working with you all!

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.

Everything went smoothly with our purchase from start to finish. Very friendly and helpful staff!

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.

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.

Kayser Chrysler Center of Watertown Inc. gave nw superior service fron beginning to end.

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!

Excellent Sales Consultant - Gabriel Dykema. Worked with me for over 5 months to find the right car for my spouse and we couldn’t be happier. This was our second purchase for this location mainly due to the sales support and service (Roger) that they provide.

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.

Good service. Great Service Manager! Always pleasant!

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).

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 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)

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.

Awesome customer service! Fair prices, clear and precise information. Done exactly as informed. Very satisfied always. I've uses! them many times. Always happy. Great

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 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.

By far the best car buying experience I've ever had in the last 30 years. Very respectful, kind, helpful. From the salesman Bruce, to Doug and even the finance guy Jim. Special thanks to Tanner for taking the time to show me all the bells and whistles I might not have even found! And the service tech that help answer my questions. I will be going back if and when I ever need a new vehicle.

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.

Nice buying experience. Wonderful salesman . Got my car I wanted. Would recommend this Russ Darrow Dealership for anyone wanting a nice vehicle. Very nice car !!!

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

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

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 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.

So far above and beyond what I could have expected or even hoped! Before I was able to drive my new purchase home, Legacy Auto wanted to, as is their practice, go through every inch of the car replacing everything that seemed in need of being replaced, regardless of whether an actual safety issue or not as might come out of a cursory safety inspection. I wasn't surprised yet I was a little disappointed that it would take a while for their shop to get my car in for the inspection and corrections, primarily because my insurance company could not cover my rental car for as long as it would take but, Legacy Auto provided a loaner so I at least had a car to drive away with and use until mine was ready. That though turned out the be the least of the professionalism in the service they provided as the cost out of their pocket that they put in for parts alone for issues they dealt with, far beyond any safety concerns, was 10% of the agreed-to price in the first place! They put in 10% of the price of the car AFTER I had already paid for it. In any other dealership I have experience with the best I could have expected is a legally required safety inspection and a detailing of the body and interior. I had to drive about 45 minutes to reach Legacy Auto but the time and effort was more than worth it!

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!

Outstanding customer experience. Thanks to Shelby for direction. Chris in sales for being prepared and staying late. Drake for direction. And finally Jeanne Holtz. I hope I spelled it right. Thanks all!

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 had the pleasure of interacting with Adam Oswald recently. Though we couldn't come to an agreement on a purchase, I found him to be of very high integrity. I would like to recommend him to anybody who would be in the market for a new 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.

Joe was awesome about taking and sending videos of the brand new Grand Wagoneer that they got on the lot before photos were even available online. We stayed in close correspondence and in less than a week, we called the new vehicle "ours." We had a. great experience with Joe and the team at Russ Darrow West Bend.

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.