Used Jeep Grand Cherokee for sale near Oconomowoc, WI under $20,000

I went in for an oil change and came out with a new vehicle. The sales staff are amazing. Friendly, accomodating and efficient. The manager in the service department pays attention to the details. He has been very friendly and accomidating.

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.

Excellent experience with Bernardo!! No high pressure sales and great in depth assistance learning all the features of the vehicle. Bernardo and Matt were very upfront and honest listening to my needs and fulfilling my wishes for my next perfect car! Thanks so much!

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.

Very helpful Not pushy Great car buying experience Very impressed overall and has recommended the dealership to friends

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!

i did my homework prior to our recent purchase of a low mileage used Mercedes. One of my primary information sources was Cars.Com. and the other was Car Max. We visited the Kenosha Car Max and found everyone we had contact with to be professional and informative. We ultimately bought a car from a Mercedes dealer but did sell our trade to Car Max Waukesha. The experience was handled quickly and pleasantly. I would definitely recommend Car Max and their staff.

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.

Just started looking for different car. No pressure. Let us look at our pace and we're available to answer questions as needed. Good experience.

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 needed a car quickly. This was a quick clean deal. Everyone there was helpful and considerate. When I need my next car this is the first place I will look

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!

I bought a 2010 Nissian Frontier 4 wd. Truck is in very good shape. Day after I bought truck raditor started leaking. Took truck back Tom replaced raditor no cost to me very honest great experience will buy again from here.

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

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.

I had an awesome experience at this dealership. Everyone I dealt with was very friendly and helpful. There was no need to haggle over pricing, they were upfront and fair in not only the cost of the vehicle I purchased but the trade in I had was priced more then fair. I live in Milwaukee and it was well worth the trip to Waukesha!!!

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.

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.

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!

My salesperson Kevin Klemz was a great salesperson. Understood what I wanted and was patient while I completed the deal.

So I got a Jeep from The Chrysler,Dodge, Jeep dealership in Deland. Jean was my salesman and he was great! Got me the vehicle I wanted for a great price! I’m very satisfied with my overall experience. 👍🏾

We bought a Toyota Sequoia and noticed a couple of things that were a little off like the mirror the motor was out. They also did an inspection and found the back window did not go down so they ordered all the parts right away. Customer service is excellent! We worked with Jairo and is always willing to answer our questions at anytime taking our worries away. I work in sales and can see the Hussle they put in.

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.

Super easy to work with and when a little issue came up, they handled it very well. Already referred another family member. Decent vehicles and good prices.

This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.

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.

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.

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.

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.

This was my first experience at a dealership, but I did extensive research beforehand, and had an idea of what to expect. My sales consultant, Lukas Hale, was down-to-earth and personable - and I sincerely enjoyed working with him. In terms of finance, they did honor my OTD price, but sales were a bit high pressure and I would like more time to review the fine print before signing.

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.

Ours sales person was excellent, without Cecilia I don?t think we would of made it through the long process. Getting a trade in for our car took way to long. They need speed up the process! Also the finance part was backed way up and also need to speed that up!

This vehicle met all of my needs. Excellent handling in the snow with the Snow setting. It’s a great car to drive in the summer as well. Dual sunroof and cooled seats.

The Lot was clean and presentable, there was plenty of info displayed on each vehicle. We weren’t pressured to buy anything, Gary was very helpful and gave us the space to make my own decision. Once I decided, they made sure the total price was in my price range, and made the final paperwork a breeze to get through. Even though it was a As Is sale, they made sure I had options for after if I had any concerns. Thank you Gary for making it an easy decision and a quick process.

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.

Great knowledge of the car and very helpful getting it financed Very caring people to work with

This is the best car we've ever had! Before my wife passed away, we bought this car (pre-owned), she fell in love with it and insisted on driving everywhere! Since she passed in Sept, 2021, I've been driving it and I LOVE IT TOO! I have some issues with programming/memory, but the dealer assures me they can fix this problem