Used Jeep Grand Cherokee SUVs for sale near Pewaukee, WI

I initially wrote a bad review a few days ago however this dealership DID all me and we did work out a very fair settlement. I won't hesitate in buying or selling a car f I rm Diamond Jim's. They truly care about their past clients and their client's satisfaction!

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.

Great service department quality workmanship complete professional service. Highly recommend using this establishment clean shop and facility Dan Soto was very helpful would use again

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

I texted back and forth several times with Nayela. She was extremely responsive and helpful. After several conversations, I decided to visit the dealership to testdrive the car that I was interested in. I showed up unannounced, and Nayela could not have been more welcoming and helpful. The manager also came out and talked to me. Unfortunately, I did not buy the car right away, and it was taken that same day by someone else. But my experience with the staff and BMW Milwaukee North was excellent.

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.

This place is amazing that is all I have to say about them Omar is one great salesman and I would recommend anyone to buy a car from them too so I'm giving this place a 5 star to me they are way better than that one of the best and honest dealership I have ever been to

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!

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.

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

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

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.

During our recent visit to Russ Darrow Wauwatosa Kia to check out the pre-owned car options, I was lucky to be assisted by "Brianna Holbrook" —she was friendly, professional, and made the experience enjoyable. She was clearly invested in helping me find the right car from the very beginning, with patience and professionalism, they walked me through the vehicle’s history, specifications, and overall condition, addressing my queries with clear and honest responses, I especially appreciated their transparency about pricing and willingness to accommodate a test drive without pressure. Thanks to Brianna professionalism and friendly approach, I felt confident and well-informed throughout the process. Brianna Holbrook is an outstanding Sales & Leasing Consultant, and I wholeheartedly recommend her to anyone seeking reliable and supportive service. The gorgeous Ford Edge SE is finally here! Huge Thanks to RUSS DARROW WAUWATOSA KIA.

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.

Having recently purchased a 2024 Kia Seltos at this dealership, I can relay that it was a pleasant experience. Kyle Miller knew his inventory and found just what I was looking for, after listening to me. Every effort was made by him and other personnel to assure that I was comfortable and that details were explained to me. There were no high pressure tactics used. Even after my first choice car got sold the evening prior, I was shown a similar vehicle with most of the same features, and at a lower price point.

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.

Excellent always satisfied when I leave the dealership. Salesman Matt Kreckler and Service Advisor Craig Pozarski very efficient and knowledgeable. A pleasant experience as usual.

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 had an absolutely fantastic experience at Russ Darrow Mazda of Greenfield, and it’s all thanks to Jason and Nick. From start to finish, they were transparent, professional, and incredibly helpful. Jason took the time to walk me through every detail of the vehicle I was interested in. There was no pressure, no gimmicks—just honest answers and a genuine willingness to help. Nick was equally outstanding, explaining the financing options clearly and ensuring I understood all the terms. Their customer service is truly top-tier. You can tell they care more about building relationships than just making sales. I left feeling confident, respected, and thrilled with my purchase. If you’re in the market for a new or used Mazda—or just want to work with people who value honesty and transparency—go see Jason and Nick at Russ Darrow Mazda of Greenfield. You won’t regret it!

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!

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!

Worked with Johnny very professional, kind and helpful. Give him a big raise!!! He us great 10 all across the board.

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.

I bought a used truck through Megan jones,great experience,highly recommend her. Very knowledgeable,love my platinum. Thanks Megan and Hieser!

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.

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.

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.

Great service. Both in the sales department and the service department. Have leased and purchased vehicles from them.

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.

Staff very polite, friendly, no pressure and willing to work with me! Facility was very clean! I bought a 2025 Chevrolet Trax. I love it! A+

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 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).

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.

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.

Easy to work with, low pressure, solid information, and overall good people. Shayan Khan was extremely helpful and let me take the lead, answering questions and pointing out additional considerations without being overbearing. Recommend!

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.

Found vehicle through the website, called Boucher and made an appointment to come out and take a look the same day. Was not pressured since I mentioned I had just started looking. Worked out the deal with some add ons that were needed, got questions asked and feel I had a very positive experience.

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.