Used Jeep Grand Cherokee for sale near Menomonee Falls, WI under $50,000

Very happy to work with them to purchase my car. Polite and cheerful to deal with. Very helpful.

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

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.

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.

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.

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

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).

Brian was pleasant, not what I was expecting. The whole process was fine. I did not buy a car off of the lot, but if the right one showed up I would consider it.

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 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.

Excellent service team, clean facility, very fair pricing. Took the time to understand my concern, address the situation, and provide the needed service without any inconveniences.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

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.

The best most trustworthy people you’ll find. They really have a passion to serve their customers. I’ve done business with them for decades. They are just great people.

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.

DAN the best person to go to and sign ur contract 3rd contract fast and easy I really recommend these place for u to purchase ur vehicles good inspected vehicles

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.

we just purchased 2016 Nissan Altima for my son it was very smooth buy Casey was helpful the price was good, but we ask him to give us discount we want the car, so he did, make us happy, my son like his new car and we like GS auto sales for their service

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.

The auto house staffs are very friendly, very patience, and put no pressure to clients. I could have buy a car if there the one of my option is available. I am hoping to visit the shop again when see another one comes in.

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 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!

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.

Unexpectedly Surprised! Jim, aka Turk, the 2nd generation owner of Diamond Jim’s is a 10 out of 10 and if the scale was out of 100, he would be a 100 out 100. Here’s my story: I have had over 35 Corvettes and had been looking for a 2015 Corvette - Daytona Sunrise Orange Metallic - convertible - 7 speed manual for 18 months and finally found one and it was at Diamond Jim’s in Milwaukee, WI. I called and spoke with Jim and he suggested that we FaceTime and we did for it a good 20 minutes. Car was great except the tires were a little worn … not a problem … I put a deposit down and scheduled a flight from Southwest Florida to Milwaukee with the plans of driving it back 1,430 miles! 🤪 I have never flown cross country to buy a car before so I was a little nervous to say the least. We arrived at Diamond Jim’s and met Jim … the car was everything he said it was and better (fair price too)! This is when things turned to the unbelievable and quiet frankly, shocking … Jim said he felt uneasy selling me the Corvette with the slightly worn tires so he replaced them with brand new OEM exact factory replacement Michelin tires!! I have another, identical Corvette and recently replaced the tires on that one for a whopping $2,000!! 🫣 Jim apologized for not giving me a full tank of gas (it was 1/2 full) … I said, “Let me see, a full tank of gas or $2,000 worth new tires!!” He laughed and said the construction in front of his dealership prevented him from filling up the tank! He’s a true gentleman. Then, to add to this amazing person that I just met, Jim called us about 2 hours later during our drive home making sure that we were doing OK!! Lastly, we plan on buying another car within the next year and there is no doubt that we will call Jim, take his word for the description of the car, pay for it and ship it to Florida … we drove the 1,430 miles in 28 hours and we don’t plan on doing it again! 😁 I have been buying cars since the late 1970’s and I have never had a better experience than I did with Jim at Diamond Jim’s and I give them the highest recommendation possible!! 👍

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 !

Lilly gave great service, she offered me snacks & drinks. She was very nice & answered all my questions!

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.

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

Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating

Responsive, clean, nice and informative. Highly recommend! I've now entered hte world of IV

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.

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.

Alex did a great job assisting us with our vehicle purchase. Our finance gentleman was great as well. Highly recommend Ewald.

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.

It was great everyone was friendly and Nick had help me with my xm radio. I would buy another Ford again at Boucher!!

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.