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

Jen Zaeske We can not say enough about Jim O’Connor, Mark our sales guy and Jim’s daughter Laura! John and I went to JUST LOOK at two trucks for John as he needed to get a new vechicle, as his truck he bought 7years ago from Jim O’Connor was rusting out and the air quit. We where interested in a truck they were working on getting safety checked. They let us wait until the truck was done and brought back and test drive it! Where John and I fell in love and knew it was the right fit for our family! Jim and his team where remarkable and treated us like we were family! You need a vehicle go in and ask for Mark he will take good care of you! Heck if Jim is there he will make sure you are cared for as well! Hands down this is a five ⭐️ dealership!! Jennifer Henke 1

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.

Found and fixed my oil leak and got me on my way in about an hour! Fair price and a great service advisor who walked me through everything before starting the work! Thank You Steve Buczak! Thank you also for the free car wash!

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

I started here as a service customer, since then, I have bought 2 vehicles from the Lynch group. Both buying experiences were nothing short of amazing. Such a knowledgeable, low pressure buying process both times, I’ll never go anywhere else, Mopar or no car!

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 received a letter from Nissan alerting me that my current lease would be expiring soon and to come in and review my options. I’m very pleased with the T&Cs of my new lease and my 2024 Altima I drove away with in just one meeting Thank you George for listening to my needs and providing this beautiful 2024 Altima

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.

I travelled out of state for my purchase and Brad did a great job at answering my multitude of questions! They had a driver pick us up at the airport(1 hour away), washed and filled up the car. Brad sat down with us helped us find some local eats and got us convict way with ease. Paperwork was quick as well. I can't thank them enough for making this car buying experience very productive and hassle free! Thanks again Brad!

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

Everyone was very helpful and informative. Also was always able to answer the numerous questions I had as I had never bought a car before

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 looked at close to 400 trucks on line at 4 different sites. Auto House had the most reasonably priced truck in my price range. It was very clean and in much better shape than the others I looked at. The owner and all the staff were very nice and a pleasure to deal with. I did have a problem with a service engine light. They fixed the problem in a timely fashion. I will be back when I need another car or truck.

Purchased my 2007 Grand Cherokee Laredo with 87,200 miles and am proud to say this Jeep is the best vehicle I’ve ever owned. At 192,500 miles and it still runs beautifully and has withstood New England weather.

This Car Dealership is a Wheel-y Good Time -- and So's Their Salesman Brandon! I recently had the pleasure of working with Brandon at the car dealership and let me tell you, this guy is the real deal! He's got more car knowledge in his pinky finger than most people have in their entire brain. Plus, he's got the charm and friendliness of a golden retriever. If you're in the market for a new ride, skip the other guys and hit up Brandon at this dealership. He'll treat you like a dear friend (and maybe even sneak in some car jokes).

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.

Impeccable Serice Jeremy Simonson, Brandon Gilsch were incredible. They handles my issue with the utmost professionalism and speed. They took the time to investigate and take care of my issue.

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.

Lynch and their entire team is amazing. It is very clear that some people here (and on other sites) are more worried about trolling other people / people’s businesses than they are worried about themselves. If you actually understand that dealers have to make a little money to stay in business, then all is well. If you are one of the miserable “whiny” customers out there then just work on it yourself or buy it on-line!

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!

When I got there, I was told that the asking price for the car had been increased by $2500 because of some work they had done with the safety systems. I could obtain no more detailed explanation. I ended up buying it based on the originally posted price. I was a bit disturbed, but I know it wasn't the idea of the salesman, but more the idea of the sales manager who knew I was very interested in the car. But the salesman was wonderful, as was the financing guy. (I ended up not getting the extended maintenance or their financing, but he never pushed a thing.) It's too far away for service but I'd go back there for a car1

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.

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.

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 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.

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!

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!

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.

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 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 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.

Andrej was great and found me the perfect vehicle to suit my needs and get me the truck I wanted

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 !

Tyler and Austin were great, very helpful in figuring out the best deal and terms for a new Wagoner. And great guys.

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.