Used Jeep Cherokee for sale near Greendale, WI under $899,990

Caitlyn Sadowske and her associates at Ewald Dodge in Oconomowoc made the purchase of my new Durango one of the most pleasant buying experiences I have ever had. She listened intently and communicated throughout the process, focusing on my needs and concerns and alleviating them one by one. She was the consummate professional and I recommend her and Manager Pete Espinoza highly!

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

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.

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!

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 drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

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.

Great SUV...BOUGHT in 2017...good on gas penalty of zip with V6 engine. The start stop stop working last year and found out why.I needed a new battery as went dead this year...now start stop feature works 100 percent. Have low milage 30000 miles or 50000 kms here in Canada. .

We purchased a new 2023 Dodge Charger. We were not from the Milwaukee suburban area but found the model and features we wanted which were not available at out local dealers for the time we were purchasing. The sales, delivery and finance staff were very helpful and considerate. We had not purchased a vehicle in some time and expected to be pressured to lease and purchase numerous extended care packages as part of the purchase. We purchased the vehicle outright with savings we had planned for and the trade value of our previous vehicle. The available extended care options were explained to us and we were free to choose none or only those which made sense for our needs. We have not used the dealer service as the car is new and we are from outside the area but the purchase went smoothly.

Go with the 3.2 V 6 it has plenty of power. The Auto engine stop/start is terrible even if it does save gas it is too jerky

We had an amazing experience buying our vehicle there! John was very friendly and helpful! In all my car buying years, I’ve never been to a friendlier dealership.

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

This dealership is Awesome and easy to work with Will be back! Make sure you get your floor mats.

I have just bought this used Cherokee. 70,000 miles I Like it a lot so far. Except I am having a little trouble with my blind spots. Not used to being so low compared to my Ranger Truck. I have a good upgrade. Pretty good milage. Everybody says I got a good deal and so far so good. Drives very nice.

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

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!!!

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

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

I have had mine for 7 years full time business , now has 118k miles on it.. and paid off. it has worked great and still operating. I got the service contract and the dealer has been great, exceeded the expectations in all areas. All the dealers I spoken with have been very supportive. Well worth having this jeep. I would buy one again.

3/3/2025 I bought a another car from Honda in waukesha David has helped me out again and disappoint me. David was so kind and understanding and didnt pressure me in to anything. If you want a car Wilde Honda of Waukesha is the place to go to. Ask for David trust me you will not be disappointed. Wilde Honda always goes above and beyond in helping there guests get the right car for the right fit. Thank you David again to all the staff great Place !!! :)

About a month, so far so good. Bought warranty. The interior is NICE and honestly I fell in love with it on the first drive. Drives REALLY NICE. Has a lot of options that cost a lot of $$ on other brands. Feel like it’s a solid vehicle. Coming from VW it seems like you get A LOT for your money.

Bought a 2024 Kia Sportage Hybrid over the weekend. Our salesperson, Marvin Cameron, was very good. He understood our requirements and showed us all the cars we were interested in. He did not pressure us into buying a different car, adding unnecessary options, insurance, etc. However their business manager was a jerk and rude. Came across as could not care less whether we bought a car or not. Did not answer questions courteously and pressured us to prepay for maintenance which we promptly declined. There was a little bit of a good guy bad guy act between Marvin (good guy) and the business manager (bad guy). Marvin told us the interest rate was lower than what we finally received and Marvin also told us more free oil changes were included. The business manager blamed Marvin for being misinformed. Not very professional of him either. They did not budge on the price either. We paid $501 less than MSRP. Would recommend the dealership and Marvin but please pay attention to details

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

Very pleasant auto buying experience. Great people to talk with and fair in their negotiations. I pointed out a scrape on the vehicle and they made a fair adjustment. It was the perfect buying experience … until I woke up this morning. I went out to wash the bugs off from driving home the night before and found several breaks and cracks in the grill and fender that I didn’t notice when I bought it the night before. They of course didn’t point them out to me. All I can say is, “Shame on me,”. My responsibility for not looking it over more closely. My bad not them. Buyers Beware! Look over every inch, twice. Everything is made of plastic these days.

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

Had a wonderful experience purchasing our new vehicle. They were able to find the exact car we were looking for and got us the price we needed! Highly recommend working with Luis and Musah! Will be coming back for sure!

Great gas mileage an very comfortable car. Love the different gears to shift to for us snow. Very reliable only thing for service oil changes

9/27/2022 - Rick P. at Kenosha Toyota is a great person. He is an honest and straight forward specialist, providing me with all the information available. There is no pressure in buying anything there. They are always very social able and you always feel good leaving the dealership whether you buy a car there or not. Their customer service is great and it is what all car dealerships should be like. My old Rav4 just had a blow head gasket. I urgently needed a new car. I went to multiple dealership nearby and was expected to pay over $10,000 in fees that was not unnecessary. Mark up fees of $4,500, ceramic coating (that it is already applied at the manufacturing plant and I have to pay for it) service fee of $1,800. I was very upset leaving those dealerships knowing well that they were screwing me over for bogus fees even though I didn't buy a car there. At Kenosha Toyota, I couldn't be any happier. I purchased a car that I felt good paying for it. I felt good that I was not screwed by them and felt the pressure to buy. If you are looking for a new car, see what Kenosha Toyota has in inventory and visit them first before you go to the other dealers. I hope that Kenosha Toyota continues to provide this great customer service and Thank you Rick P.

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

Great experience. Kim was very helpful. I bought a car out of state. I had Lemon Squad inspect the vehicle and got a great report from them. Vehicle is used but was well taken care of.

the car is largest enough to haul baseball equipment around, yet easy parking and handling. i like the interior and the room. the seats are very comfortable

Each person I interacted with from the service advisors to the shuttle driver, was friendly, and helpful. It certainly made a stressful experience more enjoyable. I felt like a valued customer the entire time.

Would recommend this vehicle. Overall very good value and has proven very reliable. Sorry to hear it is being discontinued Jeep had a winner and what I thought was a great tweeter between the Compass and Grand Cherokee.

Sales person was extremely helpful and friendly. She is very knowledgeable about the features of the vehicle and patient in showing us how things work.

I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.