Used Jeep Cherokee for sale near Watertown, WI under $1,000,000

Worked with Himmy (car sales) and Denis (finance) in regards to our recent purchase of a 2023 Nissan Armada. Himmy was very professional and transparent during the negotiation process. Denise was very helpful and knowledgeable. Throughout the entire process the team at Boucher Hyundai ensure all questions were answered and helped to streamline the purchase and trade-in process. Thanks and would purchase another vehicle from this professional dealership.

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

Everything was great! Started out with Josh (who could not be there the day we could come), so Michael helped us and answered every question we had. Felt great about the deal and we thank Michael (and Josh) for everything??

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

The team didn't stop trying until they made my dreams come true with my new purchase! I was also able to trade in another pre-owned vehicle, which my daughter loves. Thanks guys!

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.

Went there to test drive a car and after it was done I didn’t get the full court press. It was awesome. I would definitely recommend!

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.

Very easy to work with and I had a good test drive. Salesman Bob was very helpful.

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.

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 !!! :)

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!!!

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!!!

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

I was very happy with my entire experience at this dealership ship. The entire staff from the sales manager, salesman, service manager and master mechanic were all very friendly respectful and professional. I would highly recommend this dealership to anyone looking to purchase a vehicle.

We purchased the same night a wrangler sport JLU 3.6 manual trans and this Cherokee Limited with the same engine and the 9-speed automatic. And oh boy, these cars were completely different despite having the same 3.6 Pentastar engine. Launching the Wrangler was never an issue. Launching the Cherokee and even more reaccelerating was truly painful and required a lot of preparation. Sometimes, the transmission would take few seconds before downshifting making the throttle response slow at best. Other than that, the car proved to be reliable and was extremely silent and very well equipped. I would recommend that car as a commuter for someone who is not seeking any driving fun. For families who enjoy long trips, there are better and more responsive options out there.

Great experience! Answered all my questions and helped me figure out what option was best for me.

Ordered new , love it so far , I went with the 2.0 turbo , far more responsive than expected , this coming from a life long V-8 driver . Went with the Lattude Lux model , came with many standard feature & we added everything else on the option list , the sun & sound package with the panoramic sunroof and this premium Alpine sound system is awesome . Just wish they would offer more interior colors , had money added in the deal so we could install a differnet color Katzkin leather interior

I had an outstanding experience working with Ty on my recent vehicle purchase. He was consistently responsive, knowledgeable, and never pushy throughout the process. We don’t purchase new vehicles often, but when the time comes again, I will certainly return to Ty. I highly recommend him to anyone looking for a straightforward and positive buying experience.

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 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.

Best car buying experience I've ever had. Brennon was courteous, professional and explained everything very well Thank you G and C from Baraboo

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

Friendly and accommodating. Our salesman was Jeff Schultz and he was helpful and answered our questions. The car had been cleaned up great and what needed fixing was done. Our first purchase of a used car and it was 5 star!!

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. .

The difference between Skyline and larger dealerships is like night and day. After getting the run around with Madison Dealers I was lucky to find Skyline and Martin. I arrived and drove 2 cars, picked 1,a 2008 Acura TSX went into the shop and paperwork for taxes, registrations etc. was done at no cost. I gave Martin a check and drove home. Now 4 months later I have had zero issues with the Acura TSX and am extremely happy to have found Skyline. I recommend Skyline to anyone who wants a good, reasonably priced car, while dealing with an honest man.

The vehicle is perfect for me....This is my second time buying a car through Music City Autoplex and each time I have driven away completely satisfied. David Beasley has made the purchasing process seamless and smooth. There was no gimmick or trickery like most dealerships...just pure honesty and me driving away knowing that I got a great deal. I bought this red Equinox a year ago with David's assistance and this Jeep, Chocolate, two days ago, again with David's assistance. Many places prey on woman purchasers and try to force us into deals that will hurt us in the long run. Not Music City Autoplex. If you are looking for a great deal and good people to help you purchase your dream car....stop by and ask for David...let him know that me and Chocolate are getting along just fine. Happy Shopping!!!

Amazing from start to finish! 5 different people checked with us as we were waiting. Salesman had a lot of information to share on our vehicle. Financing and warranty was a pleasure with no high high pressure sales at any time. We will go there again!

Purchased about 2 months ago. I have taken it on highway trips and driven around town. Very comfortable ride and it looks great. V6 engine is very responsive. I am averaging about 31 mpg so far and am pleasantly surprised by this. Only wish it had a bit more cargo space making it easier to get our 2 bikes inside without having to take the front wheels off. Also, chip shortage cause rear park sensors to be left off of this build. Overall very pleased

A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.

Late review, We bought a Jeep Cherokee Latitude from this dealership this summer. The Salesman Adam, and Service manager were outstanding! Test drive vehicle (unfortunately on a rainy day) didnt hear or discover any issues. Took car home and next day discovered very noisy road noise and undefined noise from front of vehicle. Working with the team to discover the problem althought time consuming was a far more pleasant situation than expected. The entire time the team worked on the issue provided constant interaction, communication and updates. Just wanted to assure the team that I was completely happy and AMAZED that the situation was taken care of professionally. Thank You Gary Gregory

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.

Friendly, professional staff, as usual. Wait time was as promised. Waiting area was clean and quiet with proper mask etiquette. Good cookies and coffee. Successful visit.

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.