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

Absolutely amazing dealership. I will keep coming back for all my car needs and services. They treat me like a person not like the other one on the west side.

  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.

They always treat you like an honored guest. They know my vehicles history and any recalls are taken care of while the oil is changed. And a wash is given with every service!

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.

Not only painless (I hate car shopping) but a complete pleasure. Thank you to all 🤗

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

Great!! Did everything they could to make it a pleasurable car buying experience! Great job to the team at Boucher BGMC

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

My wife and I found the slightly-used Nissan Leaf at Cars.com and were sure that's what we wanted. But we didn't want to drive to Waukesha from West Bend, so we went to the WB Nissan dealership, also part of the Russ Darrow empire, and people communicated and cooperated and the next day the Leaf showed up in West Bend, we took it for a spin, and we're now its happy owners. So a big Kudos for the friendly and helpful sharing of resources. Beats defending your turf(s) anytime.

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!!!

I love my jeep. But my biggest issue is if you live somewhere where it get cold and you don't have somewhere to park it like a garage, be warned it might not let you drive it no matter how long you let it warm up. I have had this for almost 2 years now and both winters I have had trouble with the dashboard lights coming on. Lights like collusion lights, engine, and airbag. The problem is when all these lights come on, it shuts the car off and refused to left you move or change shifts. I will admit the first time it happen, I accidently left my phone charger plug in over night. I have now made sure everything is unplug and off before I leave my jeep. But every time since, when the weather get cold and it still had this issue. I have reported this to the dealer ship I got my jeep from but they say it just the battery volt being low from the cold. But I need my vehicle to work due to my job being one where I work all years including holidays.

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.

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

Been going to Zimbrick in Sun Prairie for years. Great people and trusted! Both in purchase of vehicles and service department. Would absolutely refer to a friend/ relative.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

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

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.

Easiest experience I’ve had buying a car. Definitely would recommend to buy from them.

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.

I recently purchased a car at Kayser and had the good fortune to have Scott Bornick as my salesman. Scott was great throughout the whole experience. Professional and knowledgeable, he made the whole process seamless. This was my first purchase at this dealership and I highly recommend them!

Came out of a Ford Fusion due to lease ending. Getting older, past 70 yearsof age, and my wife thought I would benefit from an suv with a higher seating position for entry and egress. My wife had a Grand Cherokee for 16 years and loved it. I drove it many times and enjoyed the versatility of an suv. Love my ‘21 Cherokee. The right size, great styling and image too. Power beaucoup with the V-6 engine and averaged 30 + mpg on road trip to Arizona and back. Interior is nicely appointed, the leather seating is good quality and comfortable. The Jeep handles well at all speeds and I feel safe and confident behind the wheel.

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

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.

I purchased an 04 Jeep Grand Cherokee from Meeker Hill 3 months ago. I did not necessarily check that everything was working properly when I test drove the vehicle. Tom assured me they do check everything prior to listing the vehicle for sale. Well 3 months later I have not encountered one issue with the vehicle. It has been flawless. In addition, it was one of the smoothest transactions I have experienced. No selling pressure or back and forth on the sales price. Would definitely do business with Tom again.

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!!!

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!

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.

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. .

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.

Just got my 5th RAV Premium hybrid from East Towne Toyota ( had Corolla and Camrys in the past since 1977) Love working with past and present staff: Sam and Ben Lancaster, Gary Cooper, Tashi (5 stars), Andrea Bagley ( 5 stars also) Joel, Jonathan, Rudy ( 5 stars too) and your courtesy drivers like Mike. Even the parts sales team! Regrets if I missed anyone You have good coffee too. Hope I can be around long enough to buy many more quality vehicles going forward. Thanks Toyota ( the Toyota Way - I have that book)

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!!!

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

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.

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.

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

I like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.