Used Jeep Cherokee for sale near Winchester, KY under $899,990

They are in Kentucky and we are in Oregon and a car on their cars.com list was exactly what we had looked for for a long time because there are so few of them. All our questions were answered in a timely way and they did not sell it to others while we negotiated for it. They helped us find a shipper and took pictures of it before it left. It arrived here in perfect condtion and was everything that we asked for. They even overnighted the temporary license that the car needed to be driven here. They were an outstanding dealership to deal with and we are so happy with this "new" car all the way from KY to OR!

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.

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.

Buying a vehicle online can be a bit nerve-wracking, but Dan Cummins made the entire process smooth, transparent, and surprisingly personal. I purchased my Jeep entirely over the internet, and from start to finish, the team was fantastic. They were honest, responsive, and incredibly kind throughout the entire experience. Every question I had was answered quickly and clearly, and they never made me feel like just another transaction. What really impressed me was how much care and attention they put into every detail—photos, descriptions, paperwork, and delivery were all handled with professionalism and integrity. Even from hundreds of miles away, I felt completely confident that I was in good hands. It's rare to find a dealership that combines online convenience with genuine human connection, but Dan Cummins nailed it. They went above and beyond to make sure I was comfortable and happy with my purchase—and I absolutely am. If you're considering buying a car online, you won't find a more honest and caring team than the folks at Dan Cummins. Highly recommended. Wayne.

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.

My salesman Isaiah was great. Him and Josh got me in the truck I wanted. Sale was great and professional.

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

Tina sold me a challenger and by far best saleswomen helped so much and was very patient highly recommend soon as I seen the car they were there to help the whole way through

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.

EVERYONE WAS VERY HELPFULL AND WILLING TO HELP WITH ANTHING THAT WE NEEDED TO GET DONE .

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.

Just purchased a new 2026 Ram 2500 Laramie from Nick Brady at Dan Cummins. It is my second Ram I’ve purchased from them and my 4th Ram truck I’ve owned. Fantastic experience from start to finish. I won’t shop anywhere else for a Ram truck

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

It was great. Only took about 30 minutes. I took my suv in for routine maintenance check and they did a great job. Pretty efficient all around.

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!!!

Dre is awesome, I am still in process of buying but so far so good. Just waiting on some stuff to finish my deal. Love the 2023 Nissan Rogue.

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.

Bought a Dodge Challenger from Glenn and the staff was very helpful and willing to work with me. Thanks to Al Caleb and Dudley to get everything done in a timely manner.

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

Went there today with my wife to buy our daughter a good reliable car. Justin Furnish was very professional and took the time to answer all of our many questions. Got us in a great car. Will definitely be going back for future purchases.

Love everything about the car the color the room in the interior the pick up the ride and the options are just excellent I am so excited to be able to take a road trip soon

They worked us in due to changing circumstances.Such nice people to deal with!They always take really good care of us!Everything is always clean!

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.

Jimmy is awesome! I drove over 4 hours and he made the process as seamless as possible. Very personable and a pleasure to work with! I would definitely recommend!

  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.

Awesome experience. Coming from out of state they made it quick and easy. Would definitely recommend.

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

My service person Jose was excellent about keeping me updated about my car. Jose is caring. He's a great addition to your establishment. The car itself is a different story.

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.

Worked with me, and made me a deal that was worth it! Will definitely shop 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.

Great experience and worked with me When no one else Was and gave me a good deal recommend to anyone looking for a car and a deal

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.

Tim Barnes was our salesman and he is a super guy to deal with,all the employees was superb this dealership is top notch A++++

This car met our expectations as far as looks, good gas mileage, comfort and reliability. It performs well in town and on the road. Excellent choice on our part!!!