Used Jeep Cherokee for sale near Chestertown, MD under $25,000

5 star! Staff is great. They aim to please. Service is fantastic and Adam Newton was very professional. His expertise is stellar! Such a pleasure to be around caring people who take pride in their job. Thanks so much. Pat T. Sanford, NC

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.

Kenny and Brock and the rest of the team made our purchase painless and easy. No pressure, no xx. Great selection of cars to choose from. Highly recommend AutoNation Knoxville!

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.

Employees are not pushy, very understandable, fast service. Even had to talk to the parts department and they are the best. Bought our new car and it took less time then we thought. Highly recommend Webb Chevrolet.

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.

Jason Thomas was an angel. He made sure the process was smooth, Great service! 10/10 I 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.

The Whole team at cowboy dodge is great as usual, thanks again sales team members.

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.

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

No surprises, just a straightforward buying experience. They responded to inquiries in a timely manner and lived up to their promises. We drove from western Kentucky and it was worth the trip.

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 the pleasure of working with Harley Williamson at Rusty Wallace Kia Alcoa, and I can't say enough about the exceptional experience we had, even though we ultimately didn't purchase a car. From the moment we walked in, Harley went above and beyond to understand exactly what we were looking for, which was a very specific set of features. He took the time to listen, never rushed us, and kept us informed throughout the entire process. Even though we didn’t find the perfect fit this time, we were so impressed with how respectful and kind Harley and everyone else at this dealership was. They truly made us feel valued as customers and helped us explore all our options without any pressure. Their professionalism and willingness to go the extra mile really stood out. We would absolutely recommend Harley Williamson to anyone looking for a car, and when we're ready to buy again, we will definitely consider going back to Rusty Wallace Kia Alcoa. A wonderful experience all around!

  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 dealer onsite experience I’ve ever had. Ana was great to work with. She was detail oriented and prompt. I’ll buy here again.

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.

Curtis is super helpful and one of the best customer service I?ve ever experienced.Night and day customer service from the previous company I used to go to.

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.

Bought a car with Pedro! He was a pleasure to work with. He was not pushy and informative

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.

Dealing with Kelly Automotive was easy. We purchased a jeep from Bill Hav who was very easy to deal with, and low pressure. If you’re in the market for a vehicle I would highly recommend Kelly Automotive and Bill Hav.

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.

Calvin and Curtis went above and beyond. They made me feel like family. Listened to my needs and gave me everything I was looking for. Highly recommended

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

Outstanding customer service, really made me feel like they were going to do everything to satisfy everything all my request that they could do within their power

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

Friendly, knowledgeable, and just great. I would recommend this dealer and salesman to anyone looking for a vehicle.

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 !

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.

Collin is my sales person. Came in shopping truck not only did he guide me to the right truck but he also got me a great deal and I can call him at anytime knowing that he will respond.

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

From the moment I walked through the door, I was treated in a respectful, appreciated, and caring manner. Aly Contractor and Chris Rhodes took great care of be me and got me in the truck I wanted. The entire process, from beginning to end, was great. I will definitely be return to by my next vehicle. They know how to treat clients! Don?t bother going anywhere else. I went to a few other dealerships prior to going to AutoNation and the differences in how they treat you is drastically different?. For the better. DO NOT go to Al Hendrickson? they definitely don?t know how to treat people?

I’m thankful for the out standing help I have received from Mr Henry James and Mr Chad Bastia it was a pleasure doing business with you both.

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.

Sales person was awsome , even offered his number and help after the purchase was done

A few years ago I bought a 2014 Jeep Cherokee Latitude, at the time it had 24,000 miles. Today it has 68,000, at the time it was a really good upgrade from my last vehicle, a 2005 Dodge Grand Caravan. I loved the comfortable cloth seats, the V6 engine had tons of power for commuting and good gas mileage (I've gotten over 30 on the highway). After 5 years of owning my Cherokee it has never let me down, it has only gone into the shop for a CV Axle, which Chrylser had paid for most of, and tires. Now that my Jeep is going on 7 years old, I'm in the market for another car, I've not even considered anything other than a 2021 Jeep Cherokee, especially because I am considering leasing and lease deals are awesome with Jeep / Chysler.