Used Jeep cars for sale near Chestertown, MD

The associate was very professional, polite, knowledgeable and timely. He provided an excellent customer service!

Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.

Brian Perry and Jeff Bejna provided excellent service. They were very honest, accommodating, and I felt at ease during the whole buying process. I highly recommend Heritage MileOne!

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

I had a great experience starting 2026 by working with Ulysses Gonzalez to buy my 2019 Highlander XLE from Koons Toyota Annapolis!! From my first call to ask about a vehicle newly posted online, it was clear to me that I was VERY lucky to have randomly reached Ulysses. First, he made it easy to follow up on the vehicle I was interested in. That was a very good sign! Then he explained that he was there to help me in any he could to reach a good decision that worked for me for this major purchase, and that “concierge” level service was the approach of their entire organization across the board. From my perspective that is how it played out! Ulysses always listened to me and then was available nonstop to answer my questions and find creative ways to make the logistics of deciding on a car work for me even though I live 30 miles from the dealership. And throughout the process, he and everyone else who he pulled in to help me (in the service department, for the financing, etc) were great people! I would highly recommend Ulysses and this dealership to anyone.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Hello John, I'm so glad that you're back with Heritage VW. Thanks for doing a GREAT job getting me into my 2024 Atlas yesterday. You really made my day. You've always worked with my family in getting us an payment that we can afford monthly. My sister is going to be seeing you soon. Please keep up the good work with your excellent customer service. *********

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Easy and laid-back, let me look at the cars and make my own decision, then assisted me expertly through the whole bone process. So, so calm and laid-back. My kind of place.

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

I had the pleasure of working with Karla Araujo at Ourisman in Dundalk, and I couldn’t be more impressed with her exceptional service. From the moment I walked in, Karla was incredibly professional, knowledgeable, and attentive to my needs. She made the entire process of purchasing my 2018 Jeep Renegade smooth and enjoyable. Karla went above and beyond to ensure I was fully informed, answered all my questions, and made sure I was comfortable with every step. Her flexibility and willingness to accommodate my schedule and preferences truly set her apart. It’s clear that she genuinely cares about her customers and strives to make the experience as seamless as possible. I highly recommend Karla Araujo to anyone looking for a stress-free car-buying experience. Her dedication and outstanding service make her a true asset to Ourisman at Dundalk!

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

Cool and awesome staff amazing service from the cashier Danielle I love Honda amazing experience

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

We have purchased four cars from Jones in the last 18 months. I would highly recommend seeing Athena Torres, she’s amazing!

I have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!

?????????? ?The service department was outstanding! From the moment I arrived, the staff was friendly, professional, and efficient. They explained everything clearly, kept me updated, and had my car ready sooner than expected. Exceptional service?I wouldn?t take my vehicle anywhere else!? Thanks Jeremy & Blake!

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

William goes all out for his customers and above and beyond, I appreciate the hard work and dedication that he did.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

I purchased a Nissan rouge, told the dealer what I want in my rouge and they found it for me. I also purchased a camero. Professional staff. I will always get my cars from Carmax in Whitemarsh

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

Adam was excellent salesman. He was interested in what our thoughts of buying a new car. He treated us like friends.

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

It was another good experience at Car Max White Marsh. I bought a car back in 2001, which was a good experience, so this time I returned again to Car Max. Everyone was friendly and knowledgeable. Thanks Carmax...keep up the good work. Peace, Jan

Bought my used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.

Texas Greg was the best to work with! Would recommend him to anyone looking for a vehicle.

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

My wife and i bought a Toyota Rav4 2025 yesterday 01/31/2025 from Ourisman Toyota in edgewoodmaryland. Initially, Briscoe and i have been talking through phone and text message for 2 weeks this guy is wonderful,he is such a wonderful guy.He was accommodating and worked with us through to find suited and beautiful SUV I also had the pleasure of working with Ron J., who assisted with my vehicle financing. I also want to thank and appreciate The manager Ron Jackson for his help in guiding us through the paperwork. Every employee I came in contact with at the dealership was professional and helpful. Overall, I would recommend this dealership and its staff to anyone interested in buying a vehicle.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

Terri Anistead was a warm, professional and wonderful salesman. I was impressed with the no mess no fuss flow of the overall process. I was able to say what I want to put down, what price range I want to stay in. Terri followed my ques and not the other way around. What a pleasure. I had a family member go through drive time and I was not sure if it was a good choice. I can see why they picked Drive Time. Thumbs up!

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

Great place to purchase a car.George did a great job.He was very helpful and had the car ready to go the day I had a appointment.I would buy from Hertz again.

Outstanding service writers, I have ALL service on my truck done at Adams. Feels local and as if they always know you. From time constraints to emergency service they have always strived to meet my needs as I use my truck for business use. Could not be happier with the Team at Adams Chevrolet!! Thank you for taking care of my business truck and always understanding my expedited needs.

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.

Kent County Motors is a great place to shop for a new or used vehicle. The salespeople are attentive and patient and work with your budget. They aren?t pushy or try to get you to overspend. They talk to you like a person, not a dollar sign.

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

Staff is courteous and very efficient and knowledgeable. Clean facility. Highly recommend for all car service

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.