Used Jeep Grand Cherokee for sale near Woodsboro, MD under $30,000

I am glad I purchased my 2015 GMC Yukon SLT from Len Stoler Chyrsler Dodge Jeep! I originally wanted a Chevy Tahoe, but just as I was able to sign her away, there she was, my dream truck! The family fell in love with her just like I did when I first saw her. Our salesman, Blair Ruckman was fantastic and a genuine professional throughout the entire buying experience. The communication between us and his team, ensured my needs were met, without any issues. I definitely will be back for all my service needs and to purchase my family's next vehicle. Thank you Blair and the rest of the Len Stoler team!

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

I purchased this car through phone calls and online and they made the experience about a smooth as it could be. They were able to accommodate my request and made it all happen.

Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.

this was a Great purchase, went very well and they had the car i wanted

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.

I had such an amazing and seamless experience when purchasing my first car and Mike sure did a great job!

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

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.

Carter was fantastic. He was very knowledgeable about the car, the warranties and devoted time with us to set-upthe electronics. It was refreshing to work with a person who enjoys his job and supporting his customer.

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.

My daughter purchased her first car from Mike Feldman at Hamilton Nissan last week. She is almost 19, doesn't have any experience with something of this magnitude. She is in Maryland and I am in Florida. Mike jumped right in and gave her all the help and advice she needed, and called me and kept me up to date. He took the time to go over everything on the car, and told her she could come in anytime she had any questions or needed any help. Mike made what is usually a stressful process very easy and pleasant. Thank you Mike for treating her as a young adult. We couldn't be happier with the car, and we couldn't be happier with Mike's help and support. You have a customer for life!

The turning radius is the best for the size of this suv. The brakes are quick to respond. The 4x4 is a must. The only downside is that they aren't all standard with a trailer hitch. Love the sunroof, the all leather interior.

Highly recommended. Justin, Charlie, and Rajni were professional, knowledgeable, and helpful. This was a great 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.

Outstanding service all around ! Immediate availability and quick completion of service! Satisfaction guaranteed! Thank you!

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.

Great low pressure, small town type dealership. Had quite a variety of different cars and trucks. Thr entire experience from start to finish was great. Our salesman, Donnie, was great as well. Compliments all around, you guys had exactly what I was looking for.

Hands down the best Jeep ever.. would take it over the Santa Fe any day of the week.. there’s no comparison.. performance is excellent.. have 70,000 miles on a 2018 and a 2019.. ac went out on one but warranty covered it🙂🙂

Brian Chanin did a great job working with me on my purchase. He was upfront with me on the whole process, because my budget was a big concern. We knew the car we wanted, but we were tight on funds. At no point did I feel pressured to make a decision. He just explained where we were during the discussion and make sure both my wife and I understood. Once the deal was in place, he checked in on us with the finance department, and even helped migrate the items from our trade in to our new car. Great experience.

I’ve visited many dealerships in Hagerstown, and many of them are doing their best to squeeze every dollar out of your pocket. Massey is the exact opposite. Our salesperson, Brian Van Winkle, was pleasant, professional and not at all pushy. We purchased the exact vehicle we wanted at a fair price. The finance office was exactly the same way. Told us our options and we picked the one we wanted. This place is a breath of fresh air!

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.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

I wanted to let anyone looking to buy a vechicle , talk to Tyler Woods . We purchased a truck a few weeks ago and Tyler was very nice and professional. Made our buying process so easy . He worked with Robert and I to get the best deal possible . Even after 4 weeks and me having questions , Tyler has gotten back with me with questions that I had . He was a pleasure to talk to and Hagerstown Ford should be proud to have him as a sales consultant. When I need a vechicle in the future , Tyler definitely will be the person I want to see . THANK YOU TYLER for all your help .

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.

If there's anyone to recommend It'll be Chris Evans. He's amazing, patient and helpful 10/10 customer service. My experience was overall stress free. I Love my new car, thanks again Chris!!!

I am buying a used car after 8 years, and this was great experience. No haggle is what I care. I was not forced to buy GAP insurance or anything else. The only complaint is, the lady taking down payment at the cashier was hesitant to tell me the details of the transactions before making a payment and showing attitude, but everyone else was great. I highly recommend this carmax.

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 !

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Responded very quickly and was always there when I needed to talk or have a question, gave me good deal

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

Mo is always the best at all time my girl will get you straight with no problems at all reach out to Mo 😁

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.