Used Jeep Grand Cherokee for sale near Halfway, MD under $100,000

JC was awesome in all aspects of the buying experience. Overall highly recommend Younger for your next auto purchase.

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.

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.

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.

Larry from Hamilton Nissan did my oil change today and he did a great job! Very efficient. He even filmed a video of my car showing how all of my parts are doing and explained it. Definitely recommend going to him if you need any work done!

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 have been buying cars for over 30 years and have never had a buying/trade in deal go this smooth and professional. From the first phone call to driving out of the dealer with new vehicle it could not have went any better. Thank you to Shea and Roman I will be a repeat Customer in the future. Thanks Joey G.

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.

Service was excellent. Called the dealership inquiring about a 2010 honda civic. The sales representative, Shane Heimberger, put me on hold to verify the car was still available and physically held the keys so it wouldn't be sold while we were on the way to view it. Car was exactly as described, and parked on the side awaiting for me to test drive. Shane, showed us the inspection information and basically told us everything that was wrong with the car. Purchased the car, and they delivered it the next day to my home over an hour away. Very pleased with the service, would definitely recommend them to a friend.

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.

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!

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

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.

Ronnie and taffy were great to deal with and made the whole process easy without any hiccups or issues. Highly recommend stopping in and seeing what they have to offer !

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 used the Ford app to schedule the appointment for the first time and had no problem. I arrived a few minutes ahead of my appointment they were able to check me in and complete the oil change and tire rotation in less than 45 minutes while I waited.

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.

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.

I had a oil change and transmission check. The work was done quickly. The service lane assistant Alli Smith was very professional.All work was done well.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

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.

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!

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 !

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

I found the Fitzgerald team to be very professional and knowledgeable. There was a couple issues with my used Ram 1500 and the service department was very responsvie and provided a loaner car while they addresed the issues. I am very happy with my purchase and would recommend Fitzgerald for a new or used truck or car purchase.

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.

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.

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 had a pleasant experience from beginning to end. I worked with Sade. My experience was nothing but stellar. In particular, Sade is professional, responsive, approachable, knowledgable, and helpful. She was prompt to respond to my texts and took care of the task at hand. I would absolutely take my business to this company again. I am very pleased with the level of service I received. I highly recommend CARMAX.

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🙂🙂

As close to painless as new car buying can be - based upon a positive team ( at all levels: management, sales and service) with no pressure to buy . Sales and management were knowledgeable about the EV6 I wished to purchase as well as the current finance incentives

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

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.

Nick is Awesome and recommend everyone to him.He is excellent and wonderful and cool

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.