Used Jeep Grand Cherokee for sale near Highfield-Cascade, MD under $50,000

The team at Shively Motors in Shippensburg, PA is always so helpful when it comes to anything we need vehicle wise; whether that’s a new car, trading in, or getting repairs and service. We wouldn’t trust anyone else to handle our vehicle care.

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!

Great dealership, willing to work with you and they have best service!! Service is straight forward, they don't try to replace stuff that's not broken!!

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

Was a little behind of getting my vehicle at the scheduled time but other than that did a good job and had good communication with updates

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.

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.

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.

Stopped by to schedule an appointment. Took me in 5 minutes. Great Service Manager Kerry.

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!

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.

September 18, 2025 was the second time I scheduled an appointment with the Service Manager David Gray at Shively's. I rank David Gray at the top of Service Managers. First, he is kind and caring. His demeanor rings with kindness and heart. I noticed David treated each customer as if the customer were the only one getting service. His voice is cheerful and so genuine and he listens ti customers. Second, he is extremely professional and knowledgeable about the services Shively's offers and the service a customer wants and needs. Third, it is obvious that his technicians and office staff respect him. Fourth, when I left Shively's Service Department both times, I was confident that David Gray and his technicians had serviced my vehicles with the utmost expertise and care. Fifth, David Gray is proud of Shively's and proud to serve Shively's. Outstanding 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.

Excellent communication throughout the process. Layla,Nate and the finance manager made the process of buying our mini van very easy. Will go back to them again when our other vehicle is ready for replacement!

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.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

David Grey was very knowledgeable. He treated us with respect. Got us in and out in a timely manner. Would recommend Shively motors again. My my and I were really pleased with service.

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 !

Frank was a pretty good salesman. He didn't push too much and was honest. He worked with me to get a really good deal on a car and my trade in.

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.

This dealership was welcoming to my husband and I and we are both very grateful and completely satisfied. The experience from entering front doors of the dealership until driving home in our new/used beautiful HondPilot . We give a special thanks to all the staff, especially our salesman MR. Rick. Thank you for making us feel like family. The two words that describe this dealership are integrity and honesty.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

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 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.

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 was shopping for a very specific Corvette convertible and found a 2006 available at South Street Autos. Since I am from central New Jersey and was facing a 3 hour 25 minute drive to Maryland(according to Mapquest), each way, I called hoping to get some information about the car that was not listed on the website. Wayne was extremely helpful and courteous on the phone, answering all my questions. Most cars look great on the internet and then you get there and it's not what you expected or hoped for. Wayne and John were totally upfront and honest about the car. They were very understanding of how far away I was and were kind enough to pre-negotiate the price on the phone (most dealers would not do this) and provide me with an "out the door" price so that all I had to do was make the drive there and hope it was everything they said it was. Well, I made the trip and it was as beautiful in person as it looked online and was EXACTLY as they had described it. Because we worked out a price that was fair to everyone and the car was what I was "sold" on the phone, I bought the car on the spot and am thrilled with my purchase and the quality of the car. I would definitely make the 6-7 hour round trip again to buy a car from them, it was well worth it! Thank you for your honesty and fairness!

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

Go see Eddie for a new or used vehicle. Very friendly atmosphere in general and financing department. Plus, no masks required if you’re looking for that! They WILL put one on for you if you DO want that. I strongly recommend them!

We special ordered the 2021 Jeep Grand Cherokee Trailhawk. The vehicle is all black inside and out. The paint is a Diamond Gloss Black Metalic. The day after delivery we had the entire finish done with Ceramic Coating. We've had this vehicle for a year and the fit and finish is like new. The Ride is tight and still handles great. Fuel mileage is now 21 City. We're sorry to see they will no longer produce this vehicle!!

We are new to Hanover and needed a vehicle. We met with Erik Breihof , he treated us like family. He review all the operations and functions of our used vehicle which was new to us. He left us making our decision to purchase this vehicle. Erik made buying this vehicle quick and smooth. We will be back and send friends and family. The after the sale follow up has been great.

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.

Everything went excellent, except when we arrived home my husband removed the front license plate because our state, West Virginia, only needs one plate and we now have five holes on front bumper and you do not sell or supply colored plugs to fill in these holes. He removed it because it is hard to clean around and we can’t believe it took five holes to attach. I’d like to suggest that you only attach the back plate and keep the other in the car until it’s sold and then attach if needed. We now have to try and find something to fill these holes since you do not have anything there available. Some states do only require one license plate so this only makes sense. This is why the four stars, otherwise would have gave a ten if I could. Thank you.

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.