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

Dealership was easy to find. Employees were very nice and great to deal with. Salesman seemed to have a lot of experience in the car selling/buying business. Some dealerships will try and rip you off, I had no such experience here at South Street Auto Sales. Owner of the dealership stepped in on my purchase to make sure all was going well. I bought a brand new 2013 Mitsubishi Evo with under 200 miles on it. Walked out saving a lot of money. I recommend this dealership to anyone. Nice antique cars to look at when waiting around. I did have to wait a decent amount of time because the finance manager was busy with other customers. No problem for me with the deal I walked away with.

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.

From the first email to the final handshake, Ashlee Varner was there to support my new vehicle needs! The Team of sales made my experience!

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 traded our 2010 Subaru Forester for a 2016 Subaru Outback. The entire process took about two hours and was hassle free. This included test driving the Outback (while they we doing the appraisal on the Forester), transferring plates, taking care of payment, etc. They make car buying a breeze!

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.

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.

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

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 !

Great dealership with very helpful friendly staff. I would recommend Renn Kirby Mitsubishi for all your vehicle needs.

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

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.

We had a great experience at Shively. Taaffe was great and went above and beyond to help us.

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.

I just bought a 2020 Ford Transit from Trust Auto in Maryland, thanks to Vlad, it went well despite the fact that I live in Florida. Kevin was very nice, seemed good at his job and well spoken, good guy. Vlad was fast, professional, and made the entire process incredibly smooth and straightforward. Vlad was responsive, sent photos within minutes of the underside of the van, and we finalized the deal in under an hour. The van was exactly as advertised, and it was delivered to my home in Florida in less than a week. Vlad and Kevin have great communication, humor, and transparency made. Vlad specially made this a stress-free purchase and I feel I got a good deal. I absolutely recommend Vlad and for the Accounting Kevin, Trust Auto is a good one!

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!

Mick Magee was polite and very easy to work with.Transaction was simple and stress free. Thank you. Dave from York.

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.

Jared brought a very pleasant and professional experience to Honda purchase. He is very knowledgeable and very nice to work with. I would definitely buy another car from Jared

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.

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.

Best possible experience. Everyone from sales to finance were amazing. Made the buying process very easy.

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!

Pretty Chill experience overall. They Made stuff easy to get done and stress free. Steven guided me in the perfect direction ! I Overall all of the Staff is pretty good

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.

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 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!!

Best experience at Heritage Honda Westminster ! Go see SELVIN ARGUETA salesman’s He’s the best in customer service an sales we have ever had ! He goes over a Beyond for his customers!!

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 dropped my Nissan Rogue off for Services to Joseph Geisbert in Service Department. Vehicle needed a Transmission and the Door Fixed. My Vehicle was fixed and the price of repairs were great. I only trust Joe with my Vehicles and I wouldn't go anywhere else. Joe keeps me updated on the repairs and costs on the Rogue. Great Service from the Service Department. Thanks Joe and I will see you soon with Services for my other Vehicle.

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!

Was looking for a pre-owned Wrangler and Jamin was able to help me get one in that matched up perfectly. Highly recommend Fitzgerald of Hagerstown. Jamin and the manager Mike were fantastic. A+++

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

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.

Excellent service from Doug Rice and his managers. They had my back work with corporate which resulted in a very satisfied resolution. Top notch dealership and I don't say that lightly.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).