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

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.

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!

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.

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

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.

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.

Jason was incredibly helpful and accommodating. I found the JEEP I'd been looking for and showed up on the lot less than an hour from closing, yet Jason was right there "on it" to assist us as long as we needed. And then after the purchase, he has been helpful with some additional things regarding our purchase. Highly recommended!!

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 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 bought this car for our daughter. Elvis could not have been any better. He was so patient with us and I would recommend anyone looking for a vehicle to go see Elvis. He was a rock star. I was in the car business for 30 years and he exceeded our expectations of how we wanted to be treated. Five Star Dealership and sales person.

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 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!

Took my jeep for repair and my service adviser Stacie was such pleasure to work with she helped me to understand the whole process to get my jeep in the road Great customer service i will come back 100%

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 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’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!

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!

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.

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

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!!

Bought this SUV last week. My "new" 2012 JGC had 227,000 miles on it. The salesperson didn't know much about the Jeep, as it was a Ford dealership I had gone to. Two days later, I had to go for preparations to bury my son, over 800 miles away. I was very fearful, because I had this JGC that I had never driven before, and I was on this journey alone. I have seen so many cars with temp plates sitting on the side of the road, and was fearful mine could just be another one. Needless to say, the only 2 things I haven't liked about my vehicle transaction, is that there is no owners manual, and evidently the sensor for low fuel doesn't work. I knew about the owners manual before the purchase, but not the low fuel indicator. I will just fill up at 1/4 tank asI always have. LOVE, LOVE this vehicle.....stylish, comfy, and all the perks. Auto start and heated seats will surely be welcomed as winter can hit hard here in the midwest. So far, the best car I've had, and I've had a lot over the last 55 years!