Used Jeep Grand Cherokee for sale near Berryville, VA under $100,000

The Paws & Pumpkins event at Winchester Mitsubishi was one of the best community events I’ve attended. They truly went above and beyond—free pet adoptions, adoption kits, toys and treats for the animals, candy and activities for the kids, prizes, music, and a warm, welcoming atmosphere. What stood out most was how genuine the staff was. It didn’t feel like a dealership event, it felt like a community celebration with a purpose. They showed they care about people and pets, not just sales. If they host another event like this, I’ll definitely be there.

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.

Had an oil change done today and the experience was great, the customer service was fantastic and the service was fast will be coming again.

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.

Thanks to Naseer and the Safford Brown team for taking the time to make sure my family got a great car and a great deal. They all went above and beyond what any average car dealer would do to ensure our complete satisfaction. Being treated like a person and not just a business transaction makes all the difference. I have already suggested Naseer and Safford Brown to many friends and will always look there first for my cars from now on!

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.

Oreo was great amazing service he was very descriptive didn’t rush anything and helped smooth everything over.

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 !

Regular service and recall item. They always finish quickly, are fairly priced and are friendly.

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.

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!

I had a wonderful experience with Caleb Polen, both trading in my vehicle and purchasing the new one. I would highly recommend Leesburg Buick GMC and Caleb.

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.

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.

Joe and his son took care of us today and helped my daughter buy her first car. I can’t rave enough about how kind and helpful Joe is. We chatted about life for awhile while my husband and daughter took turns test driving the car and I would recommend his car shop to anyone. The car was a good deal and was clean and we are very satisfied with our purchase. I highly recommend Harris Auto Select.

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.

Very happy with the staff. They were straightforward, honest, and my car buying experience was hassle free. My sales rep quoted me an upfront price and communicated all additional fees as well. I was given a fair amount for my trade.

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.

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.

The best in the area and good prices... a happy customer, I recommend them. Excellent service from Sergio and Michael.

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!

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

Fantastic people, great honest salesman in Jason! Great deal, not afraid to let me see Carfax. They take care of their cars. They really care about their customers. Jason was the best.

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!!

Sales process was very transparent and timely. The car was delivered to my home as promised.

I had such a great experience at Winchester Mitsubishi. Everyone there was down-to-earth and treated me like a person, not just a sale. They took the time to explain everything and made the whole process super easy. You can tell they actually care about their customers, not just while you’re buying, but even after. Plus, I love how they’re always doing things for the community and hosting fun events. It’s nice to see a dealership that truly gives back and makes people feel welcome.

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!

We were shopping online for a second car. We found one that we liked at Nova Cars. We live about 4 hours away so we had a lot of questions. Michael, the owner was very helpful in making our decision to come test drive the car. The experience was very comfortable, no pressure and no big sales pitch. There was one thing we didn't see in the pictures, Gerardo our sales representative, helped us with that and the conclusion was very fair! We also had a small problem on the way home and they took care of that too. The deal was exactly what we were told plus they took care of us after the sale, they didn't have to do anything. It was sold as is with no warranty. Michael and Gerardo are fine people. I will recommend this dealership to everyone who wants a fair deal. Thanks again my friends!!!

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

I had an excellent experience at AutoNation Toyota Leesburg. Nazir, our salesman, was outstanding: knowledgeable, professional, and patient throughout the entire process. Many dealerships have salespeople who know very little about the cars they sell, but Nazir demonstrated deep expertise not only about Toyota vehicles but about cars in general. He took the time to walk us through the different versions of the Corolla and was patient enough to let my son test drive multiple options before we made our decision. We ultimately purchased a 2026 Toyota Corolla Hybrid, and my son loves the car and couldn?t be more pleased. On top of the exceptional service, the dealership?s pricing was very competitive. In fact, their advertised price was approximately $1,500 less than any other dealer I found within a five-hour radius of my home. That level of value, combined with Nazir?s professionalism, made the experience seamless and worthwhile. I highly recommend AutoNation Toyota Leesburg and Nazir to anyone in the market for a new vehicle.

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.

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 love this place!!!!! We have been to winchester mitsubishi for years! This is the go to spot!

Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service