Used Jeep cars for sale near Middletown, VA under $100,000

Excellent at its best , service advisor was great and I was in and out. Would definitely recommend to everyone I know. Great personal and great dealership

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.

What I love most is how much they GIVE BACK! covering adoption fees, supporting local causes, offering prizes, and making everyone feel welcome. It’s more than a dealership… it feels like a community hub where people actually want to hang out.

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.

Straightforward pricing, great deals, and easy buying process. Would recommend them. I drove 4 hours because the deal was so good.

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

Had an incredible experience at this store buying a mustang. I called them up and spoke with Melissa in sales and was quickly helped to confirm the car in stock. I live 2 hours away so we went ahead and did multiple steps over the phone and email. Devin the sales manager was great to work with, Tom the finance guy got everything arranged prior to the visit. I arrived in the afternoon, vehicle was detailed, gassed up, and the paperwork began. They gave a fair number on my trade. Everyone in the store was pleasant and great welcoming crew. Chris the general manager introduced himself as well and made us feel at home. Nice facility. Before long i was on my long drive home in a brand new stang! this is our second ford purchase and couldn't be happier!

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Very satisfied with the vehicle Was all that was advertised And the dealership is very knowledgeable and courteous Very pleased Thanks

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 !

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

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 an excellent experience at Harris Auto Select. Joe is a very friendly salesperson and he promptly answered any question I had about the vehicle I was looking at. The vehicles that Joe has available are in excellent condition and are at a good price relative to the other cars that I have looked at.

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.

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 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.

Wow! This was the best experience in purchasing a vehicle my husband and I have ever had! I bought my first new car in 1977 if that tells you how long I have been buying cars! Matt was so fantastic! He never pressured us, he listened to us, he had all the answers to our questions, he was a master at quality customer service! The whole team at Honey Cars in Winchester were so kind and considerate! They know what they are doing, and Matt gave us such confidence. We have never had anyone treat us so wonderfully! I am recommending Matt and Honey Cars to EVERYONE! There are three of us at work that have Honey Cars! I just cannot find all the words that will express how pleased we are with Matt! People like this do not come along that often.

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!

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.

i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.

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 special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

Two weeks ownership impressions, this Jeep is quite impressive. I've never been a Jeep person. Long time Dodge Charger owner in the sports car world. Cross shopping the Mustang Mach-e, the Grand Cherokee 4xe really got my attention. It's got that "in town" all electric distance, but you have the turbo gas engine for range and flexibility. The interior is not quite oppulent luxury, but it is VERY nice inside. Levels above what typical Jeep interiors and technology have been. It's very well put together with nice materials, and even some nice plastics. The one huge strike is the choice of so much center piano black. This material has to die. UConnect 5 is my absolute favorite. It works extremely well. The TomTom Nav is kinda weak. It only works best when you input the exact address. Combined electric and gas performance is impressive! This big SUV launches off the line when asked to. Electric use is pretty good for a big vehicle, at about 26mi. Which has been perfect for local driving when I'm off the highway. My combined MPG with gas/electric has been 25mpg, on Regular fuel. Which is a huge step up from the old Charger, yet I have all this cargo room. In the recent snow storms, this GC has been a snow BEAST. Very stable, and the stock Bridgestone tires have been acceptable in their snow performance. A few negatives; the dealer helped fixed a squeaky front panel right away. And they updated my UConnect system, where the screen was flashing black. After those fixes, the GC 4xe has been flawless. The engine is a bit noisy at higher rpms, but I don't mind it too much getting to use its performance. I've been Level 1 charging overnight at home, which has been adequate, taking about 14-15hrs for a full charge. That usually gets 2-3 local errand/to highway trips before it runs out. Then I charge again for the next day. When the battery is "dead" there's enough reserve to operate like a Prius hybrid, to help keep fuel efficiency up while in gas mode. Overall very happy! It's a lease to hedge my bets on this new tech, hopefully it keeps going well! I might be a Jeep convert!

The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.

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

The dealer and sales people everyone was amazing. G was awesome! He stayed late and worked with me through everything! I could not have asked for a better experience with everything that happened this day.

Criswell Ford set the bar across the board for a perfect remote experience. From the moment I reached out with a brief inquiry on their website and their sales people were not only responsive, but extremely kind. They assisted me with walking me through the entire process. I drove 2 hours away sight unseen to this vehicle and it was absolutely FLAWLESS. They sent the car out for detail, waited until closing to hand me the key, and asked me if I had any questions before I pulled off. Driving it few days later. Absolutely LOVE my mustang. GREEATT Experience Guys, 5 Stars All Around+++++

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

Looking for a grand highlander Jason was fantastic!!! Can’t wait for him to locate me one

I’ve owned a Sahara unlimited for 2 years then purchased a 2019 sport unlimited, hands down the two best cars I ever drove, they don’t exceed in any one category besides getting you where you need to be in style!! I’ve loved every minute of my jeep wrangler!!

Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!

Talked with Brigette on the internet, came to the dealership and met Jason, told him what we was looking for, we test drove the Tacoma and went in to get numbers and was very pleased with the numbers and no hassle!! Thanks Jason and Malloy Toyota!! Awesome place!!

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.