Used Jeep Grand Cherokee for sale near Hampton, VA

Outstanding service and friendly staff. Everyone was knowledgeable and helpful, they got me in and out quickly

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.

This experience was excellent. I can't speak highly enough about Southern Norfolk, Justin Cannady and Katie Rose. They were topnotch in understanding and making sure that I got the best car for me. They made me feel like family which alleviated all of my anxiety and tension when buying a car. After all of my, "I want this and not that" they were still nice and professional, compassionate, open and honest. They went above and beyond. Thank you all for you patience and time dealing with me.

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).

The experience was great at southern Chrysler Dodge Jeep Ram Chesapeake. My salesman, Anton was very up front, honest and easy to talk with. He got the job done in no time! John got my contract together. He too was great to work with. The environment was good. I didn’t feel rushed or pressured and they were very patient with me. I’d definitely go back and recommend others to go as well. Thank you guys for everything!

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.

My experience was very pleasant, I found the vehicle I wanted and I bought it, very easy process

I was a Jeep Grand Cherokee for about 10 years.It was not a two thousand fifteen , it was older and it was a V8, not this V6 or those I4 4 cylinders. I actually got the vehicle from my brother, same color black leather interior sunroof I took over his payments and ended up paying it off. That was the strongest 4 wheel drive I'd ever owned, let alone driven up to that point that car was a Beast. I never got stuck one time in the snow here in Iowa.. The only thing I've noticed that has changed over the years is the emphasis on eliminating the V8 engine, which is totally wrong. Because I want something with power, those 4 cylinder SUVs, they ought to fire every single one of them engineers who decided to put a 4 cylinder engine in a heavy vehicle like that, and naturally, it's gonna burn oil, a 4 cylinder S. U. V. Is about like dancing with your sister. It screams, it wants to be like its Big Brother, the v6, and v8. I'm just glad we're not hearing more about these electric vehicles cause that was the biggest joke I've ever heard of they never have enough batteries to service them. If the industry went all electric bad, a joke, there'd be a lot of stranded vehicles on the interstates bring back the VA engine, take the crossover. I4. And drive him into the river , they're xxxx , they're junk

First off I want to thank the Va beach team again for welcoming me with open arms and helping me find a new vehicle. A special thank you to Mr. Ignacio for finding the perfect match! His hard work and dedication in to helping me find something suitable for my family was very heart warming. He worked non stop, was very knowledgeable and informative… also made me feel very comfortable during the process. I couldn’t thank him enough, I’m so happy on my new vehicle!! My experience was wonderful and highly recommend this store to look for your next vehicle!!! Thank you again Ignacio 🙏🏽 this wasn’t possible without you!

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 !

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.

Service Consultant did an exceptional job at customer service and communication with me to keep me informed with repair needed, under warranty, taking care of rental for first 2 days and then getting me a brand new loaner, which I had for a month since the part was back ordered. I really appreciated the loaner and great customer service. Service Manager, Ashley, took good care of me when I returned the loaner, she was so nice and friendly.

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.

I cannot say enough about my salesmen (David). I will be remised if I do not share one of the best experiences that I ever had while buying my 2024 Denali Ultimate 1500. David contacted me months before I knew I would be purchasing this vehicle. David and I created a build for a 2024 Denali Ultimate 3500 Dually. My experiences with him were so grand, that my wife wanted to deal with him in finding her the 1500 Denali Ultimate. We gravitate toward genuinely ?good people?, and David is one-of-a-kind. He answered all calls day/night. He has taken my calls even when he was off duty. Truth be told, David, was off the day I came to pick up my vehicle. He is extremely personable. He knows how to genuinely deal with people. I have been a Chevy/GMC man my entire life, and I have tried to test his knowledge even when it was not to my best interest; he stayed honest. He delivers not-so-good news like warm rain. We, as consumers, get so caught up in believing that we can ask for anything with the expectation that we are going to get it because WE ARE THE CUSTOMER. Some things are indeed out of a salesmen control. Some things may even be out of the control of the dealership and the General Motors Corporation itself, but David remained honest even when things could not go my way. He does so with class, and I admire that. Wherever he works, wherever he is selling automobiles, I WILL ONLY PURCHASE FROM DAVID. If he is selling Toyota, then I will buy a Tundra. If he is selling Dodge, then I will buy a RAM. If he is selling Ford, then I will buy the F series truck. Why, because David has taken the time to know what I need and what I like. That means something to me. I am certain that if David is selling it, then I will surely want to buy it! I especially like the way he trained his young apprentice (I can?t remember his name), but this young man called my wife and I twice during our 7-hr. drive home to ensure that we were traveling ok. Thank you, David. Thank you for being there for my wife and I. Thank you always taking my calls to answer the same questions repeatedly. Thank you for picking us up from the airport on your day off and providing us transportation to the dealership. Thank you for finding our truck, which was surely a needle in the haystack. Thank you giving my wife the experience of a lifetime ? this is her first brand new truck. Thank you for giving us one heck of a deal ? one that we can be proud of. I can?t wait until my 3500 Dually is ready for pickup. It would be my pleasure to treat you to a meal and break bread with you like family, because this is what real people do for others that we hold in the highest regard. David for President!

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.

I wouldn’t shop at any other dealership. They made me feel comfortable right away. I never felt pressure. They put me with a great Lender for my loan. I’m taking my son here when it comes time for him to purchase. Thanks so much to Sullivan Auto Trading for helping me!

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

I was honestly in need of a vehicle today I went in to Winners Circle Chrysler dealer today. I just knew I won’t going to get a vehicle due to my credit score. Eric and Julian was upfront & honest with me ! I am walking out with a 2020 Nissan Altima baby !!!!! Thank you so much!! My new family !!!!!!!! Ps! If you looking for honesty & someone who going to work with your credit they are the best in Hampton roads !!!! You guys are the best !!! Thank you two brothers Eric and Julian!!

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

Martin Gross was awesome very friendly and helped me get a car with no money down definitely will recommend to my people. Thanks martin your great

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

I’ve owned many Jeeps over the years and this year and model has by far been the best in quality and performance The vehicles interior is exceptional in comfort and wear.

Easy peasy with these fellas at thier farm of cars on Ailine blvd in portsmouth

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Good people, I love the place! I went to pay and they were very kind to me. I liked the way they treated me!

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.

Several weeks ago I purchased a 2015 Cadillac ATS from Trimax Auto Group. The car was extremely clean both inside and out which was very impressive. After a test drive I was even more impressed. There were a few minor details which Justin, the sales associate, and Trimax took care of immediately. So far I am very happy with the purchase and would highly recommend Trimax for those looking to purchase a good used car. David W.

Chris was great. Honest and accommodating. He stayed late to help get paperwork done and was easy, not pushy at all. Although, the check wngine light did come on during the drive home, it was expected and discussed ahead of time as they were able to work on the price with me a little. Would do business with Supreme Auto again.

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.

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!

My experience with Chris at the dealership was outstanding. He ensured a fair and transparent transaction, demonstrating a genuine commitment to personalized service. His kindness and effort to understand my needs made the entire experience memorable. Chris stands out for fair pricing and investing time, including liaising with the credit union for favorable financing. I'm genuinely thankful for his exceptional service.

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

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!

Jim Bowman, retired US Marine, sold us a 2007 Chevy Silverado. He was a nice, no-pressure salesman. Great sense of humor, very friendly guy, will definitely see him again if we ever need another car.

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.