New and used 2025 Jeep Grand Cherokee for sale near Hampton, VA

Best car buying experience I have had in the last 10 years. Not pushy, didn't waste my time with a bunch of back and forth, and were able to help me without a huge down payment like the other 3 dealerships I had spoken with had demanded.

Our salesman was Benny. He was very knowledgeable and had a pleasant attitude through the whole process. He was very thorough but never forceful. Eugene did amazing job of getting us the most value for our trade-in. He also worked our loan like an absolute professional giving us the best possible rates that we can get. He also did an amazing job on our trade-in getting the very best value that we could’ve ever imagined. We had an absolutely great experience with Frank the finance Director who actually lowered the original payment monthly of our vehicle after we were told it would be a lot more. He was very thorough with our warranties and insurance and we felt totally confident that everything in our deal with Southern car dealership that could’ve possibly been done to help us in our situation was done. We walked in there in debt and scared and we walked out the proud new owners of a 1500 dodge ram and had an amazing experience. Thank you to everyone that helped us you are well appreciated and great assets to the community. Thanks again everyone God bless!!

Dante was great. He was able to work out a great deal and got everything that I needed for the vehicle. Incredible customer service. Ask for Dante!!!

Myron couldn’t have been more helpful. Had a great experience with my recent purchase and look forward to buying from here again. Thanks for the help

Julian, Jasmin and the rest of the staff have been nothing but excellent! Best competitive prices in the Hampton Roads area….definitely recommend! Will be back.

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!!

Service advisor Lindsey Givens was/is very professional and extremely competent. Same/same for Ashley House and Canon Hughes.

Dominic, Derrick and Alex made the car buying experience a smooth one. They were very accommodating and a pleasure to work with. A couple days after I bought the car, Dominic and Derrick both reached out to me via text message to make sure I was loving the car and to contact them if I needed anything.

The salesman Ricky "Happy Feet" Griffin made it an awesome sales experience. Dealing with car salesmen is an experience I NEVER look forward to. It's probably why I keep my vehicles for so long. That.. and the idea of "no car payment". But this guy had me laughing and enjoying the conversation as I was marching towards reacquainting myself with car payments. No pressure. All questions answered. I left feeling very good about the deal that was made. I even found myself doing a line dance in the middle of the show room to finalize the deal. He mentioned this tradition of his, prior to starting our negotiations, but I didn't take him seriously. But afterwards, he was happy and my wife and I were happy. So why begrudge the man a line dance? How many times has THAT happened in the car buying experience? After inking the deal and before I left, he was sure I felt comfortable with the vehicle's operation and took the time to show me a few more bells and whistles I was totally unaware of, and invited me to call anytime if I had future questions. It was just an awesome experience.