Used Jeep cars for sale near Smithfield, VA under $899,990

Neal and his staff were all great. The car was ready when I got there, quick test drive, sign some papers and out the door in under an hour. Price was really good too. Super clear on what I was paying and made good on everything he said. Seriously, this was the easiest car buying experience of my life.

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!!

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.

This dealership has an amazing selection of inventory and great prices. If you are looking for a new or used vehicle they will satisfy your needs. The staff is amazing and they treat you with care.

The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!

My buying process was quick the price was reasonable the facility was clean and I didn’t feel pressured into buying. I referred two more family members who will be buying this year!!!!!!

My Wrangler has the 2.0T engine and gets an average of 23 mpg. No issues mechanically at 52,000 miles; it drives like a Jeep-which makes sense. The interior is stylish and comfortable; AC and heat work just fine for Upstate SC climate. The soft top is easy to flip up and total removal isn't that much more trouble. Radio is great, media mode has a slight lag but stays connected once paired each time you use it-it doesn't automatically connect Bluetooth. The only knock I would have is that the USB or USB-C causes the entire radio to short out periodically. I love my Jeep!

I have been corresponding with the sales manager at Gloucester Toyota in the search for a reliable used vehicle? and they have been very accommodating in providing any information that I have requested thus far. The prices and inventory are very fair, the vehicles are very clean, and have been looked over thoroughly to ensure that there are no mechanical issues. This is a very professional dealership to work with, and I would highly recommend them to anyone that is in the market for a new or used vehicle.

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

Jason helped me find a vehicle in my price range and Chuck was able to quickly find a loan with a low interest rate. I highly recommend.

Needs oil filter conversion so oil doesn't drain back, Google it..good power, goes anywhere , better than the 2 door for smoother ride,, I would buy again

I just want to recommend going to this establishment to look for a good vehicle and good deal. Bought my truck from Joe Daversa, GM. He was great to work with, up front about everything. I've had my truck for over 2 years now and no issues. Thank y'all for taking care of my needs.

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

Customer service was very professional and courteous and polite, would recommend them to others. Made the buying process smooth and easy at no time were they trying to sell me something I didn't want.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

So I cannot express the amazing experience I had at Courtesy Auto Sales, Jason and Justin were both truly amazing and made my car buying experience smooth and easy. They listened to my needs, and applied the pressure.

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

I want to thank you guys for the excellent customer service and support to buy the vehicle a it was quick and easy ,thank you again

We were looking for a moderately priced Jeep Wrangler Unlimited for a teenage son and this one fit the bill. For a roughly 8 year old vehicle it was well taken care of by previous owners. Although the Jeep Wrangler Unlimited won’t be confused with a luxury car for its ride and comfort, they are adequately appointed and fun to drive. That’s where the saying, “it’s a Jeep thing “ comes from. All I know is that in our area they are very popular and our teenage son will thoroughly enjoy it if he can ever get it away from his Mom.

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

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

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

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.

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

Hello, my review is positive. I'm happy with my jeep compass limited. Stylish body design. I, like having fuel efficiency mileage. Pretty good performance and awd suspension. Comfortable heated seats. Plenty of cargo area for my items. Very cool ride, reliable fun to drive.

First off our experience was awesome, very knowledgeable about the business, If your looking for Professionals go see TIM MOORE and staff you will not be disappointed I promise. Honesty pays off thanks Tim and Auto Ciry🎉🎉🎉🎉

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

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.

Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.

Great people. Great service. If you want the best deal this is where you want to go. Whether you are buying a vehicle or just need your current one serviced, this is the place to go.

I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive

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!!

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

Had a very good experience working with John and staff at Courtesy Auto Sales. People are very laid back with no real pressure to buy, although they make that process very easy. Walked away with a nice vehicle at a fair price, with a good interest rate and a fair value for my trade-in. I'd recommend giving them a visit when interested in purchasing another vehicle.

Great experience, wonderful working with Jason and everyone at the dealership,very friendly. Love the new car.

I’ve owned this for 2.5 years, I bought it because it was as jeep and allowed me to drive it in electric mode. Few problems. I drive it almost exclusively in electric mode. Yes, there are times when electric is unavailable but that is due to not putting gas in for a long time. Once I even put in 2-3 gals. good to go.