Used Jeep SUVs for sale near Chesapeake, VA

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!

2004 jeep wrangler sport s 2 door. So far it is wonderful. Bought it just as a fun beach jeep but it has turned into our daily driver. Only problem is my wife wants to drive it all the time. She has claimed it as HER car. Guess I will need to just buy MY jeep.

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 have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!

Johnnie Jordan was very professional. He made sure I was comfortable while waiting and keeping informed even while they were filling the car with gas. Also he was very respectful and honest. Thank you for your service.

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.

Great service. Keyshawn Brown was awesome. Thank you again for all your hard work. Thank u again.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

I was very pleased and impressed with the attention I received from Catalina when I was just browsing at used vehicles. She was attentive, informative and a pleasure to deal with. I recommend her highly.

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

I had a wonderful experience today! Everything went smoothly. The Managers and staff were extremely supportive and a delight to work with.

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.

This dealership is by far one of the best I've been to, great attention to detail and great customer service. Also they're taking very good measures in this though time with the Corona Virus in maintaining social distance a much a posible.

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.

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 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!

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

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

Purchased as a retirement gift. Met or exceeded all my expectations. The 2021 Islander has the 4cylinder turbo engine and is smooth at all applications.

Sullivan Auto Trading has the Best Cars for the Best Prices, Its that simple. We love our Van!

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!

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

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 !

Great service, good selection and staff is easy going and very helpful. I also appreciate all the different loan options.

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 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!!

Jeep passing jobs have been corroding at welds & hinges due to 2 diff. Metals built together. Issue for 15+ years!, recalled opens need to be addressed, my 3 rd wrangler and loved it! Great freedom ride, sport driven, outdoorsy attitude, love Jeep Wrangler the makers need to fix this cheap paint job causing our jeeps to rust prematurely!

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

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.

This was such a professional experience I would recommend them to anybody. Their in-depth knowledge of vehicles was very comforting for me.

Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .

This is at least the 6th car I have purchased from this dealership. Have always gone to same salesperson. Test drove the car I wanted, found one in another color on the lot which was less expensive and purchased the vehicle. Had an overall pleasant experience.

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.

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.

I wasted time looking at other dealerships when I should have gone to Affordable First! These guys are the Real Deal! No BS! Now I Know Why Their Google Reviews Are So Awesome!

Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!