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

THIS PLACE IS GREAT. IT WAS EASY TO PURCHASE MY VEHICLE. I WENT IN AND LOOKED AT THE VEHICLES, THEY SHOWED ME EVERY VEHICLE I WANTED TO SEE. WALKED OUT WITH THE CAR I WANTED AND I WAS VERY HAPPY WITH THE WHOLE EXPERIENCE. WOULD HIGHLY RECOMEMEND THEM.

Great experience. The people love it, and for good reason. It’s like having a toy car that you can actually use on a day to day basis

Very professional, they handled everything very well. Would use them again if I needed to.

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

Bill and Cameron both were ABSOLUTELY amazing and went out of their way to help me find a vehicle for my son. They even went above and beyond to prepare everything in their off hours just to make a pleasant surprise for our kid. Absolute respect for these guys. Highly recommend!

Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.

I recently purchased a Subaru Forester a commuter car. The car was exceptionally clean and the lowest mileage unit within 20m miles. The purchase was seamless from the test ride to the closing. I did however have an issue with the AC, which was covered immediately. My wife also purchased her 3rd vehicle for them, a 2021 Toyota Rav4. She traded a RC350 getting above book because of mileage and condition. I wouldn't buy a used vehicle from anyone other than Sullivan Auto Trading in the Mid Atlantic area.

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.

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 2017 wrangler unlimited sport with a 6 speed ..at 18 000 miles they had to drop the tranny ..now at 49 000 they will need to do it again and its pissing me off. Plastic parts in a tranny is stupid . And a reverse gear too pointy and too thin ..Seriously ? You know its an issue and still no recall?

Amazing experience I went to several places and they all low balled me with my trade , Wheel Deal gave me fair offer for my vehicle and I purchased one from them. Very happy with my purchase . Will definitely do business there again if i ever need to.

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.

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 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.

Great customer service and they get you out the door quick. Would definitely return again

Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!

I love my new car! Matt the manager was great. The cars were nice. The price was good. I will be back

Vehicle is beautiful, but has cracks on the rims and heated seat features do not work or the spotlights Oil change was not done, this is why I wanted to go through a dealer than a private party, for maintenance

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.

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!

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.

I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!

Matt Hanson was amazing helped me through every step of the process and I could not have done it without him!

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.

Cinna was a great help with clear communication and follow through. She was able to assist even over the weekend and even brought the vehicle to me.

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.

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

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

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 used 2 door at about a year old, with 17,000 miles. Had a couple issues initially: passenger seat got stuck, and airbag light was on. But once I had those fixed, the car has been completely reliable. And I found out that the 2 problems were related. So really it was only 1 problem. The stuck seat has impacted the air bag sensor or something. Loads of fun driving this thing through the snow. 1 foot, 2 feet. Fluffy, or packed by the snow plow. It didn’t matter. Shift it into 4wd and point it where you want it to go. It just went over all of it, and without any drama. Nice and slow. No need for momentum. It just went right through the snow . Can’t wait to take it off road with some friends. As for everyday driving, I love it. You just have to know what you’re getting into. It’s not designed to be a comfortable or sporty car. It’s loud, rather uncomfortable on the bumps, the 2 liter engine sounds like a dish washer, etc. But, those are also all the quirks I love about it. It’s not pretending to be something it’s not. I would’ve gotten the manual roll down windows if I had the choice. It’s just the opposite of my other car, a Macan turbo. It’s just a good old fashioned, honest vehicle. The engine and transmission combo make for a pretty quick team. I’d say 0-60 in about 6 seconds. That’s pretty xxxx quick for a 4000 pound truck designed to go off road. Rarely do I push it that fast of course. I like to drive nice and slow in this car. This is my car to go slow and smell all the roses. I love it. I’m averaging just under 20 mpg driving mostly in NYC. Not bad. Best mpg I’ve had from all my suvs. The hardtop only takes 10 minutes to take off. But it’s still a pain in the xxx. It’s definitely a 2 person job. And then there the issue of where to store this big thing. It’s not like NYC houses have big garages. We’ll see how often I take it off once the summer comes around.

Responding back quickly with information that I requested. They still continue to keep in touch and provide updates on my request.

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

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

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.

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 the quickest process that I’ve ever been in, and I have bought several vehicles. I need this management team to come work for me.

Very comfortable seating & leg room for me (6'4"), but my wife has a hard time climbing in with its lift and 35's. My only problem is the shifter is, as described in all reviews, rubbery. It takes a determined shift to get "reverse" to go without grinding. And, it doesn't like shifting too soon. You have to tach out every gear when accelerating to highway speed, or it will dog down. While complaining, the back is difficult to access with my zippered rag-top. Otherwise, I love it. It's beautiful, quiet (for a Jeep), drives smooth at high speeds, and will climb a tree (almost). My JKU gets 18+ mpg and the seats are very comfortable on a long drive.