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

I recently visited Udrive USA and had an outstanding experience. The customer service was exceptional, with knowledgeable and friendly staff. Their selection of vehicles is impressive, offering something for everyone. The office space is modern and inviting, and the check-out process was incredibly fast and efficient. I highly recommend stopping by Udrive USA before purchasing a car—you won't be disappointed!

I purchased this Jeep brand new in 2012 as a 2013 Model, I have since put 150,000 miles on. It is a Jeep and can get a little uncomfortable on long highway drives. I took this on a 3 week coast to coast road trip across the US I would know. It does a great job towing my 20foot i/o boat to and from the lake, but wouldn't recommend long trips with that much to tow. Maintenance has been astonishingly low, the only things I needed was regular oil changes, brakes, and a radiator leak that was covered under warranty. This is one of the best all around vehicles, top down cruising in the summer and 4x4 for the snowy PA winters.

When looking for a reasonably priced used cars I was so excited when I ran across 518 Auto Sales and the large selection of cars they had!!! The staff including Alex, Wendy, Kyle and Scott were awesome and made me feel right at home!! I will spread the word about this place!!!

This vehicle will always be available. I’ve had 3 other vehicles that came and gone, and the Jeep is still here with 140k. I guess I’m a Jeep Geek

This is my first SUV. I like that it’s not really huge but big enough for what I need. I also really enjoy the comfortable seating.

I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

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’ve had my ‘15 latitude, for a year. T-bones a car, last week, and they crumple like a beer can… In other words: had my wife get a ‘16 75th edition TODAY!! Yes, ramen diet, for a few years, + her “special edition” doesn’t have heated seats, or a heated wheel 😖 My latitude does!! I wouldn’t look at different 💯

I was surprised after buying this just how reliable it's been. I drive 40 miles each way to work and after 6 months no issues to report. Jeep just starts up and goes, it seems failure proof right now, this really surprised me after reading many of the negative reviews. I would buy another without pause after my experience.

My wife and I have been car shopping for the last couple of months, and we recently came across Udrive. Let me tell you, they are FAST! We had all our questions answered and left there in less than half an hour with exactly what we wanted. The staff was knowledgeable, efficient, and made the process incredibly smooth. We highly recommend Udrive to everyone looking for a hassle-free car buying experience!

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

Mike at Bronco Motors Original made the car buying process simple and easy. Being a first time buyer not having much of an idea, Mike did a great job making sure everything I needed to do was clear and precise. I appreciate everything done by him and the experience was quick and simple. The jeep runs so well, it has plenty of space to transport everything I need and is overall an awesome first car. Great experience overall. Thanks again Mike!

This Jeep is undoubtedly the best of the cars that my fiance and I have owned. In the two short years since we bought it, we've taken it to southern Florida and back three times without any trouble. It's been reliable and for me, pretty comfortable. Love our Jeep!

I just got me the cutest mini cooper ppl!! come check them out they are best dealership in town. Mariah ❤️ Udrive USA 😊😊

Interior is absolutely beautiful. Still a big enough vehicle that it doesn’t feel like a regular sized car but not a huge suv. Still a gas guzzler though.

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.

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 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!!!

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!!

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.

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!

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Great, simple buying experience! Between Lennox, Jeff, Paul, Steve and Nick, no complaints on anything everything was done exactly as said and ready to go. The Hall team would get my business again and is a friendly dealership.

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

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.

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?

Timely service with great customer friendly staff. I would recommend Casey for getting your car serviced even if you didn’t purchase it there.

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.

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!!!

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.

Unbelievable dealer! The only dealership to purchase from in the Va Beach area. Staff is kind and professional, inventory is clean and well serviced, and they have very fair and competitive interest rates. I highly recommend visiting Adam and the rest of the staff if you are in the market. I am a customer for life!

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.