Used Jeep cars for sale near Skyland Estates, VA under $99,961

I love this place!!!!! We have been to winchester mitsubishi for years! This is the go to spot!

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

I had a great experience with Rick Quillin, Internet Sales and with Country Chevrolet. Rick returned every phone call, stay ahead in the deal, answered every question and was great to work with. The car was exactly as pictured with all the options as listed. Rick set me up with an on time transporter and it was $200 less than quoted . I have bought 6 cars using internet sales (3 from CarMax and 3 from other dealers and Rick Quillin was the best and most professional by far. I would recommend Rick and Country Chevrolet over all of them . Rick is a professional and knows how to treat people, putting me in a great vehicle at a great price .

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

Kathy was such a help in helping me pick out a reliable used car. She was patient and eager to help us and made sure we were satisfied. Kenny ultimately worked with us on pricing and he was very personable and friendly. Michael then had us sign papers even after hours and was still showing that he was happy to help us. My family and I have been coming here for years and years and the sales floor never disappoints. Nick is always cheery and ready to help and never disappoints! Love the Warrenton Team!

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 bought all of my cars here! Salespeople are great! I wouldn’t go anywhere else!

Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.

Brought my 2015 F150 in for inspection on a Friday afternoon. The wait was about an hour, but they warned me when I arrived. Excellent service, friendly and professional. Received a text explaining the inspection and price for service. Extremely happy.

I love my 2019 Jeep Wrangler. It looks and drives great and is a good value for the money. Try it…You might like it!! The Jeep Wrangler Sport S is like no other…with the exception of another style of Jeep Wrangler!!

Straightforward pricing, great deals, and easy buying process. Would recommend them. I drove 4 hours because the deal was so good.

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.

Service always prompt, complete, and resonably priced. Always excellent service, courteous assistance. Would recommend this dealership to anyone. Will purchase my next car from them!

Criswell Ford set the bar across the board for a perfect remote experience. From the moment I reached out with a brief inquiry on their website and their sales people were not only responsive, but extremely kind. They assisted me with walking me through the entire process. I drove 2 hours away sight unseen to this vehicle and it was absolutely FLAWLESS. They sent the car out for detail, waited until closing to hand me the key, and asked me if I had any questions before I pulled off. Driving it few days later. Absolutely LOVE my mustang. GREEATT Experience Guys, 5 Stars All Around+++++

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.

Moses assisted us and was able to show us cars within our budget. We were able to leave with a beautiful Ford F150 thanks to Moses outstanding hard work and determination! We will 100% be going back when ready to purchase a vehicle ps My Friend purchased the vehicle but Moses showed me and my family the same energy as if we purchased the vehicle ourselves I would recommend him to anyone buying a vehicle great salesman and human being makes the experience much better

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.

On Sat, July 5 we purchased a 2020 F150 with the assistance of Dylan Griebel. The truck was being processed into the dealership and was not ready for delivery. Dylan kept us informed of the truck's repairs and status. He professionally assisted in making changes to one of the warranties and facilitated a smooth delivery. Knowledgeable, friendly and thorough, we would enjoy working with Dylan again.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

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.

Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!

Very happy with the staff. They were straightforward, honest, and my car buying experience was hassle free. My sales rep quoted me an upfront price and communicated all additional fees as well. I was given a fair amount for my trade.

Thank you, Imperial Jeep and Hany Arian, for the recent great car buying experience; I got a Jeep Wrangler which was very competitively priced, and I got a very fair price for my trade-in. Also, thanks to Sales Manager Bob Baillargeon for supporting and developing significant car-buying solutions. Hany went above and beyond to ensure we were satisfied with the car-buying experience and wrapped the paperwork seamlessly. I recommend this car dealership. A big thank you to Bob and Hany!

I just purchased my 2012 Audi from Joe and Harris. They have been fantastic! I love my car. They have been amazing, there was a minor issue and Joe and Harris saved me hundreds they were more than willing to help me and took the time to check codes and Harris fixed it he’s amazing and great with computers and codes. I will recommend them to everyone!

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.

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 experience buying my Van here! Gio and Mustapha (sales) and Angel (finance) were outstanding clear communicators, very detailed, and made the whole process smooth and stress-free. Highly recommend this dealership and their team!

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

I had a wonderful experience with Caleb Polen, both trading in my vehicle and purchasing the new one. I would highly recommend Leesburg Buick GMC and Caleb.

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 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 is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

I bought my Ridgeline from out of town with Tim O’Barr out of Winchester office and the experience was exceptional. From the first call back after contact online, to the trust I gave to complete the transaction to delivery of my Honda exactly as described was first rate. I can’t say enough good things about Tim and the team!

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.