Used Jeep cars for sale near Ashland, VA under $20,000

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.

Came in and was greeted right away, they showed me quiet a few options and went with the one I liked the best. They even put the plates on my car for me, no temp tags or anything! They made it very straight forward and simple. Will definitely be coming back.

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.

I could not recommend five star cars and truck sales more. They enabled me to purchase my dream vehicle of all times 2010 jeep wrangler unlimited. The staff and sales people are absolutely incredible very upfront direct into the point they went above and beyond to help me get into this vehicle!

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

We had an outstanding experience with 63 Auto in buying a 2019 Toyota Tacoma pickup. Khalid, Mo and Sarai went the extra mile to find the right vehicle for us at a reasonable price. Before completing our purchase, the truck went through an extensive assessment and passed with flying colors. We look forward to following up with them for future car and truck needs.

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's

Stopped at the dealership to look at an expedition. The owner was upfront with the issues the expedition had and told us everything he knew about the vehicle including what his mechanic told him. I highly recommend this dealership to anyone that is looking for great prices and honesty.

None better, our wrangler has been the most reliable, dependable, and durable vehicle we’ve possessed in nearly 25 years. Beep, beep...we love JEEP Cherokee, Patriot and Wrangler

Dennis was a great help and very polite!!! I would recommend everyone to come and shop at commonwealth motors. Two thumbs up. Ask to speak to Dennis, he will get you right.

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.

Excellent place to do business! All around helpful and worked with me on some changes and upgrades I wanted. It was worth the drive from Colonial Heights (about 35 miles away). I'm glad I made the trip and I LOVE my new CX 5!! Paige, Matt, Mike, Freddie, Mel and all the others who were involved with my car, Thank You!!

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

Exceptional Experience with Curtis at Sheehy Ford of Ashland. I recently had the absolute pleasure of purchasing a new car from Sheehy Ford of Ashland, and my experience was fantastic thanks entirely to my salesman, Curtis. From the moment I walked in, Curtis was welcoming, professional, and completely devoid of the high-pressure tactics that can make car buying so stressful. He took the time to genuinely listen to what I was looking for in a vehicle and what my budget was. He wasn't just trying to make a sale; he was focused on finding the right car for me. His knowledge of the Ford lineup was impressive. He pointed out features I didn't even know existed and answered every one of my questions with patience and clarity. The test drive was informative and he made sure I was comfortable with the vehicle's handling and technology. When it came time to discuss numbers, Curtis was transparent and straightforward. He worked diligently to get me a great deal and made the financing process smooth and easy. He kept me informed every step of the way, and what can often be a lengthy and confusing process felt efficient and simple. Overall, Curtis is a true asset to the Sheehy Ford team. His honesty, expertise, and customer-focused approach turned what I expected to be a daunting task into a truly positive experience. I will definitely be returning for any future vehicle needs and will be recommending him to all my friends and family. If you're looking for a no-hassle, enjoyable car buying experience, ask for Curtis!

  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.

VERY pleased with their service department .. Charles does a great job. Tom Jones.. Ford Maverick

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 💯

A very simple straight forward process. The entire team from start to finish was well organized, experienced and very cordial. They have refined the entire process from start to finish and kept it simple and streamlined. I couldn't be happier!

In my many years of car driving and ownership, I have rarely had a better vehicle than my 2019 Jeep Compass Latitude. It has been reliable, comfortable, fun to drive and, for its' size and type, very good on gas. In April, I will have been driving "Lattie"for 5 years. My upkeep has been minimal. She is pretty and still looks new. This vehicle is such a pleasure to drive. Handling and response are excellent. Controls are super easy to manage and absolutely love the heated seat and steering wheel. On a long trip, it is very comfortable (yes, I have ridden in the back seat, too) and fuel economy was just great...fully loaded with air-conditioner on and travelling at highway speeds gave me 30+ mpg. Really can't complain. My Neon didn't do any better. This is a great vehicle. Oh, and I had leased it new, and purchased it when the lease was up..that's how good this car is!

Dana and Kenny were very helpful. Spent time with my wife and I to test drive 3 vehicles in the cold and walking all over the lot. We are checking their website for transfer vehicles as the cars we wanted were all marked sold already. Thanks guys!

I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.

Brandon was very helpful with our car buying experience. He was incredibly personable and answered all of our questions. We enjoyed working with him and making our purchase.

Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!

I received the best customer service from Destiny she made car buying easy and she helped me with all the paperwork .. I definitely give her a 5 star and will recommend her to any one that’s looking to buy a nice and affordable car…

I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.

I own a 2018 Compass with 1.4 l gas engine, 125 kw, 170 HP. This is not mentionned in the article. And this engine is quite more powerful than the American atmospheric one. Still, the Jeep is not quick :) The gas pedal still 'creates more sound than speed' :) Giedrius, Europe

ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM. IN COLD WEATHER SEVERAL DOORS WOULD NOT LOCK AT ALL. AT FIRST I THOUGHT THEY WERE FROZEN THE DEALERSHIP IS STILL NOT SURE WHY THIS HAPPENED. I WAS UNABLE TO DRIVE IT WHEN THIS OCCURRED. JUST HAD THE IGNITION REPLACED - CAR WOULD NOT SHUT OFF. I REALLY LOVED THIS CAR THE SUNROOF IS HUGE, MY FIRST NEW CAR, IT IS A LITTLE SMALL IN THE BACK SEAT FOR PASSENGERS BUT NICE, I LOVE HAVING A HATCH AND NO TRUNK TO MOVE THINGS IF I WANT. I HAVE ALWAYS WANTED A JEEP AND I ABSOLUTELY LOVE THE 4 WHEEL DRIVE AND OPEN FEEL OF THIS CAR. IT DOES VERY WELL ON THE HIGHWAY. THE REAL ISSUE I AM HAVING IS WITH CASTLE JEEP/ RAM IN NAPERVILLE,ILLINOIS COVRING THESE ISSUES WITH MY 100,000 MI WARRANTY.

I leased a 2015 jeep compass, I loved it. My daughter is now driving it and she loves it as well. I'm now leasing a 2019 Jeep Trailhawk and couldn't be happier.

My husband and I saw the car we had spent weeks looking for in their online inventory, but we were over 10 hours away by car. We were concerned that someone else would grab it before we got there, as had already happened to us several times. They were courteous enough to hold it for us until we got there the next morning, and they gave us a fair deal for both our trade-in and our purchase without a bunch of haggling or pressure. After having communicated with lots of dealerships in the prior weeks, the staff at Safford Brown distinguished themselves from our first conversation. Hector and Eric were both courteous and professional without being stiff. We got the car we wanted with minimal fuss, and that's a big deal, considering how exhausting our search had been.

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

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.

We worked with Lloyd at this location, and he was knowledgeable, and extremely helpful with us in choosing and later purchasing our vehicle. He explained all of the other services (leather upgrade, warranty, gap coverage, etc), and we are please with our purchase. The facilities were in great shape, and I would highly recommend anyone looking to purchase their next car from this location!

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.