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

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.

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.

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

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!!!

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

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.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

I thank you from the bottom of my heart for the service you provided me and I hope that everyone who comes to the same place with the purpose of buying a new car will help you just like they did to me so that they never change and always continue to be the best of all. Dealer that I have known and we will always recommend them to more people who want to buy a new one, especially family and friends, do not doubt that we will reach you in that same place.

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 bought my 2016 Ford Escape in Feb 2019 from Wynne Ford and have had it in for routine maintenance. From the buying process to maintenance, the experience has been very positive. They also repaired the vehicle after I was in an accident. It came back to me looking and running like brand new. Wynn is excellent in repairs and maintenance, and has superb customer service.

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

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 !

i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.

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.

After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package

Excellent customer service, friendly service department, and nice facilities. Oil change and tire rotation completed while I waited and read free digital magazines in the waiting area.

I love my vehicle. It's a 2023 model year Jeep Grand Cherokee L in the Summit Reserve trim with the 5.7 liter HEMI V8 engine. Overall sleek exterior design of the vehicle is nice. As for the interior, it's great! Nice and comfortable interior. Palermo leather seats, massaging front seats and power folding rear seats. Heated/ventilated seats for both the first and second rows. Front passenger infotainment screen, interior camera, night vision camera, ambient lighting and a 19-speaker premium audio system. More importantly is the excellent performance. This V8 engine comes with 357 horsepower and 390 pound feet of torque. It'll go from 0-60 in 6.1 seconds. Very good acceleration for sure. A recommended vehicle for performance, enjoying features, hauling passengers and carrying big loads when seats are folded. 👍👍

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 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.

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.

I have owned our Jeep from Day 1! Only had 1 issue the Jeep, had to replace the cross arm! Utter than that, change the oil, keep up with the maintenance, replacing wore out parts, as need. Our Little Green Jeep has been our work horse. We drive it every day, for shopping needs & what nots, because it is easier to park, zip thru traffic & we don`t worry about wee little door dings from the idiot parked next to me!!!! Our Jeep has over 135,000 miles on Her. Her mileage per/gallon has gone down from ah constant 18mpg to ah 13 to 15mpg as the miles started piling On! Absolutely No Regrets in buying our little Green Jeep...

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!!

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.

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 .

Don’t go anywhere else!!! Streamline auto is the best dealer in hampton roads. Once you go here you won’t want to go anywhere else! This company is the real deal!! We are forever grateful! Robby is the bomb!!! Very informative with the step by step process, no xx!! This company by far is the best we have been too. We have been to other dealers before we met streamline auto and the experience was horrible! I was doing a google search and came across this company at night! They open at 9am, I got a text no sooner after they opened. Robby helped me and my husband get vehicles. Best trade in value as well!! You go here you won’t want to go anywhere else ever!!! We have found our new home to purchase our vehicles and will never go anywhere else!! They are consistent the whole way through the process!! If you can’t get approved by the bank, this is where you wanna go for sure!!! Robby and Randy provide the best customer service ever!!

After years of wanting one of these under rated machines I finally got my hands on one earlier this year. Ever since I was about 9 or 10 it has been my dream car (and yes I'm serious it is my dream car). I found it on FB Marketplace for just $2,000 and had to snatch it up. It is the Limited with the 4.0L so the best of both worlds and I LOVE it. It had just a hair over 140,000 miles when I bought it so I knew it still has tons of life left in it. I don't even have to speak on the engine because we all know how solid they are. Mine is also probably my favorite color in one of these models, Patriot Blue Metallic with black leather and every luxury option except for the adjustable pedals. It also has the Chrysler 300 style white gages which is one of my favorite parts. The ride quality is unmatched with the soft suspension and plush leather. Also pretty powerful for it not being the trashy 4.7 V8. Just like every vehicle it does have its cons. I would have gave it 5 stars had it not been a Chrysler product because they do have their fair share of electrical issues. I was fortunate and only have 2 issues though, being the back passenger window doesn't roll down and I have a bad connection on the blinker relay so the left signal only works until you hit a big bump and jar the fuse a tiny bit out of place. My only other issue is the hideous stock 16 spoke rims that come with the 2003-2004 Limited models. However I would definitely recommend for a first time driver or back yard mechanic because the Inline 6 has tons of room under the hood therefore are almost too easy to work on. Pretty much anyone can adapt with these vehicles though, from moms with big families to off road enthusiasts. These Jeeps are almost perfect for everyone. They are fairly easy on gas as well for being an SUV. You can average 18 City and around 26 Highway if you're easy on the throttle and you aren't drag racing it. For these WJ's being 20 years old now I can appreciate how modern and nice they still look inside and out. You can't beat the price either for such a capable, adaptable vehicle. Unless you find a rare one that's basically brand new you're only looking at spending around $2,000 to $3,000 to get your hands on one, you really can't beat it. So if you're looking for a good vehicle with endless purposes, go out and get you a '99-'04 Grand Cherokee. You won't regret it!