Used Jeep cars for sale near Smithsburg, MD under $899,990

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.

Great overall experience. Clear and transparent sales team. The process was quick and easy, would highly recommed.

Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.

Frank was a pretty good salesman. He didn't push too much and was honest. He worked with me to get a really good deal on a car and my trade in.

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

Chris Collinson was my Client Advisor & did an outstanding job. He matched me with a great vehicle, walked me through my trade-in & I drove home in my new vehicle very satisfied. Will definitely recommend Chris & this dealership!

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

Kind staff, excellent service, keeps us coming back. We recommend this dealership for your next vehicle!!

  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.

This dealership was welcoming to my husband and I and we are both very grateful and completely satisfied. The experience from entering front doors of the dealership until driving home in our new/used beautiful HondPilot . We give a special thanks to all the staff, especially our salesman MR. Rick. Thank you for making us feel like family. The two words that describe this dealership are integrity and honesty.

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!

Our salesman was Eddy and I cannot say enough! He was friendly, very knowledgeable about all of the cars we looked at and was not pushy at all. I ended up driving away with a new car and I couldn’t be happier! Thanks Eddy for a great car buying experience! I will definitely be telling all my friends to go see you when they are buying their next car.

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.

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.

Very sophisticated staff and very helpful people. Will surely recommend this showroom to my friends and family. Everyone should come and check the deals here.

Been a jeep guy for 35years. 2 Cherokees always wanted a wrangler bought a 02 sahara in good condition 193000. It's a 4.0 5spd enough said. No leaks body in great shape,paid 8200.00. After rebuilding the frame that broke due to knuckle head engineers who put drain holes on the side of the frame instead of on the bottom the frame rusted out. 5000 both sides & front anyway after all that I upgraded almost everything on my beloved jeep , new power strip bosch platinum plugs kn filters bilstein 5100 shocks magnaflow exhaust system revolver style rims good year wrangler tires front grill protector tail light guards plus a power chip so from my point of view I have a classic tj better than new these classic TJ s are fun to drive my jeep goes topless 6 mos a year. My advice is to inspect the frame!!!. I didn't know to look, but it all worked out I wouldn't trade my jeep for a Lamborghini, there's only one, to top it off I added a US Navy Anchor ⚓ tire cover to show my pride of my service to my country as both of my sons have and are serving I'll keep this jeep until it's over the engine will outlast me!!! Jeep should've kept the 4.0 5spd the 3.6 is a great engine too

I was shopping for a very specific Corvette convertible and found a 2006 available at South Street Autos. Since I am from central New Jersey and was facing a 3 hour 25 minute drive to Maryland(according to Mapquest), each way, I called hoping to get some information about the car that was not listed on the website. Wayne was extremely helpful and courteous on the phone, answering all my questions. Most cars look great on the internet and then you get there and it's not what you expected or hoped for. Wayne and John were totally upfront and honest about the car. They were very understanding of how far away I was and were kind enough to pre-negotiate the price on the phone (most dealers would not do this) and provide me with an "out the door" price so that all I had to do was make the drive there and hope it was everything they said it was. Well, I made the trip and it was as beautiful in person as it looked online and was EXACTLY as they had described it. Because we worked out a price that was fair to everyone and the car was what I was "sold" on the phone, I bought the car on the spot and am thrilled with my purchase and the quality of the car. I would definitely make the 6-7 hour round trip again to buy a car from them, it was well worth it! Thank you for your honesty and fairness!

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!

Purchased a vehicle with ease. Certainly a place where I would purchase again. Friendly staff. Showed up an hour early for an appointment, and was taken care of right away. The process was straightforward without any bumps. Was treated top-notch

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.

Amazing customer service & Amazing mechanics. They helped me so much with dealing with another place i bought my ram from. They made sure I knew step by step what was happening. Months of back & forth they were always pleasant & so very helpful. So thankful for everyone

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

Go see Eddie for a new or used vehicle. Very friendly atmosphere in general and financing department. Plus, no masks required if you’re looking for that! They WILL put one on for you if you DO want that. I strongly recommend them!

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.

Jason was incredibly helpful and accommodating. I found the JEEP I'd been looking for and showed up on the lot less than an hour from closing, yet Jason was right there "on it" to assist us as long as we needed. And then after the purchase, he has been helpful with some additional things regarding our purchase. Highly recommended!!

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 have been buying cars for my whole family from SOUTH STREET AUTOS for 20 years. They have the best and biggest selection of used cars in the area. If you are looking for a good used car and a friendly dealer ship this is the place.to buy your next car he always has over 100 cars in stock

I have a 05 inline 6 cyc. Jeep Wrangler best vehicle I have ever owned. Will go anywhere just not too good on gas. I love to drive it.

Took my jeep for repair and my service adviser Stacie was such pleasure to work with she helped me to understand the whole process to get my jeep in the road Great customer service i will come back 100%

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

Great overhaul experience. Very knowledgeable people with great people skills. Clean dealership, very helpful and courteous all in all experience. Would buy from them again.

Very little exterior rust No holes in flr brds New brakes/rotors New 4in long arm rough country lift kit Good 35 mud tires Heat wrks/ No AC Firm on price

Had a 9:00am appointment and got there 10 minutes early and David got me right in to fix an issue with my turn signal and tail light, and was out at 9:20. Great service and very friendly and professional.

I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

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.

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!