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

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!!!

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

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.

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.

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!

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.

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

I had a very good experience with Vehicle Wish and they were helpful with the car buying process including giving me a good interest rate.

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.

Bought this SUV last week. My "new" 2012 JGC had 227,000 miles on it. The salesperson didn't know much about the Jeep, as it was a Ford dealership I had gone to. Two days later, I had to go for preparations to bury my son, over 800 miles away. I was very fearful, because I had this JGC that I had never driven before, and I was on this journey alone. I have seen so many cars with temp plates sitting on the side of the road, and was fearful mine could just be another one. Needless to say, the only 2 things I haven't liked about my vehicle transaction, is that there is no owners manual, and evidently the sensor for low fuel doesn't work. I knew about the owners manual before the purchase, but not the low fuel indicator. I will just fill up at 1/4 tank asI always have. LOVE, LOVE this vehicle.....stylish, comfy, and all the perks. Auto start and heated seats will surely be welcomed as winter can hit hard here in the midwest. So far, the best car I've had, and I've had a lot over the last 55 years!

Had a great experience purchasing my vehicle from Chris. Will definitely be doing business again in the near future! Thank you again for the amazing customer service.

This jeep was exactly what I was looking for. We have been looking at various jeeps for my son. The 2001 Wrangler will fit the bill.

I’ve been with SMH Auto Sales for years, and I wouldn’t go anywhere else.” I bought my Cadillac ATS 6 years ago from them and about 5 years later I loved it so much that when it was time to upgrade, I came right back and got my Cadillac CT6 through them too. Waited & got what I wanted, picked out! 🤗🤗The entire team at SMH Auto Sales is awesome!! they’ve helped me with everything over the years. From financing and service to body work and customization (they even helped me get my CT6 completely blacked out 🔥), they always go above and beyond. The owners are super nice, easy to talk to, and genuinely care about making sure you’re happy. If you’re looking for a dealership that stays with you long after the sale , this is it. Whether you need advice, service, or just want honest help from people who know their stuff, SMH Auto Sales is where you want to go!!

The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!

I wanted to let anyone looking to buy a vechicle , talk to Tyler Woods . We purchased a truck a few weeks ago and Tyler was very nice and professional. Made our buying process so easy . He worked with Robert and I to get the best deal possible . Even after 4 weeks and me having questions , Tyler has gotten back with me with questions that I had . He was a pleasure to talk to and Hagerstown Ford should be proud to have him as a sales consultant. When I need a vechicle in the future , Tyler definitely will be the person I want to see . THANK YOU TYLER for all your help .

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 recently purchased a 2025 Tacoma TRD Pro in Mudbath from CMA's Toyota of Martinsburg, and I can honestly say it was one of the best car-buying experiences I’ve ever had. Living in DC, I first tried local dealerships like Passport, Koons, and Sheehy—but all I got was poor service, condescending attitudes, and no willingness to work with me. In contrast, when I contacted CMA, Stephen Goldbranson reached out immediately and went above and beyond to help me get the exact truck I wanted, at the price I was looking for. Keith Barrow in finance was equally professional—he didn’t try to upsell or push financing on me. I had my own financing and only wanted the Toyota extended warranties. Keith not only respected that but gave me a fantastic deal on ToyotaCare products—something no other dealer was willing to do. They also matched my CarMax trade-in offer, saving me a trip and avoiding the low-ball offers I got elsewhere. When I arrived, the truck was washed, gassed, and ready to go. I was in and out in under an hour. Totally worth the drive from DC. I’ll absolutely go back for my next truck—10/10 service all around. Highly recommend Stephen, Keith, and the entire CMA team!

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Just pick up a used Tacoma. I'm vert satisfied with my purchase, price and many thanks to Ashley for all of her help.

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.

I've been doing research over the last couple of months for a new Santa Cruz. I have contacted several dealerships in Maryland to discuss various options and incentives. My experience has spanned from great to outright dishonesty. I without reservation recommend Dain Hightower at Massey Hyundai as a sales consultant to work with. Dain has been respectful, honest and helpful. No surprise that Dain has received many awards. Double thumbs up!

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.

this was a Great purchase, went very well and they had the car i wanted

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

Jesse, was great and Vladimir was extremely informative and efficient the staff and facility were very responsive and comfortable. During a stressful time i felt welcomed and relaxed and after fully understanding my new vehicles options i was happy i chose Auto Nation.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

Great experience! Price was what it was advertised at! Gave me a great deal on my trade! Found me a better interest rate than Navy Fed. I got there at 9:00am did a test drive and was done by 11:40 on my way home with my new used car!

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 recieved EXCELLENT service from Mike Furman!!! He was honest and didn't even take a deposit until he had the allocation and ordered my 2026 Corvette Z06. He set me up with courtesy delivery in Colorado and made everything as easy as possible for me. His sales managers Bobby Linthicum, and Jason Witte were also helpful and available to answer all my questions every step of the way. Wyman Chow was exceptional as well coordinating the signing via FedEx and setting me up with my extended service warranties and making my purchase via wire. Criswell has an exceptional team and I will definitely refer you to anyone looking to purchase a corvette!!!

Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!

Excellent service from Doug Rice and his managers. They had my back work with corporate which resulted in a very satisfied resolution. Top notch dealership and I don't say that lightly.

Hello, my review is positive. I'm happy with my jeep compass limited. Stylish body design. I, like having fuel efficiency mileage. Pretty good performance and awd suspension. Comfortable heated seats. Plenty of cargo area for my items. Very cool ride, reliable fun to drive.

Just purchased my second Ford Ranger from Mike Zeller and the folks at Sheehy. Great team working together to make the customer completely satisfied!! Highly recommend these folks to anyone!!!

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

My brother Lamont Lewis was amazing and made my first car buying experience worth it.

Two weeks ownership impressions, this Jeep is quite impressive. I've never been a Jeep person. Long time Dodge Charger owner in the sports car world. Cross shopping the Mustang Mach-e, the Grand Cherokee 4xe really got my attention. It's got that "in town" all electric distance, but you have the turbo gas engine for range and flexibility. The interior is not quite oppulent luxury, but it is VERY nice inside. Levels above what typical Jeep interiors and technology have been. It's very well put together with nice materials, and even some nice plastics. The one huge strike is the choice of so much center piano black. This material has to die. UConnect 5 is my absolute favorite. It works extremely well. The TomTom Nav is kinda weak. It only works best when you input the exact address. Combined electric and gas performance is impressive! This big SUV launches off the line when asked to. Electric use is pretty good for a big vehicle, at about 26mi. Which has been perfect for local driving when I'm off the highway. My combined MPG with gas/electric has been 25mpg, on Regular fuel. Which is a huge step up from the old Charger, yet I have all this cargo room. In the recent snow storms, this GC has been a snow BEAST. Very stable, and the stock Bridgestone tires have been acceptable in their snow performance. A few negatives; the dealer helped fixed a squeaky front panel right away. And they updated my UConnect system, where the screen was flashing black. After those fixes, the GC 4xe has been flawless. The engine is a bit noisy at higher rpms, but I don't mind it too much getting to use its performance. I've been Level 1 charging overnight at home, which has been adequate, taking about 14-15hrs for a full charge. That usually gets 2-3 local errand/to highway trips before it runs out. Then I charge again for the next day. When the battery is "dead" there's enough reserve to operate like a Prius hybrid, to help keep fuel efficiency up while in gas mode. Overall very happy! It's a lease to hedge my bets on this new tech, hopefully it keeps going well! I might be a Jeep convert!