Used Jeep cars for sale near Middletown, MD under $1,000,000

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

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.

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!

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.

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.

I had a pleasant car buying experience with Renn Kirby Mitsubishi. The sales and finance representatives made the transaction seamless.

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.

Excellent, easy in and out. Service was great. Dealership and service department were very clean. Staff was very kind and understanding of what my needs were.

2004 jeep wrangler sport s 2 door. So far it is wonderful. Bought it just as a fun beach jeep but it has turned into our daily driver. Only problem is my wife wants to drive it all the time. She has claimed it as HER car. Guess I will need to just buy MY jeep.

I went in with a friend to help her find a car after a terrible experience at another nearby dealership. We called ahead to see if the car was in stock and Maks was polite, knowledgeable, and helpful right off the bat. When we arrived at the dealership Maks was patient and genuinely listened to what we were looking for. It was a great experience for everyone and we were able to work out a great deal. I’ll also add the finance department was wonderful as well - clearly explained all options and wasn’t pushy about extras. Would recommend Maks to anyone looking to buy a Kia!

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.

Brian Chanin did a great job working with me on my purchase. He was upfront with me on the whole process, because my budget was a big concern. We knew the car we wanted, but we were tight on funds. At no point did I feel pressured to make a decision. He just explained where we were during the discussion and make sure both my wife and I understood. Once the deal was in place, he checked in on us with the finance department, and even helped migrate the items from our trade in to our new car. Great experience.

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!!!

My wife totaled our 2018 Ford Explorer (not her fault). Parsons had her in a replacement 2018 Ford Explorer with 90K less miles for a good price. The whole process (including test drive) took about 2 hours. Ask for Dave Wilt, he'll treat your right! Thanks guys.

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 !

I had a pleasant experience from beginning to end. I worked with Sade. My experience was nothing but stellar. In particular, Sade is professional, responsive, approachable, knowledgable, and helpful. She was prompt to respond to my texts and took care of the task at hand. I would absolutely take my business to this company again. I am very pleased with the level of service I received. I highly recommend CARMAX.

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.

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

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.

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

Devin Mills! Professional Honest listens to requests. Easy to work with. Understanding. Not too pushy!!!

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’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!!

Devin MILLS was great! Very knowledgeable! We will see you soon. Thanks you He is great

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.

As close to painless as new car buying can be - based upon a positive team ( at all levels: management, sales and service) with no pressure to buy . Sales and management were knowledgeable about the EV6 I wished to purchase as well as the current finance incentives

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

Very pleasant. Enjoyed working with Louis Lee. The whole team worked well together and I am happy with the outcome.

Bought this 2022 Compass Trail Hawk new for my wife. Earlier this year (2025) we landed a sweetheart deal on a new 2024 Wrangler Sport S. Guess who inherited the Compass ? I stepped down from a Grand Cherokee but I have no regrets. It has had a few electrical teething issues but all have been resolved and have not come back. The handling and fuel economy are much better than the Grand Cherokee. There are only 2 downsides..........the size of the gas tank (13.5 gal vs 24.5) and the cargo space behind the 2nd row seats. I have easily adapted to both ! I want to give a shout-out to our local dealership, Tri-City CDJR. Start to finish, an excellent place to purchase and maintain our Jeeps. BRAVO ZULU !

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

My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

It was nice but it took a bit too long for my liking waiting in the workers and managers was long but atleast it was good customer service

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.

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.

This review is specifically for Jessica Stagliano at Fitzgerald Toyota. She was GREAT. I ended up purchasing another vehicle, but she was the first (and one of the only) salespeople who could answer ever question about the car I test drove. She also provided MUCH more information than any of the male sales people I encountered. I am genuinely sorry I couldn't work with the car she had available.

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!