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

Part time Delaware resident but my dream car became available in Maryland. Across the state lines, Emmanuel did amazing work to make the purchase seamless! Answered numerous questions and concerns via text with record response time. Further worked magic with my husband in Maryland to finalize the purchase and had it delivered to our Maryland home which is 30 miles from the dealership. Emmanuel earned this sale and my respect! All positive on this experience and would highly recommend Emmanuel if you are looking for a Lexus.

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 traveled from Madison, WI to Passport BMW in Maryland to purchase a pre-owned car. It was an excellent experience! I worked with Charles Walker - who made this deal possible - and he was professional, polite, knowledgeable and straightforward in every respect. This dealership is a no-nonsense, class act!!

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.

On Friday 8 December 2023 I took my car to Oursman Jeep in Bowie , Maryland. For whatever reason the computer would not recognize the key when trying to initiate ignition. At Ourisman Jeep the service advisor , Mr. David Valenzuela, listened to my concerns and, at no point, did he interrupt allowing me to to clearly present the problem. He asked me a handful of questions to narrow down the possible cause of the problem . A short time later he decided it was not the car itself but the fob battery. He replaced the battery in both of my fobs : problem solved! I certainly was impressed with how he deduced what the cause of the was. As impressive as the problem solving was , what was equally impressive was his command of "Customer Service 101". Eye contact, respect for me as a customer/ human being and not as "the guy with the malfunctioning Jeep". He was patient to a fault. Great example of "just getting the job done the right way". 5 stars, at least.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

Easy and trustworthy. We bought both cars there and would do it again. Highly recommend

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

Excellent!!! Everyone was polite, courteous & customer service was superb. Overall the buying process went smoothly. Definitely would recommend the dealership to others & Definitely would come back.

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.

A big shout-out to Mr. Ali Asif! He was extremely efficient, knowledgeable, straightforward and honest in getting me into my 2023 VW ID.4 xxxxxxEV last night under stressful conditions (a power outage in the area that affected the dealership)! I highly recommend him to anyone looking for a good deal on a vehicle.

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!!!

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

I had a phenomenal experience at this location Starting with my phone call 3 weeks prior with GM Yancy. Yancy listened to all my concerns answered each question and provided great feedback. I was assigned to the BEST sales rep Ahmer. He gave exceptional service! I can’t say enough about these two gentlemen. They took great care of me from beginning to end and have gained a customer for life♥️

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

Without discussing the beginning of my car search journey, I will go straight to the end of my journey with Nissan / Hyundai located in Waldorf MD. Anne Maus, Todd Zaciek, Denzel Payne and Max Cho... My search started May 9, 2022 and Ended June 7, 2022. It went from dealing with 2 sales associates I would NEVER recommend, to dealing with an EXCELLENT salesperson that assisted me for three weeks. Hands down Anne Maus (Nissan Dealer) is the best sales associate to have assisted me with my car search. Anne and I spoke, texted and emailed for 3 weeks. I finally went to the dealer on Saturday, May 29, 2022. I test drive 3 vehicles and fell in LOVE with the 2018 Hyundai Santa Fe Sport, because the vehicle was a certified vehicle I had to work with a Hyundai Sales Associate. After 5 days of being jerked around, the vehicle I fell in love with was sold. I texted my disappointment to the manager. I immediately received a call from Todd Z. Mr. Todd Z., went above and beyond to assist me in purchasing a vehicle. The next day Mr. Todd Z. sent me information on another Santa Fe. The truck that I fell in love with didn't even compare to the truck Mr. Todd Z sold me! I arrived at the Dealer on June 7, 2022 to sign off on my paperwork. I received nothing but TOP NOTCH SERVICE from my original Sales associate Anne Maus, a new sales associate from Hyundai, Denzel Payne. Denzel Payne showed me how to work all the gadgets on my new 2019 Hyundai Santa Fe Ultimate. Mr. Max Cho, the finance gentleman was very pleasant to work with, he made my experience very easy. When I say I can not THANK these 4 individuals (Anne Maus, Denzel Payne, Max Cho and last but not least Mr. Todd Z.) enough. I would recommend ANNE MAUS to anyone. Ms. Maus is very passionate about helping her customers. Ms. Maus listened and understood from day 1 what type of vehicle I was looking for and took her time to deal with me. None of this would not have been possible if Todd Z did not step in and save the day.

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.

This weekend, I had the incredible opportunity to purchase a car from my long-time friend and his amazing team at District Auto Group. Working with Amir and Moe to acquire my 2021 Infiniti Q50 was truly a blessing. From the moment I stepped through the door, I was greeted with a warmth and hospitality that made my son Joshua and me feel like part of the family. I must say it was the best experience I've ever had. Amir and his team went above and beyond to ensure that I found the perfect car. They listened to my wants and needs, answered all of my questions, and helped me find a car that I absolutely love. The entire process was seamless and stress-free, thanks to their expertise and professionalism. Walking out of District Auto Group with my new car felt like a dream come true. Not only did I drive away with a fantastic vehicle, but I also gained an extended family in Amir and his team. Their genuine care and dedication to their customers shine through in every interaction. I can't recommend them enough to anyone in the market for a new car. If I could give 100 stars I would!!! Thank you for providing me with such an exceptional experience! 🤗

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Terri Anistead was a warm, professional and wonderful salesman. I was impressed with the no mess no fuss flow of the overall process. I was able to say what I want to put down, what price range I want to stay in. Terri followed my ques and not the other way around. What a pleasure. I had a family member go through drive time and I was not sure if it was a good choice. I can see why they picked Drive Time. Thumbs up!

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.

Good help good service better people appreciate it Davaughn M. If you’re looking for a good solid car this is the best place to go in the area you will not be disappointed or unsatisfied even if your money not the best they’ll still work with you.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

AS usual my service rep Gage did an outstanding job. He explained the needed service and answered all of my questions. He is an asset to Laurel Acura

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

Awesome experience! Team over really looked for me and made sure I was satisfied and received the vehicle I wanted!

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.

Good deals but didn't get to purchase a car today. Have to get a cosigner. Plenty of choices payments okay. Problems with using my old vechile as a trade in. Interested in selling my jeep and using the funds for the purchase of a new car.

Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome

This is me second time working with Anne Maus I returned back because of her professionalism and knowledge of the car buying process. At no point did i feel as if i was being taking advantage of just to sign a contract. Thank you Anne and Sheehy staff for this smile that is still on my face today.

Purchased as a retirement gift. Met or exceeded all my expectations. The 2021 Islander has the 4cylinder turbo engine and is smooth at all applications.

Mike and all the staff were friendly and courteous. Mike answered all my questions and showed us the functions of the vehicle. Great service!

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.

They were very helpful and very professional the dealership was very clean and the dealership inventory was updated I would buy my car from the dealership if I could

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!!!!!

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.