Used Jeep cars for sale near Essex, MD under $50,000

TLDR: A great no pressure place to buy a new Toyota. A fantastic stress free experience purchasing my 2024 Toyota Prius XLE and trading in my 2014 Ford Focus. My car sales associate was Dulane Barnes who acted professionally throughout the whole process. He did not give me any round about talk and always was straight to the point with no pressure and always provided me with additional options when one wasn't available. He was very respectful of my time going above and beyond to provide me transportation after trading in my Ford. I was given a fair trade in value for my Ford and was provided quotes from three different sources to explain the number given. Mr. Barnes was professional and personable throughout the whole process and it is appreciated. Sean was my finance associate for the process. He was also very professional, took the time to explain all options, provided me quickly with my temporary tags & registration, and did not pressure me to purchase any additional plans. I had Jazzmine as my customer service representative who acted as quality control. She was very professional and courteous when inquiring about the process I went through to ensure that I had a good experience and what could have been done to improve it. The only recommendation I have, it's not really feasible, would be a snack/small meal (not vending machine) for those who are present more than four hours within the store. Over all the experience was much better than I had been anticipating and I recommend Safford Brown for Sales. Very Respectfully, Shea

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.

Very accommodating and informative even though I didn’t purchase. Would consider them in the future.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

A Five-Star Experience at Heritage Chrysler Dodge Jeep Ram (MileOne)! Let me start by saying—WOW! My experience at Heritage Chrysler Dodge Jeep Ram (MileOne) was absolutely unforgettable. From the moment I walked in to the moment I drove away in my brand-new Jeep Wrangler, I was treated with the utmost care, professionalism, and efficiency. Unlike other dealerships where you’re stuck for hours negotiating back and forth, the team at Heritage made the process seamless and stress-free. They left no stone unturned, ensuring I got exactly what I wanted and making sure every detail was perfect. I traded in my previous Jeep Wrangler, which I had always serviced at Heritage, and they once again exceeded my expectations in every way! A special shoutout to Nina, my incredible salesperson, and Chris, the outstanding manager, who truly went above and beyond to make this deal happen. Their dedication, honesty, and kindness made me feel like family—not just another customer. There was no pressure, no gimmicks, just pure professionalism and genuine care. This was my third Jeep Wrangler, and thanks to Nina and Chris, I fell in love all over again! I left the dealership knowing I made the best decision, got the perfect deal, and was taken care of from start to finish. I cannot recommend Heritage Chrysler Dodge Jeep Ram enough. If you’re looking for an honest, professional, and truly exceptional car-buying experience, this is the place to go! Kudos to the entire team—especially Nina and Chris—for making this experience one I will never forget. THANK YOU for everything!

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

Hello John, I'm so glad that you're back with Heritage VW. Thanks for doing a GREAT job getting me into my 2024 Atlas yesterday. You really made my day. You've always worked with my family in getting us an payment that we can afford monthly. My sister is going to be seeing you soon. Please keep up the good work with your excellent customer service. *********

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 purchased my first Jeep, a modified 2-door Wrangler Sport, From Adam's 2 weeks ago. Scott Cheuvront and Thomas Stiles were both very Helpful. I was allowed to take the vehicle on an extended test ride to show my wife before purchasing which was unexpected and very helpful as it allowed me to judge its highway driving characteristics. I was smiling as I left and can't help but smile every time I drive it; especially after getting in the mud for the first time.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

Jason Schaffer was a great salesman and very knowledgeable about the various models and trim packages found on all of the Silverado's we test drove and had a chance to look at. He was also easy to talk to and honest without any of the typical games most others play. Financing was great as well to find the option and warranties that worked best for my situation. I never felt pressured at any step of the way and enjoyed my experience.

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.

Brian Perry and Jeff Bejna provided excellent service. They were very honest, accommodating, and I felt at ease during the whole buying process. I highly recommend Heritage MileOne!

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.

Best experience !!!! Thank you eastern !!! Wendell you were great !!! Jesus santos thank you and Walid thank you for your service you guys are the best. ! We truly appreciate you very much !!!!

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.

No fuss no muss. I did my research before hand and it took a grand total of 2.5 hours and I was driving away in a Gladiator.

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

Shane was very helpful in getting us into a new vehicle ; I would highly recommend their service

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!

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.

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

Was a very efficient process, everyone seemed nice and I felt I didn't have much to worry about. Had a concern with vehicle's battery - they replaced it and allowed me to get it inspected at their Honda dealership, just to make sure everything was in place. 2 months in so far and no car troubles - I'd recommend this dealership to anyone in the area.

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 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♥️

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.

Great work, Kasey did a great job as a service writer. I would highly recommend this dealership. I had key jobs made, did a great job.

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

Never any issues, almost the best service. Everyone is always nice and respectful. Thank you.

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.

We had a very good experience here with the entire team. From Shah, to Ronny, Antonio and Rhonda; the process from start to finish was pleasant.

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.

I had an AMAZING experience! I worked with Morgan and she was wonderful-super patient, not pushy, very knowledgeable and super nice. Highly recommend reaching out to her if you are looking to buy a Buick or GMC at Anderson Buick GMC Of Abingdon ? I am absolutely in love with my 2025 Fully Loaded Buick Encore GX

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.

A very pleasant experience from the time I drove into the service entrance. It was my first time to have my car serviced there and they explained everything and showed me the options for where to wait until they finished. My only disappointment was they didn't use synthetic oil, which I thought was standard with them. It wasn't their mistake. It was mine. I will be sure to ask for it the next time it is seviced.

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

I felt I received a great deal. I was treated fairly and with respect. The buying process went very smooth.They worked with me and everything was explained.

So I got a Jeep from The Chrysler,Dodge, Jeep dealership in Deland. Jean was my salesman and he was great! Got me the vehicle I wanted for a great price! I’m very satisfied with my overall experience. 👍🏾