Used Jeep Grand Cherokee for sale near Annapolis Neck, MD under $899,990

Service Technician greeted me with enthusiasm. Explained the timing and kept me informed. Service was as expected. Checklist was reviewed. I would recommend this dealer for service!

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

Very friendly and helpful from the time I walked in the door until I left. Highly recommend this dealership especially Joe W who was amazing to work with.

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.

I did not actually drive the vehicle i was right there but they sent carfax before i got there and saw it used to be a rental in Florida and not what i wanted. I loved that they did that before so i didn't waste my time even though i really wanted to drive it. I let them know i wasn't interested because of that and they were super understanding about it and said they would keep me informed if something else came in.

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!

Great experience with the sales reps. Lowell and Patrick. I would certainly come back to purchase another vehicle.

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.

Great up front service and attention to our requirements. Great finance service to the end.

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.

I was helped by Rick Acosta. He was amazing and answered all of my questions and addressed any concerns I had.

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Very helpful salesman and finance manager. Whole deal was closed with a test drive in one and a half hours. I will check here first when buying a vehicle again.

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.

Farrish is fantastic in terms of inventory and willingness to get the deal done. Han Jo is the best salesman there and I encourage everyone to work with him. He is amazing!

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.

Thank you Joe…you made the whole transaction for my car comfortable and friendly. I was happy with the way you explained things clearly and broke down areas that were a little confusing and/or hard to comprehend. It was a pleasure meeting you. God bless you and your family. Again, 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.

It was a wonderful experience! They addressed each issue in a timely manner and kept in touch through the whole process.

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.

Highly Recommend Len Dano. He is very knowledgeable and helpful. The dealership staff is very nice and respectful. I had a fantastic experience working with Len and Casey. Thank You

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.

Was very happy with the repairs on my jeep.I just wish the warranty would have covered more. It is also nice to know that all the work done is under warranty for two years.

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.

Great! Nick Atkinson met me at the entrance and immediately was of help to me. I knew what I was looking for and repointed out the right car. He was good at going through the whole car and showed me what I needed to know. He was very helpful with the whole process.

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 !

Friendly, respectful, up front service. Positive experience all around. 👍to Wyatt who helped my brother buy a Ram truck. 👍 to Chance who managed the financial paper work, even got him a super warranty. 👍 to Jason who made sure the car was immaculate. I highly recommend Larry Miller in Surprise. ,

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.

Kegan, Thank you so very much for your service! The paperwork process went very quick and easy! It was great meeting him! He has an amazing personality and a great sales rep. My husband and I continue to mention him to family and friends, not only in a sales aspect but the wonderful general conversations we were able to have with him! Glenbrook Dodge Chrysler Jeep Fiat is lucky to have him!!!

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.

So far, excellent! I live in Boston and purchased one of their cars "sight unseen". They made every step of the process smooth and easy. From my initial call, Frank (Salesperson) was keeping me updated on where we were in the process and made sure that each question was answered. The car was damaged in transport to Boston but so far they are standing behind their sale and have pledged to take care of the damaged vehicle. Hope to have a very happy ending to this adventure.

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.

This is a great place to do business. I had a wonderful time here with all the employees!

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.

The buying process was so easy. I was preapproved. We took care of most things over the phone. I came in. They had all the paperwork ready I signed and was out the door probably within 30 to 45 minutes

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

Walfred Perez worked his butt off to ensure we were given the best deal for our trade-ins and kept in mind our inherent needs for a new vehicle. We had never before shopped at a VW dealership nor did we know much about the selections, but he gave us the entire rundown and allowed us to test drive as much as we wanted to ensure we were making the best decision for our family. He is such a great person to work with, and even worked on his days off. Couldn't have asked for a better salesman! The other sales team members finance team also was very kind, hospitable, and helpful!

Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.

Kept me updated on everything. New truck and they made sure I was updated on new things that have come out for updated. Would use again

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.