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Used
Jeep Grand Cherokee Overland
for sale
near
Chevy Chase Section Five, MD
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2023 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Got right back to me
I have been watching for a 2019 Santa Fe and when I got a Cars.com notice on one at an amazing price, I jumped on it. Due to COVID-19, most dealerships are limited and this was the Memorial Day Weekend. I sent an email and got a response the same day. Went and saw the car at the dealership, took a test drive, and now it's mine. Annapolis made the deal easy and efficient. Paul even took me out and helped me with some of the advanced features on the car. They cleaned her up and touched up some scrape marks so she looks brand new. LOVE my new to me car.
Natural upgrade choice
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.






Used
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Straightforward experience diagnosing a check engine
Straightforward experience diagnosing a check engine light as a catalytic converter failure. Promptly replaced under warranty. Took only two days including shipping the new part for a discontinued car!
Snow commuter
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.






Certified
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
We bought a vehicle from Sebastian Layser at Sheehy.
We bought a vehicle from Sebastian Layser at Sheehy. He showed us around the wide selection of vehicles on the lot and was patient with us while we made our decision.
Make the Two Hands on Wheel feature stand a lone.
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).






Used
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Salesman (kash) was good.
Salesman (kash) was good. I didn?t feel pressured, environment was pleasant, my trade in was fairly priced. I will go back to the dame dealership in future when they have the type of car I want.
My opinion of 2022 Jeep Grand Cherokee
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.






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great experience, surprised with customer service
I am buying a used car after 8 years, and this was great experience. No haggle is what I care. I was not forced to buy GAP insurance or anything else. The only complaint is, the lady taking down payment at the cashier was hesitant to tell me the details of the transactions before making a payment and showing attitude, but everyone else was great. I highly recommend this carmax.
I initially leased my Grand Cherokee Limited but ended up
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!






Used
2016 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Victor Sanchez kept me informed by text message and phone
Victor Sanchez kept me informed by text message and phone throughout the process of servicing my car, startung early in the morning. He sent a detailed and transparent invoice that included all necessary repairs and recommendations. I felt that I left my car in excellent hands, and i definitely recommend this service center to all Honda drivers!
My dream car since a teenager was a grand Cherokee and
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.






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Had an opportunity to work with Danny.
Had an opportunity to work with Danny. Was professional and helpful throughout the initial call and forward to the closing. Made the purchase opportunity a joy and look forward to working with Danny in the future
I purchased it used in 2022, it had 76k and now has 96 in
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.






Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Coming into the experience, I expected there to be
Coming into the experience, I expected there to be attempts to manipulate or to be taken advantage of. Unfortunately my pervious experiences have driven that mentality. This experience was a revelation. Every member of the sales team was professional yet approachable. They found the right vehicle and made every step easy and understandable. Our salesman Charles had knowledge and charisma. There was never pressure. He just presented us with facts and let the product sell itself. The sales manager gave us the best offer hands down and we shopped the entire state. Charles and the Chevy team educated us on the car and the systems it boasts. We are extremely satisfied customers and would be willing for let anyone know about our wonderful experience. Thanks again Sports Chevy Team. Continue you excellent work. P.S. I know this sounds like a review written by the company but I assure you this is a real customer with a real experience.
2017 GC Limited 4WD.
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.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
We purchased our 2014 Grand Cherokee Overland new and
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.






Certified
2022 Jeep Grand Cherokee OVERLAND
Vehicle information
Reviews
Petra siempre nos ayuda
Gracias por todo Petra, segunda trocka compramos cobtigo, otra cez para la compañía y regresamos de nuevo! Eres siempre muy amable y patience, de verdad agradecemos mucho.
2022 Grand Cherokee Overland. great car.
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.






Used
2021 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
IN AND OUT
THANK YOU SKIP AFTER I TEST DROVE MY SHELBY I WAS OUT OF THE FINANCE OFFICE WITHIN 20MIN THIS DEALERSHIP HAS THERE ACT TOGETHER I WOULD HIRE SKIP TO WORK FOR ME
I just love everything about my 2021 80th anniversary
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.






Used
2004 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
But the grand Cherokee 2004 back in 2003 brand new with 2
But the grand Cherokee 2004 back in 2003 brand new with 2 miles on it. It's still on the road today with over 400,000 miles or original engine and transmission. What do you say to that????!!!!!!






Used
2013 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I had a great experience with purchasing my first car in
I had a great experience with purchasing my first car in the USA I had a great experience with purchasing my first car in the USA. Rob Moreno was helpful in allowing me to inspect and drive the car. He corresponded with me and was cordial and honest throughout the purchasing process. The car was exactly as described and in great condition.
Only a couple days, will update after a while
This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Very helpful!
Despite some wrinkles with financing and a car issue, Auto Heaven staff made sure all was right and helped us through the process. Very, very friendly and helpful staff! Highly recommended!!
Long lasting Jeep
One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Bought a new car.
Bought a new car. The car salesperson was awesome. First, I called to check the availability. It was in stock; 1 hour later, it was sold and he called me to let me know. Thats okay because that car was heavily discounted. I contacted him again for a car with higher trim. Over the course of one week, he worked with his manager to get me the best deal. I bought the car the following weekend. The car salesperson showed great patience, treated my family with respect and kindness. The dealership paperwork process was straightforward. No headaches. I finished in 1 hour.
I have that car and I’m happy with it.
I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.






Used
2011 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Alberto and cherno really helped me out with getting the
Alberto and cherno really helped me out with getting the car I wanted. I recommend going to prime motors if you want great cars,great service, at great price.
Bought one for my son for college.
Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
highly recommend safe and reliable choice for any car
highly recommend safe and reliable choice for any car buyer. They offer a seamless, hassle-free experience that you can trust, making the car-buying process enjoyable and stress-free.
Happy with purchase
Very friendly staff . Not bad prices Would recommend to friends to come here and check out the inventory Thank you again Moe for the great service






Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
kIA K900
If my credit was on point I would've been driving my dream car. The K900 is a sleeper for those who do not know. But they did try to help.
Still loving my Jeep
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.






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Sheehy Ford was easy to work with and low pressure.
Sheehy Ford was easy to work with and low pressure. I got my car in record time at the price I expected.
very dependable
I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit



Certified
2022 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
I came in to look at and test drive a 2025 Ford Escape.
I came in to look at and test drive a 2025 Ford Escape. I fell in love with it. Mirwais Amani was so helpful and answering my questions. No pressure sales whatsoever being a single old lady that was very nice. Thank you.
2022 Summit Reserve Comfort m, Performace and Luxu
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.
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Jeep Grand Cherokee Overland by city
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5 Great Deals out of 24 listings starting at $5,950
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5 Great Deals out of 24 listings starting at $5,950
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5 Great Deals out of 24 listings starting at $5,950
Jeep Grand Cherokee Overland by year
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2025 Jeep Grand Cherokee Overland
21 listings starting at $49,032
Jeep Grand Cherokee by trim
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26 Great Deals out of 118 listings starting at $1,950
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14 Great Deals out of 62 listings starting at $1,250
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