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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.
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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
2020 Jeep Grand Cherokee Overland
Vehicle information
Features






Used
2021 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great job and awesome new store
Great team, everyone is and was friendly no one was aggressive and everyone was helpful especially the sales manager and Guyanese finance manager. Thank you for your help!
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
2011 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Prime Motors made my car-buying experience seamless and
Prime Motors made my car-buying experience seamless and stress-free. The staff was incredibly professional, walking me through every detail and ensuring I got the best deal. I’m thrilled with my new car and will definitely be returning for future purchases!
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
2007 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Matthew Ryan answered the phone when I called about a pre
Matthew Ryan answered the phone when I called about a pre owned vehicle at the Audi dealership. There were complications with getting my husband in whose name we had a car loan to the dealership. Matthew brought the car to our home. We did all the paper work inside with the help of George Awad on the hot day. He returned to the dealership, got the VA plates and returned. He "ubered" back to the dealership. Customer Service doesn't come better than that. He gets 10 stars! Thanks for the help, the ingenuity, flexibility, and ability to accommodate us. We needed it.
Purchased my 2007 Grand Cherokee Laredo with 87,200 miles
Purchased my 2007 Grand Cherokee Laredo with 87,200 miles and am proud to say this Jeep is the best vehicle I’ve ever owned. At 192,500 miles and it still runs beautifully and has withstood New England weather.






Used
2016 Jeep Grand Cherokee Overland
Vehicle information
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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.
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.






Certified
2019 Jeep Grand Cherokee OVERLAND
Vehicle information
Reviews
Great speedy sale experience and follow up for continued
Great speedy sale experience and follow up for continued providing great customer sales service for the used vehicle. The sales rep Hung really helped me out and showed me the benefits of having an electric vehicle.
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.






Used
2021 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Rico did a great job qotg me and my daughter thank you
Rico did a great job qotg me and my daughter thank you rico!..we will be sending everybody hus way
Perfect New England Vehicle !
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 !






Used
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Peter was Amazing at taking care of my car from the
Peter was Amazing at taking care of my car from the beginning to the end. Extremely professional and knowledge
We love our new Jeep
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.






Used
2020 Jeep Grand Cherokee Overland
Vehicle information
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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!
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
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
When we got there for our appointment, the Jeep was ready
When we got there for our appointment, the Jeep was ready in front of the showroom. Keith was very nice, and his manager Kambiz was also great. We decided to go with a certified Jeep . Saved money and got a longer warranty than a new car. Will buy again from them in 2 years. We hope
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!






Certified
2020 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Micheal Zeller was exceptional to work with.
Micheal Zeller was exceptional to work with. He found the perfect car and was extremely helpful in putting the right deal together for us.
My Jeep saved me!
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.






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
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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.
Bought the vehicle with 30,000 miles.
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.






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Matthew Forbes
Matt is really helpful and friendly. Even though we didn’t make the purchase since I was looking for to get a better trade in price, but overall it’s very good! I have been to carmax twice and both of them are all very good facilities and very professional working process, definitely recommend Carmax!
Purchased brand new after totalling out my Santa Fe XL.
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!






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Took my car in for a recall was told 3 to 4 hrs they had
Took my car in for a recall was told 3 to 4 hrs they had it done in 2 1/2 hours was very impressed with the service they provided for me
Jeep Cheerokee
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. 👍🏾






Used
2014 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
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
2020 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Was a very efficient process, everyone seemed nice and I
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.
Most advanced car I’ve owned
This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.






Used
2015 Jeep Grand Cherokee Overland
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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!!
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.






Jeep Certified
2021 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
I had the pleasure of having Jonathan Jacobs as my
I had the pleasure of having Jonathan Jacobs as my service advisor. He was excellent! Stayed in touch from day one and fixed my issue. Highly recommend.
GREAT SUV - GOES ANYWHERE
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.






Used
2018 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Excellent Experience
I wanted to purchase a new vehicle. The vehicle I seen online I thought was a great car, Mr. Joel Lisman found me a even better car with less miles and cheaper then the car I was looking at. Once I came to pick up the vehicle I was at Carmax for less than an hour, then I was driving away in my new car. 😁
Absolutely love it.
Absoutely love the Jeep Grand Cherokee 4X4, but especially the added equipment on the Sterling edition . I wish they had not made any changes to the 2022. This is my favorite vehicle ever.






Used
2021 Jeep Grand Cherokee Overland
Vehicle information
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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
Frustrated but happy
Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!






Used
2023 Jeep Grand Cherokee Overland
Vehicle information
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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.
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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
-
Jeep Grand Cherokee Overland in Chevy Chase Section Three, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Martin's Additions, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Chevy Chase, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Chevy Chase Village, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in North Chevy Chase, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Friendship Heights Village, MD
1 Great Deal out of 26 listings starting at $7,450
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Jeep Grand Cherokee Overland in Somerset, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Bethesda, MD
1 Great Deal out of 23 listings starting at $7,450
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Jeep Grand Cherokee Overland in South Kensington, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Chevy Chase View, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Forest Glen, MD
1 Great Deal out of 25 listings starting at $7,450
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Jeep Grand Cherokee Overland in Kensington, MD
1 Great Deal out of 25 listings starting at $7,450
Jeep Grand Cherokee by trim
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Jeep Grand Cherokee Limited
23 Great Deals out of 132 listings starting at $4,000
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Jeep Grand Cherokee Laredo
7 Great Deals out of 63 listings starting at $1,400
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Jeep Grand Cherokee Altitude
3 Great Deals out of 33 listings starting at $7,495
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