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Used
Jeep Grand Cherokee
for sale
near
Chester, MD
under $20,000
- 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
2019 Jeep Grand Cherokee Limited
Used
2018 Jeep Grand Cherokee Laredo E
Jeep Certified
2020 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Always 5star respect.
Vinny Asermely and Richard Miranda .... 30 years of of buying Trucks and Cars from my two friends at Elmwood Dodge Has been an honor and a pleasure for me... With Thanks and Affection.... Ray Ruggieri.
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.
Used
2018 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Samuel me ayudó a encontrar una buena aprobación.
Samuel me ayudó a encontrar una buena aprobación. Estoy agradecido por su tiempo y excelente servicio
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
2015 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Wanted a specific vehicle and they found one out of state
Wanted a specific vehicle and they found one out of state and they worked to get it for me at a good price and bring it to my local dealership.
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 Limited
Vehicle information
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Reviews
Oil change
No qualms, was waiting for service to be done, efficient. Service advisor was helpful, clear and courteous. Facilities were clean and adequate. Will probably come for service again.
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
2018 Jeep Grand Cherokee Laredo E
Vehicle information
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Reviews
Top notch service techs here at Gene Messer Toyota.
Top notch service techs here at Gene Messer Toyota. I would definitely recommend it to my friends and family for sure. And a big shout out to TTU football ?
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
2021 Jeep Grand Cherokee Laredo E
Vehicle information
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Reviews
getting oil change and tire rotation
I MUST TELL YOU THIS IS REALLY ONE OF THE BEST DEALERS IN WINCHESTER VA THEY ARE A 10 STAR OPERATION THEY OPEN EARLY FOR SERVICE AND THEY REALLY ARE NICE AND DO AN OUTSTANDING JOB WHEN YOU ARE GETTING SERVICE DONE ON YOUR CAR
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
2018 Jeep Grand Cherokee Sterling Edition
Vehicle information
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Reviews
I had an excellent experience with the Mercedes service
I had an excellent experience with the Mercedes service team. They were fast, professional, and very attentive. The quality of work and customer care was truly outstanding. Highly recommended!
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
2020 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Kelley at the service department is a true professional.
Kelley at the service department is a true professional. She was very attentive and polite. There was no delay in getting my car in for an oil change. I was promptly updated on additional service needed, which I approved. The car was ready before the time quoted. Kelley also arranged for an Uber to pick me you, a first class customer service! Outstanding employees like Kelley is what determines a business success.
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
2014 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Best Experience Ever
After my vehicle was struck and totalled I began looking for a car. After numerous dealerships poor attitude and turning me away, I stumbled across this dealership. Since I just happened to be in the area I contacted them and set up and appointment. Immediately they welcomed me and I felt like they were truly there to help me. I wasn’t a number or just commission, I was somebody that was treated as if I was important. They helped me find several options and thanks to them I left with my first brand new car that I really love. After two weeks of having the car, they contacted me just to make sure that I had no issues. This is how car buying experiences should be.
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.
Used
2018 Jeep Grand Cherokee Sterling Edition
Vehicle information
Features
Reviews
Great experience from the beginning till the end my Rep
Great experience from the beginning till the end my Rep check me in right when I pulled up got me a ride home and came and pick me up. He was very friendly knowledgeable, and even went above and beyond when I had a question about the towing capacity for my Kia. I’m looking forward to my next visit.
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
2018 Jeep Grand Cherokee Altitude
Vehicle information
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Reviews
Did an excellent job keeping me informed throughout the
Did an excellent job keeping me informed throughout the entire repair process. Did an excellent job notifying me of what needed to be done for my approval and the cost involved.
Used
2019 Jeep Grand Cherokee Upland
Vehicle information
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Reviews
Awesome customer service and knowledgeable about their
Awesome customer service and knowledgeable about their cars overall a great buying experience, definitely recommend.
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
2021 Jeep Grand Cherokee Laredo
Vehicle information
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Reviews
I recommend my salesman, Ivan Guillotti if you are
I recommend my salesman, Ivan Guillotti if you are looking to buy a car. Thanks, bro, for your patience. I’ll be coming back for my next car.
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
2020 Jeep Grand Cherokee Laredo
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Reviews
Great place!
We Love our new 2021 Challenger! We Had the pleasure of working with Nicholas. He actually made it fun to shop for a new car!!!
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.
Certified
2019 Jeep Grand Cherokee Laredo
Vehicle information
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Reviews
The b st deal, the best salesperson, the best fina
The sales representative and finance manager made my purchase one of the easiest I’ve ever experienced. Both were very informed and informative of their product. I love my Ford Explorer! Pricing was unbelievable and the car is an incredible vehicle. Thank you Wayne Akers for being my dealership.
❤️ LOVE MY JEEP
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.
Used
2018 Jeep Grand Cherokee Laredo E
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Reviews
It was a good experience working with Colin Sporl at
It was a good experience working with Colin Sporl at Burke Motor Group. We looked at a few different cars and found one that met our size and budget needs. Colin was very helpful in making suggestions to us.
Used
2015 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
I purchased a used vehicle on May 10 of 2025.
I purchased a used vehicle on May 10 of 2025. I actually started the purchase on May 1, but it was for my business and took a little bit longer to secure funding, etc. I work with Frank, who was amazing. He was patient, kept me informed, helped me along in the process, and delivered the vehicle so smoothly. Zach, the finance gentleman, was also amazing. The entire process was smooth and easy, and I would absolutely go back.
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
2020 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Ryan is awesome The service is amazing People are so
Ryan is awesome The service is amazing People are so friendly Highly recommend this dealership They go above and beyond to help customers Autonation is the best to have service work done They have helped us for the past 3 years, honest and concerned about your vehicle and getting all repairs done efficiently Colorado is lucky to have this dealership Trustworthy service that is so appreciatiive They completely stay on top of all recalls for your vehicle
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
2019 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Thank you Lowery Brothers Boaz and Carmela
I found a SUV my mom was interested in online, we drove all over Birmingham to check out some other vehicles she was interested in. The experience in birmingham was horrible, but we contacted Lowery to see if the vehicle that she liked was still available, it was so we drove to Boaz to check it out, Carmela helped us and she was amazing and so friendly. They made us feel welcome and listened to what we wanted in a vehicle. My mom bought it and while waiting for the paperwork to sign, Carmela talked with us and got to know who we are. If you need a second vehicle or just want to replace one, go to Lowery of Boaz. They have many to choose from and they look great. The experience there was the best of any place we have been to while looking for a SUV. I highly recommend Lowery, Thank you Carmela for helping us and being such a great person to talk to.
Love my jeep
The turning radius is the best for the size of this suv. The brakes are quick to respond. The 4x4 is a must. The only downside is that they aren't all standard with a trailer hitch. Love the sunroof, the all leather interior.
Used
2015 Jeep Grand Cherokee Summit
Vehicle information
Features
Reviews
Outstanding customer service and flexibility on Price.
Outstanding customer service and flexibility on Price. Large selection of vehicles and fantastic options given to Veterans. Veteran discount and other incentives that help the bottom line out the door $.
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
Jeep Grand Cherokee prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Grand Cherokee | $40,075 |
*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 Jeep Grand Cherokee by price
Compare the Jeep Grand Cherokee
Jeep Grand Cherokee under $20,000 by city
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Jeep Grand Cherokee under $20,000 in Chester, MD
9 Great Deals out of 23 listings starting at $11,500
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Jeep Grand Cherokee under $20,000 in Stevensville, MD
10 Great Deals out of 30 listings starting at $11,500
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Jeep Grand Cherokee under $20,000 in Kent Narrows, MD
9 Great Deals out of 23 listings starting at $11,500
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Jeep Grand Cherokee under $20,000 in Grasonville, MD
9 Great Deals out of 21 listings starting at $11,500
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Jeep Grand Cherokee under $20,000 in Queenstown, MD
9 Great Deals out of 20 listings starting at $11,500
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Jeep Grand Cherokee under $20,000 in Cape St. Claire, MD
16 Great Deals out of 52 listings starting at $2,000
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Jeep Grand Cherokee under $20,000 in Cape Saint Claire, MD
16 Great Deals out of 52 listings starting at $2,000
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Jeep Grand Cherokee under $20,000 in Naval Academy, MD
16 Great Deals out of 49 listings starting at $2,000
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Jeep Grand Cherokee under $20,000 in Annapolis Neck, MD
13 Great Deals out of 41 listings starting at $2,000
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Jeep Grand Cherokee under $20,000 in Annapolis, MD
16 Great Deals out of 49 listings starting at $2,000
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Jeep Grand Cherokee under $20,000 in Rock Hall, MD
13 Great Deals out of 46 listings starting at $10,292
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Jeep Grand Cherokee under $20,000 in Arnold, MD
16 Great Deals out of 51 listings starting at $2,000
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
