Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
Jeep SUVs
for sale
near
Chestertown, 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
2021 Jeep Wrangler Willys
Vehicle information
Features
Reviews
Took awhile for part to come in especially during
Took awhile for part to come in especially during Christmas I finally got my cat back the Friday after Christmas, running well now but was expensive
I have a 2021, 2 door, Jeep Wrangler Rubicon.
I have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!
Used
2025 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Still Smiling
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.
What a great look.
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.
Used
2021 Jeep Wrangler Sport S
Vehicle information
Features
Reviews
Brian Perry and Jeff Bejna provided excellent service.
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 love my jeep
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
Used
2019 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Best experience !
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 !!!!
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
2018 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Shane was very helpful in getting us into a new vehicle ;
Shane was very helpful in getting us into a new vehicle ; I would highly recommend their service
Because it a great car because the car has 118k miles on
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
Used
2015 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Great Experience
Terri Anistead was a warm, professional and wonderful salesman. I was impressed with the no mess no fuss flow of the overall process. I was able to say what I want to put down, what price range I want to stay in. Terri followed my ques and not the other way around. What a pleasure. I had a family member go through drive time and I was not sure if it was a good choice. I can see why they picked Drive Time. Thumbs up!
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
2022 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
I went in last week to check out a 2019 Honda Accord
I went in last week to check out a 2019 Honda Accord EX-L, only because it was close to another car I was scheduled to test down the road in Pasadena. May sales rep was Mark and he's awesome. He is extremely helpful and knowledgeable and even better, showed me with minimal research that the other car I was going to see had TWO previous accidents (shame on me for not seeing that) and they met me at the price I needed. So I ended up buying the Accord (very low mileage) at a great price. The best part was how easy Mark made the experience. My wife is on the loan but she didn't even have to be there. I drove the car off the lot about 2 hours after I arrived. They let me keep my old Honda in the lot until we were able to return that afternoon to pick it up. Overall the best car buying experience we've ever had. Thanks Mark and JBA Auto!
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
2025 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Had an appointment with salesman Greg Ott to test drive a
Had an appointment with salesman Greg Ott to test drive a 2019 Toyota Highlander. We have known "Greg "Texas Ott" for well over 25 years from buying all of our Toyota vehicles, 3 Toyota trucks , Corolla, Camry, Rav 4 and now Highlander as well as recommending others to Thompson (Ourisman). We have always been treated like a 5 star customer which is why we always come back to purchase your vehicles.
Nice hellcat red eye jeep Chrysler ram good drive
Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating
Used
2017 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
great sales and service friendly people who worked with
great sales and service friendly people who worked with me and made the experience easy.
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
2022 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
?????????? ?The service department was outstanding! From
?????????? ?The service department was outstanding! From the moment I arrived, the staff was friendly, professional, and efficient. They explained everything clearly, kept me updated, and had my car ready sooner than expected. Exceptional service?I wouldn?t take my vehicle anywhere else!? Thanks Jeremy & Blake!
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
2022 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
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.
Used
2019 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
My New Car
Kent County Motors is a great place to shop for a new or used vehicle. The salespeople are attentive and patient and work with your budget. They aren?t pushy or try to get you to overspend. They talk to you like a person, not a dollar sign.
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
Features
Reviews
William goes all out for his customers and above and
William goes all out for his customers and above and beyond, I appreciate the hard work and dedication that he did.
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.
Vehicle information
Features
Reviews
great with oil leak
Great vehicle. mine is a soft top and the noise was expected Have to be aware of oil leak at the oil cooler. Chrysler uses a plastic material that over time will warp and not seal. The after market ones are aluminum and since you have to remove to of intake, the coils and spark plugs are accessible as well on the drivers side. Other than that it is awesome
Used
2024 Jeep Wrangler Sport S
Vehicle information
Features
Reviews
Sharon Kensler-White
I purchased a Nissan rouge, told the dealer what I want in my rouge and they found it for me. I also purchased a camero. Professional staff. I will always get my cars from Carmax in Whitemarsh
2004 jeep wrangler sport s 2 door.
2004 jeep wrangler sport s 2 door. So far it is wonderful. Bought it just as a fun beach jeep but it has turned into our daily driver. Only problem is my wife wants to drive it all the time. She has claimed it as HER car. Guess I will need to just buy MY jeep.
Vehicle information
Features
Reviews
We have purchased four cars from Jones in the last 18
We have purchased four cars from Jones in the last 18 months. I would highly recommend seeing Athena Torres, she’s amazing!
Incredible vehicle.
Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.
Used
2025 Jeep Wrangler 4-Door Sahara 4x4
Vehicle information
Features
Reviews
Great place to purchase a car.
Great place to purchase a car.George did a great job.He was very helpful and had the car ready to go the day I had a appointment.I would buy from Hertz again.
Used
2017 Jeep Grand Cherokee Trailhawk
Vehicle information
Features
Reviews
Great Service, Great Cars ,
Great sales team, Our Sales Rep was Austin. Great guy . He went Above & Beyond to make our experience go smooth. we love our new car. Thank You Austin . We will be back shortly to buy another car.
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
2020 Jeep Grand Cherokee High Altitude
Vehicle information
Features
Reviews
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
2024 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
Have owned Jeeps for 35 years.
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
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,209.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 4012 great deals out of 13747 listings starting at $800.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Edgemere, MD with 266 great deals out of 914 listings starting at $3,999.
*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 SUVs by city
-
Jeep SUVs in Kingstown, MD
101 Great Deals out of 441 listings starting at $3,999
-
Jeep SUVs in Fairlee, MD
130 Great Deals out of 521 listings starting at $3,999
-
Jeep SUVs in Church Hill, MD
46 Great Deals out of 161 listings starting at $3,999
-
Jeep SUVs in Rock Hall, MD
152 Great Deals out of 583 listings starting at $3,999
-
Jeep SUVs in Centreville, MD
34 Great Deals out of 109 listings starting at $3,999
-
Jeep SUVs in Millington, MD
26 Great Deals out of 121 listings starting at $9,400
-
Jeep SUVs in Galena, MD
67 Great Deals out of 392 listings starting at $8,311
-
Jeep SUVs in Queenstown, MD
71 Great Deals out of 190 listings starting at $3,999
-
Jeep SUVs in Cecilton, MD
79 Great Deals out of 426 listings starting at $8,311
-
Jeep SUVs in Aberdeen Proving Ground, MD
109 Great Deals out of 513 listings starting at $3,999
-
Jeep SUVs in Bowleys Quarters, MD
199 Great Deals out of 757 listings starting at $3,999
-
Jeep SUVs in Edgewood, MD
175 Great Deals out of 691 listings starting at $3,999
Jeep SUVs in Chestertown, MD by model
-
Jeep Grand Cherokee SUVs in Chestertown, MD
27 Great Deals out of 118 listings starting at $8,997
-
Jeep Wrangler Unlimited SUVs in Chestertown, MD
9 Great Deals out of 79 listings starting at $10,400
-
Jeep Compass SUVs in Chestertown, MD
8 Great Deals out of 48 listings starting at $8,311
-
Jeep Grand Cherokee L SUVs in Chestertown, MD
10 Great Deals out of 48 listings starting at $18,400
-
Jeep Cherokee SUVs in Chestertown, MD
12 Great Deals out of 43 listings starting at $3,999
-
Jeep Wrangler 4xe SUVs in Chestertown, MD
17 Great Deals out of 43 listings starting at $26,490
-
Jeep Wrangler SUVs in Chestertown, MD
13 Great Deals out of 40 listings starting at $12,995
-
Jeep Grand Cherokee 4xe SUVs in Chestertown, MD
21 Great Deals out of 35 listings starting at $25,070
-
Jeep Renegade SUVs in Chestertown, MD
7 Great Deals out of 25 listings starting at $9,500
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
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.
