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Used
trucks
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
2018 Chevrolet Silverado 1500 2LT
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Features
Reviews
Justin Wells is Amazing I recommend him if you look ing
Justin Wells is Amazing I recommend him if you look ing for a Car He is the man
I had a base 2018 LT for just over 4 years.
I had a base 2018 LT for just over 4 years. I bought it used off a lease buy back. I loved the truck, and if I didn’t end up needing a bigger back seat, for car seats, I’d probably still have it. I thought the ride was bouncy, almost too bouncy. I had no issues mechanically. The antenna was stuck and I marred it up trying to replace it. And the sunglasses holder started falling. The tpms sensors failed. But no big issues. That’s why I give it 4 of 5.
Used
2024 Nissan Frontier SV
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Reviews
Honest
We purchased our "new to me" Jeep Liberty here from Ray Putnam. Ray was very helpful and worked hard on a good deal for us. The price we agreed upon was very fair, especially for the low miles the jeep has. Ray had promised a few extra things, that I was a little skeptical about, this being a car dealership. What impressed me the most was that BCP Jeep came though with what they promised plus some. I did not expect such integrity, and appreciated it very much. We love our 2011 Jeep Liberty.
I bought my 2024 Nissan Frontier SV 4X4 in March of 2025.
I bought my 2024 Nissan Frontier SV 4X4 in March of 2025. It had 63 miles on it, was sold as a used pickup, but basically brand new, and I got a VERY GOOD deal on the purchase from my local Nissan dealer. Back in the day, I bought a new Frontier in 2007 and it was an exceptional pickup but the 2024 is even better! The styling and the fit and finish is excellent, inside and out. Love the V6 and the 9-speed automatic, very smooth and quiet. The mileage is 2-3 mpg better than the 2007, 18 around town and 23 on the highway. Very comfortable on a long trip. I am very pleased that this pickup has a greatly improved the turning radius over the '07 - good for you, Nissan. It handles great off-road. I have nothing negative to say about my Frontier!! Love it!!!
Used
2024 Nissan Frontier PRO-4X
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Reviews
Great service!
My boyfriend just bought a Jeep renegade here and we were in and out pretty quickly! Matt and Bob were very friendly, welcoming, straight forward, and fair! I’d highly recommend this dealer!
Have had it only one day.
Have had it only one day. Drives nicely and handles very well for a pickup. The ride and noise level are exceptionally smooth and quiet. Not just for a small truck but any vehicle. Overall very nice.
Used
2023 Toyota Tacoma TRD Sport
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Reviews
Great car buying experience
They were awesome to work with from beginning to end. I have never had such a great experience buying a vehicle! Rob Gott was all over it, reviewing all incentives and offers, checking other locations and then finding the perfect vehicle, right in Smyrna! Owen Bach handled everything quickly, there were plenty of gadgets and features to explain. He was very knowledgeable and helpful through the whole process. Can we all agree…the financial person at the end is “normally” the worst? Well, let me tell you!!! Laura, in finance, is an absolute DREAM to work with! She listens to your needs, explains the options available, makes recommendations, and keeps it moving. Quickest and most painless experience EVER!!
Best mid size truck hands down!
Best mid size truck hands down!! Very reliable and handling is incredible. The V6 in this truck is a beast! Bullet proof!!!! Plenty of power for this truck 👍 it’s not a race car, it’s a beast of a 4X4 and has enough power to get the job done.
Used
2023 Chevrolet Silverado 1500 Custom
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Reviews
Great sales representative he was patient and explained
Great sales representative he was patient and explained the car features. A lot to learn. Financing could have given me better deal financing. Not much personality in that department .
good trk
been buying dhevy trucks since 1976 was my 1st truck, now i got a 2022 silverado with a 6.2 last Feb. of 2023,kicked up the computer kicking out 454 horse power to the wheels, still waiting on my tow mirrors dont make the wiring harrness for my modle is the only problem im having with this truck, will never buy any other truck.
Ford Certified
2023 Ford F-150 XLT
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Reviews
Jeff.
Jeff. K and the team at Al Packer were great. I was in and out with the truck I wanted in 3 hours flat. Overall it was a painless buying experience!
2023 F150 Lariat.
2023 F150 Lariat. Just bought this used so these are my first impressions. So far very happy with the truck. Comfortable and handles nicely. V-6 seems very responsive. My issues at this point are related to my ability to setup this truck the way I want it. I am lucky that it came with the feature for automatic shutoff every time you stop for a red light already permanently removed. I would hate that feature if it had it. There is a lot of other features I would just as soon not have that I have had varying levels of success in turning off. Automatic lane keeping is one. While I was able to turn it off in the settings, it still interferes with setting cruise control. When I try to turn cruise control on it sets lane keeping anyway and I have to turn it off with another button press, while showing a stupid truck icon on the dash instead of my speed. I have to press an OK button to turn lane keeping off, then it will set the cruise control. All these button presses and having to look at the dash while doing this are very distracting and increases the time I'm not looking at the road, actually making the truck less safe. You really have to pick your time for setting cruise control. The automatic braking is another dangerous feature in my view. Thankfully I was able to turn that one off. The truck will beep 2 times if the engine is running and you get out, like to check your mailbox. It is irritating at best, not just for me, but for my neighbors, especially early in the morning or late at night. There is no mute button on the steering wheel for the radio, that I can find at least. I had this feature on other trucks and found it very helpful. Reverse brake assist makes no sense to me at all. I turned it off, but it is another one that puts a warning message on the dash to tell me that. I find the warning messages for the features I have turned off distracting and useless. These are my first impressions, there will probably be more later.
Used
2020 RAM 1500 Big Horn/Lone Star
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Features
Reviews
Great staff!
Great staff! Very informative, respectful, kind and courteous. I would definitely recommend this dealership! Loved it!
Beautiful, reliable, one of the best looking trucks on
Beautiful, reliable, one of the best looking trucks on the road today. 5 years of ownership. Had no mechanical or any other issues, just your regular oil changes. RAM had a couple of recalls, but those always have bee taken care of by RAM. I do recommend this truck.
Used
2019 RAM 1500 SLT
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Features
Reviews
Very easy experience very kind workers customer service
Very easy experience very kind workers customer service was a 10 ade was great with helping us find our dream car
Oil cooler leaks bad when tempatures drop below 32
Oil cooler leaks bad when tempatures drop below 32 degrees. This happens on yhe 3.6 l engines. Lots of rams leak due to oil cooler being plastic having to replace it with s metal oil cooler..$1300 to repair at shop
Used
2024 GMC Sierra 1500 Denali Ultimate
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Reviews
Brian was extremely courteous.
Brian was extremely courteous. Made a promise to get work done as soon as possible and kept the promise.
Great truck to own.
Great truck to own. The 2023 GMC Sierra Denali with the 6.2L engine delivers excellent power, smooth performance, and a refined driving experience. The ride quality, interior comfort, and overall build quality are outstanding. I have had no issues whatsoever, and it has been a reliable, enjoyable vehicle from day one. I would highly recommend it to anyone looking for a premium full-size truck.
Used
2020 GMC Sierra 1500 SLE
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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!
Any reviews on this vehicle is not correct.
Any reviews on this vehicle is not correct. We are first owners and it’s been an excellent truck. We hate to see it go !
Used
2022 RAM 1500 Big Horn/Lone Star
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Reviews
I love this place!
I love this place! Aside from the free car washes (whenever as long as the weather permits) and the 5 free oil changes the connection with the people there is the best. They recognized me, were personable, and understood exactly what I wanted and were able to give me a decent price too! Ask for Larry Sr! He's the best!
Purchased in 2023, new.
Purchased in 2023, new. Had to go back one year to find one without e-torque. Test drove & didn't like it. Right now I have 30,000 trouble free miles on it. I just hope my luck with that last. I have been a GM owner all my life, with two Fords threw in which didn't impress mr at all. I was dissatisfied with my 2010 GMC so I decided to try Ram. I bought a 2017 Bighorn with the 3.6 V6 & was totally happy. 70,000 trouble free miles. I planned on keeping that truck much longer, but, at my age, decided to give it one more shot, so i bought the 2022 with the 5.7 V8. Didn't need the xtra power but decided I'd go for broke. I'm 82, so I'm planning this to be my last truck. I have owned pickups only since 1967, never had any use for a car.
Used
2023 RAM 1500 Limited
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Reviews
Outstanding Customer Service
I had a phenomenal experience at this location Starting with my phone call 3 weeks prior with GM Yancy. Yancy listened to all my concerns answered each question and provided great feedback. I was assigned to the BEST sales rep Ahmer. He gave exceptional service! I can’t say enough about these two gentlemen. They took great care of me from beginning to end and have gained a customer for life♥️
2020 Ram 1500 Limited
Bought a 2020 Ram 1500 Limited new and owned for 4 years. The starter went out twice under !00,000 miles so replaced 2 starters, had spark plug miss fire that had to get fixed, had exhaust manifold crack making the clicking sound upon startup, gas mileage got bad around 80,000 miles. I loved my truck but was stuck 2 where truck wouldn't start because the starter Ram uses is too small and not enough power for the start/stop and this size of engine. Also, heated seats are not hot at all. Coming from a F150 where the heated seats were incredibly hot which felt great, Ram not so much.
Used
2024 GMC Sierra 1500 SLT
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Reviews
Great body shop
Stupid accident brought me to see Mike in the body shop. Second time the garage door gouged the hatch. Mike took the car right away fixed it and cleaned it up better than when I dropped it off. Thanks Mike, great job.
I love it the look the interior mine is a red one and it
I love it the look the interior mine is a red one and it looks so good and it’s my baby and it runs so good and the technology is off the chain
Used
2019 RAM 1500 Express
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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'm original owner sence 2018 when I purchased tge 2019
I'm original owner sence 2018 when I purchased tge 2019 rebel, crew cab, 4wd 5.7 hemi. I now have 35k miles and have to say this truck has been the best truck I've ever owned. I've owned several in 45 years but this is my retirement best truck. The ride is phenomenal on road and off road. Plenty of HP, pulls well and most reliable. The stock tires duratrac by goodyear make a good ride but not as good in wet roads. Leather interior, heated auto seats, large GPS screen are a good touch by dodge. I've been tough on the factory coated bed liner and no ware showing. It's a tough fun to drive truck.
Vehicle information
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Reviews
Holly and team did a great job.
Holly and team did a great job. Have purchased many cars in our lifetime. It went very smoothly.
23 Ram 1500
My first truck after doing lots of research. Love the ride and room in it. My wife likes the ride and how high you ride to see ahead. More affordable then the other brands out there. Palmer Dodge was great to deal with.
Used
2018 Chevrolet Silverado 1500 LTZ
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Reviews
Friendly, professional and on time.
Friendly, professional and on time. Work was done correctly and my vehicle was clean when the work was completed. Waiting area was clean and comfortable.
I don't know.
Awesome truck pull my camper with no problem.. 4×4 works great on the snow. Very economical with gas. Great space, love everything about it..Love it soo much
Ford Certified
2025 Ford F-150 XLT
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Reviews
Bought this truck new.
Bought this truck new. I’ve put 3500 miles on it and it rides really comfortably. I went from an AT4 with dead lifters to this. I love this truck and I have not towed with it but the max I’m towing is 6,000 so that should not be an issue.
Used
2025 RAM 1500 Big Horn/Lone Star
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Reviews
Good purchase on a 2023 Pacifica Hybrid
I told my sales rep, Gerard "Cowboy" King I was going to send an email to his manager saying what a good job he did and how professional and friendly he was. But I think it would be better to post a review so everyone could see. My wife and I bought a Chrysler Pacifica PHEV this week. During the sale, we had a bit of a wait because another customer was in the finance office. Cowboy just talked to us like we were old friends. It was nice to meet someone in sales that actually likes their job and seems to enjoy working with the public. Overall I would say this was a positive experience, even after we got a flat tire on our brand new never driven van and had to take a loaner home for a day! After the purchase, we were unsure about how to claim the federal tax credit. Cowboy was instantly messaging us back, connecting us to the right people, emailing us forms, it was great to get such outstanding customer service. He sure knows a lot about these hybrid vans! I am very happy with the van and with the tax credit I think I got a great deal.
I got hit in a snow storm and pushed into oncoming
I got hit in a snow storm and pushed into oncoming traffic then hit by a 60,000 lbs snow plow. Truck was totaled had to be cut out of it because all the doors were stuck but I walked away with minor bruising from the seat belt. Just got my new 2026 last week. Definitely recommend for safety and 24 mpg on the highway with the twin turbo hurricane and plenty of power.
Used
2022 RAM 1500 Bighorn
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Reviews
My First experience buying a car.
White Marsh CarMax treated me excellent. After being married for 34 years,I had never bought a car on my own. My husband had done all the dealings for all our cars. He passed away 11 months ago. It was certainly a big life issue for me. My salesman Zack was very professional and not pushy at all.My daughter has dealt with Carmax for her cars in the past. She convinced me to try them. I can say I was not let down in any way. I traded my car and bought a 2016 Toyota Rav4. Very low mileage and like new.Drives so smooth. If I ever need a car in the future, Carmax will be my place to shop. Thank you for making my First Car buying experience a pleasure.
Purchased a 2022 Laramie, RWD, Hemi 5.
Purchased a 2022 Laramie, RWD, Hemi 5.7L, Crew Cab with 21,000 miles. Other than no nav system, the truck is pristine. I am the 3rd owner; the other two maintained it beautifully. This V8 gets better city/hwy mileage than my for V6, 4x4, Crew Cab Nissan Frontier. I am most please with this vehicle!
Used
2022 GMC Sierra 1500 Elevation
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New GMC Acadia
I always buy my cars from Jeff @ Kent County Motors. He is an excellent sales rep and the customer service is always on point!
2022 GMC Sierra SLT 3.0 Duramax
My 2022 GMC Sierra 3.0 Duramax pickup truck is a good truck. I work on a farm and I also drive an hour to see my girlfriend. For the farm, it has excellent towing capability and for the hour long drive to go see my girlfriend, depending on the weather for traveling, I can get up to 35 miles to the gallon!
About trucks
What is the cheapest truck available?
The Dodge Dakota is the cheapest available truck by average Cars.com listing price, with an average listing price of $8,955.
Which truck has the best MPG?
The Ford Maverick has the best MPG among traditional internal combustion trucks and offers up to 42 MPG city and 35 MPG highway for a combined rating of 38 MPG. The Ford Maverick has the best MPG amongst trucks with hybrid powertrains, reaching 42 MPG city and 35 MPG highway for a combined rating of 38 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 truck has the longest range?
The Chevrolet Silverado EV has the longest range among trucks and can travel up to 492 miles on a single charge depending on electric motor and battery options.
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 automaker has the most truck deals?
Ford has the most available truck deals on Cars.com with 10675 great deals out of 50879 listings starting at $900.
Where can I find the most truck deals?
The most truck deals can be found near Edgemere, MD with 265 great deals out of 1404 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.
Trucks in Chestertown, MD by subclass
Used Trucks by city
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Trucks for sale in Kingstown, MD
122 Great Deals out of 730 listings starting at $3,999
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Trucks for sale in Fairlee, MD
128 Great Deals out of 802 listings starting at $3,999
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Trucks for sale in Church Hill, MD
68 Great Deals out of 378 listings starting at $3,999
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Trucks for sale in Rock Hall, MD
168 Great Deals out of 981 listings starting at $3,999
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Trucks for sale in Centreville, MD
68 Great Deals out of 319 listings starting at $3,999
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Trucks for sale in Millington, MD
42 Great Deals out of 267 listings starting at $9,000
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Trucks for sale in Galena, MD
93 Great Deals out of 623 listings starting at $4,906
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Trucks for sale in Queenstown, MD
88 Great Deals out of 440 listings starting at $3,999
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Trucks for sale in Cecilton, MD
100 Great Deals out of 651 listings starting at $4,906
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Trucks for sale in Aberdeen Proving Ground, MD
143 Great Deals out of 843 listings starting at $3,999
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Trucks for sale in Bowleys Quarters, MD
219 Great Deals out of 1229 listings starting at $3,999
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Trucks for sale in Edgewood, MD
154 Great Deals out of 1009 listings starting at $3,999
Trucks in Chestertown, MD by make
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Chevrolet Trucks in Chestertown, MD
28 Great Deals out of 220 listings starting at $7,997
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Ford Trucks in Chestertown, MD
41 Great Deals out of 192 listings starting at $8,995
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RAM Trucks in Chestertown, MD
21 Great Deals out of 147 listings starting at $12,495
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GMC Trucks in Chestertown, MD
21 Great Deals out of 106 listings starting at $13,995
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Toyota Trucks in Chestertown, MD
7 Great Deals out of 92 listings starting at $3,999
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Nissan Trucks in Chestertown, MD
6 Great Deals out of 38 listings starting at $15,995
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Jeep Trucks in Chestertown, MD
9 Great Deals out of 33 listings starting at $26,000
Find great prices on used Trucks in Chestertown, MD
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