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Used
trucks
for sale
near
Chestertown, MD
836 matches
30 miles from 21690
Be the first to know!
Est.
$400
/mo*
- 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
2026 GMC Sierra 1500 Denali Ultimate
16,712 mi.
$73,998
Porsche Annapolis
Used
2022 RAM 1500 Big Horn
33,117 mi.
$36,000
i.g. Burton Chrysler Dodge Jeep Ram of Smyrna
Vehicle information
Ext. color: Billet Silver Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
19-24
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 5.7L V8 16V MPFI OHV
Stock #: N267068A
VIN: 1C6SRFBT9NN226533
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Stability Control
Used
2024 Nissan Frontier SV
41,386 mi.
$27,000
i.g. Burton Chrysler Dodge Jeep Ram of Smyrna
Vehicle information
Ext. color: Black
Int. color: Charcoal
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 9-Speed Automatic
Engine: 3.8L V6 24V GDI DOHC
Stock #: NP25197
VIN: 1N6ED1EK0RN651880
Features
Convenience:
Keyless Entry, Keyless Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2019 RAM 1500 SLT
41,094 mi.
$22,925
$1,050 price drop
Easterns Automotive Group of Baltimore
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Diesel Gray/Black
Drivetrain: Four-wheel Drive
MPG:
15-21
Fuel type: Gasoline
Transmission: Automatic
Engine: HEMI 5.7L V-8 variable valve control, regular unleaded, engine w
Stock #: 167271
VIN: 3C6JR7ET3KG506739
Features
Convenience:
Keyless Entry, Navigation System
Entertainment:
Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2014 Toyota Tacoma PreRunner
91,129 mi.
$21,000
$996 price drop
Koons Chevrolet of White Marsh
Vehicle information
Ext. color: Silver Sky Metallic
Int. color: Graphite
Drivetrain: Rear-wheel Drive
MPG:
17-21
Fuel type: Gasoline
Transmission: Automatic
Engine: 4L V-6 DOHC, VVT-i variable valve control, regular unleaded, eng
Stock #: KWM261133A
VIN: 5TFJU4GN7EX058381
Features
Convenience:
Keyless Entry
Entertainment:
Bluetooth®, CD Player, DVD Player, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2019 Toyota Tacoma TRD Off Road
75,755 mi.
$29,000
$244 price drop
Koons Annapolis Toyota
Vehicle information
Ext. color: Barcelona Red Metallic
Int. color: Graphite w/Gun Metal
Drivetrain: Four-wheel Drive
MPG:
18-22
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, variable valve control, re
Stock #: KATP190714
VIN: 3TMDZ5BN1KM079322
Features
Convenience:
Adaptive Cruise Control, Keyless Entry, Keyless Start, Navigation System
Entertainment:
Bluetooth®, CD Player, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Used
2024 Chevrolet Silverado 1500 Custom
25,710 mi.
$33,997
J.B.A. Chevrolet
Vehicle information
Ext. color: Red Hot
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
18-21
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 60919A
VIN: 3GCPDBEK3RG337893
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Used
2022 Chevrolet Silverado 1500 LT
34,416 mi.
$33,375
Easterns Automotive Group of Baltimore
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-20
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I-4 gasoline direct injection, DOHC, variable valve control
Stock #: 167533
VIN: 1GCPDKEK6NZ583766
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Lane Departure Warning, Stability Control
Used
2025 Chevrolet Silverado 1500 LT
42,204 mi.
$38,988
Jerry's Chevrolet
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-19
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: C13962R
VIN: 2GCUKDED0S1120452
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Lane Departure Warning, Stability Control
Used
2020 RAM 1500 Big Horn/Lone Star
59,159 mi.
$30,000
Heritage Volkswagen Parkville
Vehicle information
Ext. color: Delmonico Red Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-21
Fuel type: Gasoline
Transmission: Automatic
Engine: HEMI 5.7L V-8 variable valve control, regular unleaded, engine w
Stock #: LU289606
VIN: 1C6SRFFT7LN289606
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Rear Cross Traffic Alert, Stability Control
Used
2022 RAM 1500 Big Horn/Lone Star
45,000 mi.
$33,538
Koons Annapolis Toyota
Vehicle information
Ext. color: Delmonico Red Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
15-21
Fuel type: Gasoline
Transmission: Automatic
Engine: HEMI 5.7L V-8 variable valve control, regular unleaded, engine w
Stock #: KATP220801
VIN: 1C6SRFBT0NN165184
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Rear Cross Traffic Alert, Stability Control
Used
2022 RAM 1500 Big Horn/Lone Star
30,350 mi.
$32,424
Jerry's Chevrolet
Vehicle information
Ext. color: Billet Silver Metallic Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
19-24
Fuel type: Gasoline
Transmission: Automatic
Engine: 3.6L V-6 DOHC, variable valve control, regular unleaded, engine
Stock #: C13908
VIN: 1C6RRFBG4NN268657
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2024 Chevrolet Silverado 1500 WT
74,058 mi.
$27,000
Heritage Volkswagen Parkville
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
18-21
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: LU221468
VIN: 1GCPDAEK8RZ221468
Features
Convenience:
Keyless Entry, Keyless Start
Entertainment:
Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Used
2024 GMC Sierra 1500 Denali Ultimate
50,860 mi.
$57,500
Koons Chevrolet of White Marsh
Vehicle information
Ext. color: Sterling Metallic
Int. color: Alpine Umber
Drivetrain: Four-wheel Drive
MPG:
15-19
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 6.2L V-8 gasoline direct injection, variable valve contr
Stock #: KWMP240557
VIN: 1GTUUHEL1RZ226113
Features
Convenience:
Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Memory Seat
Used
2023 Ford F-150 XLT
48,863 mi.
$31,490
Easterns Automotive Group of Baltimore
Vehicle information
Ext. color: ICONIC SILVER METALLIC
Int. color: DARK SLATE CLOTH 40/20/40
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 5L V-8 port/direct injection, DOHC, variable valve control, regu
Stock #: 166232
VIN: 1FTEW1C54PKD44365
Features
Convenience:
Keyless Entry, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Ford Certified
2023 Ford F-150 XLT
52,692 mi.
$39,839
Al Packer Ford
Vehicle information
Ext. color: AGATE BLACK METALLIC
Int. color: BLACK SPORT 40/CONSOLE/40
Transmission: BTE AUTO 10VITESSES ÉLECTR
Engine: 5.0L V8 ENGINE
Stock #: PKD88947
VIN: 1FTFW1E52PKD88947
Features
Convenience:
Remote Start
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Blind Spot Monitor
Used
2020 Chevrolet Silverado 1500 High Country
134,402 mi.
$30,351
$649 price drop
Anderson of Abingdon
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-22
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: TR142007A
VIN: 3GCUYHED5LG266120
Features
Convenience:
Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats, Memory Seat
Certified
2022 Toyota Tacoma Limited
41,927 mi.
$41,995
Jones Toyota
Vehicle information
Ext. color: Blue Crush Metallic
Int. color: Black/Black
Drivetrain: Four-wheel Drive
MPG:
18-22
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 3.5L V-6 port/direct injection, DOHC, variable valve control, re
Stock #: T09798A
VIN: 3TMGZ5AN7NM508109
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Keyless Entry, Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
Used
2024 GMC Sierra 1500 Elevation
42,547 mi.
$39,988
Adams Chevrolet
Vehicle information
Ext. color: Volcanic Red Tintcoat
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-18
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: P6830
VIN: 3GTPUJEK3RG236248
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Lane Departure Warning, Stability Control
Used
2020 Chevrolet Silverado 1500 Custom
61,494 mi.
$27,900
Adams Chevrolet
Vehicle information
Ext. color: Northsky Blue Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
20-23
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I-4 gasoline direct injection, DOHC, variable valve control
Stock #: 17924B
VIN: 1GCPYBEK6LZ352299
Features
Convenience:
Keyless Entry, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Used
2024 Chevrolet Silverado 1500 LT Trail Boss
42,894 mi.
$45,687
$165 price drop
Bob Bell Chevrolet
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: G5450A
VIN: 3GCUDFED8RG405665
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
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 $8,760.
Which truck has the best MPG?
The Ford Maverick has the best MPG among traditional internal combustion trucks and offers up to 40 MPG city and 33 MPG highway for a combined rating of 37 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 10159 great deals out of 50645 listings starting at $1.
Where can I find the most truck deals?
The most truck deals can be found near Edgemere, MD with 261 great deals out of 1416 listings starting at $3,900.
*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
-
Trucks for sale in Kingstown, MD
112 Great Deals out of 711 listings starting at $7,997
-
Trucks for sale in Fairlee, MD
117 Great Deals out of 778 listings starting at $3,900
-
Trucks for sale in Church Hill, MD
63 Great Deals out of 369 listings starting at $7,997
-
Trucks for sale in Rock Hall, MD
160 Great Deals out of 959 listings starting at $3,900
-
Trucks for sale in Centreville, MD
54 Great Deals out of 294 listings starting at $7,997
-
Trucks for sale in Millington, MD
48 Great Deals out of 305 listings starting at $10,995
-
Trucks for sale in Galena, MD
99 Great Deals out of 657 listings starting at $4,906
-
Trucks for sale in Queenstown, MD
73 Great Deals out of 427 listings starting at $6,000
-
Trucks for sale in Cecilton, MD
105 Great Deals out of 686 listings starting at $4,906
-
Trucks for sale in Aberdeen Proving Ground, MD
149 Great Deals out of 884 listings starting at $3,900
-
Trucks for sale in Bowleys Quarters, MD
213 Great Deals out of 1231 listings starting at $3,900
-
Trucks for sale in Edgewood, MD
169 Great Deals out of 998 listings starting at $3,900
Trucks in Chestertown, MD by make
-
Chevrolet Trucks in Chestertown, MD
25 Great Deals out of 209 listings starting at $7,997
-
Ford Trucks in Chestertown, MD
32 Great Deals out of 190 listings starting at $8,777
-
RAM Trucks in Chestertown, MD
22 Great Deals out of 150 listings starting at $12,495
-
GMC Trucks in Chestertown, MD
25 Great Deals out of 110 listings starting at $13,995
-
Toyota Trucks in Chestertown, MD
3 Great Deals out of 75 listings starting at $16,990
-
Nissan Trucks in Chestertown, MD
7 Great Deals out of 34 listings starting at $12,750
-
Jeep Trucks in Chestertown, MD
8 Great Deals out of 28 listings starting at $26,996
-
Honda Trucks in Chestertown, MD
3 Great Deals out of 25 listings starting at $18,999
Find great prices on used Trucks in Chestertown, MD
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