Used Pickup Trucks for Sale nearChestertown, MD

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Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Silver Ice Metallic
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
9,752
Stock #:
61612A
VIN:
3GCPYFED5NG184599
Silver Ice Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival
JBA Chevrolet

Sponsored by JBA Chevrolet

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

9,752 mi

Glen Burnie, MD
30 mi away
Good Deal

$41,797

Year:
2023
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,137
Stock #:
FGLB29716
VIN:
1FTEW1EP7PFB29716
White 2023 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$800

Sponsored Listing

2023 Ford F-150

XL SuperCrew 4WD

42,137 mi

Hampstead, MD
50 mi away
Great Deal

$33,598

$32,798

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
109,732
Stock #:
S1588A
VIN:
3GCUYEED9MG252088
Silver Ice Metallic 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$690

Sponsored Listing

2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

109,732 mi

Annapolis, MD
30 mi away
Great Deal

$27,390

$26,700

Year:
2021
Make:
Honda
Model:
Ridgeline
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
280 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
9-Speed Automatic
Mileage:
63,445
Stock #:
613001A
VIN:
5FPYK3F15MB003134
White 2021 Honda Ridgeline Pickup Truck All-Wheel Drive 9-Speed Automatic
Price drop

-$2,000

 

2021 Honda Ridgeline

Sport AWD

63,445 mi

Cockeysville, MD
36 mi away
Great Deal

$26,670

$24,670

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Silver Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Leather-Appointed Front Seat Trim
Transmission:
Automatic
Mileage:
29,674
Stock #:
G3782A
VIN:
1GCUYEED0MZ357697
Silver Ice Metallic 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,001

 

2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

29,674 mi

Penns Grove, NJ
48 mi away
Great Deal

$36,934

$35,933

Year:
2022
Make:
RAM
Model:
3500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Interior color:
Black
Transmission:
Automatic
Mileage:
91,671
Stock #:
25368A
VIN:
3C63RRJL5NG153211
Gray (Granite Crystal Metallic Clearcoat) 2022 RAM 3500 Pickup Truck Four-Wheel Drive Automatic

 

2022 RAM 3500

Laramie Crew Cab LB DRW 4WD

91,671 mi

Dover, DE
29 mi away
Fair Deal

$49,306

Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Delmonico Red Pearlcoat - PRV
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black - X9
Transmission:
Automatic
Mileage:
7,326
Stock #:
P4514
VIN:
1C6SRFJT3NN344658
Delmonico Red Pearlcoat - PRV 2022 RAM 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$3,537

 

2022 RAM 1500

Laramie Crew Cab 4WD

7,326 mi

New Castle, DE
39 mi away
Good Deal
Manufacturer certified

$45,298

$41,761

Year:
2019
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
375 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
108,977
Stock #:
G3759A
VIN:
1FTFW1E4XKFD39729
Black 2019 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,820

 

2019 Ford F-150

XLT SuperCrew LB 4WD

108,977 mi

Penns Grove, NJ
48 mi away
Great Deal

$22,720

$20,900

Popular Pickup Truck reviews
4.5 Overall rating(10221 reviews)
Britt O says...
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Josiah L says...
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jesse S says...
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dale W says...
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Aristotle A says...
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
Year:
2022
Make:
Chevrolet
Model:
Colorado
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
308 hp 3.6L V6
Exterior color:
Sand Dune Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
34,596
Stock #:
226109
VIN:
1GCGTDEN0N1155103
Sand Dune Metallic 2022 Chevrolet Colorado Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,073

 

2022 Chevrolet Colorado

Z71 Crew Cab 4WD

34,596 mi

Milford, DE
39 mi away
Great Deal
Manufacturer certified

$32,139

$31,066

Year:
2024
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
401 hp 6.6L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
80,430
Stock #:
28719435
VIN:
1GT49RE70RF293636
Black 2024 GMC Sierra 2500HD Pickup Truck Four-Wheel Drive Automatic

 

2024 GMC Sierra 2500HD

Denali Crew Cab 4WD

80,430 mi

Ellicott City, MD
40 mi away
Fair Deal

$56,998

Year:
2025
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
278 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Fuel type:
Gasoline
Interior color:
Boulder
Transmission:
8-Speed Automatic
Mileage:
10,257
Stock #:
T261671A
VIN:
3TMLB5JN1SM088510
Celestial Silver Metallic 2025 Toyota Tacoma Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2025 Toyota Tacoma

Limited Double Cab 4WD

10,257 mi

Dover, DE
28 mi away
Great Deal
Manufacturer certified

$45,799

Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Onyx Black
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
35,750
Stock #:
G3779B
VIN:
3GTU9BED1MG188348
Onyx Black 2021 GMC Sierra 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 GMC Sierra 1500

SLE Crew Cab 4WD

35,750 mi

Penns Grove, NJ
48 mi away
Great Deal

$32,930

Year:
2020
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Agate Black Metallic
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
80,343
Stock #:
P10172A
VIN:
1FTEW1E49LFC71694
Agate Black Metallic 2020 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,208

Sponsored Listing

2020 Ford F-150

XLT SuperCrew 4WD

80,343 mi

Seaford, DE
49 mi away
Fair Deal
Manufacturer certified

$30,554

$29,346

4.5 Overall rating for Pickup Truck

(10221 reviews)

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Britt O

4.0

Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026

Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.

Is this review helpful?
Josiah L

5.0

Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026

Great condition really nice interior, really good priced drives and runs great

Is this review helpful?
Jesse S

5.0

Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026

The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far

Is this review helpful?
Dale W

5.0

Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025

Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.

Is this review helpful?

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