Best Pickup Trucks For Sale in Chestertown, MD

2023 Ford F-150

Platinum SuperCrew 4WD

24,936 miles

$53,499

Fair Deal

New Castle, DE

41 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Agate Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 24,936
Stock number:: UC63353
VIN:: 1FTFW1E82PFC63353

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2021 RAM 1500

Laramie Crew Cab 4WD

71,573 miles

$34,885

Fair Deal

Ellicott City, MD

40 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 71,573
Stock number:: I0328N
VIN:: 1C6SRFJT4MN791420

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2022 GMC Canyon

Elevation Crew Cab RWD

14,913 miles

$28,235

Fair Deal

Fallston, MD

27 mi away

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 308 hp 3.6L V6
Exterior color:: Summit White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 14,913
Stock number:: KP1607
VIN:: 1GTG5CEN1N1202868

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2022 RAM 1500

Classic Tradesman Quad Cab 4WD

25,865 miles

$24,899

Good Deal

Parkville, MD

29 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 25,865
Stock number:: C13661
VIN:: 1C6RR7FG4NS187255

2022 Ford Maverick

Lariat SuperCrew AWD

25,209 miles

$27,687

Good Deal

Laurel, MD

43 mi away

Year:: 2022
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 250 hp 2L I4
Exterior color:: Oxford White
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Desert Brown
Transmission:: 8-Speed Automatic
Mileage:: 25,209
Stock number:: NRB11359
VIN:: 3FTTW8F97NRB11359

2022 RAM 2500

Tradesman Crew Cab LB 4WD

64,902 miles

$29,999

Good Deal

Penns Grove, NJ

48 mi away

Year:: 2022
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Bright White Clearcoat
Fuel type:: Gasoline
Mileage:: 64,902
Stock number:: 2836
VIN:: 3C6UR5HJ9NG130953

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2021 RAM 1500

Laramie Crew Cab 4WD

78,535 miles

$30,929

Good Deal

Penns Grove, NJ

48 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Hydro Blue Pearlcoat
Fuel type:: Gasoline
Mileage:: 78,535
Stock number:: G3648A
VIN:: 1C6SRFJT9MN621599

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2021 Toyota Tacoma

TRD Pro Double Cab 4WD

56,745 miles

$39,299

Great Deal

Milford, DE

38 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Super White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 56,745
Stock number:: P129021
VIN:: 5TFCZ5AN5MX260210

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2021 RAM 1500

Big Horn Crew Cab 4WD

106,555 miles

$21,500

Good Deal

Silver Spring, MD

48 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Maximum Steel Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 106,555
Stock number:: 5B9029A
VIN:: 1C6RRFFG3MN520441

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,945 miles

$32,997

Great Deal

Dover, DE

29 mi away

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:: Cherry Red Tintcoat
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Cloth seat trim
Transmission:: Automatic
Mileage:: 59,945
Stock number:: 26142A
VIN:: 1GCPYCEF8MZ420032

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2022 Nissan Frontier

PRO-4X Crew Cab 4WD

47,512 miles

$30,000

Great Deal

Parkville, MD

28 mi away

Year:: 2022
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Super Black,Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Charcoal)
Transmission:: 9-Speed Automatic
Mileage:: 47,512
Stock number:: KU676307
VIN:: 1N6ED1EK4NN676307

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2023 Chevrolet Colorado

ZR2 Crew Cab 4WD

26,113 miles

$42,000

Good Deal

Hurlock, MD

37 mi away

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Sterling Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Artemis
Transmission:: 8-Speed Automatic
Mileage:: 26,113
Stock number:: F251716A
VIN:: 1GCPTFEK3P1237718

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2023 Jeep Gladiator

Willys Sport Crew Cab 4WD

51,343 miles

$27,300

Good Deal

Timonium, MD

35 mi away

Year:: 2023
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 51,343
Stock number:: PL537081
VIN:: 1C6HJTAG6PL537081

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2021 RAM 1500

Limited Longhorn Crew Cab 4WD

103,689 miles

$32,466

Good Deal

Catonsville, MD

38 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Ivory White Tri-Coat Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Mountain Brown
Transmission:: 8-Speed Automatic
Mileage:: 103,689
Stock number:: 460437A
VIN:: 1C6SRFKT0MN555961

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2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

84,480 miles

$24,500

Good Deal

Dundalk, MD

24 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 84,480
Stock number:: H187469
VIN:: 1GCPYBEKXMZ187469

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2023 Ford F-150

XL SuperCrew 4WD

52,493 miles

$32,695

Great Deal

Dover, DE

29 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Agate Black Metallic
Interior color:: Brown (Baja Tan)
Transmission:: Automatic
Mileage:: 52,493
Stock number:: DU00374
VIN:: 1FTFW1E86PFC47611

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2021 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

55,334 miles

$37,497

Good Deal

Milford, DE

38 mi away

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:: White (Iridescent Pearl Tricoat)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Gideon/Very Dark Atmosphere
Transmission:: 8-Speed Automatic
Mileage:: 55,334
Stock number:: R129033A
VIN:: 3GCUYGED0MG450781

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2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

72,171 miles

$41,000

Great Deal

Seaford, DE

49 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Radiant Red Tintcoat
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 72,171
Stock number:: 26009A
VIN:: 1GCUDJED2PZ207115

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

56,290 miles

$34,600

Great Deal

Certified Pre-Owned

Sykesville, MD

49 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 56,290
Stock number:: P3458
VIN:: 3GTU9DET4MG141138

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2022 GMC Sierra 1500

SLT Crew Cab 4WD

43,174 miles

$42,695

Great Deal

Dover, DE

29 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Summit White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Dark Walnut/Slate
Transmission:: Automatic
Mileage:: 43,174
Stock number:: DU00365
VIN:: 1GTUUDEL7NZ502572

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2022 RAM 1500

Big Horn Crew Cab 4WD

31,470 miles

$32,603

Fair Deal

Cockeysville, MD

36 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 31,470
Stock number:: 4429
VIN:: 1C6RRFFG3NN379274

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2022 RAM 1500

Big Horn Crew Cab 4WD

22,785 miles

$34,280

Great Deal

Bowie, MD

39 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 22,785
Stock number:: M6775
VIN:: 1C6SRFFT0NN444385

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2022 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

114,703 miles

$31,497

Good Deal

Dover, DE

29 mi away

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, Perforated leather-appointed front seat
Transmission:: Automatic
Mileage:: 114,703
Stock number:: 26212A
VIN:: 3GCUYGEL9NG163576

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2021 Chevrolet Silverado 1500

High Country Crew Cab 4WD

101,119 miles

$33,699

Good Deal

New Castle, DE

41 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: White (Iridescent Pearl Tricoat)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black/Umber
Transmission:: Automatic
Mileage:: 101,119
Stock number:: C250410A
VIN:: 1GCUYHET2MZ353935

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