Best Pickup Trucks For Sale in Chestertown, MD

2023 RAM 2500

Big Horn Crew Cab LB 4WD

73,365 miles

$40,500

Fair Deal

Dundalk, MD

24 mi away

Year:: 2023
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Bright White Clearcoat
Fuel type:: Diesel
Interior color:: Diesel Gray/Black
Transmission:: 6-Speed Automatic
Mileage:: 73,365
Stock number:: H548747
VIN:: 3C6UR5JL5PG548747

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2022 RAM 1500

Big Horn Crew Cab 4WD

41,247 miles

$33,955

Good Deal

Quarryville, PA

48 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 - PW7
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black - X9
Transmission:: Automatic
Mileage:: 41,247
Stock number:: CP4247
VIN:: 1C6SRFFT8NN388082

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2022 Ford F-150

Raptor SuperCrew 4WD

59,379 miles

$62,000

Fair Deal

Hurlock, MD

37 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 450 hp 3.5L V6
Exterior color:: Antimatter Blue
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 59,379
Stock number:: C260037N
VIN:: 1FTFW1RG2NFB73702

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2022 RAM 1500

Laramie Crew Cab 4WD

46,826 miles

$34,510

Great Deal

Quarryville, PA

48 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:: Granite Crystal Metallic Clearcoat - PAU
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black - X9
Transmission:: Automatic
Mileage:: 46,826
Stock number:: C23294A
VIN:: 1C6SRFJT9NN204470

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

74,866 miles

$34,999

Good Deal

Dover, DE

29 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 74,866
Stock number:: R3223
VIN:: 3GCPYFEL5MG115515

2023 Jeep Gladiator

Mojave Crew Cab 4WD

15,073 miles

$38,995

Fair Deal

Easton, MD

29 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:: Granite Crystal
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 15,073
Stock number:: A25184A
VIN:: 1C6JJTEG8PL549745

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

40,741 miles

$32,999

Good Deal

Certified Pre-Owned

Newark, DE

37 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 40,741
Stock number:: PF25178A
VIN:: 1C6JJTBG2ML543147

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2022 RAM 1500

Big Horn Crew Cab 4WD

33,579 miles

$31,988

Good Deal

Pasadena, 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:: Bright White Clearcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 33,579
Stock number:: 356139P
VIN:: 1C6RRFFG3NN356139

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2023 Ford F-150

XLT SuperCrew 4WD

57,484 miles

$32,500

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
Interior color:: Brown (Baja Tan)
Transmission:: Automatic
Mileage:: 57,484
Stock number:: DU00374
VIN:: 1FTFW1E86PFC47611

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2022 RAM 1500

Big Horn Crew Cab 4WD

44,588 miles

$31,987

Good Deal

Cockeysville, MD

36 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Billet Silver Metallic Clearcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 44,588
Stock number:: 4497
VIN:: 1C6RRFMG7NN450012

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2023 GMC Sierra 1500

AT4 Crew Cab 4WD

38,902 miles

$50,849

Fair Deal

Easton, MD

32 mi away

Year:: 2023
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:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black with Kalahari accents, Perforated leathe
Transmission:: Automatic
Mileage:: 38,902
Stock number:: R02129
VIN:: 1GTUUEEL5PZ277013

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

61,421 miles

$34,932

Good Deal

Certified Pre-Owned

Penns Grove, NJ

48 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Cloth Seat Trim
Transmission:: Automatic
Mileage:: 61,421
Stock number:: G3522B
VIN:: 1GCUYEED9NZ186482

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2023 Ford F-150

XLT SuperCrew LB 4WD

119,216 miles

$26,490

Fair Deal

Easton, MD

27 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Oxford White
Interior color:: Black w/Medium Dark Slate
Transmission:: Automatic
Mileage:: 119,216
Stock number:: EF25459A
VIN:: 1FTFW1E86PFA82658

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

76,202 miles

$25,498

Good Deal

Baltimore, MD

24 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Silver Ice Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 76,202
Stock number:: FL5610B
VIN:: 3GCPYBEK4NG138110

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2023 Toyota Tacoma

SR V6 Double Cab 4WD

14,151 miles

$34,000

Good Deal

Silver Spring, MD

48 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Celestial Silver
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 14,151
Stock number:: M15601B
VIN:: 3TMCZ5ANXPM650259

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2022 Ford Maverick

Lariat SuperCrew AWD

25,209 miles

$25,988

Great 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

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2021 RAM 1500

Laramie Quad Cab 4WD

32,219 miles

$32,988

Great Deal

Pasadena, MD

29 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:: Flame Red Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 32,219
Stock number:: 714849P
VIN:: 1C6SRFDT6MN714849

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2021 RAM 1500

Limited Crew Cab 4WD

79,059 miles

$34,988

Good Deal

Bridgeton, 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 79,059
Stock number:: GM25084A
VIN:: 1C6SRFHT9MN815085

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2022 GMC Sierra 1500

SLT Crew Cab 4WD

71,559 miles

$36,932

Good Deal

Penns Grove, NJ

48 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Cayenne Red Tintcoat
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Perforated Leather-Appointed Front Outb
Transmission:: Automatic
Mileage:: 71,559
Stock number:: G3542A
VIN:: 3GTUUDED0NG605339

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2021 Ford F-150

XLT SuperCrew 4WD

35,111 miles

$35,500

Good Deal

Newark, DE

37 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Medium Dark Slate
Transmission:: Automatic
Mileage:: 35,111
Stock number:: 260235A
VIN:: 1FTFW1E82MKD33789

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2021 RAM 1500

Big Horn Crew Cab 4WD

100,273 miles

$23,340

Good Deal

Bridgeton, NJ

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 (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 100,273
Stock number:: V831692
VIN:: 1C6RRFFG5MN831692

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2021 Ford F-150

XLT SuperCrew 4WD

92,130 miles

$30,500

Fair Deal

Wilmington, DE

43 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5L V8 Flex Fuel Vehicle
Exterior color:: Carbonized Gray
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 92,130
Stock number:: W6058A
VIN:: 1FTFW1E53MFA01889

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2021 Ford F-150

Tremor SuperCrew 4WD

75,722 miles

$39,000

Good Deal

Dover, DE

29 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 450 hp 3.5L V6
Exterior color:: Agate Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 75,722
Stock number:: DV00642A
VIN:: 1FTEW1E88MFD03376

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2021 Jeep Gladiator

Willys Sport Crew Cab 4WD

61,249 miles

$25,481

Good Deal

Timonium, MD

34 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 61,249
Stock number:: 16468P
VIN:: 1C6HJTAG1ML598107

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