Best Pickup Trucks For Sale in Chestertown, MD

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Don White's Timonium Chrysler Jeep Dodge Ram

2022 RAM 1500

Big Horn Crew Cab 4WD

64,189 miles

$32,505

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 64,189
Stock #:: 4508
VIN:: 1C6SRFFT6NN222868

Sponsored by Don White's Timonium Chrysler Jeep Dodge Ram

2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

109,732 miles

$29,490

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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 109,732
Stock #:: S1588A
VIN:: 3GCUYEED9MG252088

2022 RAM 1500

Big Horn Crew Cab 4WD

21,069 miles

$37,000

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 21,069
Stock #:: P1733
VIN:: 1C6SRFFT4NN411762

2023 RAM 1500

Limited Crew Cab 4WD

44,412 miles

$45,889

Good Deal

$874/mo est.

Manufacturer certified

Milford, DE

39 mi away

Year:: 2023
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:: 44,412
Stock #:: 7267158A
VIN:: 1C6SRFHT3PN617218

2021 RAM 1500

Laramie Crew Cab 4WD

14,835 miles

$42,900

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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 14,835
Stock #:: 7267219A
VIN:: 1C6SRFJT7MN737948

2021 GMC Sierra 1500

AT4 Crew Cab 4WD

71,210 miles

$39,000

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 w/Kalahari Accents
Transmission:: Automatic
Mileage:: 71,210
Stock #:: C260669A
VIN:: 3GTU9EET4MG223618

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

28,997 miles

$34,477

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:: Black - GBA
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black - H0U
Transmission:: Automatic
Mileage:: 28,997
Stock #:: CP4244A
VIN:: 1GCPDKEK2NZ506196

2021 RAM 1500

Big Horn Crew Cab 4WD

114,860 miles

$23,995

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Interior color:: Black
Transmission:: Automatic
Mileage:: 114,860
Stock #:: P3504A
VIN:: 1C6SRFFT5MN817144

2022 Ford Maverick

XLT SuperCrew FWD

28,925 miles

$24,374

Good Deal

$472/mo est.

Manufacturer certified

Laurel, MD

44 mi away

Year:: 2022
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 2.5L I4 Hybrid
Exterior color:: Area 51
Combined gas mileage:: 38 MPG
Fuel type:: Hybrid
Interior color:: Blue (Navy Pier/Medium Slate)
Transmission:: Continuously Variable Transmission
Mileage:: 28,925
Stock #:: 260183D
VIN:: 3FTTW8E36NRA80456

2023 Ford F-150

XLT SuperCrew LB 4WD

30,265 miles

$40,495

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:: Black
Transmission:: Automatic
Mileage:: 30,265
Stock #:: P3507
VIN:: 1FTFW1ED2PFA15097

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2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

121,861 miles

$29,859

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 121,861
Stock #:: 9888TA
VIN:: 1GCUYEET5NZ196045

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2021 RAM 1500

TRX Crew Cab 4WD

48,174 miles

$69,881

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 702 hp 6.2L V8
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 12 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,174
Stock #:: JP26037
VIN:: 1C6SRFU92MN760201

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2022 Toyota Tacoma

SR5 V6 Access Cab 4WD

39,259 miles

$32,990

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Blue Crush Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: Automatic
Mileage:: 39,259
Stock #:: F26200A
VIN:: 3TYSZ5ANXNT081698

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2021 RAM 2500

Power Wagon Crew Cab 4WD

154,960 miles

$29,898

Year:: 2021
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Hydro Blue Pearlcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 154,960
Stock #:: 250526A
VIN:: 3C6TR5EJ1MG607292

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2023 Toyota Tacoma

SR I4 Double Cab RWD

81,716 miles

$23,500

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 159 hp 2.7L I4
Exterior color:: Celestial Silver Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 81,716
Stock #:: LU078924
VIN:: 3TYAX5GN6PT078924

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

45,500 miles

$31,600

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Glacier Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 45,500
Stock #:: 18081B
VIN:: 3GCPDBEK8PG226446

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2023 Chevrolet Silverado 1500

RST Crew Cab 4WD

29,189 miles

$41,900

Good Deal

$798/mo est.

Manufacturer certified

Cockeysville, MD

35 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:: Sterling Gray Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 29,189
Stock #:: TG242223A
VIN:: 3GCUDEED1PG356543

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2023 Jeep Gladiator

Rubicon Crew Cab 4WD

23,274 miles

$36,990

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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 23,274
VIN:: 1C6JJTBG0PL504741

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2023 Ford F-150

XLT SuperCrew LB 4WD

41,051 miles

$39,222

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:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black w/Baja Tan
Transmission:: Automatic
Mileage:: 41,051
Stock #:: T1180229B
VIN:: 1FTFW1E86PFD04194

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2022 RAM 1500

Big Horn Quad Cab RWD

50,622 miles

$25,898

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 50,622
Stock #:: 4493A
VIN:: 1C6RREBG3NN354715

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2023 RAM 1500

Big Horn Crew Cab 4WD

31,387 miles

$36,998

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 31,387
Stock #:: 4523
VIN:: 1C6RRFFG2PN584913

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2023 Chevrolet Silverado 1500

High Country Crew Cab 4WD

72,171 miles

$39,998

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, Perforated leather seating surfaces
Transmission:: Automatic
Mileage:: 72,171
Stock #:: R3177
VIN:: 1GCUDJED2PZ207115

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2023 Jeep Gladiator

Mojave Crew Cab 4WD

25,736 miles

$36,988

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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 25,736
Stock #:: T3304B
VIN:: 1C6JJTEG8PL586004

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2021 RAM 1500

Big Horn Crew Cab 4WD

85,710 miles

$28,445

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:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray / Black
Transmission:: 8-Speed Automatic
Mileage:: 85,710
Stock #:: 409519
VIN:: 1C6RRFFG6MN560836

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Best Pickup Trucks For Sale in Chestertown, MD

2022 RAM 1500

$32,505

2021 Chevrolet Silverado 1500

$29,490

2022 RAM 1500

$37,000

2023 RAM 1500

$45,889

2021 RAM 1500

$42,900

2021 GMC Sierra 1500

$39,000

2022 Chevrolet Silverado 1500

$34,477

2021 RAM 1500

$23,995

2022 Ford Maverick

$24,374

2023 Ford F-150

$40,495

2022 Chevrolet Silverado 1500

$29,859

2021 RAM 1500

$69,881

2022 Toyota Tacoma

$32,990

2021 RAM 2500

$29,898

2023 Toyota Tacoma

$23,500

2023 Chevrolet Silverado 1500

$31,600

2023 Chevrolet Silverado 1500

$41,900

2023 Jeep Gladiator

$36,990

2023 Ford F-150

$39,222

2022 RAM 1500

$25,898

2023 RAM 1500

$36,998

2023 Chevrolet Silverado 1500

$39,998

2023 Jeep Gladiator

$36,988

2021 RAM 1500

$28,445

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