Best Pickup Trucks For Sale in Annapolis, MD

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2021 RAM 1500

Classic Tradesman Quad Cab RWD

102,530 miles

$19,990

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
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:: 102,530
Stock #:: IAD11825
VIN:: 1C6RR6FG1MS508628

2022 Jeep Gladiator

Sport S Crew Cab 4WD

67,426 miles

$28,000

Fair Deal

$543/mo est.

Third-party certified

Hurlock, MD

38 mi away

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 67,426
Stock #:: FX261545A
VIN:: 1C6HJTAG0NL167596

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

33,844 miles

$33,950

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:: Red Hot
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 33,844
Stock #:: 167991
VIN:: 3GCPDKEK3PG172148

2021 RAM 1500

Big Horn Crew Cab 4WD

65,664 miles

$27,498

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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 65,664
Stock #:: 00HP4770
VIN:: 1C6RRFFG1MN831950

2023 Jeep Gladiator

Mojave Crew Cab 4WD

28,375 miles

$34,795

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:: High Velocity Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 28,375
Stock #:: J260471A
VIN:: 1C6JJTEG0PL516092

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

55,600 miles

$39,000

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
Transmission:: Automatic
Mileage:: 55,600
Stock #:: 0LC4492A
VIN:: 1GCUYFET3NZ169206

2022 RAM 1500

Laramie Crew Cab 4WD

86,471 miles

$33,000

Good Deal

$639/mo est.

Third-party certified

Fairfax, VA

46 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 86,471
Stock #:: 51740A
VIN:: 1C6SRFJT3NN411565

2022 Ford Maverick

XLT SuperCrew FWD

28,925 miles

$24,375

Good Deal

$472/mo est.

Manufacturer certified

Laurel, MD

21 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

2021 GMC Sierra 1500

SLT Crew Cab 4WD

92,881 miles

$31,900

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 92,881
Stock #:: 0LG0809B
VIN:: 1GTU9DEL8MZ385178

2022 RAM 1500

Big Horn Crew Cab 4WD

60,874 miles

$33,748

Year:: 2022
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:: 8-Speed Automatic
Mileage:: 60,874
Stock #:: T375274A
VIN:: 1C6SRFFM9NN390500

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2023 RAM 1500

Big Horn Crew Cab 4WD

43,451 miles

$31,660

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:: Patriot Blue Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,451
Stock #:: P767
VIN:: 1C6RRFFG5PN599020

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2022 RAM 1500

Big Horn Quad Cab RWD

50,622 miles

$24,322

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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2022 RAM 1500

Classic Tradesman Crew Cab 4WD

75,152 miles

$24,498

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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 75,152
Stock #:: 00HP4774
VIN:: 3C6RR7KGXNG206422

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

67,232 miles

$31,997

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
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 67,232
Stock #:: C1863N
VIN:: 1GCPDDEK7NZ640097

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

76,625 miles

$27,997

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:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 76,625
Stock #:: C1881N
VIN:: 3GCPDBEK7NG569729

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2022 Chevrolet Colorado

LT Extended Cab 4WD

109,844 miles

$15,450

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 200 hp 2.5L I4
Exterior color:: Summit White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 109,844
Stock #:: GAM5911
VIN:: 1GCHTCEA2N1115763

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2022 Jeep Gladiator

Altitude Crew Cab 4WD

18,767 miles

$28,799

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 18,767
Stock #:: T170317A
VIN:: 1C6HJTAG7NL170317

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2021 Jeep Gladiator

Overland Crew Cab 4WD

51,440 miles

$24,490

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:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black Cloth
Transmission:: 8-Speed Automatic
Mileage:: 51,440
Stock #:: 537938
VIN:: 1C6HJTFG2ML537938

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2021 Jeep Gladiator

Mojave Crew Cab 4WD

87,203 miles

$28,500

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:: Sarge Green Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 87,203
Stock #:: T559298
VIN:: 1C6JJTEGXML559298

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2022 Toyota Tacoma

SR5 V6 Double Cab LB 4WD

82,582 miles

$26,995

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:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 82,582
Stock #:: G261190B
VIN:: 3TMDZ5BN6NM139471

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

21,478 miles

$35,294

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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 21,478
Stock #:: 18216A
VIN:: 3GCPDBEK4PG146643

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2023 Jeep Gladiator

Willys Crew Cab 4WD

45,281 miles

$29,688

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:: Sarge Green Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 45,281
Stock #:: MU537989
VIN:: 1C6HJTAG3PL537989

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2022 RAM 1500

Limited Crew Cab 4WD

86,583 miles

$37,500

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Biodiesel
Exterior color:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 25 MPG
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 86,583
Stock #:: T449374
VIN:: 1C6SRFHM1NN449374

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2021 RAM 1500

Laramie Quad Cab RWD

83,329 miles

$27,000

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 395 hp 5.7L V8
Exterior color:: Red
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 83,329
Stock #:: 0DP28341
VIN:: 1C6RREDTXMN628341

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Best Pickup Trucks For Sale in Annapolis, MD

2021 RAM 1500

$19,990

2022 Jeep Gladiator

$28,000

2023 Chevrolet Silverado 1500

$33,950

2021 RAM 1500

$27,498

2023 Jeep Gladiator

$34,795

2022 Chevrolet Silverado 1500

$39,000

2022 RAM 1500

$33,000

2022 Ford Maverick

$24,375

2021 GMC Sierra 1500

$31,900

2022 RAM 1500

$33,748

2023 RAM 1500

$31,660

2022 RAM 1500

$24,322

2022 RAM 1500

$24,498

2022 Chevrolet Silverado 1500

$31,997

2022 Chevrolet Silverado 1500

$27,997

2022 Chevrolet Colorado

$15,450

2022 Jeep Gladiator

$28,799

2021 Jeep Gladiator

$24,490

2021 Jeep Gladiator

$28,500

2022 Toyota Tacoma

$26,995

2023 Chevrolet Silverado 1500

$35,294

2023 Jeep Gladiator

$29,688

2022 RAM 1500

$37,500

2021 RAM 1500

$27,000

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