Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Machipongo, VA

Home delivery from Manassas, VA

$799/mo est.

Third-party certified

Price includes $625 shipping

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Sterling Gray Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 24,546
Stock #:: T236509
VIN:: 3GCUKCE87SG236509

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,764 miles

$29,243

Home delivery from Cambridge, OH

$572/mo est.

Price includes $266 shipping

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 86,764
Stock #:: 53714
VIN:: 1GCPYCEF3LZ208380

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

109,038 miles

$23,250

Home delivery from New Bern, NC

$455/mo est.

Price includes $252 shipping

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 4.3L V6 Flex Fuel Vehicle
Exterior color:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 109,038
Stock #:: P11305B
VIN:: 1GCRYCEH7KZ277615

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

66,588 miles

$31,386

Home delivery from Summerville, SC

$614/mo est.

Price includes $586 shipping

Year:: 2020
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 66,588
Stock #:: ALZ182860
VIN:: 1GCPYCEF6LZ182860

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,355 miles

$48,831

Home delivery from Wilmington, NC

$912/mo est.

Price includes $243 shipping

Year:: 2026
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:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 4,355
Stock #:: 2000769A
VIN:: 3GCUKCED3TG222959

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$36,412

Home delivery from Woodinville, WA

$706/mo est.

Price includes $2,417 shipping

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:: Blue
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 57,655
Stock #:: P178900
VIN:: 1GCPYCEF3MZ178900

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

62,190 miles

$30,719

Home delivery from Malvern, OH

$601/mo est.

Price includes $722 shipping

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 62,190
Stock #:: MM261A
VIN:: 1GCRYCEF1LZ107072

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

143,935 miles

$22,995

Year:: 2019
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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 143,935
Stock #:: 19C2480
VIN:: 3GCPYCEF7KG150577

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,775 miles

$30,010

Home delivery from Burton, MI

$587/mo est.

Price includes $560 shipping

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 62,775
Stock #:: 5019
VIN:: 1GCPYCEF0LZ168095

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,597 miles

$40,208

Home delivery from Mechanicsburg, PA

$759/mo est.

Price includes $308 shipping

Year:: 2024
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:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 47,597
Stock #:: 190358A
VIN:: 3GCUDCED9RG190358

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

110,130 miles

$27,250

Home delivery from New Bern, NC

$533/mo est.

Price includes $252 shipping

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 110,130
Stock #:: G62832A
VIN:: 3GCPYCEF0LG350282

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$27,756

Home delivery from Dayton, OH

$543/mo est.

Price includes $708 shipping

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 85,808
Stock #:: 16044
VIN:: 1GCRYCEF3KZ315436

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,526 miles

$30,161

Home delivery from Cambridge, OH

$584/mo est.

Price includes $266 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Northsky Blue Metallic
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 71,526
Stock #:: 53595
VIN:: 1GCPYCEK6NZ234598

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

89,468 miles

$34,571

Home delivery from Porter, TX

$670/mo est.

Price includes $1,524 shipping

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:: Glacier Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: JET BLACK
Transmission:: Automatic
Mileage:: 89,468
Stock #:: P581637B
VIN:: 3GCPDCED8NG581637

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,242 miles

$46,998

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 9,242
Stock #:: 28373982
VIN:: 3GCUKCED6SG350904

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,029 miles

$33,174

Home delivery from South Boston, VA

$649/mo est.

Price includes $175 shipping

Year:: 2020
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 65,029
Stock #:: 371159A
VIN:: 1GCPYCEF7LZ371159

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,450 miles

$38,433

Home delivery from Bellingham, WA

$746/mo est.

Price includes $2,435 shipping

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 4.3L V6 Flex Fuel Vehicle
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 21,450
Stock #:: B10858
VIN:: 1GCPYCEH7MZ125134

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,599 miles

$41,700

Home delivery from Ashland, OH

$794/mo est.

Price includes $800 shipping

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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 13,599
Stock #:: D5861A
VIN:: 3GCPDCEK9PG299945

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,084 miles

$35,988

Home delivery from Coshocton, OH

$685/mo est.

Free home delivery

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:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 38,084
Stock #:: P3773
VIN:: 3GCPDCEK6PG167127

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$23,875