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

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

133,470 miles

$22,995

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
Fuel type:: Gasoline
Interior color:: Gray
Mileage:: 133,470
Stock #:: DMV1729
VIN:: 3GCPYCEF1MG260401

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

84,482 miles

$27,794

Year:: 2020
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:: Northsky Blue Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 84,482
Stock #:: J251270A
VIN:: 3GCPYCEH0LG347724

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,376 miles

$31,950

Year:: 2024
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
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 54,376
Stock #:: P333180
VIN:: 3GCPDCEK4RG333180

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

27,681 miles

$38,722

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Sterling Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 27,681
Stock #:: Q260235A
VIN:: 3GCPDCEK4RG194992

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,740 miles

$42,499

Year:: 2025
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:: 15,740
Stock #:: 65694A
VIN:: 3GCPKCEK7SG183951

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,678 miles

$35,832

Good Deal

$695/mo est.

Home delivery from Benton, MO

Price includes $932 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:: Black
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 37,678
Stock #:: 196967
VIN:: 1GCPYCEF4MZ196967

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,685 miles

$38,374

Year:: 2024
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
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,685
Stock #:: Q260257A
VIN:: 3GCPDCEK6RG429893

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$32,939

Good Deal

$639/mo est.

Home delivery from Louisville, TN

Price includes $653 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:: Brown
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 69,169
Stock #:: MD2611
VIN:: 1GCPYCEF8MZ358258

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

84,865 miles

$28,654

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Satin Steel Metallic)
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 84,865
Stock #:: 61212A
VIN:: 3GCPYCEK2NG131470

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,149 miles

$27,500

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:: Black
Transmission:: Automatic
Mileage:: 100,149
Stock #:: KCC261602A
VIN:: 1GCPYCEF0KZ197501

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

108,686 miles

$25,654

Good Deal

$502/mo est.

Home delivery from Clio, MI

Price includes $658 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:: Automatic
Mileage:: 108,686
Stock #:: 12242
VIN:: 1GCPYCEFXKZ379786

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

133,470 miles

$22,995

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
Fuel type:: Gasoline
Interior color:: Gray
Mileage:: 133,470
Stock #:: DMV1729
VIN:: 3GCPYCEF1MG260401

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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

23,624 miles

$39,835

Great Deal

$758/mo est.

Home delivery from Kernersville, NC

Free home delivery

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:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 23,624
Stock #:: Y0342
VIN:: 3GCUDCED7PG307660

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,882 miles

$30,000

Great Deal

$581/mo est.

Home delivery from Reading, PA

Free home delivery

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 67,882
Stock #:: AP19065
VIN:: 1GCPYCEK1NZ165531

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

107,066 miles

$24,255

Good Deal

$475/mo est.

Third-party certified

Home delivery from Plainfield, IN

Price includes $892 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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 107,066
Stock #:: F4518A
VIN:: 1GCPYCEH8KZ294933

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,753 miles

$21,599

Good Deal

$423/mo est.

Home delivery from Mechanicsburg, PA

Free home delivery

Year:: 2020
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:: 134,753
Stock #:: 278503A
VIN:: 1GCPYCEH0LZ278503

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,618 miles

$28,977

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:: Shadow Gray Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 81,618
Stock #:: P1448
VIN:: 3GCPYCEF5KG305210

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,642 miles

$42,697

Good Deal

$806/mo est.

Store transfer to Charlottesville, VA

24 mi awayPrice includes $1,699 store transfer

Year:: 2024
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
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 5,642
Stock #:: 28358958
VIN:: 3GCPDCEK0RG303254

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,957 miles

$30,000

Good Deal

$581/mo est.

Home delivery from Charleston, WV

Free home delivery

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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 78,957
Stock #:: S26230A
VIN:: 3GCPYCEK5NG146979

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

119,906 miles

$29,108

Good Deal

$564/mo est.

Home delivery from Athens, TN

Price includes $608 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:: White
Fuel type:: Gasoline
Interior color:: Black
Mileage:: 119,906
Stock #:: C20358
VIN:: 3GCPDCED7NG520358

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

96,470 miles

$28,830

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:: White
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Transmission:: Automatic
Mileage:: 96,470
Stock #:: 00E0804A
VIN:: 1GCPYCEH0MZ424822

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

124,517 miles

$27,265

Fair Deal

$529/mo est.

Home delivery from Tulsa, OK

Price includes $1,962 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:: Red Hot
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 124,517
Stock #:: TSS1052
VIN:: 1GCPYCEF6MZ419171

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Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

10,002 miles

$42,270

Good Deal

$792/mo est.

Home delivery from Morehead, KY

Price includes $840 shipping

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Cypress Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 10,002
Stock #:: J523P1
VIN:: 3GCPKCEK1SG329552

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

16,352 miles

$44,730

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:: Red Hot
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 16,352
Stock #:: G240564A
VIN:: 3GCUDCED7RG131891

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