Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Middlesboro, KY

Home delivery from Brodheadsville, PA

$685/mo est.

Price includes $1,074 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:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 52,000
Stock #:: 1119A
VIN:: 3GCPDCEK8PG313754

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$33,376

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

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$27,779

Home delivery from Dayton, OH

$543/mo est.

Price includes $333 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

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

62,191 miles

$30,797

Home delivery from Malvern, OH

$602/mo est.

Price includes $622 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:: 62,191
Stock #:: MM261A
VIN:: 1GCRYCEF1LZ107072

Home delivery from Summerville, SC

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

66,588 miles

$31,367

Great Deal

$612/mo est.

Price includes $488 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

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,400 miles

$36,995

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:: White
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black (Charcoal)
Transmission:: Automatic
Mileage:: 46,400
Stock #:: 3278k
VIN:: 3GCUDCET5NG652299

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

85,492 miles

$30,345

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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 85,492
Stock #:: LG196010
VIN:: 3GCPYCEF7LG196010

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Home delivery from LaGrange, GA

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,254 miles

$40,760

Great Deal

$770/mo est.

Manufacturer certified

Price includes $910 shipping

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:: Blue
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 15,254
Stock #:: P744
VIN:: 3GCPDCEK1RG292524

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,421 miles

$38,836

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Dark Ash Metallic
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 38,421
Stock #:: CP1672
VIN:: 3GCUDCED1PG224404

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,991 miles

$39,090

Home delivery from West Jefferson, NC

$757/mo est.

Price includes $190 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:: Shadow Gray Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 38,991
Stock #:: 905UQ
VIN:: 1GCPYCEF5MZ251300

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,960 miles

$30,834

Home delivery from Sioux Falls, SD

$603/mo est.

Price includes $839 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:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 92,960
Stock #:: 16631SK
VIN:: 1GCPYCEF3LZ350115

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2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,605 miles

$45,147

Great Deal

$844/mo est.

Store transfer to Knoxville, TN

57 mi awayPrice includes $149 store transfer

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Black
Transmission:: Automatic
Mileage:: 1,605
Stock #:: 28659798
VIN:: 3GCPKCEK1TG217397

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$34,080

Home delivery from Woodinville, WA

$661/mo est.

Price includes $2,085 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

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

171,668 miles

$23,647

Home delivery from Athens, TN

$458/mo est.

Price includes $147 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:: 171,668
Stock #:: C21344
VIN:: 3GCPDCED1NG521344

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2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$30,117

Home delivery from Seffner, FL

$589/mo est.

Price includes $633 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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 53,186
Stock #:: 5057
VIN:: 1GCRYCEF9LZ100290

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,557 miles

$35,144

$681/mo est.

Third-party certified

Johnson City, TN

76 mi away

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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 57,557
Stock #:: AMZ257136
VIN:: 1GCPYCEF4MZ257136

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,478 miles

$36,042

Home delivery from Houston, TX

$686/mo est.

Price includes $1,042 shipping

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:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: Automatic
Mileage:: 70,478
Stock #:: 189356
VIN:: 3GCUDCED4PG189356

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,764 miles

$29,560

Home delivery from Cambridge, OH

$578/mo est.

Price includes $196 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

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

84,288 miles

$31,890

Home delivery from Cumming, GA

$623/mo est.

Price includes $595 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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 84,288
Stock #:: R25971A
VIN:: 3GCPYCEF2LG411034

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

89,195 miles

$29,990

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:: 89,195
Stock #:: LZ370040
VIN:: 1GCPYCEFXLZ370040

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,557 miles

$35,144