Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Middlebury, VT

130 results

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,790 miles

$31,669

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Cajun Red Tintcoat
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 62,790
Stock #:: A6979A
VIN:: 3GCPYCEF1LG177419

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,620 miles

$43,176

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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 24,620
Stock #:: T261962A
VIN:: 3GCUDCED0PG339625

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,704 miles

$40,789

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:: Northsky Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 49,704
Stock #:: CP1541
VIN:: 3GCUDCED3PG135403

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

79,590 miles

$26,294

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:: Gray
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Transmission:: Automatic
Mileage:: 79,590
Stock #:: N355141
VIN:: 1GCRYCEH4LZ355141

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,000 miles

$35,420

Great Deal

$674/mo est.

Home delivery from Brodheadsville, PA

Price includes $482 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

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

62,191 miles

$31,111

Fair Deal

$608/mo est.

Home delivery from Malvern, OH

Price includes $936 shipping

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Shadow Gray Metallic
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 62,191
Stock #:: MM261A
VIN:: 1GCRYCEF1LZ107072

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

88,237 miles

$30,175

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Satin Steel Metallic)
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 88,237
Stock #:: 43773
VIN:: 1GCPYCEF2MZ298770

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,790 miles

$31,669

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Cajun Red Tintcoat
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 62,790
Stock #:: A6979A
VIN:: 3GCPYCEF1LG177419

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

66,505 miles

$32,692

Fair Deal

$636/mo est.

Home delivery from Saint James, NY

Free home delivery

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:: 66,505
Stock #:: 2929T
VIN:: 3GCPYCEF4KG299870

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,453 miles

$40,650

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:: Slate Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 45,453
Stock #:: 5T1929
VIN:: 3GCUDCED0RG399519

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2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,605 miles

$45,247

Great Deal

$846/mo est.

Store transfer to Albany, NY

94 mi awayPrice includes $249 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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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$34,324

Good Deal

$666/mo est.

Home delivery from Woodinville, WA

Price includes $2,329 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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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$30,760

Fair Deal

$602/mo est.

Home delivery from Seffner, FL

Price includes $1,276 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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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$34,825

Fair Deal

$675/mo est.

Home delivery from Louisville, TN

Price includes $1,449 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

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,671 miles

$33,782

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:: Blue
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 70,671
Stock #:: U6000936
VIN:: 3GCPDCEK9NG517055

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

123,000 miles

$25,598

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:: Northsky Blue Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 123,000
VIN:: 1GCPYCEF7KZ253868

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

83,584 miles

$25,935

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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 83,584
Stock #:: TCT482A
VIN:: 1GCRYCEF7KZ275636

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,886 miles

$35,598

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:: 51,886
Stock #:: S4576A
VIN:: 1GCPYCEF0MZ246635

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$24,716

Fair Deal

$483/mo est.

Home delivery from Mt Juliet, TN

Price includes $1,328 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:: Black
Transmission:: Automatic
Mileage:: 116,709
Stock #:: D11212
VIN:: 3GCPYCEFXKG115726

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

156,112 miles

$19,900

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: White
Interior color:: Black
Transmission:: Automatic
Mileage:: 156,112
Stock #:: 310350
VIN:: 3GCPYCEF2KG310350

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,775 miles

$30,230

Good Deal

$591/mo est.

Home delivery from Burton, MI

Price includes $530 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

29,819 miles

$44,000

Fair Deal

$831/mo est.

Third-party certified

Schenectady, NY

92 mi away

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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 29,819
Stock #:: 46549
VIN:: 3GCUDCED9RG408802

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,783 miles

$28,830

Fair Deal

$559/mo est.

Home delivery from Old Saybrook, CT

Price includes $286 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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 10-Speed Automatic
Mileage:: 102,783
Stock #:: 5211
VIN:: 3GCPYCEF9MG436837

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

88,237 miles

$30,175

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Satin Steel Metallic)
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 88,237
Stock #:: 43773
VIN:: 1GCPYCEF2MZ298770

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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Middlebury, VT

2020 Chevrolet Silverado 1500

$31,669

2023 Chevrolet Silverado 1500

$43,176

2023 Chevrolet Silverado 1500

$40,789

2020 Chevrolet Silverado 1500

$26,294

2023 Chevrolet Silverado 1500

$35,420

2020 Chevrolet Silverado 1500

$31,111

2021 Chevrolet Silverado 1500

$30,175

2020 Chevrolet Silverado 1500

$31,669

2019 Chevrolet Silverado 1500

$32,692

2024 Chevrolet Silverado 1500

$40,650

2026 Chevrolet Silverado 1500

$45,247

2021 Chevrolet Silverado 1500

$34,324

2020 Chevrolet Silverado 1500

$30,760

2021 Chevrolet Silverado 1500

$34,825

2022 Chevrolet Silverado 1500

$33,782

2019 Chevrolet Silverado 1500

$25,598

2019 Chevrolet Silverado 1500

$25,935

2021 Chevrolet Silverado 1500

$35,598

2019 Chevrolet Silverado 1500

$24,716

2019 Chevrolet Silverado 1500

$19,900

2020 Chevrolet Silverado 1500

$30,230

2024 Chevrolet Silverado 1500

$44,000

2021 Chevrolet Silverado 1500

$28,830

2021 Chevrolet Silverado 1500

$30,175

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