Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Chester, NY

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,607 miles

$30,995

Great Deal

$601/mo est.

Manufacturer certified

Roslyn, NY

49 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 55,607
Stock #:: 05600
VIN:: 3GCPYCEF4MG144965

Sponsored by East Hills Chevrolet of Roslyn

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,600 miles

$26,857

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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 95,600
Stock #:: M4743
VIN:: 3GCPYCEF2KG152981

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

35,433 miles

$36,695

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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 35,433
Stock #:: 113591
VIN:: 1GCPYCEL0NZ113591

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,748 miles

$30,995

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:: Jet Black
Transmission:: Automatic
Mileage:: 58,748
Stock #:: 11159R
VIN:: 3GCPYCEK5NG110032

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

119,818 miles

$24,142

Good Deal

$472/mo est.

Home delivery from Schenectady, NY

Price includes $147 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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 119,818
Stock #:: 224999
VIN:: 3GCPYCEF7LG224999

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,678 miles

$36,199

Fair Deal

$702/mo est.

Home delivery from Benton, MO

Price includes $1,299 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

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,600 miles

$26,857

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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 95,600
Stock #:: M4743
VIN:: 3GCPYCEF2KG152981

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

108,686 miles

$25,744

Fair Deal

$504/mo est.

Home delivery from Clio, MI

Price includes $748 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

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

23,624 miles

$39,835

Good 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

Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,882 miles

$30,000

Good 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

77,660 miles

$29,180

Fair Deal

$571/mo est.

Home delivery from Wolcott, NY

Price includes $185 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:: 77,660
Stock #:: A9763
VIN:: 3GCPYCEF7KG109544

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,753 miles

$21,599

Fair 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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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

103,764 miles

$22,583

Fair Deal

$442/mo est.

Home delivery from Ashland, KY

Price includes $1,458 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:: Northsky Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 103,764
Stock #:: K26201A
VIN:: 1GCRYCEH8KZ235938

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

133,470 miles

$23,385

Good Deal

$454/mo est.

Home delivery from Stafford, VA

Price includes $390 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:: Gray
Mileage:: 133,470
Stock #:: DMV1729
VIN:: 3GCPYCEF1MG260401

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,642 miles

$42,697

Fair Deal

$806/mo est.

Store transfer to Wayne, NJ

28 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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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,607 miles

$30,995

Great Deal

$601/mo est.

Manufacturer certified

Roslyn, NY

49 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 55,607
Stock #:: 05600
VIN:: 3GCPYCEF4MG144965

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,755 miles

$24,689

Great Deal

$483/mo est.

Home delivery from West Palm Beach, FL

Free home delivery

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:: Havana Brown Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 93,755
Stock #:: PV106422
VIN:: 3GCPYCEF9LG106422

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,779 miles

$32,358

Good Deal

$628/mo est.

Home delivery from East Rochester, NY

Price includes $359 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:: 6-Speed Automatic Overdrive
Mileage:: 62,779
Stock #:: 3938
VIN:: 3GCPYCEF1MG116069

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,251 miles

$34,500

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:: Northsky Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 24,251
Stock #:: A605415
VIN:: 3GCPDCEK4NG605415

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,732 miles

$32,288

Fair Deal

$627/mo est.

Home delivery from Williamson, NY

Price includes $298 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 76,732
Stock #:: 26148C
VIN:: 1GCPYCEF1MZ208928

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,749 miles

$37,581

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:: 39,749
Stock #:: Z4282
VIN:: 3GCUDCED1RG105755

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,167 miles

$40,298

Fair Deal

$761/mo est.

Home delivery from Williamson, NY

Price includes $298 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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 17,167
Stock #:: 26207A
VIN:: 3GCPDCEK2RG412735

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,063 miles

$25,856

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:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 116,063
Stock #:: T14947
VIN:: 3GCPYCEFXLG414893

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,190 miles

$39,000

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:: Automatic
Mileage:: 25,190
Stock #:: 27011SA
VIN:: 3GCPDCEK7PG130989

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