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

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,019 miles

$42,900

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:: Lakeshore Blue Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 13,019
Stock #:: 58831
VIN:: 3GCPDCEK4RG266631

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,589 miles

$37,961

Great Deal

$623/mo est.

Manufacturer certified

Springfield, MA

81 mi away

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:: Jet Black
Transmission:: Automatic
Mileage:: 43,589
Stock #:: P42470A
VIN:: 3GCUDCED8PG130990

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,783 miles

$28,543

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

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

64,239 miles

$31,158

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:: 64,239
Stock #:: RAM35417A
VIN:: 1GCPYCEF2LZ180443

Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,625 miles

$38,824

Fair Deal

$656/mo est.

Home delivery from Louisville, TN

Price includes $1,309 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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 39,625
Stock #:: MX4224
VIN:: 1GCPYCEL0NZ150219

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

79,590 miles

$26,632

Good Deal

$350/mo est.

Home delivery from Barre, VT

Price includes $338 shipping

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

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,998 miles

$48,077

Year:: 2026
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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 3,998
Stock #:: CW60894A
VIN:: 3GCPKCEK1TG172381

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,783 miles

$28,543

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

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,426 miles

$37,924

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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 47,426
Stock #:: B8168A
VIN:: 3GCPDCEK3RG194367

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,681 miles

$34,377

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
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 57,681
Stock #:: NP6856
VIN:: 1GCPYCEF8MZ276126

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,884 miles

$34,339

Good Deal

$550/mo est.

Home delivery from Washington, MI

Price includes $559 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:: Cherry Red Tintcoat
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 50,884
Stock #:: 244226
VIN:: 1GCPYCEF6MZ244226

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,453 miles

$40,450

Good Deal

$686/mo est.

Home delivery from Albany, NY

Free home delivery

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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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,580 miles

$33,207

Fair Deal

$532/mo est.

Home delivery from Louisville, TN

Price includes $1,309 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:: 60,580
Stock #:: MX4313
VIN:: 1GCPYCEF3KZ373280

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

145,544 miles

$22,690

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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 145,544
VIN:: 3GCPYCEF7KG219588

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,984 miles

$29,296

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:: 65,984
Stock #:: CC2995
VIN:: 1GCPYCEF2LZ262639

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,643 miles

$35,877

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:: Summit White
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 50,643
Stock #:: CW60857A
VIN:: 1GCPYCEF6MZ261981

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,222 miles

$32,890

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
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 75,222
Stock #:: 6320A
VIN:: 1GCPYCEF5MZ219396

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,678 miles

$41,939

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:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 26,678
Stock #:: 19864MA3
VIN:: 3GCUDCED0RG316140

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$28,384

Fair Deal

$399/mo est.

Home delivery from Dayton, OH

Price includes $938 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

55,966 miles

$34,495

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:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 55,966
Stock #:: TDD8707A
VIN:: 3GCPDCEK0NG568279

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,825 miles

$25,621

Great Deal

$323/mo est.

Home delivery from West Palm Beach, FL

Price includes $1,623 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:: White
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 67,825
Stock #:: G293416
VIN:: 3GCPYCEH5KG293416

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

113,737 miles

$23,995

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:: Automatic
Mileage:: 113,737
Stock #:: 275538
VIN:: 3GCPYCEF6LG275538

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

81,995 miles

$28,121

Fair Deal

$393/mo est.

Home delivery from West Palm Beach, FL

Price includes $1,623 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
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 81,995
Stock #:: Z249779
VIN:: 1GCRYCEF7LZ249779

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2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56 miles

$48,997

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: White Sands
Combined gas mileage:: 22 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 56
Stock #:: A227475
VIN:: 3GCUKCE82TG227475

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

2024 Chevrolet Silverado 1500

$42,900

2023 Chevrolet Silverado 1500

$37,961

2021 Chevrolet Silverado 1500

$28,543

2020 Chevrolet Silverado 1500

$31,158

2022 Chevrolet Silverado 1500

$38,824

2020 Chevrolet Silverado 1500

$26,632

2026 Chevrolet Silverado 1500

$48,077

2021 Chevrolet Silverado 1500

$28,543

2024 Chevrolet Silverado 1500

$37,924

2021 Chevrolet Silverado 1500

$34,377

2021 Chevrolet Silverado 1500

$34,339

2024 Chevrolet Silverado 1500

$40,450

2019 Chevrolet Silverado 1500

$33,207

2019 Chevrolet Silverado 1500

$22,690

2020 Chevrolet Silverado 1500

$29,296

2021 Chevrolet Silverado 1500

$35,877

2021 Chevrolet Silverado 1500

$32,890

2024 Chevrolet Silverado 1500

$41,939

2019 Chevrolet Silverado 1500

$28,384

2022 Chevrolet Silverado 1500

$34,495

2019 Chevrolet Silverado 1500

$25,621

2020 Chevrolet Silverado 1500

$23,995

2020 Chevrolet Silverado 1500

$28,121

2026 Chevrolet Silverado 1500

$48,997

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