New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Chilmark, MA
30 vehicles found
See the total price upfront.
Only show listings that include dealer fees- Year:
- 2026
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- M0970
- VIN:
- 3GCUKCED4TG379903
Sponsored by McKay Chevrolet of Raynham
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Raynham, MA
40 mi away
New car
MSRP $57,789
$52,183
- Year:
- 2026
- 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:
- 4
- Stock #:
- 60628
- VIN:
- 3GCUKCEDXTG429008
Price drop
-$2,500
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Hyannis, MA
32 mi away
New car
MSRP $57,905
$52,095
$49,595
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- S26247
- VIN:
- 3GCUKCE83TG306170
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
North Dartmouth, MA
23 mi away
New car
MSRP $59,550
$52,922
- Year:
- 2026
- 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:
- 5
- Stock #:
- 6629710
- VIN:
- 3GCUKCED8TG364854
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Lexington, TN
Price includes $2,575 shipping
New car
MSRP $59,280
$53,369
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Stock #:
- FZJFVW*O
- VIN:
- 3GCUKCED5TG416053
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Nanuet, NY
Price includes $428 shipping
New car
MSRP $57,490
$47,168
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 8
- Stock #:
- 261291
- VIN:
- 3GCUKCED2TG396019
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from East Liverpool, OH
Price includes $1,548 shipping
New car
MSRP $60,054
$50,398
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 12
- Stock #:
- 261292
- VIN:
- 3GCUKCED4TG395874
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from East Liverpool, OH
Price includes $1,548 shipping
New car
MSRP $60,054
$50,398
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TG385307
- VIN:
- 3GCUKCE83TG385307
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Nanuet, NY
Price includes $428 shipping
New car
MSRP $58,285
$50,712
- Year:
- 2026
- 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 Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6
- Stock #:
- NT26134
- VIN:
- 3GCUKCED0TG358305
Price drop
-$6,012
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Delphos, OH
Price includes $886 shipping
New car
MSRP $59,980
$58,581
$52,569
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- S26247
- VIN:
- 3GCUKCE83TG306170
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
North Dartmouth, MA
23 mi away
New car
MSRP $59,550
$52,922
- 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:
- Cypress Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74
- Stock #:
- BT251899
- VIN:
- 3GCPKCEK8TG251899
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Livingston, TX
Price includes $2,289 shipping
New car
MSRP $57,420
$52,458
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- C00816
- VIN:
- 3GCUKCE81TG343718
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $58,285
$52,996
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- C00824
- VIN:
- 3GCUKCE80TG351972
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $58,285
$52,996
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- C00814
- VIN:
- 3GCUKCE88TG343778
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $58,285
$52,996
- Year:
- 2026
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- M0970
- VIN:
- 3GCUKCED4TG379903
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Raynham, MA
40 mi away
New car
MSRP $57,789
$52,183
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- C00822
- VIN:
- 3GCUKCE82TG348720
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $58,285
$52,996
- Year:
- 2026
- 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:
- 4
- Stock #:
- 60628
- VIN:
- 3GCUKCEDXTG429008
Price drop
-$2,500
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Hyannis, MA
32 mi away
New car
MSRP $57,905
$52,095
$49,595
- Year:
- 2026
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- TG275401
- VIN:
- 3GCUKCED8TG275401
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Atlantic City, NJ
Free home delivery
New car
MSRP $57,905
$51,204
- Year:
- 2026
- 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:
- 10
- Stock #:
- C419137
- VIN:
- 3GCUKCED4TG419137
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Middletown, CT
Price includes $202 shipping
New car
MSRP $59,270
$52,692
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- T26395
- VIN:
- 3GCPKCEKXTG341510
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Hicksville, OH
Price includes $906 shipping
New car
MSRP $56,935
$52,082
- 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:
- 1
- Stock #:
- C00899
- VIN:
- 3GCPKCEKXTG419798
Preparing for a close up...
Photos coming soon
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $54,345
$52,321
- 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:
- 1
- Stock #:
- C00900
- VIN:
- 3GCPKCEK6TG419801
Preparing for a close up...
Photos coming soon
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $54,345
$52,321
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1
- Stock #:
- C00906
- VIN:
- 3GCPKCEK2TG428253
Preparing for a close up...
Photos coming soon
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $54,345
$52,321
- 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:
- 1
- Stock #:
- C00898
- VIN:
- 3GCPKCEK8TG419766
Preparing for a close up...
Photos coming soon
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Reidsville, NC
Price includes $827 shipping
New car
MSRP $54,345
$52,321
FAQs
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
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