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New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Chester, MD

100 results

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:
25
Stock #:
TG350039
VIN:
3GCUKCED9TG350039
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,294

AutoNation Chevrolet Laurel

Sponsored by AutoNation Chevrolet Laurel

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Laurel, MD
32 mi away

New car

MSRP $58,615

$48,999

$47,705

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:
Gray
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock #:
261030
VIN:
3GCUKCED3TG365698
Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Parkville, MD
34 mi away

New car

MSRP $59,720

$50,032

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:
White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
H0U
Transmission:
Automatic
Mileage:
8
Stock #:
26-2002
VIN:
3GCPKCEK2TG394783
White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Milford, DE
46 mi away

New car

MSRP $57,254

$56,102

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:
25
Stock #:
TG350039
VIN:
3GCUKCED9TG350039
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,294

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Laurel, MD
32 mi away

New car

MSRP $58,615

$48,999

$47,705

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:
Jet Black
Transmission:
Automatic
Mileage:
100
Stock #:
N26439
VIN:
3GCUKCED9TG338778
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Waynesville, MO
Price includes $2,604 shipping

New car

MSRP $59,000

$52,098

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:
H0U
Transmission:
Automatic
Mileage:
0
Stock #:
26-9410
VIN:
3GCUKCED0TG359910
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Seaford, DE
41 mi away

New car

MSRP $60,599

$51,489

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:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26D73
VIN:
3GCUKCED3TG389127
White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $933 shipping

New car

MSRP $60,409

$49,494

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:
Automatic
Mileage:
3,327
Stock #:
C260227R
VIN:
3GCPKCEK7TG205822
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Baltimore, MD
28 mi away

New car

MSRP $55,415

$46,794

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:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26E47
VIN:
3GCUKCE87TG399825
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $933 shipping

New car

MSRP $61,204

$52,951

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
Combined gas mileage:
22 MPG
Fuel type:
Diesel
Interior color:
Black (Jet Blk Clth)
Transmission:
Automatic
Stock #:
13331297
VIN:
3GCUKCE89TG331297
Sterling 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Bowie, MD
24 mi away

New car

MSRP $60,300

$53,350

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:
10
Stock #:
261290
VIN:
3GCUKCED1TG396044
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from East Liverpool, OH
Price includes $777 shipping

New car

MSRP $60,054

$49,627

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:
Red Hot
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
3
Stock #:
A26B39
VIN:
3GCUKCED1TG336541
Red Hot 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Pomeroy, OH
Price includes $933 shipping

New car

MSRP $60,879

$49,912

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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3
Stock #:
CT26369
VIN:
3GCUKCED2TG387014
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Greensboro, NC
Price includes $410 shipping

New car

MSRP $60,180

$50,486

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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
4
Stock #:
36850
VIN:
3GCUKCEDXTG364693
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from High Point, NC
Price includes $584 shipping

New car

MSRP $58,785

$47,768

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:
4
Stock #:
261021
VIN:
3GCUKCED3TG350845
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Parkville, MD
34 mi away

New car

MSRP $59,700

$50,012

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 #:
N26430
VIN:
3GCUKCED3TG397650
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Waynesville, MO
Price includes $2,604 shipping

New car

MSRP $58,175

$51,364

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:
Automatic
Mileage:
11
Stock #:
C0232
VIN:
3GCPKCEK9TG209936
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Owings Mills, MD
44 mi away

New car

MSRP $56,635

$49,684

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
C13369
VIN:
3GCPKCEK3TG364451
Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Culpeper, VA
Free home delivery

New car

MSRP $56,050

$48,299

$47,299

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
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Lexington, TN
Price includes $1,758 shipping

New car

MSRP $59,280

$53,144

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
Mileage:
3
Stock #:
CT26379
VIN:
3GCUKCED1TG394889
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Greensboro, NC
Price includes $410 shipping

New car

MSRP $59,055

$49,734

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
Stock #:
FZJFSZ*O
VIN:
3GCUKCE83TG385307
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Nanuet, NY
Price includes $478 shipping

New car

MSRP $58,285

$49,262

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
Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from East Liverpool, OH
Price includes $777 shipping

New car

MSRP $60,054

$49,627

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:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock #:
113544X
VIN:
3GCPKCEK5TG113544
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Home delivery from Kernersville, NC
Price includes $572 shipping

New car

MSRP $55,440

$48,760

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:
0
Stock #:
G6544
VIN:
3GCUKCED7TG411825
White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

Bel Air, MD
39 mi away

New car

MSRP $59,600

$51,460

Page 1 of 5

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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