New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Naples, FL
125 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- C6S182863
- VIN:
- 3GCUKCED8TG182863


Sponsored by Miami Lakes Chevrolet
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $57,990
$43,490
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red Hot
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- C6S267197
- VIN:
- 3GCUKCE82TG267197

Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,085
$47,335
- 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:
- 10
- Stock #:
- TG361881
- VIN:
- 3GCUKCE83TG361881

Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,285
$41,535
- 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
- Stock #:
- G336548
- VIN:
- 3GCUKCED4TG336548

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $60,615
$51,650
- 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:
- GBA/BLACK
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- H0U/JET BLACK
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- TG345594
- VIN:
- 3GCUKCED1TG345594

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,630
$49,659
- 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 #:
- C610335
- VIN:
- 3GCUKCED6TG363007

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,460
$49,396
- 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:
- 1
- Stock #:
- 267220
- VIN:
- 3GCUKCED1TG374867

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,335
$49,285
- 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:
- 10
- Stock #:
- TG415379
- VIN:
- 3GCUKCED8TG415379

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $57,490
$41,324
- 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 #:
- TG363215
- VIN:
- 3GCUKCED2TG363215

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,250
$48,596
- 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:
- 2
- Stock #:
- TG389848
- VIN:
- 3GCUKCED6TG389848

-$1,241
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $62,049
$52,878
$51,637
- 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:
- 2
- Stock #:
- TG351884
- VIN:
- 3GCUKCED7TG351884

-$2,416
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $60,399
$50,756
$48,340
- 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:
- 3
- Stock #:
- 267837
- VIN:
- 3GCUKCED7TG345101

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $60,960
$50,206
- 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 #:
- TG398177
- VIN:
- 3GCUKCED8TG398177

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,895
$42,631
- 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 #:
- TG398238
- VIN:
- 3GCUKCED2TG398238

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,895
$42,631
- 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:
- 10
- Stock #:
- TG132135
- VIN:
- 3GCUKCED0TG132135

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,465
$37,965
- 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:
- 10
- Stock #:
- TG261530
- VIN:
- 3GCUKCED4TG261530

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,765
$38,265
- 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:
- 10
- Stock #:
- TG353319
- VIN:
- 3GCUKCED8TG353319

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,490
$37,990
- 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 #:
- TG362253
- VIN:
- 3GCUKCE81TG362253

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,285
$41,535
- 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 #:
- C610328
- VIN:
- 3GCUKCED4TG363006

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,460
$49,396
- 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:
- 2
- Stock #:
- TG385114
- VIN:
- 3GCUKCED7TG385114

-$1,210
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $60,499
$51,452
$50,242
- 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 #:
- TG126739
- VIN:
- 3GCUKCED2TG126739

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $60,040
$39,540
- 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 #:
- TG126157
- VIN:
- 3GCUKCED2TG126157

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,870
$39,370
- 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 #:
- TG126161
- VIN:
- 3GCUKCED4TG126161

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $59,870
$39,370
- 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:
- 10
- Stock #:
- TG260528
- VIN:
- 3GCUKCED1TG260528

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
New car
MSRP $58,765