New Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWindermere, FL
105 vehicles found
- 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:
- 2
- Stock #:
- TG389947
- VIN:
- 3GCUKCED8TG389947
Price drop
-$1,210
Sponsored by Starling Chevrolet of Orlando
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,499
$50,952
$49,742
- 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:
- 6
- Stock #:
- 41261677
- VIN:
- 3GCUKCED5TG375827
Price drop
-$5,991
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
22 mi away
New car
MSRP $58,835
$60,022
$54,031
- 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 #:
- TG395923
- VIN:
- 3GCUKCED2TG395923
Price drop
-$1,241
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $62,049
$52,378
$51,137
- 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
Price drop
-$2,416
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,399
$50,256
$47,840
- 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
Price drop
-$1,241
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $62,049
$52,378
$51,137
- 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
Dade City, FL
40 mi away
New car
MSRP $59,460
$48,910
- 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
Dade City, FL
40 mi away
New car
MSRP $59,460
$48,910
- 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
Price drop
-$1,210
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,499
$50,952
$49,742
- 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
- Stock #:
- TG351313
- VIN:
- 3GCUKCED8TG351313
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Saint Cloud, FL
24 mi away
New car
MSRP $60,399
$51,798
- 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 #:
- TG392143
- VIN:
- 3GCUKCED5TG392143
Price drop
-$1,236
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $61,824
$52,171
$50,935
- 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
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Waynesville, MO
Price includes $2,679 shipping
New car
MSRP $59,000
$52,173
- 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
- Stock #:
- TG349398
- VIN:
- 3GCUKCEDXTG349398
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Home delivery from Jacksonville, FL
Price includes $194 shipping
New car
MSRP $59,120
$46,902
- 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 #:
- TG377125
- VIN:
- 3GCUKCED5TG377125
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Bartow, FL
44 mi away
New car
MSRP $59,550
$49,549
- 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
Home delivery from Delray Beach, FL
Price includes $501 shipping
New car
MSRP $58,250
$48,770
- 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 #:
- TG389945
- VIN:
- 3GCUKCED4TG389945
Price drop
-$1,241
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $62,049
$52,378
$51,137
- 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:
- 2
- Stock #:
- TG385111
- VIN:
- 3GCUKCED1TG385111
Price drop
-$1,210
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,499
$50,952
$49,742
- 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:
- 3
- Stock #:
- TG346465
- VIN:
- 3GCUKCED6TG346465
Price drop
-$2,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Sanford, FL
27 mi away
New car
MSRP $58,540
$47,540
$45,540
- 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:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 13
- Stock #:
- TG360340
- VIN:
- 3GCUKCED1TG360340
Price drop
-$2,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Sanford, FL
27 mi away
New car
MSRP $58,290
$47,290
$45,290
- 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
Home delivery from Daytona Beach, FL
Price includes $188 shipping
New car
MSRP $60,960
$49,670
- 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, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- TG346467
- VIN:
- 3GCUKCEDXTG346467
Price drop
-$2,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Sanford, FL
27 mi away
New car
MSRP $58,540
$47,540
$45,540
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- TG383540
- VIN:
- 3GCUKCED3TG383540
Price drop
-$1,210
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,499
$50,952
$49,742
- 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:
- 2
- Stock #:
- TG389947
- VIN:
- 3GCUKCED8TG389947
Price drop
-$1,210
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,499
$50,952
$49,742
- 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:
- 2
- Stock #:
- TG348354
- VIN:
- 3GCUKCED7TG348354
Price drop
-$2,416
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
New car
Orlando, FL
12 mi away
New car
MSRP $60,399
$50,256
$47,840
- 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
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,465
$38,495
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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