New Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWindermere, FL
155 vehicles found
Shop with transparent pricing.
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 Sands
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2
- Stock #:
- TG385109
- VIN:
- 3GCUKCED3TG385109
Sponsored by Starling Chevrolet of Orlando
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orlando, FL
12 mi away
New car
MSRP $60,499
$55,742
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 3
- Stock #:
- TG456114
- VIN:
- 3GCUKCED1TG456114
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orlando, FL
12 mi away
New car
MSRP $62,549
$52,838
- 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:
- 6
- Stock #:
- 3T26703
- VIN:
- 3GCPKCEK3TG448978
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Lake Wales, FL
38 mi away
New car
MSRP $55,830
$50,066
- 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:
- 11
- Stock #:
- 26C879
- VIN:
- 3GCUKCE84TG384926
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Lakeland, FL
37 mi away
New car
MSRP $58,285
$50,283
- 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:
- 11
- Stock #:
- 26C880
- VIN:
- 3GCUKCE89TG385392
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Lakeland, FL
37 mi away
New car
MSRP $56,285
$48,583
- 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
- Stock #:
- TG406957
- VIN:
- 3GCUKCEDXTG406957
Price drop
-$1,295
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Saint Cloud, FL
24 mi away
New car
MSRP $62,049
$50,743
$49,448
- 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 #:
- 41261868
- VIN:
- 3GCUKCED6TG467464
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orlando, FL
22 mi away
New car
MSRP $58,374
$48,317
- 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:
- 5
- Stock #:
- 26LD0739
- VIN:
- 3GCUKCED8TG420940
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Lewisville, TX
Price includes $1,452 shipping
New car
MSRP $58,984
$50,671
- 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 Sands
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- 263525
- VIN:
- 3GCPKCEK5TG263525
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Westminster, MD
Price includes $1,210 shipping
New car
MSRP $56,190
$48,260
- 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:
- 5
- Stock #:
- 449950
- VIN:
- 3GCPKCEK8TG449950
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Cottondale, AL
Price includes $710 shipping
New car
MSRP $55,325
$49,134
- 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:
- 4
- Stock #:
- 268762
- VIN:
- 3GCUKCED3TG445504
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Daytona Beach, FL
Price includes $188 shipping
New car
MSRP $60,870
$49,089
- 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
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,465
$38,994
- 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
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,765
$39,294
- 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
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,490
$39,019
- 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
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orlando, FL
12 mi away
New car
MSRP $62,049
$51,137
- 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:
- 0
- Stock #:
- 26C1396
- VIN:
- 3GCPKCEK9TG448497
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Jacksonville, FL
Price includes $186 shipping
New car
MSRP $55,390
$46,916
- 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
- Stock #:
- 6T26692
- VIN:
- 3GCUKCED2TG451777
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Lake Wales, FL
38 mi away
New car
MSRP $58,750
$50,435
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 5
- Stock #:
- G382563
- VIN:
- 3GCUKCE86TG382563
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Jacksonville, FL
Price includes $125 shipping
New car
MSRP $58,285
$50,313
- 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:
- 10
- Stock #:
- TG426900
- VIN:
- 3GCUKCED4TG426900
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,490
$39,769
- 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
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Orlando, FL
12 mi away
New car
MSRP $62,049
$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:
- 10
- Stock #:
- TG431717
- VIN:
- 3GCUKCED5TG431717
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,490
$39,769
- 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:
- 5
- Stock #:
- 26LD0743
- VIN:
- 3GCUKCED4TG420708
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Lewisville, TX
Price includes $1,452 shipping
New car
MSRP $58,984
$50,870
- 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:
- 10
- Stock #:
- TG426893
- VIN:
- 3GCUKCED0TG426893
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Home delivery from Miami, FL
Price includes $530 shipping
New car
MSRP $58,490
$39,769
- 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
- Transmission:
- Automatic
- Mileage:
- 202
- Stock #:
- DTTG172491
- VIN:
- 3GCPKCEK8TG172491
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
Clermont, FL
8 mi away
New car
MSRP $56,130
$48,047
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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