CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Englewood, FL

161 results
Englewood, FL
2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Estero Bay Chevrolet

2026 Chevrolet Silverado 1500

New car

$59,350

Estero, FL
52 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Mileage:
0
VIN:
3GCUKCED0TG234602

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $56,040

$43,409

Bradenton, FL
35 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
1
Stock number:
6T192563
VIN:
3GCPKCEK8TG192563

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $57,735

$51,735

Avon Park, FL
67 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black Cloth Seat Trim
Transmission:
Automatic
Mileage:
5
Stock number:
TG176967
VIN:
3GCUKCED1TG176967

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $56,635

$44,935

Dade City, FL
93 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
9
Stock number:
C610143
VIN:
3GCPKCEK2TG183132

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $56,220

$44,270

Venice, FL
6 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
C5044
VIN:
3GCPKCEK1TG184126

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car | MSRP $58,285

$47,445

Lakeland, FL
77 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
5
Stock number:
26C303
VIN:
3GCUKCED1TG231479

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $61,499

$50,549

Venice, FL
6 mi away
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
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
5
Stock number:
C4953
VIN:
3GCUKCE8XTG104295

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $57,489

$45,539

Venice, FL
6 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
C4942
VIN:
3GCPKCEKXTG100286

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $54,885

$44,975

Lake Wales, FL
80 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Stock number:
6T26245
VIN:
3GCPKCEKXTG220086

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $56,040

$43,409

Bradenton, FL
35 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
1
Stock number:
6T192563
VIN:
3GCPKCEK8TG192563

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $62,570

$48,449

Clearwater, FL
74 mi away
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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
6
Stock number:
265162
VIN:
3GCUKCED7TG121956

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $59,580

$46,705

Bradenton, FL
35 mi away
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:
Cypress
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17
Stock number:
6T179266
VIN:
3GCUKCED8TG179266

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car | MSRP $61,055

$50,955

Dade City, FL
93 mi away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Cypress Gray
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
7
Stock number:
C610089
VIN:
3GCUKCE80TG121445

  1. Home
  2. / New Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Florida
  6. / Englewood
FAQs

Chevrolet Silverado 1500 Custom Trail Boss 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.

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.