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

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near High Point, NC

177 results
High Point, NC
2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Nissan of Boone

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,229 miles

$41,571

Good Deal
Boone, NC
94 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Black
Fuel type:
Diesel
Interior color:
JET BLACK
Mileage:
46,229
Stock number:
BN00574T
VIN:
3GCUKCE86SG133758

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,266 miles

$39,900

Fair Deal
Wake Forest, NC
78 mi away
Year:
2024
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:
29,266
Stock number:
9C51511A
VIN:
3GCPDCEKXRG416130

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

23,624 miles

$40,435

Good Deal
Kernersville, NC
11 mi away
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
23,624
Stock number:
Y0342
VIN:
3GCUDCED7PG307660

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,217 miles

$38,988

Good Deal
Certified Pre-Owned
Huntersville, NC
61 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Slate Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
31,217
Stock number:
GM18467A
VIN:
3GCPKCEK4SG145187

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,111 miles

$37,993

Great Deal
Garner, NC
84 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Red Hot
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,111
Stock number:
GAC12099
VIN:
3GCPDCEK2RG344159

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,266 miles

$39,900

Fair Deal
Wake Forest, NC
78 mi away
Year:
2024
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:
29,266
Stock number:
9C51511A
VIN:
3GCPDCEKXRG416130

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,385 miles

$35,499

Good Deal
Winston Salem, NC
16 mi away
Year:
2024
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:
Black
Transmission:
Automatic
Mileage:
58,385
Stock number:
27KI6655AAA
VIN:
3GCPDCEK3RG218862

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,403 miles

$40,134

Good Deal
High Point, NC
1 mi away
Year:
2025
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
29,403
Stock number:
173589A
VIN:
3GCPKCEKXSG173589

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

23,624 miles

$40,435

Good Deal
Kernersville, NC
11 mi away
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
23,624
Stock number:
Y0342
VIN:
3GCUDCED7PG307660

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

35,723 miles

$39,590

Good Deal
Morganton, NC
96 mi away
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
35,723
Stock number:
C261A
VIN:
3GCUDCED9PG231987

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

2,978 miles

$44,987

Great Deal
Huntersville, NC
61 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
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
2,978
Stock number:
HFB75614A
VIN:
3GCPKCEK1TG169612

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,698 miles

$28,150

Fair Deal
Morganton, NC
99 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Northsky Blue Metallic
Fuel type:
Gasoline
Interior color:
JET BLACK
Transmission:
6-Speed Automatic
Mileage:
94,698
Stock number:
3M176
VIN:
3GCPYCEF4KG180121

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,768 miles

$27,440

Great Deal
Raleigh, NC
81 mi away
Year:
2021
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:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
92,768
Stock number:
MG289402
VIN:
3GCPYCEF5MG289402

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,184 miles

$31,948

Fair Deal
Rock Hill, SC
88 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
69,184
Stock number:
RNZ228459
VIN:
1GCPYCEK6NZ228459

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

77,920 miles

$31,998

Fair Deal
Dunn, NC
91 mi away
Year:
2021
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:
6-Speed Automatic
Mileage:
77,920
Stock number:
26060A
VIN:
1GCPYCEF9MZ170199

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,505 miles

$36,723

Good Deal
Matthews, NC
69 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Shadow Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
31,505
Stock number:
P5537
VIN:
1GCPYCEF0MZ235165

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

34,490 miles

$40,597

Fair Deal
Store transfer to Greensboro, NC
630 mi away • Price includes $599 shipping Price includes $599 shipping
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,490
Stock number:
28011249
VIN:
3GCUDCED2PG312359

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,640 miles

$47,000

Good Deal
Cary, NC
69 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:
Cypress Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
3,640
Stock number:
T10815A
VIN:
3GCPKCEK4TG135051

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,896 miles

$45,348

Good Deal
Salisbury, NC
33 mi away
Year:
2025
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:
Black
Transmission:
Automatic
Mileage:
17,896
Stock number:
S8409
VIN:
3GCUKCED2SG294802

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,115 miles

$37,345

Fair Deal
Rock Hill, SC
89 mi away
Year:
2022
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:
49,115
Stock number:
RFD06814A
VIN:
3GCPYCELXNG111623

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / North Carolina
  6. / High Point
  • Chevrolet Silverado 1500 LT in High Point NC

  • Chevrolet Silverado 1500 RST in High Point NC

  • Chevrolet Silverado 1500 LTZ in High Point NC

  • Chevrolet Silverado 1500 LT Trail Boss in High Point NC

  • Chevrolet Silverado 1500 LT1 in High Point NC

  • Chevrolet Silverado 1500 High Country in High Point NC

  • Chevrolet Silverado 1500 Custom in High Point NC

  • Chevrolet Silverado 1500 Custom Trail Boss in High Point NC

  • Chevrolet Silverado 1500 Work Truck in High Point NC

  • Chevrolet Silverado 1500 in Greensboro NC

  • Chevrolet Silverado 1500 in Winston Salem NC

  • Chevrolet Silverado 1500 in Salisbury NC

  • Chevrolet Silverado 1500 in Martinsville VA

  • Chevrolet Silverado 1500 in Danville VA

  • Chevrolet Silverado 1500 in Charlotte NC

  • Chevrolet Silverado 1500 in Hickory NC

  • Chevrolet Silverado 1500 in Raleigh NC

  • Chevrolet Silverado 1500 in Fayetteville NC

  • Chevrolet Silverado 1500 in High Point NC

  • Old Chevy Trucks for Sale in High Point NC

  • Classic Muscle Cars for Sale in High Point NC

  • Chevrolet Trucks For Sale in High Point NC

  • Cheap Muscle Cars for Sale in High Point NC

  • Work Trucks for Sale in High Point NC

  • Reliable Cars For Sale in High Point NC

  • American Made Trucks For Sale in High Point NC

  • Best Pickup Trucks For Sale in High Point NC

  • Best Cars Under $5,000 For Sale in High Point NC

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in High Point NC

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage in High Point

  • Used SUVs / Crossovers for Sale with Low Mileage in High Point

  • Used Hatchbacks for Sale with Low Mileage in High Point

  • Used Convertibles for Sale with Low Mileage in High Point

  • Used Vans for Sale with Low Mileage in High Point

  • Used Minivans for Sale with Low Mileage in High Point

  • Used Pickup Trucks for Sale with Low Mileage in High Point

  • Used Coupes for Sale with Low Mileage in High Point

  • Used Wagons for Sale with Low Mileage in High Point

  • Impex Chevrolet GMC

  • Flow GM Auto Center of Winston Salem

  • Tim Marburger Chevrolet

  • Vann York's GM Auto Park

  • Capital Chevrolet Buick GMC

  • Bill Black Chevrolet

  • Wayne Thomas Chevrolet

  • Friendly Chevrolet

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.