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 Jacksonville, NC

145 results
Jacksonville, NC
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Deacon Jones Clearance Center of Princeton

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,365 miles

$44,900

Fair Deal
Princeton, NC
65 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Glacier Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,365
Stock number:
JR20507
VIN:
3GCUDCED3RG120094

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,463 miles

$35,495

Fair Deal
Certified Pre-Owned
Wilmington, NC
44 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:
Red Hot
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
57,463
Stock number:
X44444
VIN:
3GCPYCEF6MG436231

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,776 miles

$43,720

Fair Deal
Raleigh, NC
100 mi away
Year:
2024
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:
24,776
Stock number:
51969B
VIN:
3GCUDCED4RG167764

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,916 miles

$38,458

Great Deal
Little River, SC
93 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:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,916
Stock number:
PC1469A
VIN:
3GCPDCEK3RG182283

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,583 miles

$43,990

Fair Deal
Certified Pre-Owned
Shallotte, NC
74 mi away
Year:
2024
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:
19,583
Stock number:
DT23C5507A
VIN:
3GCUDCED8RG115747

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,335 miles

$26,916

Great Deal
Jacksonville, NC
4 mi away
Year:
2020
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
102,335
Stock number:
SUHJ1152A
VIN:
3GCPYCEF8LG275931

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

73,828 miles

$27,000

Great Deal
New Bern, NC
32 mi away
Year:
2020
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
73,828
Stock number:
P11173A
VIN:
3GCPYCEF3LG224658

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,442 miles

$43,001

Good Deal
Certified Pre-Owned
Fuquay Varina, NC
95 mi away
Year:
2024
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:
20,442
Stock number:
N25727B
VIN:
3GCUDCED2RG432472

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

11,814 miles

$41,900

Good Deal
Certified Pre-Owned
Jacksonville, NC
3 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:
Black
Transmission:
8-Speed Automatic
Mileage:
11,814
Stock number:
P1556AT
VIN:
3GCPKCEK0SG295278

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,465 miles

$39,782

Good Deal
Certified Pre-Owned
Lillington, NC
90 mi away
Year:
2024
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:
39,465
Stock number:
12760U
VIN:
3GCUDCED5RG267453

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab LB 4WD

79,440 miles

$29,995

Great Deal
Washington, NC
59 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:
White
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
79,440
Stock number:
11783
VIN:
3GCPYCEK0NG111783

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

77,814 miles

$32,998

Fair Deal
Clayton, NC
88 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:
Northsky Blue Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
77,814
Stock number:
288308
VIN:
1GCPYCEF8MZ288308

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,302 miles

$29,890

Fair Deal
Selma, NC
72 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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
81,302
Stock number:
C150502B
VIN:
1GCPYCEF8KZ304715

Sponsored

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

  • Chevrolet Silverado 1500 RST in Jacksonville NC

  • Chevrolet Silverado 1500 LTZ in Jacksonville NC

  • Chevrolet Silverado 1500 LT Trail Boss in Jacksonville NC

  • Chevrolet Silverado 1500 LT1 in Jacksonville NC

  • Chevrolet Silverado 1500 Custom in Jacksonville NC

  • Chevrolet Silverado 1500 High Country in Jacksonville NC

  • Chevrolet Silverado 1500 Custom Trail Boss in Jacksonville NC

  • Chevrolet Silverado 1500 Work Truck in Jacksonville NC

  • Chevrolet Silverado 1500 in New Bern NC

  • Chevrolet Silverado 1500 in Wilmington NC

  • Chevrolet Silverado 1500 in Goldsboro NC

  • Chevrolet Silverado 1500 in Greenville NC

  • Chevrolet Silverado 1500 in Fayetteville NC

  • Chevrolet Silverado 1500 in Rocky Mount NC

  • Chevrolet Silverado 1500 in Lumberton NC

  • Chevrolet Silverado 1500 in Raleigh NC

  • Chevrolet Silverado 1500 in Sanford NC

  • Chevrolet Silverado 1500 in Jacksonville NC

  • Old Chevy Trucks for Sale in Jacksonville NC

  • Classic Muscle Cars for Sale in Jacksonville NC

  • Chevrolet Trucks For Sale in Jacksonville NC

  • Cheap Muscle Cars for Sale in Jacksonville NC

  • Work Trucks for Sale in Jacksonville NC

  • Reliable Cars For Sale in Jacksonville NC

  • American Made Trucks For Sale in Jacksonville NC

  • Best Pickup Trucks For Sale in Jacksonville NC

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Jacksonville 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

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Marine Chevrolet

  • Team Chevrolet Swansboro

  • Jeff Gordon Chevrolet

  • Bill Carone Chevrolet GMC

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.