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 Cheraw, SC

172 results
Cheraw, SC
2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Keffer Chrysler Jeep Dodge

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,843 miles

$47,500

Fair Deal
Charlotte, NC
57 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:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
9,843
Stock number:
J265030A
VIN:
3GCUKCED7SG295895

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,384 miles

$44,058

Great Deal
Orangeburg, SC
94 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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,384
Stock number:
602189
VIN:
3GCUDCED1RG181945

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,465 miles

$39,995

Good Deal
Certified Pre-Owned
Lillington, NC
81 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

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
90 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

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,120 miles

$42,999

Great Deal
Lexington, SC
90 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:
4,120
Stock number:
F38449A
VIN:
3GCPKCEK4SG329786

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,384 miles

$44,058

Great Deal
Orangeburg, SC
94 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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,384
Stock number:
602189
VIN:
3GCUDCED1RG181945

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

48,692 miles

$38,994

Good Deal
Apex, NC
96 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:
Jet Black
Transmission:
Automatic
Mileage:
48,692
Stock number:
DS64047A
VIN:
3GCUDCED9RG153679

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,465 miles

$39,995

Good Deal
Certified Pre-Owned
Lillington, NC
81 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

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

152,087 miles

$23,890

Fair Deal
Newberry, SC
100 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:
Silver Ice Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
152,087
Stock number:
P6478B
VIN:
3GCPYCEF3KG144355

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,442 miles

$42,953

Good Deal
Certified Pre-Owned
Fuquay Varina, NC
94 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

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,013 miles

$41,498

Great Deal
Columbia, SC
71 mi away
Year:
2024
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:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
29,013
Stock number:
RG121735
VIN:
3GCUDCE85RG121735

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

10,285 miles

$43,684

Great Deal
Charlotte, NC
71 mi away
Year:
2024
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:
25 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
10,285
Stock number:
PXN5142
VIN:
3GCUDCE86RG381447

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,843 miles

$47,500

Fair Deal
Charlotte, NC
57 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:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
9,843
Stock number:
J265030A
VIN:
3GCUKCED7SG295895

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,442 miles

$42,953

Good Deal
Certified Pre-Owned
Fuquay Varina, NC
94 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

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / South Carolina
  6. / Cheraw
  • Chevrolet Silverado 1500 LT in Cheraw SC

  • Chevrolet Silverado 1500 RST in Cheraw SC

  • Chevrolet Silverado 1500 LTZ in Cheraw SC

  • Chevrolet Silverado 1500 LT Trail Boss in Cheraw SC

  • Chevrolet Silverado 1500 LT1 in Cheraw SC

  • Chevrolet Silverado 1500 Custom in Cheraw SC

  • Chevrolet Silverado 1500 High Country in Cheraw SC

  • Chevrolet Silverado 1500 Custom Trail Boss in Cheraw SC

  • Chevrolet Silverado 1500 Work Truck in Cheraw SC

  • Chevrolet Silverado 1500 in Florence SC

  • Chevrolet Silverado 1500 in Lancaster SC

  • Chevrolet Silverado 1500 in Lumberton NC

  • Chevrolet Silverado 1500 in Sumter SC

  • Chevrolet Silverado 1500 in Fayetteville NC

  • Chevrolet Silverado 1500 in Charlotte NC

  • Chevrolet Silverado 1500 in Sanford NC

  • Chevrolet Silverado 1500 in Columbia SC

  • Chevrolet Silverado 1500 in Salisbury NC

  • Chevrolet Silverado 1500 in Cheraw SC

  • Old Chevy Trucks for Sale in Cheraw SC

  • Classic Muscle Cars for Sale in Cheraw SC

  • Chevrolet Trucks For Sale in Cheraw SC

  • Cheap Muscle Cars for Sale in Cheraw SC

  • Work Trucks for Sale in Cheraw SC

  • Reliable Cars For Sale in Cheraw SC

  • American Made Trucks For Sale in Cheraw SC

  • Best Pickup Trucks For Sale in Cheraw SC

  • Best Cars Under $5,000 For Sale in Cheraw SC

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Cheraw SC

  • 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

  • Hendrick Chevrolet Monroe

  • Five Star Chevrolet of Florence

  • Gaye Chevrolet

  • Lancaster Motor Company

  • Dieffenbach GM Superstore

  • Friendly Chevrolet

  • Clark Chevrolet Cadillac

  • Joe Maus Chevrolet

  • Southern Pines Chevrolet GMC

  • Bob Mills 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

© 2025 CarGurus, Inc., All Rights Reserved.