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 29151

178 results
Sumter, 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

9,746 miles

$46,500

Fair Deal
Charlotte, NC
88 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:
9,746
Stock number:
J265030A
VIN:
3GCUKCED7SG295895

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

77,436 miles

$33,000

Fair Deal
Florence, SC
35 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
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
77,436
Stock number:
TZ299684
VIN:
1GCPYCEF3MZ299684

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,437 miles

$30,200

Fair Deal
North Charleston, SC
72 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
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
93,437
Stock number:
E7368
VIN:
1GCPYCEF6MZ290624

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
96 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

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

152,087 miles

$22,950

Fair Deal
Newberry, SC
77 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

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

Good Deal
Lexington, SC
53 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

$43,345

Great Deal
Orangeburg, SC
39 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

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,746 miles

$46,500

Fair Deal
Charlotte, NC
88 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:
9,746
Stock number:
J265030A
VIN:
3GCUKCED7SG295895

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,916 miles

$38,458

Great Deal
Little River, SC
96 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

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / South Carolina
  6. / 29151

  • Chevrolet Silverado 1500 LT in 29151

  • Chevrolet Silverado 1500 RST in 29151

  • Chevrolet Silverado 1500 LTZ in 29151

  • Chevrolet Silverado 1500 LT Trail Boss in 29151

  • Chevrolet Silverado 1500 LT1 in 29151

  • Chevrolet Silverado 1500 Custom in 29151

  • Chevrolet Silverado 1500 High Country in 29151

  • Chevrolet Silverado 1500 Custom Trail Boss in 29151

  • Chevrolet Silverado 1500 Work Truck in 29151

  • Chevrolet Silverado 1500 in Sumter SC

  • Chevrolet Silverado 1500 in Florence SC

  • Chevrolet Silverado 1500 in Orangeburg SC

  • Chevrolet Silverado 1500 in Columbia SC

  • Chevrolet Silverado 1500 in Lancaster SC

  • Chevrolet Silverado 1500 in Charleston SC

  • Chevrolet Silverado 1500 in Myrtle Beach SC

  • Chevrolet Silverado 1500 in Lumberton NC

  • Chevrolet Silverado 1500 in Charlotte NC

  • Chevrolet Silverado 1500 in 29151

  • Old Chevy Trucks for Sale in 29151

  • Classic Muscle Cars for Sale in 29151

  • Chevrolet Trucks For Sale in 29151

  • Cheap Muscle Cars for Sale in 29151

  • Work Trucks for Sale in 29151

  • Reliable Cars For Sale in 29151

  • American Made Trucks For Sale in 29151

  • Best Pickup Trucks For Sale in 29151

  • Best Cars Under $5,000 For Sale in 29151

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in 29151

  • 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

  • Five Star Chevrolet of Florence

  • Jim Hudson Chevrolet

  • Joe Maus Chevrolet

  • Prothro Chevrolet GMC

  • Fairey Chevrolet-Cadillac

  • 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

© 2026 CarGurus, Inc., All Rights Reserved.