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 Rootstown, OH

172 results
Rootstown, OH
2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Tri State Ford

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

96,627 miles

$24,450

Great Deal
East Liverpool, OH
45 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:
Shadow Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
96,627
Stock number:
N5763A
VIN:
3GCPYCEF9KG219804

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,377 miles

$41,993

Fair Deal
Medina, OH
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:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
31,377
Stock number:
D252511A
VIN:
3GCUKCED9SG122119

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,674 miles

$33,500

Good Deal
East Liverpool, OH
42 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:
Gray (Satin Steel Metallic)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
38,674
Stock number:
260470AA
VIN:
3GCPYCEF2LG183553

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,436 miles

$33,000

Fair Deal
Streetsboro, OH
15 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:
Summit White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
54,436
Stock number:
S5718
VIN:
3GCPYCEF3MG118051

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,943 miles

$37,480

Good Deal
Hermitage, PA
39 mi away
Year:
2023
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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
26,943
Stock number:
P5608A
VIN:
3GCPDCEK7PG290807

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,149 miles

$33,995

Good Deal
Rittman, OH
33 mi away
Year:
2023
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:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
47,149
Stock number:
L7069
VIN:
3GCPDCEK7PG227805

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

96,627 miles

$24,450

Great Deal
East Liverpool, OH
45 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:
Shadow Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
96,627
Stock number:
N5763A
VIN:
3GCPYCEF9KG219804

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,544 miles

$33,900

Fair Deal
Randolph, OH
5 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Red Hot
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
28,544
Stock number:
9707A
VIN:
1GCPYCEH2LZ358207

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,964 miles

$29,575

Fair Deal
Warren, OH
22 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:
Gray
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
94,964
Stock number:
CC2647
VIN:
1GCPYCEFXMZ351439

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,577 miles

$29,900

Fair Deal
Dalton, OH
34 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:
Silver Ice Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
87,577
Stock number:
M505A
VIN:
1GCPYCEF6LZ360833

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Ohio
  6. / Rootstown

  • Chevrolet Silverado 1500 LT in Rootstown OH

  • Chevrolet Silverado 1500 RST in Rootstown OH

  • Chevrolet Silverado 1500 LTZ in Rootstown OH

  • Chevrolet Silverado 1500 LT Trail Boss in Rootstown OH

  • Chevrolet Silverado 1500 LT1 in Rootstown OH

  • Chevrolet Silverado 1500 High Country in Rootstown OH

  • Chevrolet Silverado 1500 Custom in Rootstown OH

  • Chevrolet Silverado 1500 Custom Trail Boss in Rootstown OH

  • Chevrolet Silverado 1500 Work Truck in Rootstown OH

  • Chevrolet Silverado 1500 in Akron OH

  • Chevrolet Silverado 1500 in Youngstown OH

  • Chevrolet Silverado 1500 in Cleveland OH

  • Chevrolet Silverado 1500 in Boyers PA

  • Chevrolet Silverado 1500 in Mansfield OH

  • Chevrolet Silverado 1500 in Pittsburgh PA

  • Chevrolet Silverado 1500 in Erie PA

  • Chevrolet Silverado 1500 in Newark OH

  • Chevrolet Silverado 1500 in Greensburg PA

  • Chevrolet Silverado 1500 in Rootstown OH

  • Old Chevy Trucks for Sale in Rootstown OH

  • Classic Muscle Cars for Sale in Rootstown OH

  • Chevrolet Trucks For Sale in Rootstown OH

  • Cheap Muscle Cars for Sale in Rootstown OH

  • Work Trucks for Sale in Rootstown OH

  • Reliable Cars For Sale in Rootstown OH

  • American Made Trucks For Sale in Rootstown OH

  • Best Pickup Trucks For Sale in Rootstown OH

  • Best Cars Under $5,000 For Sale in Rootstown OH

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Rootstown OH

  • 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

  • Huebner Chevrolet

  • Fairway Chevrolet GMC

  • Sarchione Chevrolet Randolph

  • #1 Cochran Chevrolet Buick GMC

  • McElwain Chevrolet

  • Preston Chevrolet

  • Schoner Chevrolet Inc

  • Classic Chevrolet

  • Spitzer Chevrolet Northfield

  • Ferris Chevrolet Buick Cadillac & Toyota

  • Ganley Chevrolet of Aurora

  • Sarchione Chevrolet Garrettsville

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.