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 Cleveland, OH

168 results
Cleveland, OH
2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD KDK Auto Brokers

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

130,738 miles

$18,991

Great Deal
Brunswick, OH
20 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:
Black
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
130,738
Stock number:
KJ7786
VIN:
1GCPYCEH0LZ152240

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

79,312 miles

$32,333

Fair Deal
Newton Falls, OH
43 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:
79,312
Stock number:
25239A
VIN:
1GCPYCEL3NZ106392

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,975 miles

$26,395

Good Deal
Newton Falls, OH
43 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
100,975
Stock number:
26046A
VIN:
3GCPYCEK1NG191238

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,975 miles

$26,395

Good Deal
Newton Falls, OH
43 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
100,975
Stock number:
26046A
VIN:
3GCPYCEK1NG191238

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

91,322 miles

$28,900

Good Deal
Randolph, OH
40 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
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
91,322
Stock number:
31592A
VIN:
1GCPYCEF7MZ450123

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,342 miles

$45,551

Good Deal
Burton, OH
28 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
Transmission:
8-Speed Automatic
Mileage:
12,342
Stock number:
260430A
VIN:
3GCUKCE84SG140174

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,436 miles

$34,990

Fair Deal
Streetsboro, OH
25 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:
S5655B
VIN:
3GCPYCEF3MG118051

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,144 miles

$30,500

Good Deal
North Canton, OH
46 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
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
54,144
Stock number:
NCBB6387A
VIN:
1GCPYCEF1KZ400699

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
49 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. / Cleveland
  • Chevrolet Silverado 1500 LT in Cleveland OH

  • Chevrolet Silverado 1500 RST in Cleveland OH

  • Chevrolet Silverado 1500 LTZ in Cleveland OH

  • Chevrolet Silverado 1500 LT Trail Boss in Cleveland OH

  • Chevrolet Silverado 1500 LT1 in Cleveland OH

  • Chevrolet Silverado 1500 Custom in Cleveland OH

  • Chevrolet Silverado 1500 High Country in Cleveland OH

  • Chevrolet Silverado 1500 Custom Trail Boss in Cleveland OH

  • Chevrolet Silverado 1500 Work Truck in Cleveland OH

  • Chevrolet Silverado 1500 in Akron OH

  • Chevrolet Silverado 1500 in Youngstown OH

  • Chevrolet Silverado 1500 in Mansfield OH

  • Chevrolet Silverado 1500 in Detroit MI

  • Chevrolet Silverado 1500 in Erie PA

  • Chevrolet Silverado 1500 in Boyers PA

  • Chevrolet Silverado 1500 in Marion OH

  • Chevrolet Silverado 1500 in Toledo OH

  • Chevrolet Silverado 1500 in Newark OH

  • Chevrolet Silverado 1500 in Cleveland OH

  • Old Chevy Trucks for Sale in Cleveland OH

  • Classic Muscle Cars for Sale in Cleveland OH

  • Chevrolet Trucks For Sale in Cleveland OH

  • Cheap Muscle Cars for Sale in Cleveland OH

  • Work Trucks for Sale in Cleveland OH

  • Reliable Cars For Sale in Cleveland OH

  • American Made Trucks For Sale in Cleveland OH

  • Best Pickup Trucks For Sale in Cleveland OH

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Cleveland 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

  • Sarchione Chevrolet Randolph

  • Schoner Chevrolet Inc

  • Preston Chevrolet

  • Classic Chevrolet

  • VanDevere Chevrolet

  • Ganley Chevrolet of Aurora

  • Sarchione Chevrolet Garrettsville

  • Buck Chevrolet

  • Spitzer Chevrolet Amherst

  • Spitzer Chevrolet Northfield

  • Classic Chevrolet GMC of Madison

  • Classic Chrysler Dodge Jeep Ram

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.