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 Strongsville, OH

175 results
Strongsville, OH
2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Tim Lally Chevrolet

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,934 miles

$29,999

Fair Deal
Warrensville HTS, OH
20 mi away
Year:
2021
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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
76,934
Stock number:
T260050A
VIN:
1GCPYCEH6MZ198866

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

93,550 miles

$25,370

Fair Deal
Willard, OH
49 mi away
Year:
2019
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:
Shadow Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
93,550
Stock number:
P14036A
VIN:
1GCRYCEH5KZ395629

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

63,184 miles

$31,000

Good Deal
Wooster, 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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
63,184
Stock number:
P9804
VIN:
1GCPYCEFXLZ147299

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

91,322 miles

$26,500

Great Deal
Randolph, OH
37 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

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,140 miles

$35,895

Great Deal
Certified Pre-Owned
Sandusky, OH
43 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:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
33,140
Stock number:
7041T
VIN:
3GCPDCEK0RG187943

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,010 miles

$27,995

Good Deal
Willard, OH
49 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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
98,010
Stock number:
U6707
VIN:
1GCPYCEF0MZ196903

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

83,447 miles

$25,700

Fair Deal
North Olmsted, OH
8 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
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
83,447
Stock number:
TZ267481
VIN:
1GCRYCEF8KZ267481

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,500 miles

$31,998

Great Deal
Stow, OH
24 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Northsky Blue Metallic
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
32,500
Stock number:
NLDC6278A
VIN:
3GCPYCEK1NG183026

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,975 miles

$25,995

Good Deal
Newton Falls, OH
46 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

41,819 miles

$33,995

Fair Deal
North Canton, OH
37 mi away
Year:
2021
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
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
41,819
Stock number:
TZ290430
VIN:
1GCPYCEH2MZ290430

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

63,184 miles

$31,000

Good Deal
Wooster, 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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
63,184
Stock number:
P9804
VIN:
1GCPYCEFXLZ147299

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,934 miles

$29,999

Fair Deal
Warrensville HTS, OH
20 mi away
Year:
2021
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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
76,934
Stock number:
T260050A
VIN:
1GCPYCEH6MZ198866

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,669 miles

$37,200

Fair Deal
Ashland, OH
41 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:
28,669
Stock number:
G5623A
VIN:
3GCPYCEF1MG144101

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Ohio
  6. / Strongsville
  • Chevrolet Silverado 1500 LT in Strongsville OH

  • Chevrolet Silverado 1500 RST in Strongsville OH

  • Chevrolet Silverado 1500 LTZ in Strongsville OH

  • Chevrolet Silverado 1500 LT Trail Boss in Strongsville OH

  • Chevrolet Silverado 1500 LT1 in Strongsville OH

  • Chevrolet Silverado 1500 Custom in Strongsville OH

  • Chevrolet Silverado 1500 High Country in Strongsville OH

  • Chevrolet Silverado 1500 Custom Trail Boss in Strongsville OH

  • Chevrolet Silverado 1500 Work Truck in Strongsville OH

  • Chevrolet Silverado 1500 in Cleveland OH

  • Chevrolet Silverado 1500 in Akron OH

  • Chevrolet Silverado 1500 in Mansfield OH

  • Chevrolet Silverado 1500 in Youngstown OH

  • Chevrolet Silverado 1500 in Marion OH

  • Chevrolet Silverado 1500 in Newark OH

  • Chevrolet Silverado 1500 in Toledo OH

  • Chevrolet Silverado 1500 in Detroit MI

  • Chevrolet Silverado 1500 in Boyers PA

  • Chevrolet Silverado 1500 in Strongsville OH

  • Old Chevy Trucks for Sale in Strongsville OH

  • Classic Muscle Cars for Sale in Strongsville OH

  • Chevrolet Trucks For Sale in Strongsville OH

  • Cheap Muscle Cars for Sale in Strongsville OH

  • Work Trucks for Sale in Strongsville OH

  • Reliable Cars For Sale in Strongsville OH

  • American Made Trucks For Sale in Strongsville OH

  • Best Pickup Trucks For Sale in Strongsville OH

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Strongsville 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

  • Classic Chevrolet

  • Preston Chevrolet

  • Ganley Chevrolet of Aurora

  • Tim Lally Chevrolet

  • Sharpnack Chevrolet Buick Cadillac, Inc.

  • Spitzer Chevrolet Northfield

  • Spitzer Chevrolet Amherst

  • Sarchione Chevrolet Garrettsville

  • Buck Chevrolet

  • Foster 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.