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 Waterloo, NY

112 results
Waterloo, NY
2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Auto Outlet of Wolcott

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,040 miles

$31,445

Good Deal
Wolcott, NY
21 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:
Cajun Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
70,040
Stock number:
A9580
VIN:
1GCPYCEF3LZ153624

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,167 miles

$40,000

Good Deal
Williamson, NY
26 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:
Black
Transmission:
8-Speed Automatic
Mileage:
17,167
Stock number:
26207A
VIN:
3GCPDCEK2RG412735

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,732 miles

$31,990

Fair Deal
Williamson, NY
26 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 (Satin Steel Metallic)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
76,732
Stock number:
26148C
VIN:
1GCPYCEF1MZ208928

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

68,133 miles

$31,967

Fair Deal
East Syracuse, NY
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:
68,133
Stock number:
CSS260844A
VIN:
1GCPYCEF7LZ324374

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,167 miles

$40,000

Good Deal
Williamson, NY
26 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:
Black
Transmission:
8-Speed Automatic
Mileage:
17,167
Stock number:
26207A
VIN:
3GCPDCEK2RG412735

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,011 miles

$41,929

Fair Deal
Liverpool, NY
37 mi away
Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
29,011
Stock number:
S28080
VIN:
3GCUDCED3PG136681

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,300 miles

$31,288

Good Deal
Bridgeport, NY
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:
Blue
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
62,300
Stock number:
B14172A
VIN:
1GCPYCEF2LZ148365

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,040 miles

$31,445

Good Deal
Wolcott, NY
21 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:
Cajun Red Tintcoat
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
70,040
Stock number:
A9580
VIN:
1GCPYCEF3LZ153624

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,278 miles

$32,760

Fair Deal
Rochester, NY
40 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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
60,278
Stock number:
CRS260908A
VIN:
1GCPYCEF8LZ184755

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,300 miles

$31,288

Good Deal
Bridgeport, NY
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:
Blue
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
62,300
Stock number:
B14172A
VIN:
1GCPYCEF2LZ148365

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / New York
  6. / Waterloo

  • Chevrolet Silverado 1500 LT in Waterloo NY

  • Chevrolet Silverado 1500 RST in Waterloo NY

  • Chevrolet Silverado 1500 LTZ in Waterloo NY

  • Chevrolet Silverado 1500 LT Trail Boss in Waterloo NY

  • Chevrolet Silverado 1500 LT1 in Waterloo NY

  • Chevrolet Silverado 1500 Custom in Waterloo NY

  • Chevrolet Silverado 1500 High Country in Waterloo NY

  • Chevrolet Silverado 1500 Custom Trail Boss in Waterloo NY

  • Chevrolet Silverado 1500 Work Truck in Waterloo NY

  • Chevrolet Silverado 1500 in Ithaca NY

  • Chevrolet Silverado 1500 in Syracuse NY

  • Chevrolet Silverado 1500 in Rochester NY

  • Chevrolet Silverado 1500 in Elmira NY

  • Chevrolet Silverado 1500 in Binghamton NY

  • Chevrolet Silverado 1500 in Utica NY

  • Chevrolet Silverado 1500 in Buffalo NY

  • Chevrolet Silverado 1500 in Williamsport PA

  • Chevrolet Silverado 1500 in Wilkes Barre PA

  • Chevrolet Silverado 1500 in Waterloo NY

  • Old Chevy Trucks for Sale in Waterloo NY

  • Classic Muscle Cars for Sale in Waterloo NY

  • Chevrolet Trucks For Sale in Waterloo NY

  • Cheap Muscle Cars for Sale in Waterloo NY

  • Work Trucks for Sale in Waterloo NY

  • Reliable Cars For Sale in Waterloo NY

  • American Made Trucks For Sale in Waterloo NY

  • Best Pickup Trucks For Sale in Waterloo NY

  • Best Cars Under $5,000 For Sale in Waterloo NY

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Waterloo NY

  • 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 in Waterloo

  • Used SUVs / Crossovers for Sale with Low Mileage in Waterloo

  • Used Hatchbacks for Sale with Low Mileage in Waterloo

  • Used Convertibles for Sale with Low Mileage in Waterloo

  • Used Vans for Sale with Low Mileage in Waterloo

  • Used Minivans for Sale with Low Mileage in Waterloo

  • Used Pickup Trucks for Sale with Low Mileage in Waterloo

  • Used Coupes for Sale with Low Mileage in Waterloo

  • Used Wagons for Sale with Low Mileage in Waterloo

  • RM Burritt Motors

  • Reymore Chevrolet Sales, Inc.

  • Maguire Chevrolet of Baldwinsville

  • Cavallaro-Neubauer Chevrolet

  • Sharon Chevrolet, Inc.

  • Cavallaro Neubauer Chevrolet of Wolcott

  • Victor Chevrolet

  • West Herr Chevrolet of Rochester

  • Jessica Chevrolet

  • Tradition 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.