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 Alpine, NY

124 results
Alpine, NY
2020 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD Friendly Chrysler Dodge Jeep RAM of Hamilton

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

60,888 miles

$29,787

Fair Deal
Hamilton, NY
69 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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
60,888
Stock number:
P162A
VIN:
1GCRYCEF3LZ132877

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

103,343 miles

$26,995

Fair Deal
Sayre, PA
28 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:
Blue
Fuel type:
Gasoline
Transmission:
6-Speed Automatic
Mileage:
103,343
Stock number:
2390
VIN:
3GCPYCEF1KG219635

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
59 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

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
59 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
63 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

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,156 miles

$43,001

Good Deal
Mansfield, PA
45 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
13,156
Stock number:
C2484A
VIN:
3GCUDCED2RG330198

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

65,256 miles

$28,293

Good Deal
Brockport, NY
84 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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
65,256
Stock number:
G26226A
VIN:
1GCRYCEF1LZ103250

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

76,732 miles

$31,990

Fair Deal
Williamson, NY
63 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

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,964 miles

$37,346

Fair Deal
Brockport, NY
84 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:
Black
Transmission:
8-Speed Automatic
Mileage:
36,964
Stock number:
785424
VIN:
3GCPDCEK1PG362438

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,724 miles

$36,347

Fair Deal
Canandaigua, NY
44 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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
47,724
Stock number:
TOT260204C
VIN:
1GCPYCEFXMZ221550

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

98,776 miles

$24,950

Good Deal
Syracuse, NY
55 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:
98,776
Stock number:
328370
VIN:
1GCRYCEF7LZ328370

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

147,033 miles

$22,995

Fair Deal
Scranton, PA
84 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:
White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
147,033
Stock number:
419558
VIN:
1GCPYCEF1KZ419558

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

10,620 miles

$45,250

Fair Deal
Muncy, PA
84 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,620
Stock number:
B25024A
VIN:
3GCUDCED7RG321447

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
59 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

59,298 miles

$30,959

Good Deal
Certified Pre-Owned
Churchville, NY
78 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:
Red
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
59,298
Stock number:
26T273A
VIN:
1GCPYCEF4LZ146150

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,167 miles

$40,000

Good Deal
Williamson, NY
63 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

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / New York
  6. / Alpine
  • Chevrolet Silverado 1500 LT in Alpine NY

  • Chevrolet Silverado 1500 RST in Alpine NY

  • Chevrolet Silverado 1500 LTZ in Alpine NY

  • Chevrolet Silverado 1500 LT Trail Boss in Alpine NY

  • Chevrolet Silverado 1500 LT1 in Alpine NY

  • Chevrolet Silverado 1500 Custom in Alpine NY

  • Chevrolet Silverado 1500 High Country in Alpine NY

  • Chevrolet Silverado 1500 Custom Trail Boss in Alpine NY

  • Chevrolet Silverado 1500 Work Truck in Alpine NY

  • Chevrolet Silverado 1500 in Ithaca NY

  • Chevrolet Silverado 1500 in Elmira NY

  • Chevrolet Silverado 1500 in Binghamton NY

  • Chevrolet Silverado 1500 in Syracuse NY

  • Chevrolet Silverado 1500 in Rochester NY

  • Chevrolet Silverado 1500 in Williamsport PA

  • Chevrolet Silverado 1500 in Wilkes Barre PA

  • Chevrolet Silverado 1500 in Utica NY

  • Chevrolet Silverado 1500 in Buffalo NY

  • Chevrolet Silverado 1500 in Alpine NY

  • Old Chevy Trucks for Sale in Alpine NY

  • Classic Muscle Cars for Sale in Alpine NY

  • Chevrolet Trucks For Sale in Alpine NY

  • Cheap Muscle Cars for Sale in Alpine NY

  • Work Trucks for Sale in Alpine NY

  • Reliable Cars For Sale in Alpine NY

  • American Made Trucks For Sale in Alpine NY

  • Best Pickup Trucks For Sale in Alpine NY

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

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Alpine 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 Alpine

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

  • Used Hatchbacks for Sale with Low Mileage in Alpine

  • Used Convertibles for Sale with Low Mileage in Alpine

  • Used Vans for Sale with Low Mileage in Alpine

  • Used Minivans for Sale with Low Mileage in Alpine

  • Used Pickup Trucks for Sale with Low Mileage in Alpine

  • Used Coupes for Sale with Low Mileage in Alpine

  • Used Wagons for Sale with Low Mileage in Alpine

  • Gault Auto

  • Botnick 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.