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 Hillman, MI

106 results
Hillman, MI
2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Classic Chevrolet

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,497 miles

$27,549

Great Deal
Lake City, MI
82 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Shadow Gray Metallic
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,497
Stock number:
T0159A
VIN:
1GCPYCEK2NZ124938

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,592 miles

$28,341

Good Deal
Certified Pre-Owned
Bad Axe, MI
98 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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
95,592
Stock number:
6695A
VIN:
1GCPYCEF9MZ200446

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Double Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

134,852 miles

$18,600

Great Deal
Kalkaska, MI
64 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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
134,852
Stock number:
27007A
VIN:
1GCRYCEF2KZ255973

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

95,592 miles

$28,341

Good Deal
Certified Pre-Owned
Bad Axe, MI
98 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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
95,592
Stock number:
6695A
VIN:
1GCPYCEF9MZ200446

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,497 miles

$27,549

Great Deal
Lake City, MI
82 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Shadow Gray Metallic
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,497
Stock number:
T0159A
VIN:
1GCPYCEK2NZ124938

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,353 miles

$30,800

Good Deal
Petoskey, MI
55 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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
87,353
Stock number:
01727P
VIN:
3GCPDCED0NG652247

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

134,852 miles

$18,600

Great Deal
Kalkaska, MI
64 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:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
134,852
Stock number:
27007A
VIN:
1GCRYCEF2KZ255973

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

77,609 miles

$27,900

Fair Deal
Roscommon, MI
49 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:
Red Hot
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
77,609
Stock number:
12332P
VIN:
1GCRYCEF6KZ345207

Sponsored

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

  • Chevrolet Silverado 1500 LT in Hillman MI

  • Chevrolet Silverado 1500 RST in Hillman MI

  • Chevrolet Silverado 1500 LTZ in Hillman MI

  • Chevrolet Silverado 1500 LT Trail Boss in Hillman MI

  • Chevrolet Silverado 1500 LT1 in Hillman MI

  • Chevrolet Silverado 1500 Custom in Hillman MI

  • Chevrolet Silverado 1500 High Country in Hillman MI

  • Chevrolet Silverado 1500 Custom Trail Boss in Hillman MI

  • Chevrolet Silverado 1500 Work Truck in Hillman MI

  • Chevrolet Silverado 1500 in Traverse City MI

  • Chevrolet Silverado 1500 in Kincheloe MI

  • Chevrolet Silverado 1500 in Mount Pleasant MI

  • Chevrolet Silverado 1500 in Saginaw MI

  • Chevrolet Silverado 1500 in Flint MI

  • Chevrolet Silverado 1500 in Lake Orion MI

  • Chevrolet Silverado 1500 in Lansing MI

  • Chevrolet Silverado 1500 in Grand Rapids MI

  • Chevrolet Silverado 1500 in Howell MI

  • Chevrolet Silverado 1500 in Hillman MI

  • Old Chevy Trucks for Sale in Hillman MI

  • Classic Muscle Cars for Sale in Hillman MI

  • Chevrolet Trucks For Sale in Hillman MI

  • Cheap Muscle Cars for Sale in Hillman MI

  • Work Trucks for Sale in Hillman MI

  • Reliable Cars For Sale in Hillman MI

  • American Made Trucks For Sale in Hillman MI

  • Best Pickup Trucks For Sale in Hillman MI

  • Best Cars Under $5,000 For Sale in Hillman MI

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Hillman MI

  • 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

  • Bishop Chevrolet of Rogers City Inc.

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.