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 Michigan

154 results
Detroit, MI
2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD LaFontaine Buick GMC of Dearborn

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,742 miles

$36,886

Fair Deal
Certified Pre-Owned
Dearborn, MI
7 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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
24,742
Stock number:
5E513A
VIN:
1GCPYCEF6MZ449125

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,852 miles

$35,495

Great Deal
25 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:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,852
Stock number:
5367E
VIN:
3GCPDCEKXRG191028

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,038 miles

$41,795

Fair Deal
Certified Pre-Owned
Plymouth, MI
20 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:
21,038
Stock number:
5PC5703N
VIN:
3GCUDCED3PG279629

Sponsored

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

64,737 miles

$28,593

Good Deal
Lake Orion, MI
31 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:
Shadow Gray Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
64,737
Stock number:
T27050A
VIN:
1GCRYCEF8LZ285612

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,450 miles

$27,680

Great Deal
Monroe, MI
36 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 Hot
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
71,450
Stock number:
P11025A
VIN:
1GCPYCEFXLZ111306

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,023 miles

$33,940

Good Deal
Southgate, MI
12 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Dark Ash Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,023
Stock number:
26ST144B
VIN:
3GCPDCEK1NG669072

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,742 miles

$36,886

Fair Deal
Certified Pre-Owned
Dearborn, MI
7 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:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
24,742
Stock number:
5E513A
VIN:
1GCPYCEF6MZ449125

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,539 miles

$28,500

Good Deal
Waterford, MI
30 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:
Glacier Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
94,539
Stock number:
NG597618A
VIN:
3GCPDCED7NG597618

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,366 miles

$24,960

Good Deal
Brighton, MI
42 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:
Silver Ice Metallic
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
102,366
Stock number:
B5633
VIN:
1GCPYCEH6MZ344120

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,023 miles

$33,940

Good Deal
Southgate, MI
12 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Dark Ash Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,023
Stock number:
26ST144B
VIN:
3GCPDCEK1NG669072

Sponsored

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

  • Chevrolet Silverado 1500 LT in Michigan

  • Chevrolet Silverado 1500 RST in Michigan

  • Chevrolet Silverado 1500 LTZ in Michigan

  • Chevrolet Silverado 1500 LT Trail Boss in Michigan

  • Chevrolet Silverado 1500 LT1 in Michigan

  • Chevrolet Silverado 1500 High Country in Michigan

  • Chevrolet Silverado 1500 Custom in Michigan

  • Chevrolet Silverado 1500 Custom Trail Boss in Michigan

  • Chevrolet Silverado 1500 Work Truck in Michigan

  • Chevrolet Silverado 1500 in Detroit MI

  • Chevrolet Silverado 1500 in Lake Orion MI

  • Chevrolet Silverado 1500 in Ann Arbor MI

  • Chevrolet Silverado 1500 in Howell MI

  • Chevrolet Silverado 1500 in Flint MI

  • Chevrolet Silverado 1500 in Jackson MI

  • Chevrolet Silverado 1500 in Lansing MI

  • Chevrolet Silverado 1500 in Saginaw MI

  • Chevrolet Silverado 1500 in Mount Pleasant MI

  • Chevrolet Silverado 1500 in Michigan

  • Old Chevy Trucks for Sale in Michigan

  • Classic Muscle Cars for Sale in Michigan

  • Chevrolet Trucks For Sale in Michigan

  • Cheap Muscle Cars for Sale in Michigan

  • Work Trucks for Sale in Michigan

  • Reliable Cars For Sale in Michigan

  • American Made Trucks For Sale in Michigan

  • Best Pickup Trucks For Sale in Michigan

  • Best Cars Under $5,000 For Sale in Michigan

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Michigan

  • 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

  • Serra Chevrolet Sterling Heights

  • Serra Chevrolet Southfield

  • Allen Chevrolet Cadillac

  • George Matick Chevrolet

  • Champion Chevrolet of Howell

  • Moran Chevrolet

  • Feldman Chevrolet of Livonia

  • Les Stanford Chevrolet

  • Feldman Chevrolet of New Hudson

  • Rinke Chevrolet-Buick-GMC

  • LaFontaine Chevrolet

  • Feldman Chevrolet of Novi

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.