Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearShepherd, MI
153 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 125,899
- Stock #:
- PG239289A
- VIN:
- 3GCPDCEK9PG239289
Sponsored by Serra Chevrolet Saginaw
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
125,899 mi
Saginaw, MI
35 mi away
Good Deal
$28,311
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 91,837
- Stock #:
- T0362A
- VIN:
- 1GCPYCEF7MZ244378
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,837 mi
Lake City, MI
57 mi away
Fair Deal
$30,268
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 100,061
- Stock #:
- 7-319888B
- VIN:
- 3GCPYCEF4KG304520
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
100,061 mi
Durand, MI
55 mi away
Fair Deal
$27,423
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 166,126
- Stock #:
- T26975A
- VIN:
- 1GCPYCEF2MZ333825
Price drop
-$3,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
Home delivery from London, OH
Price includes $392 shipping
Great Deal
$21,631
$18,630
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,909
- Stock #:
- KB22132
- VIN:
- 3GCPDCEK0NG539509
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,909 mi
Lansing, MI
61 mi away
Fair Deal
$34,160
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $1,132 shipping
Good Deal
$35,621
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,924
- Stock #:
- BCP0368
- VIN:
- 3GCPDCEKXPG279848
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,924 mi
Clarkston, MI
85 mi away
Good Deal
$37,690
- 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:
- Cajun Red Tintcoat Gpj
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,179
- Stock #:
- KZ358984
- VIN:
- 1GCRYCEF7KZ358984
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Howell, MI
75 mi away
Good Deal
$21,244
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 51,654
- Stock #:
- KB22280A
- VIN:
- 1GCPYCEF2MZ326910
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,654 mi
Lansing, MI
61 mi away
Fair Deal
$35,260
- 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:
- Automatic
- Mileage:
- 104,163
- Stock #:
- 19-12080
- VIN:
- 1GCPYCEF9KZ312080
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,163 mi
Fenton, MI
66 mi away
Good Deal
$25,280
- Year:
- 2025
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,866
- Stock #:
- H5275
- VIN:
- 3GCUKCED1SG337915
Price drop
-$911
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,866 mi
Cadillac, MI
60 mi away
Good Deal
$45,180
$44,269
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,552
- Stock #:
- P3849
- VIN:
- 3GCPDCEKXRG428956
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,552 mi
Howell, MI
78 mi away
Great Deal
$38,154
- 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:
- 56,332
- Stock #:
- N26173A
- VIN:
- 1GCPYCEF8LZ113166
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,332 mi
Muskegon, MI
81 mi away
Good Deal
$31,284
- Year:
- 2025
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,177
- Stock #:
- 331707D
- VIN:
- 3GCPKCEK5SG114322
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $875 shipping
Fair Deal
$43,077
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,130
- Stock #:
- 260940BB
- VIN:
- 1GCPYCEF8LZ353107
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,130 mi
Home delivery from East Liverpool, OH
Price includes $864 shipping
Fair Deal
$31,262
- 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:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,692 shipping
Fair Deal
$30,915
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,252
- Stock #:
- 84999A
- VIN:
- 3GCPDCEK5RG231869
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,252 mi
Home delivery from Mentor, OH
Price includes $320 shipping
Fair Deal
$43,762
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,316
- Stock #:
- 26623X
- VIN:
- 3GCPDCEK7RG339815
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,316 mi
Home delivery from Defiance, OH
Price includes $234 shipping
Good Deal
$37,405
- 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 Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 123,231
- Stock #:
- P3883A
- VIN:
- 1GCRYCEF3KZ203669
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
123,231 mi
Howell, MI
78 mi away
Fair Deal
$23,799
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 90,401
- Stock #:
- 7-349336B
- VIN:
- 3GCPYCEF9KG300351
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,401 mi
Durand, MI
55 mi away
Fair Deal
$28,367
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Burton, MI
64 mi away
Great Deal
$29,000
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 10-Speed Automatic
- Mileage:
- 105,205
- Stock #:
- P34111
- VIN:
- 1GCPYCEL1NZ145045
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,205 mi
Flint, MI
58 mi away
Good Deal
$28,314
- 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:
- 33,293
- Stock #:
- MX4598
- VIN:
- 1GCPYCEF4MZ232253
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,293 mi
Michigan Center, MI
91 mi away
Fair Deal
$36,269
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 51,654
- Stock #:
- KB22280A
- VIN:
- 1GCPYCEF2MZ326910
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,654 mi
Lansing, MI
61 mi away
Fair Deal
$35,260
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Shepherd, MI?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,027.43. The average price has decreased by -0.4% since last year. The 125 for sale near Shepherd, MI on CarGurus, range from $18,630 to $64,002 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Shepherd, MI have no reported accidents or damage?
108 out of 125 for sale near Shepherd, MI have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Shepherd MIChevrolet Silverado 1500 RST in Shepherd MIChevrolet Silverado 1500 LTZ in Shepherd MIChevrolet Silverado 1500 LT Trail Boss in Shepherd MIChevrolet Silverado 1500 LT1 in Shepherd MIChevrolet Silverado 1500 Custom in Shepherd MIChevrolet Silverado 1500 High Country in Shepherd MIChevrolet Silverado 1500 Custom Trail Boss in Shepherd MIChevrolet Silverado 1500 Work Truck in Shepherd MI
Chevrolet Silverado 1500 in Mount Pleasant MIChevrolet Silverado 1500 in Saginaw MIChevrolet Silverado 1500 in Lansing MIChevrolet Silverado 1500 in Flint MIChevrolet Silverado 1500 in Grand Rapids MIChevrolet Silverado 1500 in Howell MIChevrolet Silverado 1500 in Muskegon MIChevrolet Silverado 1500 in Holland MIChevrolet Silverado 1500 in Lake Orion MI
Chevrolet Silverado 1500 in Shepherd MIOld Chevy Trucks for Sale in Shepherd MIClassic Muscle Cars for Sale in Shepherd MIChevrolet Trucks For Sale in Shepherd MICheap Muscle Cars for Sale in Shepherd MIWork Trucks for Sale in Shepherd MIReliable Cars For Sale in Shepherd MIAmerican Made Trucks For Sale in Shepherd MIBest Pickup Trucks For Sale in Shepherd MIBest Cars Under $5,000 For Sale in Shepherd MI
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in ShepherdUsed SUVs / Crossovers for Sale with Low Mileage in ShepherdUsed Hatchbacks for Sale with Low Mileage in ShepherdUsed Convertibles for Sale with Low Mileage in ShepherdUsed Vans for Sale with Low Mileage in ShepherdUsed Minivans for Sale with Low Mileage in ShepherdUsed Pickup Trucks for Sale with Low Mileage in ShepherdUsed Coupes for Sale with Low Mileage in ShepherdUsed Wagons for Sale with Low Mileage in Shepherd
