Used Chevrolet Silverado 1500 Custom Trail Boss for SaleNationwide
2,187 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Fuel type:
- Gasoline
- Mileage:
- 14,404
- Stock #:
- SG210566
- VIN:
- 3GCUKCED3SG210566
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,404 mi
Oklahoma City, OK
Good Deal
$43,400
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 103,271
- Stock #:
- A6993A
- VIN:
- 3GCPYCEL4MG316076
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,271 mi
Brattleboro, VT
Great Deal
$26,790
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,011
- Stock #:
- 1433P1140
- VIN:
- 3GCUDCED7RG114718
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,011 mi
Venice, FL
Great Deal
$39,863
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,985
- Stock #:
- F0140AE
- VIN:
- 1GCPYCEK5NZ128658
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,985 mi
Columbiana, OH
Good Deal
$31,907
- 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:
- 47,211
- Stock #:
- 723054B
- VIN:
- 1GCPYCEF6MZ258921
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,211 mi
Hemet, CA
Fair Deal
$36,538
- 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:
- 42,598
- Stock #:
- F6866B
- VIN:
- 3GCPDCEK8NG518763
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,598 mi
Indianola, IA
Good Deal
$35,008
$34,008
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 42,848
- VIN:
- 3GCPYCEL1MG434876
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,848 mi
Mabel, MN
Good Deal
$35,145
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,449
- Stock #:
- 123346
- VIN:
- 3GCPDCED8NG672391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,449 mi
Woods Cross, UT
Great Deal
$32,999
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,105
- Stock #:
- P670757
- VIN:
- 3GCPDCED3NG670757
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,105 mi
Klamath Falls, OR
Good Deal
$39,002
- 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:
- Automatic
- Mileage:
- 73,427
- Stock #:
- C329796A
- VIN:
- 3GCPYCEF9MG347950
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,427 mi
Louisville, NE
Good Deal
$31,894
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Mileage:
- 81,674
- Stock #:
- A2231
- VIN:
- 3GCPYCEL4NG120687
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,674 mi
Ponderay, ID
Great Deal
$30,250
- 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:
- 24,773
- Stock #:
- 460597
- VIN:
- 3GCPKCEK3SG283707
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,773 mi
Las Vegas, NV
Good Deal
$39,598
- 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:
- 106,192
- Stock #:
- MP7430A
- VIN:
- 1GCPYCEF7MZ281592
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,192 mi
Northglenn, CO
Fair Deal
$27,789
- 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:
- Gray (Satin Steel Metallic)
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 49,151
- Stock #:
- WT60309A
- VIN:
- 1GCPYCEH7MZ404924
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,151 mi
Saint Albans, WV
Good Deal
$32,351
- 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
- Transmission:
- Automatic
- Mileage:
- 76,277
- Stock #:
- 640376
- VIN:
- 3GCPDCEK8NG640376
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,277 mi
Peabody, MA
Good Deal
$30,995
- 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:
- Dark Ash Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,288
- Stock #:
- B836
- VIN:
- 3GCPDCEK1RG221310
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,288 mi
Baraboo, WI
Great Deal
$37,335
- 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:
- Silver
- Fuel type:
- Gasoline
- Mileage:
- 83,680
- Stock #:
- 25G047B
- VIN:
- 3GCPYCEF0LG109712
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,680 mi
Karnes City, TX
Good Deal
$28,218
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,488
- Stock #:
- FP0492
- VIN:
- 3GCUDCED5RG142565
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,488 mi
Bossier City, LA
Great Deal
$38,795
- 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:
- Black Gba
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 54,776
- Stock #:
- 7751A
- VIN:
- 3GCPDCED0NG679819
Price drop
-$1,910
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,776 mi
Warrenton, MO
Good Deal
$36,900
$34,990
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,669
- Stock #:
- 6961
- VIN:
- 3GCUDCET0NG555740
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,669 mi
Oxford, NC
Fair Deal
$30,797
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,400
- Stock #:
- RG139692
- VIN:
- 3GCUDCED8RG139692
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,400 mi
Guthrie, OK
Great Deal
$37,249
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 161,179
- Stock #:
- C33598B
- VIN:
- 1GCRYCEF0KZ213706
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
161,179 mi
Saint Marys, WV
Fair Deal
$20,075
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,636
- Stock #:
- 67290A
- VIN:
- 3GCPDCEKXRG343339
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,636 mi
Tucson, AZ
Good Deal
$40,158
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 32,017
- Stock #:
- 8T617F
- VIN:
- 3GCUDCED3RG201855
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,017 mi
Scottsboro, AL
Good Deal
$43,096
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,507.36. The average price has decreased by -2% since last year. The 2187 for sale on CarGurus range from $14,220 to $62,490 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles have no reported accidents or damage?
1863 out of 2187 for sale 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/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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