Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearHillsboro, OR
28 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 39,789
- Stock #:
- PD12658
- VIN:
- 3GCPYCEF6MG344634
Sponsored by Ron Tonkin Chrysler Jeep Dodge Ram Fiat
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,789 mi
Milwaukie, OR
18 mi away
Fair Deal
$38,020
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,514
- Stock #:
- MZ396613
- VIN:
- 1GCPYCEF5MZ396613
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,514 mi
Wilsonville, OR
17 mi away
Fair Deal
$34,138
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,932
- Stock #:
- 561961A
- VIN:
- 3GCUKCED0SG115611
Price drop
-$1,000
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,932 mi
Hillsboro, OR
3 mi away
Fair Deal
$43,900
$42,900
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,074
- Stock #:
- NG636138
- VIN:
- 3GCPDCEK5NG636138
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,074 mi
Portland, OR
8 mi away
Great Deal
$31,240
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,536
- Stock #:
- 560036A
- VIN:
- 3GCPKCEK4SG271100
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,536 mi
Hillsboro, OR
3 mi away
Good Deal
$39,750
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,932
- Stock #:
- 561961A
- VIN:
- 3GCUKCED0SG115611
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,932 mi
Hillsboro, OR
3 mi away
Fair Deal
$43,900
$42,900
- 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:
- Automatic
- Mileage:
- 64,385
- Stock #:
- MZ389354
- VIN:
- 1GCPYCEF5MZ389354
Photos coming soon
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,385 mi
Oregon City, OR
20 mi away
Good Deal
$32,790
- 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:
- 94,771
- Stock #:
- 6082P
- VIN:
- 1GCRYCEF8LZ203605
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
94,771 mi
Warren, OR
21 mi away
Fair Deal
$26,205
- 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:
- 39,789
- Stock #:
- PD12658
- VIN:
- 3GCPYCEF6MG344634
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,789 mi
Milwaukie, OR
18 mi away
Fair Deal
$38,020
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 45,124
- Stock #:
- 198
- VIN:
- 3GCPDCEK8PG278259
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,124 mi
Home delivery from Sacramento, CA
Price includes $726 shipping
Fair Deal
$37,135
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,514
- Stock #:
- MZ396613
- VIN:
- 1GCPYCEF5MZ396613
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,514 mi
Wilsonville, OR
17 mi away
Fair Deal
$34,138
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 101,977
- Stock #:
- 33123
- VIN:
- 1GCRYCEF3KZ296242
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
101,977 mi
Home delivery from Orem, UT
Price includes $1,010 shipping
Fair Deal
$26,500
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 103,343
- Stock #:
- 255798
- VIN:
- 1GCRYCEF3KZ257120
Photos coming soon
Price drop
-$1,198
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
103,343 mi
Newberg, OR
16 mi away
Fair Deal
$26,190
$24,992
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Fuel type:
- Gasoline
- Mileage:
- 97,494
- Stock #:
- AP001168
- VIN:
- 1GCPYCEL9MZ130212
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Home delivery from Fairfax, VA
Price includes $2,353 shipping
Fair Deal
$32,338
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,700
- Stock #:
- 5805
- VIN:
- 1GCPYCEF1KZ375805
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,700 mi
Home delivery from Rancho Cordova, CA
Price includes $362 shipping
Fair Deal
$35,432
- 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:
- 76,055
- Stock #:
- G269100A
- VIN:
- 3GCPYCEL0MG292360
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,055 mi
Vancouver, WA
17 mi away
No Rating
No Price Listed
- 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:
- 37,576
- Stock #:
- TX10965
- VIN:
- 1GCPYCEL3NZ226533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,576 mi
Home delivery from Aurora, CO
Price includes $1,856 shipping
No Rating
$53,846
- 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:
- 25,368
- Stock #:
- TX10404
- VIN:
- 3GCUDCED3RG321610
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,368 mi
Home delivery from Baytown, TX
Price includes $3,441 shipping
No Rating
$56,931
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,265
- Stock #:
- T33507
- VIN:
- 3GCUKCE80TG168541
Price drop
-$1,500
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,265 mi
Home delivery from Mesa, AZ
Price includes $1,889 shipping
No Rating
$63,379
$61,879
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,057
- Stock #:
- TX11028
- VIN:
- 3GCUKCED3SG357972
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,057 mi
Home delivery from Live Oak, TX
Price includes $3,195 shipping
No Rating
$59,185
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,278
- Stock #:
- ST9881A
- VIN:
- 1GCPYCEF9KZ373915
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,278 mi
Home delivery from Twin Falls, ID
Price includes $705 shipping
No Rating
$29,704
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 13,314
- Stock #:
- TX10363
- VIN:
- 3GCUKCED2TG135215
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,314 mi
Home delivery from Mckinney, TX
Price includes $3,016 shipping
No Rating
$59,906
- 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:
- 43,527
- Stock #:
- TX09442A
- VIN:
- 3GCUDCED9RG212567
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,527 mi
Home delivery from Huntsville, AL
Price includes $3,763 shipping
No Rating
$52,753
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,536
- Stock #:
- 560036A
- VIN:
- 3GCPKCEK4SG271100
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,536 mi
Hillsboro, OR
3 mi away
Good Deal
$39,750
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Hillsboro, OR?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,175.04. The average price has decreased by -4.1% since last year. The 28 for sale near Hillsboro, OR on CarGurus, range from $24,992 to $61,879 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Hillsboro, OR have no reported accidents or damage?
28 out of 28 for sale near Hillsboro, OR 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 22 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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