Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Enterprise, OR
81 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:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,808
- Stock #:
- 6111006
- VIN:
- 3GCUKCE83SG111006
Price drop
-$1,337
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,808 mi
Pasco, WA
98 mi away
Good Deal
$39,389
$38,052
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,640
- Stock #:
- 26UG198A
- VIN:
- 3GCPYCEFXKG236255
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,640 mi
Hermiston, OR
94 mi away
Fair Deal
$34,150
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 71,121
- Stock #:
- 26UH365
- VIN:
- 1GCRYCEF4KZ250516
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
71,121 mi
Hermiston, OR
94 mi away
Good Deal
$27,240
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,808
- Stock #:
- 6111006
- VIN:
- 3GCUKCE83SG111006
Price drop
-$1,337
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,808 mi
Pasco, WA
98 mi away
Good Deal
$39,389
$38,052
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 71,121
- Stock #:
- 26UH365
- VIN:
- 1GCRYCEF4KZ250516
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
71,121 mi
Hermiston, OR
94 mi away
Good Deal
$27,240
- 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:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $878 shipping
Good Deal
$33,873
- 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:
- 13,957
- Stock #:
- 113812
- VIN:
- 3GCUDCED5RG113812
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,957 mi
Home delivery from Irving, TX
Price includes $2,786 shipping
Good Deal
$43,569
- 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:
- 105,613
- Stock #:
- C4134879AA
- VIN:
- 1GCPYCEFXLZ174700
Price drop
-$835
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,613 mi
Home delivery from Ft Benton, MT
Price includes $460 shipping
Good Deal
$28,038
$27,203
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 40,574
- Stock #:
- 176773
- VIN:
- 1GCPYCEF3LZ176773
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,574 mi
Home delivery from Tucson, AZ
Price includes $1,940 shipping
Fair Deal
$36,710
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 93,619
- Stock #:
- KZ188219
- VIN:
- 1GCRYCEF5KZ188219
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
93,619 mi
Home delivery from Tacoma, WA
Price includes $270 shipping
Great Deal
$24,408
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,992
- Stock #:
- 144813B
- VIN:
- 1GCPYCEK5NZ144813
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,992 mi
Home delivery from Dallas, TX
Price includes $1,402 shipping
Good Deal
$28,127
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,640
- Stock #:
- 26UG198A
- VIN:
- 3GCPYCEFXKG236255
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,640 mi
Hermiston, OR
94 mi away
Fair Deal
$34,150
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,230
- Stock #:
- 410997
- VIN:
- 3GCUDCED5RG410997
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,230 mi
Home delivery from Midlothian, TX
Price includes $1,058 shipping
Good Deal
$39,278
- Year:
- 2019
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 149,583
- Stock #:
- I125937
- VIN:
- 3GCPYCEH5KG125937
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
149,583 mi
Home delivery from Greensboro, NC
Price includes $2,046 shipping
Great Deal
$20,545
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 74,894
- Stock #:
- S-1170
- VIN:
- 3GCPYCEL0MG315197
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
74,894 mi
Home delivery from Mesa, AZ
Price includes $881 shipping
Fair Deal
$35,479
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 36,406
- Stock #:
- B11364
- VIN:
- 1GCPYCEF2MZ441930
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,406 mi
Home delivery from Bellingham, WA
Price includes $496 shipping
Fair Deal
$35,196
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 81,715
- Stock #:
- 2474534T
- VIN:
- 3GCUDCE87RG174534
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,715 mi
Home delivery from Rigby, ID
Price includes $598 shipping
Great Deal
$34,985
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,526
- Stock #:
- 290528
- VIN:
- 1GCRYCEF0LZ290528
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
87,526 mi
Home delivery from Fullerton, CA
Price includes $1,000 shipping
Fair Deal
$27,595
- 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:
- 16,860
- Stock #:
- STK333975
- VIN:
- 3GCUDCED4RG333975
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,860 mi
Home delivery from Westfield, IN
Price includes $1,621 shipping
Good Deal
$42,121
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 4,792
- Stock #:
- FC14627
- VIN:
- 3GCPKCEK3SG339032
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,792 mi
Home delivery from Charlotte, NC
Price includes $3,066 shipping
Fair Deal
$45,473
- 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:
- White
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 91,364
- Stock #:
- 3386
- VIN:
- 1GCPYCEL8NZ233672
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,364 mi
Home delivery from Yakima, WA
Price includes $168 shipping
Great Deal
$28,079
- 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 (Charcoal)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,132
- Stock #:
- 250850
- VIN:
- 1GCPYCEF4LZ250850
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
135,132 mi
Home delivery from Salt Lake City, UT
Price includes $642 shipping
Great Deal
$22,542
- 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:
- 27,698
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,698 mi
Home delivery from Saint Charles, MO
Price includes $1,448 shipping
Fair Deal
$36,969
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 76,685
- Stock #:
- 2474720T
- VIN:
- 3GCUDCE84RG174720
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,685 mi
Home delivery from Rigby, ID
Price includes $598 shipping
Fair Deal
$37,485
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,808
- Stock #:
- 6111006
- VIN:
- 3GCUKCE83SG111006
Price drop
-$1,337
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,808 mi
Pasco, WA
98 mi away
Good Deal
$39,389
$38,052
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,640
- Stock #:
- 26UG198A
- VIN:
- 3GCPYCEFXKG236255
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,640 mi
Hermiston, OR
94 mi away
Fair Deal
$34,150
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 71,121
- Stock #:
- 26UH365
- VIN:
- 1GCRYCEF4KZ250516
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
71,121 mi
Hermiston, OR
94 mi away
Good Deal
$27,240
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,808
- Stock #:
- 6111006
- VIN:
- 3GCUKCE83SG111006
Price drop
-$1,337
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,808 mi
Pasco, WA
98 mi away
Good Deal
$39,389
$38,052
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 71,121
- Stock #:
- 26UH365
- VIN:
- 1GCRYCEF4KZ250516
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
71,121 mi
Hermiston, OR
94 mi away
Good Deal
$27,240
- 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:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $878 shipping
Good Deal
$33,873
- 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:
- 13,957
- Stock #:
- 113812
- VIN:
- 3GCUDCED5RG113812
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,957 mi
Home delivery from Irving, TX
Price includes $2,786 shipping
Good Deal
$43,569
- 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:
- 105,613
- Stock #:
- C4134879AA
- VIN:
- 1GCPYCEFXLZ174700
Price drop
-$835
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,613 mi
Home delivery from Ft Benton, MT
Price includes $460 shipping
Good Deal
$28,038
$27,203
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 40,574
- Stock #:
- 176773
- VIN:
- 1GCPYCEF3LZ176773
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,574 mi
Home delivery from Tucson, AZ
Price includes $1,940 shipping
Fair Deal
$36,710
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 93,619
- Stock #:
- KZ188219
- VIN:
- 1GCRYCEF5KZ188219
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
93,619 mi
Home delivery from Tacoma, WA
Price includes $270 shipping
Great Deal
$24,408
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,992
- Stock #:
- 144813B
- VIN:
- 1GCPYCEK5NZ144813
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,992 mi
Home delivery from Dallas, TX
Price includes $1,402 shipping
Good Deal
$28,127
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,640
- Stock #:
- 26UG198A
- VIN:
- 3GCPYCEFXKG236255
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,640 mi
Hermiston, OR
94 mi away
Fair Deal
$34,150
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,230
- Stock #:
- 410997
- VIN:
- 3GCUDCED5RG410997
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,230 mi
Home delivery from Midlothian, TX
Price includes $1,058 shipping
Good Deal
$39,278
- Year:
- 2019
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 149,583
- Stock #:
- I125937
- VIN:
- 3GCPYCEH5KG125937
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
149,583 mi
Home delivery from Greensboro, NC
Price includes $2,046 shipping
Great Deal
$20,545
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 74,894
- Stock #:
- S-1170
- VIN:
- 3GCPYCEL0MG315197
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
74,894 mi
Home delivery from Mesa, AZ
Price includes $881 shipping
Fair Deal
$35,479
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 36,406
- Stock #:
- B11364
- VIN:
- 1GCPYCEF2MZ441930
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,406 mi
Home delivery from Bellingham, WA
Price includes $496 shipping
Fair Deal
$35,196
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 81,715
- Stock #:
- 2474534T
- VIN:
- 3GCUDCE87RG174534
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,715 mi
Home delivery from Rigby, ID
Price includes $598 shipping
Great Deal
$34,985
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,526
- Stock #:
- 290528
- VIN:
- 1GCRYCEF0LZ290528
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
87,526 mi
Home delivery from Fullerton, CA
Price includes $1,000 shipping
Fair Deal
$27,595
- 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:
- 16,860
- Stock #:
- STK333975
- VIN:
- 3GCUDCED4RG333975
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,860 mi
Home delivery from Westfield, IN
Price includes $1,621 shipping
Good Deal
$42,121
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 4,792
- Stock #:
- FC14627
- VIN:
- 3GCPKCEK3SG339032
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,792 mi
Home delivery from Charlotte, NC
Price includes $3,066 shipping
Fair Deal
$45,473
- 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:
- White
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 91,364
- Stock #:
- 3386
- VIN:
- 1GCPYCEL8NZ233672
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,364 mi
Home delivery from Yakima, WA
Price includes $168 shipping
Great Deal
$28,079
- 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 (Charcoal)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,132
- Stock #:
- 250850
- VIN:
- 1GCPYCEF4LZ250850
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
135,132 mi
Home delivery from Salt Lake City, UT
Price includes $642 shipping
Great Deal
$22,542
- 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:
- 27,698
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,698 mi
Home delivery from Saint Charles, MO
Price includes $1,448 shipping
Fair Deal
$36,969
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 76,685
- Stock #:
- 2474720T
- VIN:
- 3GCUDCE84RG174720
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,685 mi
Home delivery from Rigby, ID
Price includes $598 shipping
Fair Deal
$37,485
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Enterprise, OR?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,914.89. The average price has decreased by -5.4% since last year. The 77 for sale near Enterprise, OR on CarGurus, range from $20,367 to $64,464 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Enterprise, OR have no reported accidents or damage?
69 out of 77 for sale near Enterprise, 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 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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