Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearBend, OR
83 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2020
- 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:
- Summit White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 37,665
- Stock #:
- Z364580
- VIN:
- 1GCPYCEHXLZ364580
Sponsored by Auto Kings
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,665 mi
Bend, OR
2 mi away
Fair Deal
$34,957
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,584
- Stock #:
- PG276286A
- VIN:
- 3GCUDCED6PG276286
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,584 mi
Bend, OR
1 mi away
Good Deal
$38,995
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 87,001
- Stock #:
- 325909
- VIN:
- 1GCPYCEF3LZ325909
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,001 mi
Redmond, OR
15 mi away
Fair Deal
$29,995
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 87,001
- Stock #:
- 325909
- VIN:
- 1GCPYCEF3LZ325909
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,001 mi
Redmond, OR
15 mi away
Fair Deal
$29,995
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,105
- Stock #:
- C16888A
- VIN:
- 3GCUDCE87RG141744
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,105 mi
Eugene, OR
89 mi away
Good Deal
$38,995
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,584
- Stock #:
- PG276286A
- VIN:
- 3GCUDCED6PG276286
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,584 mi
Bend, OR
1 mi away
Good Deal
$38,995
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,391
- Stock #:
- P010376
- VIN:
- 3GCPDCEK5RG292882
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,391 mi
Home delivery from Zumbrota, MN
Price includes $2,115 shipping
Good Deal
$37,960
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,761
- Stock #:
- C5537
- VIN:
- 1GCPYCEKXNZ218694
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,761 mi
Home delivery from Stockton, CA
Price includes $520 shipping
Good Deal
$29,942
- Year:
- 2020
- 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:
- Summit White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 37,665
- Stock #:
- Z364580
- VIN:
- 1GCPYCEHXLZ364580
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,665 mi
Bend, OR
2 mi away
Fair Deal
$34,957
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,120
- Stock #:
- 102757
- VIN:
- 3GCUDCED0PG323361
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,120 mi
Home delivery from Albuquerque, NM
Price includes $1,482 shipping
Fair Deal
$38,329
- 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:
- 122,446
- Stock #:
- 40723
- VIN:
- 1GCRYCEF6KZ201043
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,446 mi
Home delivery from South Bend, IN
Price includes $1,769 shipping
Fair Deal
$23,022
- 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
Price drop
-$700
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
93,619 mi
Home delivery from Tacoma, WA
Price includes $224 shipping
Great Deal
$24,362
$23,662
- 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 $1,529 shipping
Good Deal
$28,254
- 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:
- 27,703
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,703 mi
Home delivery from Saint Charles, MO
Price includes $1,626 shipping
Fair Deal
$36,347
- 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
Home delivery from Warren, OR
Price includes $432 shipping
Good Deal
$25,497
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,187
- Stock #:
- TG462037TA
- VIN:
- 3GCPDCEK0RG225445
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,187 mi
Home delivery from Hillsboro, OR
Price includes $158 shipping
Good Deal
$38,210
- 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 Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 17,305
- Stock #:
- B038A
- VIN:
- 3GCUDCED3RG444808
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,305 mi
Lebanon, OR
79 mi away
Fair Deal
$45,195
- 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 $188 shipping
Great Deal
$28,099
- 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 $1,974 shipping
Fair Deal
$36,444
- 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 $800 shipping
Great Deal
$21,700
- 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:
- 55,986
- Stock #:
- PS2849
- VIN:
- 3GCPYCEF0KG155412
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,986 mi
Home delivery from The Dalles, OR
Price includes $204 shipping
Fair Deal
$33,654
- 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
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,613 mi
Home delivery from Ft Benton, MT
Price includes $719 shipping
Good Deal
$26,781
- 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:
- 16,862
- Stock #:
- STK333975
- VIN:
- 3GCUDCED4RG333975
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,862 mi
Home delivery from Westfield, IN
Price includes $1,809 shipping
Good Deal
$41,803
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,105
- Stock #:
- C16888A
- VIN:
- 3GCUDCE87RG141744
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,105 mi
Eugene, OR
89 mi away
Good Deal
$38,995
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Bend, OR?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,675.85. The average price has decreased by -5.6% since last year. The 81 for sale near Bend, OR on CarGurus, range from $20,387 to $56,999 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Bend, OR have no reported accidents or damage?
68 out of 81 for sale near Bend, 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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