Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Drain, OR
79 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
36 mi away
Good Deal
$40,245
- 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
36 mi away
Good Deal
$40,245
- 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 $2,700 shipping
Fair Deal
$31,923
- 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 $257 shipping
Good Deal
$31,152
- 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:
- 126,331
- Stock #:
- 222380
- VIN:
- 1GCRYCEF6LZ222380
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
126,331 mi
Home delivery from Yakima, WA
Price includes $257 shipping
Good Deal
$22,456
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,881
- Stock #:
- 65671
- VIN:
- 1GCPYCEF4LZ101452
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,881 mi
Grants Pass, OR
79 mi away
Fair Deal
$31,749
- 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
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,652
- Stock #:
- 44518
- VIN:
- 3GCUKCED4SG222077
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,652 mi
Home delivery from Lubbock, TX
Price includes $4,023 shipping
Fair Deal
$48,304
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,308
- Stock #:
- FBC0125A
- VIN:
- 3GCPKCEKXSG347497
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,308 mi
Home delivery from Ft Benton, MT
Price includes $845 shipping
Good Deal
$43,840
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 59,609
- Stock #:
- W167457
- VIN:
- 1GCPYCEF3LZ167457
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,609 mi
Home delivery from West Valley City, UT
Price includes $612 shipping
Good Deal
$32,239
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Cypress
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,091
- Stock #:
- P33416A
- VIN:
- 3GCUKCE81SG157675
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,091 mi
Sublimity, OR
89 mi away
Fair Deal
$48,190
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,456
- Stock #:
- 70122335
- VIN:
- 3GCUDCED2PG357706
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,456 mi
Store transfer to Salem, OR
Price includes $1,799 shipping
Fair Deal
$39,797
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 105,993
- Stock #:
- 178359
- VIN:
- 1GCPYCEF3LZ178359
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,993 mi
Home delivery from Mesa, AZ
Price includes $1,878 shipping
Fair Deal
$28,468
- 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:
- Brown (Tan)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,800
- Stock #:
- 70036569
- VIN:
- 3GCPDCED1NG572035
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,800 mi
Store transfer to Salem, OR
Price includes $199 shipping
Fair Deal
$31,197
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $2,465 shipping
Fair Deal
$38,313
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,251
- Stock #:
- 28533437
- VIN:
- 3GCPDCED5NG578789
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,251 mi
Store transfer to Salem, OR
Price includes $1,899 shipping
Fair Deal
$36,897
- 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:
- 83,704
- Stock #:
- 153965B
- VIN:
- 1GCPYCEF5MZ153965
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,704 mi
Home delivery from Dallas, TX
Price includes $1,608 shipping
Fair Deal
$32,333
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,703
- Stock #:
- 9217
- VIN:
- 3GCPKCEK9SG334188
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,703 mi
Home delivery from Excelsior Springs, MO
Price includes $1,904 shipping
Fair Deal
$45,918
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,860
- Stock #:
- G478752
- VIN:
- 3GCPYCEH0MG478752
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,860 mi
Home delivery from Houston, TX
Price includes $2,700 shipping
Good Deal
$33,923
- 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:
- Silver
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 89,677
- Stock #:
- M22974
- VIN:
- 1GCPYCEF3MZ327659
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,677 mi
Home delivery from Lehi, UT
Price includes $934 shipping
Good Deal
$31,228
- 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:
- 152,468
- Stock #:
- 1167
- VIN:
- 1GCPYCEF6LZ193289
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
152,468 mi
Home delivery from Los Angeles, CA
Price includes $698 shipping
Good Deal
$22,273
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 79,546
- Stock #:
- SM6435YY
- VIN:
- 3GCPYCEF2LG150634
Preparing for a close up...
Photos coming soon
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,546 mi
Eugene, OR
35 mi away
Fair Deal
$31,115
- 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:
- 56,904
- Stock #:
- A17794M
- VIN:
- 3GCPDCEK0RG301391
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,904 mi
Home delivery from Saint Charles, MO
Price includes $1,722 shipping
Fair Deal
$39,443
- 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:
- Red Hot
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 88,718
- Stock #:
- 153397
- VIN:
- 1GCPYCEF7LZ153397
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,718 mi
Home delivery from Grandview, WA
Price includes $247 shipping
Fair Deal
$29,871
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,366
- Stock #:
- L22447
- VIN:
- 3GCUKCE81SG214831
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
28,366 mi
Home delivery from Lehi, UT
Price includes $934 shipping
Good Deal
$45,228
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Drain, OR?
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 69 for sale near Drain, OR on CarGurus, range from $20,827 to $65,173 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Drain, OR have no reported accidents or damage?
60 out of 69 for sale near Drain, 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 (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 Drain ORChevrolet Silverado 1500 RST in Drain ORChevrolet Silverado 1500 LTZ in Drain ORChevrolet Silverado 1500 LT Trail Boss in Drain ORChevrolet Silverado 1500 LT1 in Drain ORChevrolet Silverado 1500 Custom in Drain ORChevrolet Silverado 1500 High Country in Drain ORChevrolet Silverado 1500 Custom Trail Boss in Drain ORChevrolet Silverado 1500 Work Truck in Drain OR
Chevrolet Silverado 1500 in Eugene ORChevrolet Silverado 1500 in Corvallis ORChevrolet Silverado 1500 in Grants Pass ORChevrolet Silverado 1500 in Salem ORChevrolet Silverado 1500 in Bend ORChevrolet Silverado 1500 in Klamath Falls ORChevrolet Silverado 1500 in Portland ORChevrolet Silverado 1500 in Eureka CAChevrolet Silverado 1500 in Redding CA
Chevrolet Silverado 1500 in Drain OROld Chevy Trucks for Sale in Drain ORClassic Muscle Cars for Sale in Drain ORChevrolet Trucks For Sale in Drain ORCheap Muscle Cars for Sale in Drain ORWork Trucks for Sale in Drain ORReliable Cars For Sale in Drain ORAmerican Made Trucks For Sale in Drain ORBest Pickup Trucks For Sale in Drain ORBest Cars Under $5,000 For Sale in Drain OR
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 DrainUsed SUVs / Crossovers for Sale with Low Mileage in DrainUsed Hatchbacks for Sale with Low Mileage in DrainUsed Convertibles for Sale with Low Mileage in DrainUsed Vans for Sale with Low Mileage in DrainUsed Minivans for Sale with Low Mileage in DrainUsed Pickup Trucks for Sale with Low Mileage in DrainUsed Coupes for Sale with Low Mileage in DrainUsed Wagons for Sale with Low Mileage in Drain
