Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearOregon, OH
243 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,983
- Stock #:
- 112803
- VIN:
- 1GCPYCEF5KZ296850
Price drop
-$3,000
Sponsored by Twins Auto Sales - Redford
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,983 mi
Redford, MI
54 mi away
Good Deal
$27,309
$24,309
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,088
- Stock #:
- 26B04289B
- VIN:
- 1GCPYCEH9MZ145501
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,088 mi
Brunswick, OH
91 mi away
Fair Deal
$31,100
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,462
- Stock #:
- C35615
- VIN:
- 3GCUKCED3SG248265
Price drop
-$1,800
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,462 mi
Clinton Township, MI
68 mi away
Fair Deal
$42,603
$40,803
- 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:
- 93,215
- Stock #:
- TT26205A
- VIN:
- 1GCPYCEF7LZ201335
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,215 mi
Eaton Rapids, MI
85 mi away
Good Deal
$27,190
- 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:
- 87,314
- Stock #:
- W48471A
- VIN:
- 1GCPYCEF4MZ316928
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,314 mi
Adrian, MI
34 mi away
Good Deal
$28,309
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,142
- Stock #:
- P36571
- VIN:
- 3GCPDCEK4RG151995
Price drop
-$1,314
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,142 mi
Flint, MI
94 mi away
Good Deal
$37,314
$36,314
- 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:
- 75,055
- Stock #:
- T11321AF
- VIN:
- 3GCPYCEK5NG146920
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,055 mi
Wellington, OH
72 mi away
Fair Deal
$28,739
- 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:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $1,461 shipping
Good Deal
$33,277
- 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:
- Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,425
- Stock #:
- AB1018A
- VIN:
- 1GCPYCEF1MZ289493
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,425 mi
Jackson, MI
66 mi away
Good Deal
$28,814
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,306
- Stock #:
- 16915T
- VIN:
- 3GCPYCEF7MG103231
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,306 mi
Westlake, OH
81 mi away
Good Deal
$29,507
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,083
- Stock #:
- GO8518
- VIN:
- 1GCRYCEF3KZ336318
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
73,083 mi
Grand Blanc, MI
90 mi away
Good Deal
$25,814
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 52,436
- Stock #:
- 6M177C
- VIN:
- 1GCRYCEF1KZ176777
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
52,436 mi
Bellevue, OH
41 mi away
Fair Deal
$28,950
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 863
- Stock #:
- M45201
- VIN:
- 3GCUDCED3PG278724
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
863 mi
Fort Wayne, IN
96 mi away
Good Deal
$43,807
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,868
- Stock #:
- 28210392
- VIN:
- 3GCPDCEK2PG188511
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,868 mi
Store transfer to Fort Wayne, IN
Price includes $449 shipping
Fair Deal
$36,447
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,457
- Stock #:
- P36618
- VIN:
- 3GCPDCEKXPG188210
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,457 mi
Flint, MI
94 mi away
Good Deal
$36,814
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,462
- Stock #:
- C35615
- VIN:
- 3GCUKCED3SG248265
Price drop
-$1,800
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,462 mi
Clinton Township, MI
68 mi away
Fair Deal
$42,603
$40,803
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 89,269
- Stock #:
- P16967A
- VIN:
- 1GCRYCEF5KZ258379
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
89,269 mi
Woodhaven, MI
35 mi away
Good Deal
$24,549
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 10-Speed Automatic
- Mileage:
- 105,205
- Stock #:
- P34111
- VIN:
- 1GCPYCEL1NZ145045
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,205 mi
Flint, MI
94 mi away
Fair Deal
$28,604
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 109,106
- Stock #:
- 85370A
- VIN:
- 1GCPYCEF9MZ268116
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,106 mi
Home delivery from Mentor, OH
Price includes $160 shipping
Fair Deal
$27,104
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,649
- Stock #:
- G7777
- VIN:
- 1GCPYCEKXNZ203922
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,649 mi
Marion, OH
77 mi away
Fair Deal
$27,148
- 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:
- 32,122
- Stock #:
- 34-1577P
- VIN:
- 3GCUKCED0SG119948
Price drop
-$2,892
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,122 mi
Home delivery from Burns Harbor, IN
Price includes $500 shipping
Fair Deal
$43,671
$40,779
- 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:
- 92,932
- Stock #:
- VC26183
- VIN:
- 1GCPYCEFXKZ269806
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,932 mi
Hicksville, OH
73 mi away
Good Deal
$26,305
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,797
- Stock #:
- CC2056AA
- VIN:
- 3GCPYCEF4LG144026
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,797 mi
Home delivery from Avon, IN
Price includes $306 shipping
Fair Deal
$29,684
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,295
- Stock #:
- UH266831P
- VIN:
- 3GCUKCED3SG107728
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,295 mi
Mansfield, OH
77 mi away
Fair Deal
$42,398
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Oregon, OH?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,096.69. The average price has decreased by -4.5% since last year. The 184 for sale near Oregon, OH on CarGurus, range from $16,299 to $63,042 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Oregon, OH have no reported accidents or damage?
152 out of 184 for sale near Oregon, OH 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.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Oregon OHChevrolet Silverado 1500 RST in Oregon OHChevrolet Silverado 1500 LTZ in Oregon OHChevrolet Silverado 1500 LT Trail Boss in Oregon OHChevrolet Silverado 1500 LT1 in Oregon OHChevrolet Silverado 1500 Custom in Oregon OHChevrolet Silverado 1500 High Country in Oregon OHChevrolet Silverado 1500 Custom Trail Boss in Oregon OHChevrolet Silverado 1500 Work Truck in Oregon OH
Chevrolet Silverado 1500 in Toledo OHChevrolet Silverado 1500 in Ann Arbor MIChevrolet Silverado 1500 in Detroit MIChevrolet Silverado 1500 in Jackson MIChevrolet Silverado 1500 in Howell MIChevrolet Silverado 1500 in Lima OHChevrolet Silverado 1500 in Marion OHChevrolet Silverado 1500 in Mansfield OHChevrolet Silverado 1500 in Lake Orion MI
Chevrolet Silverado 1500 in Oregon OHOld Chevy Trucks for Sale in Oregon OHClassic Muscle Cars for Sale in Oregon OHChevrolet Trucks For Sale in Oregon OHCheap Muscle Cars for Sale in Oregon OHWork Trucks for Sale in Oregon OHReliable Cars For Sale in Oregon OHAmerican Made Trucks For Sale in Oregon OHBest Pickup Trucks For Sale in Oregon OHBest Cars Under $5,000 For Sale in Oregon OH
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 OregonUsed SUVs / Crossovers for Sale with Low Mileage in OregonUsed Hatchbacks for Sale with Low Mileage in OregonUsed Convertibles for Sale with Low Mileage in OregonUsed Vans for Sale with Low Mileage in OregonUsed Minivans for Sale with Low Mileage in OregonUsed Pickup Trucks for Sale with Low Mileage in OregonUsed Coupes for Sale with Low Mileage in OregonUsed Wagons for Sale with Low Mileage in Oregon
