Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Virginia
198 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,896
- Stock #:
- 800269A
- VIN:
- 3GCUKCE82SG143350
Sponsored by Northside Chevrolet Buick GMC
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,896 mi
Summersville, WV
86 mi away
Good Deal
$44,004
- 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:
- 15,688
- Stock #:
- 365209
- VIN:
- 3GCPDCEK1PG365209
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,688 mi
Covington, VA
35 mi away
Fair Deal
$43,349
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 114,493
- Stock #:
- 36967B
- VIN:
- 1GCPYCEF8MZ383953
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,493 mi
High Point, NC
89 mi away
Fair Deal
$28,298
- 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:
- 19,896
- Stock #:
- 800269A
- VIN:
- 3GCUKCE82SG143350
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,896 mi
Summersville, WV
86 mi away
Good Deal
$44,004
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 108,275
- Stock #:
- 2626
- VIN:
- 3GCPYCEF2LG154814
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,275 mi
Greensboro, NC
86 mi away
Fair Deal
$28,948
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $440 shipping
Great Deal
$29,340
- 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:
- 78,167
- Stock #:
- 24733
- VIN:
- 3GCUDCED6PG220266
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,167 mi
Home delivery from Monroe, NC
Price includes $155 shipping
Good Deal
$35,451
- 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:
- 119,622
- Stock #:
- TKZ412807
- VIN:
- 1GCRYCEF4KZ412807
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
119,622 mi
Home delivery from Charleston, SC
Price includes $448 shipping
Good Deal
$24,518
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 114,493
- Stock #:
- 36967B
- VIN:
- 1GCPYCEF8MZ383953
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,493 mi
High Point, NC
89 mi away
Fair Deal
$28,298
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,000
- Stock #:
- H7616A
- VIN:
- 3GCUKCE8XSG249254
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,000 mi
Martinsville, VA
43 mi away
Great Deal
$40,593
- 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 $1,415 shipping
Great Deal
$39,315
- 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:
- 63,068
- Stock #:
- WH0224
- VIN:
- 1GCPYCEK1NZ124199
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,068 mi
Home delivery from Winchester, VA
Price includes $158 shipping
Great Deal
$31,556
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 67,433
- Stock #:
- 26162A
- VIN:
- 3GCPDCED4NG532676
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,433 mi
Marlinton, WV
66 mi away
Good Deal
$33,975
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 46,820
- Stock #:
- 16017
- VIN:
- 3GCPKCEKXSG328917
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,820 mi
Home delivery from Smithfield, NC
Price includes $304 shipping
Good Deal
$39,002
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 78,521
- Stock #:
- PT1143B
- VIN:
- 1GCPYCELXMZ282239
Price drop
-$2,109
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,521 mi
Lynchburg, VA
44 mi away
Good Deal
$35,098
$33,778
- 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:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $930 shipping
Fair Deal
$31,725
- 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:
- Automatic
- Mileage:
- 80,618
- Stock #:
- 124613
- VIN:
- 1GCPYCEF5MZ124613
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,618 mi
Home delivery from Scottsdale, AZ
Price includes $2,807 shipping
Fair Deal
$32,802
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,388
- Stock #:
- 313046
- VIN:
- 3GCUDCED8PG313046
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,388 mi
Home delivery from Euless, TX
Price includes $1,829 shipping
Great Deal
$34,100
- 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:
- Automatic
- Mileage:
- 84,330
- Stock #:
- 10590Q
- VIN:
- 3GCPYCEFXLG197720
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,330 mi
Home delivery from Grand Island, NY
Price includes $602 shipping
Good Deal
$29,472
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,943
- Stock #:
- 29517
- VIN:
- 1GCPYCEKXNZ109832
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,943 mi
Home delivery from Cambridge, OH
Price includes $316 shipping
Good Deal
$32,194
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red
- Fuel type:
- Diesel
- Interior color:
- Black
- Mileage:
- 110,590
- Stock #:
- 301317
- VIN:
- 3GCUDCE84PG301317
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,590 mi
Home delivery from Euless, TX
Price includes $1,524 shipping
Great Deal
$29,967
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 63,190
- Stock #:
- A1077
- VIN:
- 3GCPDCEK7PG128692
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,190 mi
Home delivery from Franklin, VA
Price includes $256 shipping
Good Deal
$35,450
- 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 Gji
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,242
- Stock #:
- CT12046B-3
- VIN:
- 1GCRYCEF3KZ184220
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
87,242 mi
Covington, VA
35 mi away
Fair Deal
$29,149
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 78,521
- Stock #:
- PT1143B
- VIN:
- 1GCPYCELXMZ282239
Price drop
-$2,109
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,521 mi
Lynchburg, VA
44 mi away
Good Deal
$35,098
$33,778
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Virginia?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,555.03. The average price has decreased by -1.8% since last year. The 195 for sale near Virginia on CarGurus, range from $21,376 to $65,837 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Virginia have no reported accidents or damage?
171 out of 195 for sale near Virginia 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
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
Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in August 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 VirginiaChevrolet Silverado 1500 RST in VirginiaChevrolet Silverado 1500 LTZ in VirginiaChevrolet Silverado 1500 LT Trail Boss in VirginiaChevrolet Silverado 1500 LT1 in VirginiaChevrolet Silverado 1500 Custom in VirginiaChevrolet Silverado 1500 High Country in VirginiaChevrolet Silverado 1500 Custom Trail Boss in VirginiaChevrolet Silverado 1500 Work Truck in Virginia
Chevrolet Silverado 1500 in Blacksburg VAChevrolet Silverado 1500 in Martinsville VAChevrolet Silverado 1500 in Lynchburg VAChevrolet Silverado 1500 in Danville VAChevrolet Silverado 1500 in Charlottesville VAChevrolet Silverado 1500 in Harrisonburg VAChevrolet Silverado 1500 in Abingdon VAChevrolet Silverado 1500 in Richmond VAChevrolet Silverado 1500 in Fredericksburg VA
Chevrolet Silverado 1500 in VirginiaOld Chevy Trucks for Sale in VirginiaClassic Muscle Cars for Sale in VirginiaChevrolet Trucks For Sale in VirginiaCheap Muscle Cars for Sale in VirginiaWork Trucks for Sale in VirginiaReliable Cars For Sale in VirginiaAmerican Made Trucks For Sale in VirginiaBest Pickup Trucks For Sale in VirginiaBest Cars Under $5,000 For Sale in Virginia
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 VirginiaUsed SUVs / Crossovers for Sale with Low Mileage in VirginiaUsed Hatchbacks for Sale with Low Mileage in VirginiaUsed Convertibles for Sale with Low Mileage in VirginiaUsed Vans for Sale with Low Mileage in VirginiaUsed Minivans for Sale with Low Mileage in VirginiaUsed Pickup Trucks for Sale with Low Mileage in VirginiaUsed Coupes for Sale with Low Mileage in VirginiaUsed Wagons for Sale with Low Mileage in Virginia
