Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Monroe, VA
185 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:
- 310 hp 2.7L I4
- Exterior color:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,640
- Stock #:
- T2443A
- VIN:
- 3GCPKCEK1SG189857
Sponsored by Malloy Chevrolet Charlottesville
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,640 mi
Charlottesville, VA
53 mi away
Good Deal
$41,143
- 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:
- 39,264
- Stock #:
- 197369A
- VIN:
- 3GCUKCE89SG232803
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,264 mi
Richmond, VA
88 mi away
Good Deal
$42,898
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Silver Ice Metallic
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,880
- Stock #:
- 28512A
- VIN:
- 1GCPYCEK7NZ121324
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,880 mi
Harrisonburg, VA
67 mi away
Good Deal
$31,599
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Cypress Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,125
- Stock #:
- 26B12500A1
- VIN:
- 3GCPKCEK5TG208153
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,125 mi
Burlington, NC
98 mi away
Fair Deal
$46,471
- 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:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Home delivery from Belford, NJ
Price includes $845 shipping
Good Deal
$29,820
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,774
- Stock #:
- S19825A
- VIN:
- 3GCUDCED7RG267941
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,774 mi
Home delivery from Newton, NC
Free home delivery
Great Deal
$40,999
$39,999
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,333
- Stock #:
- F14457A
- VIN:
- 3GCPDCEK5NG582808
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,333 mi
Home delivery from Atlanta, GA
Price includes $1,330 shipping
Good Deal
$36,055
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 39,202
- Stock #:
- B4976A
- VIN:
- 3GCPYCEH3MG250079
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,202 mi
Culpeper, VA
89 mi away
Good Deal
$35,994
$34,994
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $713 shipping
Great Deal
$31,707
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Silver Ice Metallic
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,880
- Stock #:
- 28512A
- VIN:
- 1GCPYCEK7NZ121324
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,880 mi
Harrisonburg, VA
67 mi away
Good Deal
$31,599
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 89,467
- Stock #:
- P581637B
- VIN:
- 3GCPDCED8NG581637
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,467 mi
Home delivery from Livingston, TX
Price includes $1,516 shipping
Fair Deal
$34,296
- 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:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,640
- Stock #:
- T2443A
- VIN:
- 3GCPKCEK1SG189857
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,640 mi
Charlottesville, VA
53 mi away
Good Deal
$41,143
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 166,126
- Stock #:
- T26975A
- VIN:
- 1GCPYCEF2MZ333825
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
Home delivery from London, OH
Price includes $430 shipping
Good Deal
$21,670
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $713 shipping
Great Deal
$35,197
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,501
- Stock #:
- 7007182A
- VIN:
- 3GCPDCEK1NG607137
Price drop
-$1,060
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,501 mi
Home delivery from Sanford, NC
Price includes $135 shipping
Good Deal
$37,425
$36,365
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 102,662
- Stock #:
- 6961
- VIN:
- 3GCUDCET0NG555740
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,662 mi
Oxford, NC
85 mi away
Good Deal
$31,287
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,161
- Stock #:
- E1128
- VIN:
- 1GCPYCEL0NZ225632
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,161 mi
Richmond, VA
95 mi away
Good Deal
$34,643
- 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 $450 shipping
Great Deal
$29,650
- 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:
- 102,024
- Stock #:
- A1F-36971
- VIN:
- 3GCPYCEF3MG136971
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,024 mi
Home delivery from Charlotte, NC
Price includes $264 shipping
Fair Deal
$29,862
- 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:
- Automatic
- Mileage:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $576 shipping
Great Deal
$35,026
- 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:
- 24,703
- Stock #:
- DT546A
- VIN:
- 3GCUKCED9SG221121
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,703 mi
Home delivery from White Hall, WV
Price includes $224 shipping
Great Deal
$44,298
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 85,119
- Stock #:
- 181899
- VIN:
- 3GCPYCEF6LG181899
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,119 mi
South Boston, VA
55 mi away
Good Deal
$30,793
- 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:
- Automatic
- Mileage:
- 63,926
- Stock #:
- C2717A
- VIN:
- 1GCPYCEL4NZ207781
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,926 mi
Home delivery from Little River, SC
Price includes $374 shipping
Good Deal
$36,226
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 102,662
- Stock #:
- 6961
- VIN:
- 3GCUDCET0NG555740
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,662 mi
Oxford, NC
85 mi away
Good Deal
$31,287
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Monroe, VA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,072.25. The average price has decreased by -1.1% since last year. The 180 for sale near Monroe, VA on CarGurus, range from $21,670 to $66,207 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Monroe, VA have no reported accidents or damage?
175 out of 180 for sale near Monroe, VA 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
Jill Ciminillo
2027 Chevrolet Silverado 1500 Pricing, Specs, and Release Date
The 2027 Chevrolet Silverado 1500 is all-new, entering its fifth generation with new tech, a ground-up redesign, and two new V8 engines.
CarGurus Editorial Team
The Best Pickup Trucks of 2026, Ranked
Pickup truck competition is fierce and change is in the air. Electric trucks and compact pickups are hitting the market, providing new choices for both small businesses and weekend adventurers. But which truck suits your needs best?
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 Monroe VAChevrolet Silverado 1500 RST in Monroe VAChevrolet Silverado 1500 LTZ in Monroe VAChevrolet Silverado 1500 LT Trail Boss in Monroe VAChevrolet Silverado 1500 LT1 in Monroe VAChevrolet Silverado 1500 Custom in Monroe VAChevrolet Silverado 1500 High Country in Monroe VAChevrolet Silverado 1500 Custom Trail Boss in Monroe VAChevrolet Silverado 1500 Work Truck in Monroe VA
Chevrolet Silverado 1500 in Lynchburg VAChevrolet Silverado 1500 in Roanoke VAChevrolet Silverado 1500 in Charlottesville VAChevrolet Silverado 1500 in Danville VAChevrolet Silverado 1500 in Harrisonburg VAChevrolet Silverado 1500 in Martinsville VAChevrolet Silverado 1500 in Blacksburg VAChevrolet Silverado 1500 in Richmond VAChevrolet Silverado 1500 in Fredericksburg VA
Chevrolet Silverado 1500 in Monroe VAOld Chevy Trucks for Sale in Monroe VAClassic Muscle Cars for Sale in Monroe VAChevrolet Trucks For Sale in Monroe VACheap Muscle Cars for Sale in Monroe VAWork Trucks for Sale in Monroe VAReliable Cars For Sale in Monroe VAAmerican Made Trucks For Sale in Monroe VABest Pickup Trucks For Sale in Monroe VABest Cars Under $5,000 For Sale in Monroe VA
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 MonroeUsed SUVs / Crossovers for Sale with Low Mileage in MonroeUsed Hatchbacks for Sale with Low Mileage in MonroeUsed Convertibles for Sale with Low Mileage in MonroeUsed Vans for Sale with Low Mileage in MonroeUsed Minivans for Sale with Low Mileage in MonroeUsed Pickup Trucks for Sale with Low Mileage in MonroeUsed Coupes for Sale with Low Mileage in MonroeUsed Wagons for Sale with Low Mileage in Monroe
