Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Benson, MD
192 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 148,271
- Stock #:
- KIN8LZ123536
- VIN:
- 1GCPYCEH8LZ123536
Sponsored by Prime Motors
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
148,271 mi
Arlington, VA
32 mi away
Good Deal
$21,445
- 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:
- Automatic
- Mileage:
- 136,832
- Stock #:
- 11138
- VIN:
- 1GCPYCEF3MZ171574
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,832 mi
Temple Hills, MD
32 mi away
Great Deal
$20,498
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,591
- Stock #:
- Z465378A
- VIN:
- 3GCPDCEK8RG361080
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,591 mi
Manassas, VA
46 mi away
Fair Deal
$35,776
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,193
- Stock #:
- U17690
- VIN:
- 1GCPYCEK2NZ131081
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,193 mi
Waynesboro, PA
45 mi away
Fair Deal
$29,905
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 66,806
- Stock #:
- U17592
- VIN:
- 3GCPYCEK9NG165776
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,806 mi
Waynesboro, PA
45 mi away
Good Deal
$30,768
- 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:
- 62,045
- Stock #:
- U17658
- VIN:
- 3GCUDCED3RG132424
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,045 mi
Waynesboro, PA
45 mi away
Great Deal
$36,121
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,987
- Stock #:
- 30079
- VIN:
- 3GCPKCEKXSG270842
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,987 mi
Home delivery from Lexington, NC
Price includes $299 shipping
Good Deal
$39,554
- 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 $423 shipping
Fair Deal
$27,366
- 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:
- 54,114
- Stock #:
- PSG153019
- VIN:
- 3GCPKCEK1SG153019
Price drop
-$1,442
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,114 mi
Chantilly, VA
38 mi away
Great Deal
$36,909
$35,467
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,801
- Stock #:
- 261450A
- VIN:
- 1GCPYCEF8KZ341053
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,801 mi
Gaithersburg, MD
17 mi away
Fair Deal
$27,795
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,509
- Stock #:
- BC0904A
- VIN:
- 1GCPYCEHXMZ386323
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,509 mi
Baltimore, MD
24 mi away
Great Deal
$27,800
$26,800
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,730
- Stock #:
- G6498A
- VIN:
- 3GCPDCED3NG536055
Price drop
-$1,018
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,730 mi
Bel Air, MD
35 mi away
Good Deal
$37,006
$35,988
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,083
- Stock #:
- H31370A
- VIN:
- 3GCPKCEK4TG170382
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,083 mi
Woodbridge, VA
50 mi away
Good Deal
$43,695
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,903
- Stock #:
- 610597T
- VIN:
- 3GCPDCED4NG610597
Price drop
-$2,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,903 mi
Home delivery from Gorham, NH
Price includes $914 shipping
Good Deal
$35,803
$33,803
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 121,973
- Stock #:
- G6970A
- VIN:
- 3GCPYCEF2MG162946
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
121,973 mi
Bel Air, MD
35 mi away
Fair Deal
$25,787
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 94,237
- Stock #:
- D260832A
- VIN:
- 1GCPYCEF1MZ333864
Price drop
-$1,415
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,237 mi
Thurmont, MD
33 mi away
Good Deal
$29,179
$28,564
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,591
- Stock #:
- Z465378A
- VIN:
- 3GCPDCEK8RG361080
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,591 mi
Manassas, VA
46 mi away
Fair Deal
$35,776
- 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:
- 30,634
- Stock #:
- 313187A
- VIN:
- 3GCPDCEKXPG313187
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,634 mi
Manassas, VA
46 mi away
Fair Deal
$38,470
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 63,448
- Stock #:
- 3652DFX
- VIN:
- 1GCPYCEF5LZ374769
Price drop
-$1,555
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,448 mi
Home delivery from Du Bois, PA
Price includes $236 shipping
Good Deal
$31,076
$29,520
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Fuel type:
- Gasoline
- Mileage:
- 97,494
- Stock #:
- AP001168
- VIN:
- 1GCPYCEL9MZ130212
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Fairfax, VA
34 mi away
Fair Deal
$29,985
- 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:
- Gray
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,700
- Stock #:
- KBFPMZ374480
- VIN:
- 1GCPYCEF1MZ374480
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,700 mi
Baltimore, MD
12 mi away
Fair Deal
$28,300
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 20,702
- Stock #:
- 14633P
- VIN:
- 1GCPYCEF3MZ265843
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,702 mi
Home delivery from Fredericksburg, VA
Price includes $112 shipping
Fair Deal
$37,462
- 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
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Free home delivery
Good Deal
$33,782
$32,782
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,509
- Stock #:
- BC0904A
- VIN:
- 1GCPYCEHXMZ386323
Price drop
-$1,000
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,509 mi
Baltimore, MD
24 mi away
Great Deal
$27,800
$26,800
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Benson, MD?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,077.34. The average price has decreased by -4.6% since last year. The 191 for sale near Benson, MD on CarGurus, range from $17,986 to $63,636 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Benson, MD have no reported accidents or damage?
170 out of 191 for sale near Benson, MD 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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