Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWenham, MA
144 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,424
- Stock #:
- P19343A
- VIN:
- 1GCPYCEL4NZ228937
New arrival
Sponsored by Imperial Ford
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,424 mi
Mendon, MA
49 mi away
Fair Deal
$32,967
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,759
- Stock #:
- 26928A
- VIN:
- 3GCPDCEK5PG145653
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,759 mi
Kingston, MA
44 mi away
Fair Deal
$36,595
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,690
- Stock #:
- 26M874A
- VIN:
- 3GCPYCEF7LG236263
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,690 mi
Manchester, NH
37 mi away
Fair Deal
$28,240
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 12,621
- Stock #:
- P10485
- VIN:
- 3GCUDCED5RG332205
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,621 mi
Norwood, MA
33 mi away
Fair Deal
$42,947
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,630
- Stock #:
- 110992
- VIN:
- 3GCPDCEK0NG534178
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,630 mi
Nashua, NH
37 mi away
Good Deal
$29,395
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 37,220
- Stock #:
- CP2401A
- VIN:
- 3GCPDCEK1RG194156
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,220 mi
Plymouth, MA
46 mi away
Good Deal
$37,256
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 12,062
- Stock #:
- CC664
- VIN:
- 3GCPDCEK2PG299768
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,062 mi
Plymouth, MA
46 mi away
Good Deal
$39,583
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,828
- Stock #:
- HM761
- VIN:
- 3GCPDCEK0PG240055
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,828 mi
Milford, MA
45 mi away
Great Deal
$30,595
- 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:
- 23,895
- Stock #:
- 26S0349
- VIN:
- 3GCUDCED3PG221438
Price drop
-$1,900
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,895 mi
Home delivery from Norwich, NY
Price includes $236 shipping
Good Deal
$40,632
$38,732
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,690
- Stock #:
- 26M874A
- VIN:
- 3GCPYCEF7LG236263
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,690 mi
Manchester, NH
37 mi away
Fair Deal
$28,240
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 134,412
- Stock #:
- 26H1696A
- VIN:
- 1GCRYCEF7KZ340758
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
134,412 mi
Nashua, NH
34 mi away
Fair Deal
$20,330
- 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:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $2,291 shipping
Fair Deal
$35,286
- 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:
- 10,418
- Stock #:
- U20778T
- VIN:
- 3GCPKCEK4SG326516
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,418 mi
Home delivery from St James, NY
Free home delivery
Good Deal
$38,780
- 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
-$750
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,903 mi
Home delivery from Gorham, NH
Price includes $234 shipping
Great Deal
$31,873
$31,123
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 40,697
- Stock #:
- 255120A
- VIN:
- 1GCPYCEF3MZ236617
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,697 mi
Lowell, MA
21 mi away
Fair Deal
$37,363
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,424
- Stock #:
- P19343A
- VIN:
- 1GCPYCEL4NZ228937
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,424 mi
Mendon, MA
49 mi away
Fair Deal
$32,967
- Year:
- 2026
- 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:
- 12,471
- Stock #:
- 2CT7026
- VIN:
- 3GCUKCED7TG347026
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,471 mi
Home delivery from Reidsville, NC
Price includes $892 shipping
Good Deal
$44,741
- 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:
- Red Hot
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,379
- Stock #:
- 5800
- VIN:
- 3GCUKCED6SG177255
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,379 mi
Fitchburg, MA
46 mi away
Great Deal
$39,920
- 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
- Transmission:
- Automatic
- Mileage:
- 83,655
- Stock #:
- P61561A
- VIN:
- 3GCPDCED2NG681975
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,655 mi
Portsmouth, NH
34 mi away
Fair Deal
$32,995
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,345
- Stock #:
- 2604832
- VIN:
- 1GCPYCEK2NZ205793
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,345 mi
Wakefield, MA
11 mi away
Fair Deal
$33,993
- 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:
- 89,338
- Stock #:
- E14395A
- VIN:
- 3GCPDCED9NG583834
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,338 mi
Rochester, NH
50 mi away
Good Deal
$31,391
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,747
- Stock #:
- 3U1804
- VIN:
- 1GCPYCEK4NZ172683
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,747 mi
Home delivery from Lenoir, NC
Price includes $766 shipping
Fair Deal
$31,746
- 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:
- 27,698
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,698 mi
Home delivery from Saint Charles, MO
Price includes $1,062 shipping
Fair Deal
$36,583
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,716
- Stock #:
- 565877
- VIN:
- 1GCRYCEF4KZ283306
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
107,716 mi
Whitman, MA
36 mi away
Fair Deal
$24,294
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,424
- Stock #:
- P19343A
- VIN:
- 1GCPYCEL4NZ228937
New arrival
Sponsored by Imperial Ford
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,424 mi
Mendon, MA
49 mi away
Fair Deal
$32,967
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,759
- Stock #:
- 26928A
- VIN:
- 3GCPDCEK5PG145653
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,759 mi
Kingston, MA
44 mi away
Fair Deal
$36,595
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,690
- Stock #:
- 26M874A
- VIN:
- 3GCPYCEF7LG236263
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,690 mi
Manchester, NH
37 mi away
Fair Deal
$28,240
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 12,621
- Stock #:
- P10485
- VIN:
- 3GCUDCED5RG332205
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,621 mi
Norwood, MA
33 mi away
Fair Deal
$42,947
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,630
- Stock #:
- 110992
- VIN:
- 3GCPDCEK0NG534178
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,630 mi
Nashua, NH
37 mi away
Good Deal
$29,395
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 37,220
- Stock #:
- CP2401A
- VIN:
- 3GCPDCEK1RG194156
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,220 mi
Plymouth, MA
46 mi away
Good Deal
$37,256
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 12,062
- Stock #:
- CC664
- VIN:
- 3GCPDCEK2PG299768
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,062 mi
Plymouth, MA
46 mi away
Good Deal
$39,583
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,828
- Stock #:
- HM761
- VIN:
- 3GCPDCEK0PG240055
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,828 mi
Milford, MA
45 mi away
Great Deal
$30,595
- 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:
- 23,895
- Stock #:
- 26S0349
- VIN:
- 3GCUDCED3PG221438
Price drop
-$1,900
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,895 mi
Home delivery from Norwich, NY
Price includes $236 shipping
Good Deal
$40,632
$38,732
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,690
- Stock #:
- 26M874A
- VIN:
- 3GCPYCEF7LG236263
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,690 mi
Manchester, NH
37 mi away
Fair Deal
$28,240
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 134,412
- Stock #:
- 26H1696A
- VIN:
- 1GCRYCEF7KZ340758
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
134,412 mi
Nashua, NH
34 mi away
Fair Deal
$20,330
- 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:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $2,291 shipping
Fair Deal
$35,286
- 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:
- 10,418
- Stock #:
- U20778T
- VIN:
- 3GCPKCEK4SG326516
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,418 mi
Home delivery from St James, NY
Free home delivery
Good Deal
$38,780
- 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
-$750
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,903 mi
Home delivery from Gorham, NH
Price includes $234 shipping
Great Deal
$31,873
$31,123
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 40,697
- Stock #:
- 255120A
- VIN:
- 1GCPYCEF3MZ236617
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,697 mi
Lowell, MA
21 mi away
Fair Deal
$37,363
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,424
- Stock #:
- P19343A
- VIN:
- 1GCPYCEL4NZ228937
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,424 mi
Mendon, MA
49 mi away
Fair Deal
$32,967
- Year:
- 2026
- 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:
- 12,471
- Stock #:
- 2CT7026
- VIN:
- 3GCUKCED7TG347026
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,471 mi
Home delivery from Reidsville, NC
Price includes $892 shipping
Good Deal
$44,741
- 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:
- Red Hot
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,379
- Stock #:
- 5800
- VIN:
- 3GCUKCED6SG177255
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,379 mi
Fitchburg, MA
46 mi away
Great Deal
$39,920
- 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
- Transmission:
- Automatic
- Mileage:
- 83,655
- Stock #:
- P61561A
- VIN:
- 3GCPDCED2NG681975
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,655 mi
Portsmouth, NH
34 mi away
Fair Deal
$32,995
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,345
- Stock #:
- 2604832
- VIN:
- 1GCPYCEK2NZ205793
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,345 mi
Wakefield, MA
11 mi away
Fair Deal
$33,993
- 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:
- 89,338
- Stock #:
- E14395A
- VIN:
- 3GCPDCED9NG583834
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,338 mi
Rochester, NH
50 mi away
Good Deal
$31,391
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,747
- Stock #:
- 3U1804
- VIN:
- 1GCPYCEK4NZ172683
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,747 mi
Home delivery from Lenoir, NC
Price includes $766 shipping
Fair Deal
$31,746
- 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:
- 27,698
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,698 mi
Home delivery from Saint Charles, MO
Price includes $1,062 shipping
Fair Deal
$36,583
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 107,716
- Stock #:
- 565877
- VIN:
- 1GCRYCEF4KZ283306
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
107,716 mi
Whitman, MA
36 mi away
Fair Deal
$24,294
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Wenham, MA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,863.25. The average price has decreased by -5.5% since last year. The 144 for sale near Wenham, MA on CarGurus, range from $19,930 to $60,761 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Wenham, MA have no reported accidents or damage?
128 out of 144 for sale near Wenham, MA 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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