Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearBoston, MA
147 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 12,061
- Stock #:
- CC664
- VIN:
- 3GCPDCEK2PG299768
Sponsored by McGovern Chevrolet Cadillac
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,061 mi
Plymouth, MA
34 mi away
Fair Deal
$42,383
- 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
19 mi away
Fair Deal
$24,294
- 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:
- 42,732
- Stock #:
- 233309
- VIN:
- 3GCPDCEK3PG233309
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,732 mi
Framingham, MA
20 mi away
Good Deal
$37,995
- 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:
- 38,654
- Stock #:
- 48735
- VIN:
- 3GCPDCEK7RG190483
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,654 mi
Mendon, MA
27 mi away
Great Deal
$36,467
- 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:
- 68,630
- Stock #:
- 110992
- VIN:
- 3GCPDCEK0NG534178
Price drop
-$1,800
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,630 mi
Plaistow, NH
33 mi away
Good Deal
$31,795
$29,995
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,471
- Stock #:
- C60682A
- VIN:
- 1GCPYCEF9LZ146998
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,471 mi
Brockton, MA
21 mi away
Fair Deal
$28,560
- 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:
- 16,847
- Stock #:
- 101543C
- VIN:
- 1GCPYCEK7NZ101543
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,847 mi
Framingham, MA
20 mi away
Good Deal
$34,995
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,020
- Stock #:
- 93822
- VIN:
- 3GCPKCEK2SG193822
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,020 mi
Home delivery from Nashville, TN
Price includes $1,659 shipping
Fair Deal
$37,639
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 2,808
- Stock #:
- B8311
- VIN:
- 3GCPKCEK6SG112367
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,808 mi
Raynham, MA
31 mi away
Good Deal
$43,522
$42,522
- 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:
- Automatic
- Mileage:
- 24,885
- Stock #:
- B8443
- VIN:
- 3GCPDCEK6PG297506
Price drop
-$1,000
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,885 mi
Raynham, MA
31 mi away
Good Deal
$40,522
$39,522
- 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:
- 84,919
- Stock #:
- 26133C
- VIN:
- 3GCPYCEF0MG332852
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,919 mi
Mendon, MA
31 mi away
Fair Deal
$30,967
- 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
- Transmission:
- Automatic
- Mileage:
- 129,579
- Stock #:
- 296447-A
- VIN:
- 1GCPYCEF0KZ296447
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
129,579 mi
Peabody, MA
13 mi away
Great Deal
$20,900
- 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:
- 88,289
- Stock #:
- F78041B
- VIN:
- 3GCPYCEKXNG174177
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,289 mi
East Providence, RI
40 mi away
Good Deal
$28,415
- 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:
- 72,492
- Stock #:
- G261063A
- VIN:
- 3GCPYCEF0KG120479
Price drop
-$2,000
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,492 mi
Nashua, NH
32 mi away
Good Deal
$29,437
$27,437
- 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:
- 22,826
- Stock #:
- N2200549A
- VIN:
- 3GCPDCEK4PG281501
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,826 mi
Lowell, MA
22 mi away
Good Deal
$38,519
- 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:
- 79,749
- Stock #:
- U1200390B
- VIN:
- 1GCPYCEFXMZ315251
Price drop
-$741
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,749 mi
Home delivery from Tilton, NH
Price includes $158 shipping
Fair Deal
$32,143
$31,402
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,703
- Stock #:
- PG869A
- VIN:
- 1GCPYCEF4MZ264216
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,703 mi
Raynham, MA
30 mi away
Good Deal
$30,090
- 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
14 mi away
Fair Deal
$43,672
- 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
27 mi away
Great Deal
$32,095
- 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:
- 50,780
- Stock #:
- 5N00012A
- VIN:
- 1GCPYCEH9MZ295351
Price drop
-$1,169
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,780 mi
Johnston, RI
43 mi away
Good Deal
$32,715
$31,546
- 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
39 mi away
Fair Deal
$44,999
- 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 $2,343 shipping
Good Deal
$30,786
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 76,285
- Stock #:
- C60668A
- VIN:
- 3GCPYCEL6MG103128
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,285 mi
Brockton, MA
21 mi away
Fair Deal
$33,507
- 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:
- 50,780
- Stock #:
- 5N00012A
- VIN:
- 1GCPYCEH9MZ295351
Price drop
-$1,169
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,780 mi
Johnston, RI
43 mi away
Good Deal
$32,715
$31,546
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Boston, MA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,302.15. The average price has decreased by -3.3% since last year. The 147 for sale near Boston, MA on CarGurus, range from $20,104 to $66,217 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Boston, MA have no reported accidents or damage?
147 out of 147 for sale near Boston, 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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