Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSan Jose, CA
97 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,394
- Stock #:
- G436751P
- VIN:
- 3GCPDCEKXRG436751
Sponsored by Envision Honda of Milpitas
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,394 mi
Milpitas, CA
6 mi away
Great Deal
$37,686
- 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:
- Automatic
- Mileage:
- 122,138
- Stock #:
- 4253
- VIN:
- 1GCPYCEF1MZ257692
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,138 mi
Manteca, CA
49 mi away
Good Deal
$26,728
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,202
- Stock #:
- P6173
- VIN:
- 3GCPDCED8NG648530
Price drop
-$1,385
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,202 mi
Pleasanton, CA
25 mi away
Fair Deal
$38,888
$37,588
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,394
- Stock #:
- G436751P
- VIN:
- 3GCPDCEKXRG436751
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,394 mi
Milpitas, CA
6 mi away
Great Deal
$37,686
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 29,906
- Stock #:
- ITC336186RLB
- VIN:
- 3GCUKCE89SG371555
Price drop
-$1,100
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,906 mi
Dublin, CA
25 mi away
Good Deal
$43,685
$42,585
- 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:
- 826
- Stock #:
- TG251900P
- VIN:
- 3GCPKCEK0TG251900
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
826 mi
Gilroy, CA
29 mi away
Fair Deal
$47,385
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,771
- Stock #:
- 207779
- VIN:
- 3GCUKCE88SG352320
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,771 mi
Home delivery from Downey, CA
Price includes $474 shipping
Fair Deal
$45,704
- 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 $964 shipping
Good Deal
$30,959
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,519
- Stock #:
- 62057
- VIN:
- 3GCPDCEK9RG151586
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
28,519 mi
Home delivery from Costa Mesa, CA
Price includes $845 shipping
Good Deal
$37,924
- 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 $2,578 shipping
Good Deal
$34,849
- 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:
- White
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 91,364
- Stock #:
- 3386
- VIN:
- 1GCPYCEL8NZ233672
Price drop
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,364 mi
Home delivery from Yakima, WA
Price includes $653 shipping
Good Deal
$31,348
$30,248
- 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 $2,700 shipping
Great Deal
$40,600
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 114,794
- Stock #:
- 3827
- VIN:
- 1GCRYCEH1LZ324963
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
114,794 mi
Manteca, CA
49 mi away
Good Deal
$23,028
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 88,399
- Stock #:
- 10425
- VIN:
- 3GCPDCED2NG617239
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,399 mi
Hayward, CA
24 mi away
Fair Deal
$34,128
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,746
- Stock #:
- 28816574
- VIN:
- 3GCUDCED3PG360145
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,746 mi
Store transfer to San Jose, CA
Price includes $449 shipping
Good Deal
$40,447
- 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:
- 25,172
- Stock #:
- 59586
- VIN:
- 3GCUDCED7RG219288
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,172 mi
Home delivery from Fontana, CA
Price includes $670 shipping
Fair Deal
$41,750
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $2,507 shipping
Fair Deal
$37,089
- 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:
- 48,599
- Stock #:
- 6-1363
- VIN:
- 3GCUDCED4PG361529
Price drop
-$1,380
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,599 mi
Home delivery from Mesa, AZ
Price includes $785 shipping
Good Deal
$39,846
$38,466
- 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:
- 13,956
- Stock #:
- 113812
- VIN:
- 3GCUDCED5RG113812
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,956 mi
Home delivery from Irving, TX
Price includes $1,439 shipping
Fair Deal
$43,544
- 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 $3,412 shipping
Fair Deal
$32,282
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,565
- Stock #:
- 62753
- VIN:
- 3GCPDCEK3RG204105
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,565 mi
Home delivery from Fontana, CA
Price includes $670 shipping
Good Deal
$39,750
- 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 $2,148 shipping
Good Deal
$30,591
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 77,562
- Stock #:
- 26DC0634A
- VIN:
- 3GCPYCEL1MG483205
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,562 mi
Home delivery from Lewisville, TX
Price includes $2,866 shipping
Fair Deal
$35,704
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 114,794
- Stock #:
- 3827
- VIN:
- 1GCRYCEH1LZ324963
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
114,794 mi
Manteca, CA
49 mi away
Good Deal
$23,028
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in San Jose, CA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,540.59. The average price has decreased by -1.8% since last year. The 97 for sale near San Jose, CA on CarGurus, range from $22,778 to $66,966 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in San Jose, CA have no reported accidents or damage?
88 out of 97 for sale near San Jose, CA 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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