Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWinters, CA
105 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,532
- Stock #:
- DR16156
- VIN:
- 3GCPKCEK7TG319688
Sponsored by Platinum Chevrolet
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,532 mi
Santa Rosa, CA
40 mi away
Fair Deal
$45,188
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,394
- Stock #:
- G436751P
- VIN:
- 3GCPDCEKXRG436751
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,394 mi
Milpitas, CA
80 mi away
Great Deal
$37,084
- 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:
- Cajun Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 75,649
- Stock #:
- 200626
- VIN:
- 3GCPYCEF2LG210072
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,649 mi
Fair Oaks, CA
40 mi away
Fair Deal
$31,179
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,532
- Stock #:
- DR16156
- VIN:
- 3GCPKCEK7TG319688
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,532 mi
Santa Rosa, CA
40 mi away
Fair Deal
$45,188
- 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:
- Red
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,324
- Stock #:
- P2808
- VIN:
- 3GCUDCED9RG359536
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,324 mi
Santa Rosa, CA
40 mi away
Fair Deal
$38,546
- 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
- Combined gas mileage:
- 19 MPG
- 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
80 mi away
Great Deal
$37,084
- 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 $2,686 shipping
Good Deal
$40,586
- 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:
- Cajun Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 75,649
- Stock #:
- 200626
- VIN:
- 3GCPYCEF2LG210072
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,649 mi
Fair Oaks, CA
40 mi away
Fair Deal
$31,179
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 82,499
- Stock #:
- 13571YR
- VIN:
- 3GCPYCEF7LG118374
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,499 mi
Modesto, CA
84 mi away
Fair Deal
$31,519
- 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
- Combined gas mileage:
- 19 MPG
- 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 $1,025 shipping
Good Deal
$38,104
- 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:
- 76,303
- VIN:
- 3GCPDCEK7NG575603
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,303 mi
Ceres, CA
89 mi away
Fair Deal
$32,127
- 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
61 mi away
Good Deal
$43,685
$42,585
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 45,124
- Stock #:
- 198
- VIN:
- 3GCPDCEK8PG278259
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,124 mi
Sacramento, CA
29 mi away
Fair Deal
$37,281
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 109,416
- Stock #:
- 26185
- VIN:
- 3GCPYCEF9KG101638
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,416 mi
Oakdale, CA
85 mi away
Fair Deal
$26,599
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,232
- Stock #:
- J176839
- VIN:
- 1GCPYCEF7KZ424425
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,232 mi
Modesto, CA
82 mi away
Fair Deal
$31,352
- 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 $2,614 shipping
Good Deal
$34,885
- 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 $804 shipping
Good Deal
$41,884
- 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 $2,491 shipping
Fair Deal
$37,073
- 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
Price drop
-$500
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
114,794 mi
Manteca, CA
69 mi away
Good Deal
$23,028
$22,528
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,138 mi
Manteca, CA
69 mi away
Good Deal
$26,328
- 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
Price drop
-$2,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,771 mi
Home delivery from Downey, CA
Price includes $582 shipping
Fair Deal
$47,812
$45,812
- 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:
- 60,897
- Stock #:
- 102757
- VIN:
- 3GCUDCED0PG323361
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,897 mi
Home delivery from Albuquerque, NM
Price includes $1,772 shipping
Good Deal
$37,616
- 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:
- 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 $804 shipping
Fair Deal
$39,884
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,232
- Stock #:
- J176839
- VIN:
- 1GCPYCEF7KZ424425
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,232 mi
Modesto, CA
82 mi away
Fair Deal
$31,352
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Winters, CA?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,471.05. The average price has decreased by -2.2% since last year. The 97 for sale near Winters, CA on CarGurus, range from $22,743 to $66,354 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Winters, CA have no reported accidents or damage?
94 out of 97 for sale near Winters, 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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Chevrolet Silverado 1500 LT in Winters CAChevrolet Silverado 1500 RST in Winters CAChevrolet Silverado 1500 LTZ in Winters CAChevrolet Silverado 1500 LT Trail Boss in Winters CAChevrolet Silverado 1500 LT1 in Winters CAChevrolet Silverado 1500 Custom in Winters CAChevrolet Silverado 1500 High Country in Winters CAChevrolet Silverado 1500 Custom Trail Boss in Winters CAChevrolet Silverado 1500 Work Truck in Winters CA
Chevrolet Silverado 1500 in Napa CAChevrolet Silverado 1500 in Sacramento CAChevrolet Silverado 1500 in Concord CAChevrolet Silverado 1500 in Santa Rosa CAChevrolet Silverado 1500 in Stockton CAChevrolet Silverado 1500 in Auburn CAChevrolet Silverado 1500 in San Francisco CAChevrolet Silverado 1500 in Modesto CAChevrolet Silverado 1500 in San Jose CA
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