Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearBrookfield, NY
182 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:
- 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
Sponsored by Zappone Subaru Norwich
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,895 mi
Norwich, NY
21 mi away
Good Deal
$40,896
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 76,626
- Stock #:
- 44518
- VIN:
- 1GCPYCEH0LZ316876
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,626 mi
Albany, NY
78 mi away
Good Deal
$27,000
- 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:
- 25,424
- Stock #:
- T262631B
- VIN:
- 3GCUDCED6RG115858
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,424 mi
Ballston Spa, NY
78 mi away
Fair Deal
$43,436
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,129
- Stock #:
- PTG129760
- VIN:
- 3GCUKCED8TG129760
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,129 mi
Chittenango, NY
31 mi away
Good Deal
$46,166
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 82,401
- Stock #:
- T262186A
- VIN:
- 3GCPYCEF5LG403610
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
82,401 mi
Ballston Spa, NY
78 mi away
Good Deal
$27,172
- 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:
- 91,842
- Stock #:
- 43999
- VIN:
- 3GCPYCEF3MG435456
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,842 mi
Albany, NY
78 mi away
Fair Deal
$28,943
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $4,546 shipping
Fair Deal
$34,509
- 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:
- 66,681
- Stock #:
- C26391A
- VIN:
- 1GCPYCEF5MZ294275
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,681 mi
Yorkville, NY
20 mi away
Good Deal
$32,174
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Umber
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 58,794
- Stock #:
- 46327P
- VIN:
- 1GCPYCEF0KZ254487
Price drop
-$992
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,794 mi
Utica, NY
23 mi away
Good Deal
$29,836
$29,019
- 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:
- SAND DUNE METALLIC
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $1,292 shipping
Fair Deal
$31,776
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 76,626
- Stock #:
- 44518
- VIN:
- 1GCPYCEH0LZ316876
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,626 mi
Albany, NY
78 mi away
Good Deal
$27,000
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,377
- Stock #:
- PRG312776
- VIN:
- 3GCPDCEK9RG312776
Price drop
-$1,171
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,377 mi
Chittenango, NY
31 mi away
Good Deal
$36,167
$35,166
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 85,357
- Stock #:
- J015B
- VIN:
- 3GCPYCEFXMG480314
Price drop
-$676
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,357 mi
Glens Falls, NY
93 mi away
Good Deal
$29,850
$29,174
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,932
- Stock #:
- 26282A
- VIN:
- 1GCPYCEF6LZ157103
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,932 mi
Oswego, NY
72 mi away
Fair Deal
$27,460
- 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
Home delivery from Mendon, MA
Price includes $298 shipping
Great Deal
$36,766
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,507
- Stock #:
- 539139T
- VIN:
- 3GCPDCED2NG539139
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,507 mi
Bridgeport, NY
39 mi away
Good Deal
$33,165
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 94,369
- Stock #:
- T0414
- VIN:
- 1GCPYCEF0KZ400709
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,369 mi
Cortland, NY
46 mi away
Fair Deal
$26,375
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 44,736
- Stock #:
- G26490A
- VIN:
- 3GCUDCED7PG295171
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,736 mi
Geneva, NY
85 mi away
Fair Deal
$40,120
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $422 shipping
Great Deal
$29,322
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,621
- Stock #:
- T26-316B
- VIN:
- 1GCRYCEF6KZ181683
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
75,621 mi
Elmira, NY
90 mi away
Good Deal
$26,174
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 20,215
- Stock #:
- H551A
- VIN:
- 1GCPYCEF1MZ257790
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,215 mi
Glens Falls, NY
93 mi away
Good Deal
$36,600
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 116,781
- Stock #:
- T10604
- VIN:
- 1GCPYCEF3LZ281264
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,781 mi
Home delivery from North Canton, OH
Price includes $512 shipping
Fair Deal
$25,876
- 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:
- 83,845
- Stock #:
- T262902A
- VIN:
- 1GCPYCEF0MZ290604
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,845 mi
Ballston Spa, NY
78 mi away
Fair Deal
$30,752
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,084
- Stock #:
- PSG330000
- VIN:
- 3GCPKCEK0SG330000
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,084 mi
Chittenango, NY
31 mi away
Fair Deal
$42,168
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Brookfield, NY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,279.15. The average price has decreased by -3.5% since last year. The 143 for sale near Brookfield, NY on CarGurus, range from $20,040 to $65,321 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Brookfield, NY have no reported accidents or damage?
126 out of 143 for sale near Brookfield, NY 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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