Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWoodbourne, NY
206 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Gray (Satin Steel Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 128,586
- VIN:
- 1GCRYCEF8KZ387068
Sponsored by Paugh's Auto Sales
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
128,586 mi
Binghamton, NY
68 mi away
Good Deal
$20,175
- 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:
- Automatic
- Mileage:
- 112,673
- Stock #:
- 330377
- VIN:
- 1GCPYCEF1KZ330377
Price drop
-$1,000
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,673 mi
Suffield, CT
100 mi away
Good Deal
$23,339
$22,339
- 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
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,794 mi
Utica, NY
98 mi away
Good Deal
$29,068
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 100,444
- Stock #:
- 20195999
- VIN:
- 1GCRYCEF2KZ225999
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
100,444 mi
Lehighton, PA
89 mi away
Fair Deal
$24,985
- 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
Price drop
-$2,388
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,418 mi
St James, NY
99 mi away
Great Deal
$41,168
$38,780
- 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
90 mi away
Great Deal
$26,459
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 76,212
- Stock #:
- D3744A
- VIN:
- 3GCPYCEF3LG388704
Price drop
-$1,764
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,212 mi
Utica, NY
98 mi away
Good Deal
$28,939
$27,175
- 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
75 mi away
Good Deal
$27,500
- 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:
- 68,302
- Stock #:
- 66644A
- VIN:
- 3GCPDCEK5RG328277
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,302 mi
Englewood, NJ
71 mi away
Good Deal
$33,190
- 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:
- 78,171
- Stock #:
- N12770A
- VIN:
- 3GCPDCEDXNG655737
Price drop
-$998
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,171 mi
Washington, NJ
77 mi away
Good Deal
$33,540
$32,542
- 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
Price drop
-$1,985
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,845 mi
Ballston Spa, NY
90 mi away
Great Deal
$28,996
$27,011
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,369 mi
Cortland, NY
100 mi away
Good Deal
$25,175
- 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:
- Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,046
- Stock #:
- 10T2450
- VIN:
- 3GCPDCEK7NG676916
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,046 mi
Albany, NY
73 mi away
Fair Deal
$32,250
- 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 $1,288 shipping
Fair Deal
$31,663
- 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:
- 93,992
- Stock #:
- 144813B
- VIN:
- 1GCPYCEK5NZ144813
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,992 mi
Home delivery from Dallas, TX
Price includes $1,366 shipping
Good Deal
$28,091
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,400
- Stock #:
- C13559
- VIN:
- 3GCPDCED3NG638892
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,400 mi
Freeport, NY
95 mi away
Fair Deal
$38,670
- 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
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,794 mi
Utica, NY
98 mi away
Good Deal
$29,068
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 80,543
- Stock #:
- 184095
- VIN:
- 1GCRYCEF4KZ184095
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
80,543 mi
Home delivery from Peabody, MA
Price includes $384 shipping
Fair Deal
$27,884
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,733
- Stock #:
- ZR64242A
- VIN:
- 1GCPYCEF7LZ123588
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,733 mi
East Hartford, CT
99 mi away
Good Deal
$30,398
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,943
- Stock #:
- 29517
- VIN:
- 1GCPYCEKXNZ109832
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,943 mi
Home delivery from Cambridge, OH
Price includes $578 shipping
Good Deal
$30,554
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,533
- Stock #:
- 42511A
- VIN:
- 3GCUDCED9RG350075
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,533 mi
Allentown, PA
98 mi away
Fair Deal
$44,485
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,307
- Stock #:
- Z4575
- VIN:
- 3GCPDCEK0RG141805
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,307 mi
Brookfield, CT
65 mi away
Good Deal
$35,992
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 21,405
- Stock #:
- BU2554A
- VIN:
- 3GCUDCED7PG364215
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,405 mi
Poughkeepsie, NY
36 mi away
Fair Deal
$41,675
- 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:
- 119,353
- Stock #:
- 146759
- VIN:
- 1GCPYCEF2LZ146759
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
119,353 mi
Cliffwood, NJ
96 mi away
Great Deal
$20,654
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Woodbourne, NY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,036.19. The average price has decreased by -4.8% since last year. The 146 for sale near Woodbourne, NY on CarGurus, range from $18,985 to $63,379 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Woodbourne, NY have no reported accidents or damage?
124 out of 146 for sale near Woodbourne, 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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