Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearArmonk, NY
144 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 40,116
- Stock #:
- 5058A
- VIN:
- 3GCPDCED9NG690981
Price drop
-$1,000
Sponsored by Hawthorne Chevrolet
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,116 mi
Hawthorne, NJ
25 mi away
Good Deal
$39,348
$38,348
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 70,302
- Stock #:
- 17332
- VIN:
- 1GCPYCEF2LZ169720
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,302 mi
Ansonia, CT
36 mi away
Fair Deal
$32,988
- 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:
- 111,126
- Stock #:
- 9718F
- VIN:
- 1GCRYCEF4KZ298680
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
111,126 mi
Selden, NY
39 mi away
Good Deal
$22,995
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,774
- Stock #:
- S19825A
- VIN:
- 3GCUDCED7RG267941
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,774 mi
Home delivery from Newton, NC
Price includes $836 shipping
Good Deal
$41,835
$40,834
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
Price drop
-$2,010
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Home delivery from Belford, NJ
Price includes $132 shipping
Fair Deal
$31,118
$29,108
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $1,082 shipping
Fair Deal
$35,566
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,322
- Stock #:
- 48208
- VIN:
- 3GCUDCED4PG360459
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,322 mi
Home delivery from Arlington, TX
Price includes $2,121 shipping
Good Deal
$39,341
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $1,080 shipping
Great Deal
$32,074
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,108
- Stock #:
- 332395C01
- VIN:
- 1GCPYCEF2KZ332395
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,108 mi
Linden , NJ
46 mi away
Good Deal
$25,799
- 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:
- 70,611
- Stock #:
- 3024283A
- VIN:
- 1GCPYCEF6LZ368902
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,611 mi
Home delivery from Raleigh, NC
Price includes $1,135 shipping
Fair Deal
$33,635
- 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
- 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
28 mi away
Good Deal
$38,369
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,222
- Stock #:
- 6320A
- VIN:
- 1GCPYCEF5MZ219396
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,222 mi
Waterbury, CT
47 mi away
Fair Deal
$32,490
- 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:
- 31,779
- Stock #:
- 359054
- VIN:
- 1GCRYCEF9LZ359054
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
31,779 mi
Home delivery from Brunswick, ME
Price includes $265 shipping
Fair Deal
$35,960
- 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 $526 shipping
Great Deal
$29,726
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 32,368
- Stock #:
- 12932U
- VIN:
- 1GCPYCEF9MZ402428
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,368 mi
Englewood Cliffs, NJ
22 mi away
Good Deal
$35,745
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 59,609
- Stock #:
- W167457
- VIN:
- 1GCPYCEF3LZ167457
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,609 mi
Home delivery from West Valley City, UT
Price includes $1,980 shipping
Fair Deal
$33,607
- 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:
- 47,860
- Stock #:
- P4361
- VIN:
- 3GCPYCEF7MG325378
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,860 mi
Home delivery from Jarrettsville, MD
Price includes $268 shipping
Good Deal
$35,470
- 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:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $196 shipping
Great Deal
$34,936
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,635
- Stock #:
- 28062963
- VIN:
- 3GCUDCED0RG201411
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,635 mi
Store transfer to East Meadow, NY
Price includes $1,799 shipping
Fair Deal
$41,797
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,820
- Stock #:
- 28987480
- VIN:
- 3GCUKCED6SG320530
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,820 mi
Store transfer to East Meadow, NY
Price includes $1,399 shipping
Fair Deal
$45,397
- 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:
- Black Gba
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H0u
- Transmission:
- Automatic
- Mileage:
- 14,857
- Stock #:
- GMT281B1
- VIN:
- 3GCPKCEK7SG176837
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,857 mi
Home delivery from Nitro, WV
Price includes $1,000 shipping
Fair Deal
$45,317
- 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:
- 111,126
- Stock #:
- 9718F
- VIN:
- 1GCRYCEF4KZ298680
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
111,126 mi
Selden, NY
39 mi away
Good Deal
$22,995
- 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:
- Gray
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 119,092
- Stock #:
- F073
- VIN:
- 1GCPYCEF0MZ173587
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
119,092 mi
Home delivery from Painesville, OH
Price includes $782 shipping
Great Deal
$22,657
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 86,004
- Stock #:
- OP109838
- VIN:
- 3GCPYCEF0LG109838
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,004 mi
Avenel, NJ
48 mi away
Fair Deal
$26,995
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Armonk, NY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,078.05. The average price has decreased by -1.1% since last year. The 144 for sale near Armonk, NY on CarGurus, range from $21,399 to $56,707 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Armonk, NY have no reported accidents or damage?
144 out of 144 for sale near Armonk, 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Jill Ciminillo
2027 Chevrolet Silverado 1500 Pricing, Specs, and Release Date
The 2027 Chevrolet Silverado 1500 is all-new, entering its fifth generation with new tech, a ground-up redesign, and two new V8 engines.
CarGurus Editorial Team
The Best Pickup Trucks of 2026, Ranked
Pickup truck competition is fierce and change is in the air. Electric trucks and compact pickups are hitting the market, providing new choices for both small businesses and weekend adventurers. But which truck suits your needs best?
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Armonk NYChevrolet Silverado 1500 RST in Armonk NYChevrolet Silverado 1500 LTZ in Armonk NYChevrolet Silverado 1500 LT Trail Boss in Armonk NYChevrolet Silverado 1500 LT1 in Armonk NYChevrolet Silverado 1500 Custom in Armonk NYChevrolet Silverado 1500 High Country in Armonk NYChevrolet Silverado 1500 Custom Trail Boss in Armonk NYChevrolet Silverado 1500 Work Truck in Armonk NY
Chevrolet Silverado 1500 in Stamford CTChevrolet Silverado 1500 in New York NYChevrolet Silverado 1500 in Newburgh NYChevrolet Silverado 1500 in Holtsville NYChevrolet Silverado 1500 in New Haven CTChevrolet Silverado 1500 in New Brunswick NJChevrolet Silverado 1500 in Hartford CTChevrolet Silverado 1500 in Trenton NJChevrolet Silverado 1500 in Toms River NJ
Chevrolet Silverado 1500 in Armonk NYOld Chevy Trucks for Sale in Armonk NYClassic Muscle Cars for Sale in Armonk NYChevrolet Trucks For Sale in Armonk NYCheap Muscle Cars for Sale in Armonk NYWork Trucks for Sale in Armonk NYReliable Cars For Sale in Armonk NYAmerican Made Trucks For Sale in Armonk NYBest Pickup Trucks For Sale in Armonk NYBest Cars Under $5,000 For Sale in Armonk NY
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in ArmonkUsed SUVs / Crossovers for Sale with Low Mileage in ArmonkUsed Hatchbacks for Sale with Low Mileage in ArmonkUsed Convertibles for Sale with Low Mileage in ArmonkUsed Vans for Sale with Low Mileage in ArmonkUsed Minivans for Sale with Low Mileage in ArmonkUsed Pickup Trucks for Sale with Low Mileage in ArmonkUsed Coupes for Sale with Low Mileage in ArmonkUsed Wagons for Sale with Low Mileage in Armonk
