Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearFishkill, NY
359 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,190
- Stock #:
- P1373
- VIN:
- 3GCPYFED5LG136811
Price drop
-$1,476
Sponsored by Dean Carter Chevrolet
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,190 mi
Brodheadsville, PA
90 mi away
Good Deal
$35,485
$34,009
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,592
- Stock #:
- U23605T
- VIN:
- 3GCUDFED1NG597103
Price drop
-$1,000
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,592 mi
Riverhead, NY
75 mi away
Good Deal
$42,990
$41,990
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 89,384
- Stock #:
- 110942C01
- VIN:
- 3GCPYFED9MG110942
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,384 mi
Ewing, NJ
100 mi away
Great Deal
$29,698
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 13,492
- Stock #:
- 9418HU
- VIN:
- 3GCUKFED3SG185136
Price drop
-$2,600
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,492 mi
Southampton, NY
90 mi away
Good Deal
$54,992
$52,392
- 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
- Transmission:
- Automatic
- Mileage:
- 25,833
- Stock #:
- 4442A
- VIN:
- 3GCUDFED0PG287186
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,833 mi
Archbald, PA
88 mi away
Good Deal
$47,390
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 115,754
- Stock #:
- 10598
- VIN:
- 3GCPYFED5LG239209
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,754 mi
Medford, NY
68 mi away
Great Deal
$23,763
- 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:
- Shadow Gray Metallic - GJI
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black - H0Y
- Transmission:
- Automatic
- Mileage:
- 71,438
- Stock #:
- H19472
- VIN:
- 1GCPYFED8LZ219472
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,438 mi
Stroudsburg, PA
82 mi away
Good Deal
$34,484
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 67,218
- Stock #:
- P1643
- VIN:
- 1GCPYFED5MZ448807
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,218 mi
Brodheadsville, PA
90 mi away
Fair Deal
$38,488
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 165,120
- Stock #:
- 26010YB
- VIN:
- 1GCPYFEL0LZ266857
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
165,120 mi
Trenton, NJ
99 mi away
Great Deal
$22,290
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,689
- Stock #:
- 26177A
- VIN:
- 1GCPYFED9MZ261683
Price drop
-$700
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,689 mi
New Canaan, CT
34 mi away
Fair Deal
$34,716
$34,016
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,620
- Stock #:
- 56281T
- VIN:
- 1GCPYFEL8MZ261732
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,620 mi
Bay Shore, NY
64 mi away
Fair Deal
$36,595
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,799
- Stock #:
- 25097P
- VIN:
- 3GCPDFEK0NG606837
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,799 mi
New Canaan, CT
34 mi away
Good Deal
$40,216
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,089
- Stock #:
- CU150762A
- VIN:
- 3GCPYFED6KG102665
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
97,089 mi
Middletown, CT
64 mi away
Good Deal
$27,989
- 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:
- Ash
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,396
- Stock #:
- P08496A
- VIN:
- 3GCUDFED3PG227290
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,396 mi
Hempstead, NY
58 mi away
Fair Deal
$46,570
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 100,818
- Stock #:
- 43826
- VIN:
- 1GCPYFED1LZ323060
Price drop
-$1,000
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,818 mi
Albany, NY
82 mi away
Great Deal
$26,675
$25,675
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,755
- Stock #:
- CB2F11177A
- VIN:
- 3GCUKFEL9SG310471
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,755 mi
Home delivery from Raleigh, NC
Price includes $698 shipping
Fair Deal
$52,292
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black Leather Appoint
- Transmission:
- Automatic
- Mileage:
- 44,561
- Stock #:
- 6882U
- VIN:
- 3GCPYFEL7NG100113
Price drop
-$1,974
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,561 mi
Wilton, CT
34 mi away
Great Deal
$39,995
$38,995
- 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)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 104,365
- Stock #:
- SM403127
- VIN:
- 3GCPYFED2LG403127
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
104,365 mi
East Windsor, CT
71 mi away
Good Deal
$27,995
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,812
- Stock #:
- D2097B
- VIN:
- 1GCPYFED8KZ102005
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
111,812 mi
West Springfield, MA
77 mi away
Good Deal
$27,589
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 56,058
- Stock #:
- 44132
- VIN:
- 1GCPYFEL9NZ174309
Price drop
-$1,500
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,058 mi
Albany, NY
82 mi away
Good Deal
$38,175
$36,675
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,289
- Stock #:
- U10274
- VIN:
- 1GCPYFED3KZ330767
Price drop
-$1,439
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,289 mi
Waterbury, CT
43 mi away
Great Deal
$27,991
$26,552
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 116,644
- Stock #:
- MZR111112
- VIN:
- 3GCPYFEL7MG111112
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
116,644 mi
Paterson, NJ
45 mi away
Fair Deal
$28,486
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,013
- Stock #:
- Z4467A
- VIN:
- 3GCPDFEK4NG609093
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,013 mi
Brookfield, CT
26 mi away
Good Deal
$38,486
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 75,412
- Stock #:
- 390926
- VIN:
- 3GCPYFED7MG390926
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,412 mi
Fort Montgomery, NY
14 mi away
Great Deal
$32,494
Overview
The Chevrolet Silverado 1500 LT Trail Boss is only available from in two body configurations: the Crew Cab Short Bed and the Crew Cab Standard Bed. As the “Trail Boss” name suggests, this trim is only available in four-wheel drive. From there, the powertrain options get a little dizzying. You have four engines to choose from: The 2.7-liter turbocharged four-cylinder, the 5.3-liter EcoTec V-8, the 3.0-liter Duramax Turbo Diesel inline six, and the 6.2-liter EcoTec V-8. The four-cylinder turbo is the only one available with an eight-speed automatic transmission. All of the other engines require the 10-speed automatic.
Key Features
- Standard 355hp 5.3-liter V-8 standard, standard 10-speed automatic transmission
- Two-inch factory suspension lift, 18-inch gloss black wheels, Goodyear Wrangler Duratrac tires, raised hood and styled insert
- Leather-wrapped wheel, remote start, all-weather floor liners, 40/20/40 split bench seat, dual-zone climate control, 10-way power driver’s seat, heated front seats, heated wheel
- 13.4-inch color touchscreen display, 12.3-inch multicolor, reconfigurable Driver Information Center, 6-speaker audio, WiFi hot spot, Wireless Apple CarPlay/Android Auto
Pricing Details
The Chevrolet Silverado LT Trail Boss has a base MSRP of $57,095 with the turbocharged four-cylinder. Used examples on CarGurus range from $20,082.00 to $77,129.50 with an average price of $30,129.84. The 5.3-liter V-8 adds $2,315, the diesel engine adds $3,130 and the 6.2-liter V-8 adds $4,460. There are nine different option packages, ranging from $325 for the Dark Essentials Package, to the $3,685 LT Trail Boss Premium Package, which includes Convenience Package II, Safety Package, Bed Protection Package, a power up and down tailgate and leather upholstery.
Specifications
Performance
Engine
355hp 5.3-liter V8
Transmission
10-speed automatic
Drivetrain
Four-wheel drive
Horsepower/Torque
355hp/383 lb-ft
0-60 mph
15.1 seconds (estimated)
MPG
15 mpg city, 19 highway, 16 combined
Curb weight
5,130 pounds
Dimensions
wheelbase
147.4 inches
length
231.9 inches
width
81.2 inches
height
75.5 inches
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Fishkill, NY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $27,009.88. The average price has decreased by -0.5% since last year. The 271 for sale near Fishkill, NY on CarGurus, range from $20,082 to $77,130 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Fishkill, NY have no reported accidents or damage?
271 out of 271 for sale near Fishkill, NY have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 LT Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 LT Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
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