Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Chester, NY
273 results
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,911
- Stock #:
- 5822A
- VIN:
- 3GCUDFEL0NG650073
New arrival
Sponsored by H & L Chevrolet Inc
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,911 mi
Darien, CT
45 mi away
Fair Deal
$49,789
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 14,553
- Stock #:
- A382514
- VIN:
- 3GCUKFED8SG382514
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,553 mi
Danbury, CT
43 mi away
Good Deal
$52,997
- 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:
- 85,106
- Stock #:
- WU159095
- VIN:
- 3GCPYFED1KG159095
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,106 mi
White Plains, NY
33 mi away
Good Deal
$29,197
- 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:
- 35,710
- Stock #:
- 25097P
- VIN:
- 3GCPDFEK0NG606837
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,710 mi
New Canaan, CT
42 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,465
- Stock #:
- J26-0341XA
- VIN:
- 1GCPYFED6KZ122883
Price drop
-$799
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,465 mi
Norwalk, CT
47 mi away
Good Deal
$34,000
$33,201
- 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:
- 85,106
- Stock #:
- WU159095
- VIN:
- 3GCPYFED1KG159095
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,106 mi
White Plains, NY
33 mi away
Good Deal
$29,197
- 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:
- 80,376
- Stock #:
- 53687
- VIN:
- 1GCPYFED0KZ305342
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,376 mi
Home delivery from Cambridge, OH
Price includes $296 shipping
Fair Deal
$30,670
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,381
- Stock #:
- NU0284A
- VIN:
- 1GCPYFEDXNZ183030
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,381 mi
Newburgh, NY
15 mi away
Fair Deal
$40,075
- 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
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,561 mi
Wilton, CT
45 mi away
Good Deal
$39,995
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,942
- Stock #:
- GU9074A
- VIN:
- 3GCPYFED1MG418753
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,942 mi
New Hampton, NY
10 mi away
Fair Deal
$35,174
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 106,470
- Stock #:
- 20366B
- VIN:
- 1GCPYFED8LZ227264
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
106,470 mi
Home delivery from Conway, SC
Price includes $722 shipping
Fair Deal
$30,146
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,915
- Stock #:
- 28954647
- VIN:
- 3GCPDFEK7PG250826
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,915 mi
Store transfer to Wayne, NJ
Price includes $1,999 shipping
Fair Deal
$43,997
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 68,135
- Stock #:
- TR26317
- VIN:
- 1GCPYFED1LZ320837
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,135 mi
Lake Katrine, NY
45 mi away
Good Deal
$33,999
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 113,924
- Stock #:
- AB7473A
- VIN:
- 1GCPYFED9KZ165629
Price drop
-$790
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
113,924 mi
Home delivery from Westborough, MA
Price includes $211 shipping
Good Deal
$27,266
$26,476
- 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
Price drop
-$700
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,412 mi
Fort Montgomery, NY
14 mi away
Great Deal
$33,694
$32,994
- 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:
- Automatic
- Mileage:
- 108,176
- Stock #:
- 12329
- VIN:
- 1GCPYFED9KZ139869
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
108,176 mi
Home delivery from Clio, MI
Price includes $748 shipping
Fair Deal
$28,444
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,246
- Stock #:
- 195928
- VIN:
- 3GCPYFED4KG195928
Price drop
-$700
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
59,246 mi
Fort Montgomery, NY
14 mi away
Good Deal
$34,994
$34,294
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 66,901
- Stock #:
- XWG-LZ189605
- VIN:
- 1GCPYFED3LZ189605
Price drop
-$3,095
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,901 mi
Elizabeth, NJ
48 mi away
Great Deal
$30,985
$27,890
- 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:
- 73,502
- Stock #:
- 53727
- VIN:
- 1GCPYFED8KZ239865
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,502 mi
Home delivery from Cambridge, OH
Price includes $296 shipping
Fair Deal
$31,670
- 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
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,689 mi
New Canaan, CT
42 mi away
Fair Deal
$35,216
- 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:
- 31,961
- Stock #:
- 13709
- VIN:
- 3GCUDFED5PG197032
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,961 mi
Home delivery from Norwich, CT
Price includes $282 shipping
Fair Deal
$46,386
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,925
- Stock #:
- CU3896A
- VIN:
- 3GCUKFE8XSG341823
Price drop
-$1,583
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,925 mi
Beacon, NY
19 mi away
Great Deal
$53,674
$52,091
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,529
- Stock #:
- 365965
- VIN:
- 3GCUDFED9PG365965
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,529 mi
Home delivery from Euless, TX
Price includes $2,491 shipping
Fair Deal
$39,763
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,628
- Stock #:
- GU9019A
- VIN:
- 1GCPYFEL7LZ197875
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,628 mi
New Hampton, NY
10 mi away
Fair Deal
$39,968
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 $23,892.00 to $77,492.05 with an average price of $30,892.49. 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
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FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Chester, NY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $27,273.35. The average price has decreased by -1.7% since last year. The 273 for sale near Chester, NY on CarGurus, range from $23,892 to $77,492 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Chester, NY have no reported accidents or damage?
273 out of 273 for sale near Chester, 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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