Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Chester, NY
274 results
- 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
Sponsored by Xclusive wholesale gallery
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,901 mi
Elizabeth, NJ
48 mi away
Great Deal
$30,985
- 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 #:
- BUIP3896
- VIN:
- 3GCUKFE8XSG341823
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,925 mi
Poughkeepsie, NY
26 mi away
Fair Deal
$57,165
- 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
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,689 mi
New Canaan, CT
42 mi away
Fair Deal
$35,216
- 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
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,465 mi
Norwalk, CT
47 mi away
Good Deal
$32,701
- 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
Great Deal
$39,995
- 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:
- 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
-$870
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
113,924 mi
Home delivery from Westborough, MA
Price includes $211 shipping
Great Deal
$26,476
$25,606
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,952
- Stock #:
- 323297
- VIN:
- 3GCUDFE80PG323297
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,952 mi
Home delivery from Baton Rouge, LA
Price includes $1,555 shipping
Fair Deal
$38,379
- 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:
- 41,648
- Stock #:
- PM238331
- VIN:
- 1GCPYFEL5NZ238331
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,648 mi
Home delivery from Pleasantville, NJ
Price includes $168 shipping
Great Deal
$37,158
- 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
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,412 mi
Fort Montgomery, NY
14 mi away
Great Deal
$32,994
- 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
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,901 mi
Elizabeth, NJ
48 mi away
Great Deal
$30,985
- 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
Good Deal
$39,363
- 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:
- 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:
- 80,435
- Stock #:
- T219787A
- VIN:
- 1GCUYFET4NZ219787
Price drop
-$1,500
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,435 mi
Pawling, NY
37 mi away
Good Deal
$33,675
$32,175
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,860
- Stock #:
- 66281A
- VIN:
- 3GCUKFE80SG166157
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,860 mi
Englewood, NJ
36 mi away
Fair Deal
$51,995
- 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 (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,748
- Stock #:
- X218019
- VIN:
- 3GCPYFED1MG288019
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,748 mi
Home delivery from Atlantic City, NJ
Free home delivery
Fair Deal
$39,794
- 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
$34,974
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,035
- Stock #:
- BSG110409X
- VIN:
- 3GCUKFED0SG110409
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,035 mi
Home delivery from Edison, NJ
Price includes $232 shipping
Good Deal
$51,226
- 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
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,594
- Stock #:
- S19594A
- VIN:
- 1GCPYFEL6NZ218377
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,594 mi
Home delivery from Newton, NC
Price includes $818 shipping
Fair Deal
$40,816
- 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
- Transmission:
- Automatic
- Mileage:
- 94,868
- Stock #:
- 14868
- VIN:
- 1GCPYFED7MZ185476
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,868 mi
Home delivery from Front Royal, VA
Price includes $532 shipping
Fair Deal
$33,521
- 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
- Transmission:
- Automatic
- Mileage:
- 107,224
- Stock #:
- 26631SA
- VIN:
- 1GCPYFED0KZ416232
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
107,224 mi
Lake Katrine, NY
45 mi away
Fair Deal
$28,699
- 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
- Transmission:
- Automatic
- Mileage:
- 64,125
- Stock #:
- SS26252
- VIN:
- 1GCPYFED5MZ209404
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,125 mi
Lake Katrine, NY
45 mi away
Good Deal
$36,629
- 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
$52,497
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 $23,844.00 to $77,492.05 with an average price of $30,520.12. 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 $27,228.05. The average price has decreased by -1.4% since last year. The 274 for sale near Chester, NY on CarGurus, range from $23,844 to $77,492 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Chester, NY have no reported accidents or damage?
274 out of 274 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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