Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMount Upton, NY
369 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 103,809
- Stock #:
- 15980
- VIN:
- 3GCPYFED9MG168078
New arrival
Sponsored by Rome pre-owned Auto Sales
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
103,809 mi
Rome, NY
53 mi away
Fair Deal
$30,995
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,878
- Stock #:
- T262925A
- VIN:
- 1GCPYFED6MZ408400
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,878 mi
Ballston Spa, NY
89 mi away
Good Deal
$39,575
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,110
- Stock #:
- P5359A
- VIN:
- 1GCPYFEL0MZ420954
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,110 mi
Central Square, NY
72 mi away
Fair Deal
$40,750
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Cypress Gray
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,944
- Stock #:
- 46244
- VIN:
- 3GCUKFE83SG195572
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,944 mi
Binghamton, NY
34 mi away
Good Deal
$49,999
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 30,244
- Stock #:
- D1767A
- VIN:
- 3GCUDFE8XRG212968
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,244 mi
Mansfield, PA
97 mi away
Good Deal
$47,990
- 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:
- 63,230
- Stock #:
- F41106A
- VIN:
- 3GCPYFED1LG125921
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
63,230 mi
Utica, NY
51 mi away
Good Deal
$33,000
- 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:
- 91,710
- Stock #:
- 44115
- VIN:
- 1GCPYFED9MZ406043
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,710 mi
Albany, NY
84 mi away
Great Deal
$30,175
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,281
- Stock #:
- 44420
- VIN:
- 3GCPYFED8MG467884
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,281 mi
Albany, NY
84 mi away
Fair Deal
$39,500
- 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:
- Ash
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,557
- Stock #:
- 8T2250
- VIN:
- 3GCPDFEK2NG534068
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,557 mi
Albany, NY
84 mi away
Good Deal
$37,250
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,878
- Stock #:
- T262925A
- VIN:
- 1GCPYFED6MZ408400
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,878 mi
Ballston Spa, NY
89 mi away
Good Deal
$39,575
- 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 Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7,669
- Stock #:
- P2764
- VIN:
- 3GCUDFED7NG540260
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
7,669 mi
Home delivery from Budd Lake, NJ
Price includes $330 shipping
Good Deal
$46,023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Leather-Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 92,668
- Stock #:
- N26388A
- VIN:
- 1GCPYFED1MZ317051
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,668 mi
Newark, NY
98 mi away
Good Deal
$31,519
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,833
- Stock #:
- N16653A
- VIN:
- 1GCPYFED1LZ318439
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,833 mi
Johnstown, NY
67 mi away
Good Deal
$36,200
- Year:
- 2024
- 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:
- 36,914
- Stock #:
- C2842A
- VIN:
- 3GCUDFEL4RG158412
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,914 mi
Mansfield, PA
97 mi away
Great Deal
$45,990
- 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
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Mileage:
- 90,084
- Stock #:
- FT08685
- VIN:
- 1GCPYFED6LZ187895
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
90,084 mi
Home delivery from Paterson, NJ
Price includes $218 shipping
Great Deal
$29,202
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,467
- Stock #:
- 48520
- VIN:
- 3GCPKFEK2SG334602
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,467 mi
Home delivery from Mendon, MA
Price includes $297 shipping
Great Deal
$45,264
- Year:
- 2026
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,124
- Stock #:
- 186667T
- VIN:
- 3GCUKFED4TG186667
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,124 mi
Honesdale, PA
59 mi away
Fair Deal
$55,945
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Cherry Red Tintcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,137
- Stock #:
- XDS7218
- VIN:
- 3GCUDFET4NG523004
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,137 mi
Syracuse, NY
60 mi away
Good Deal
$41,174
$40,174
- 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:
- Black
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 23,357
- Stock #:
- SP26411
- VIN:
- 3GCPDFEKXRG196389
Price drop
-$1,000
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
23,357 mi
Lake Katrine, NY
79 mi away
Great Deal
$43,174
$42,174
- Year:
- 2026
- 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:
- 10-Speed Automatic
- Mileage:
- 531
- Stock #:
- R87995
- VIN:
- 3GCUKFED4TG108731
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
531 mi
Home delivery from Herculaneum, MO
Price includes $1,678 shipping
Good Deal
$56,699
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Cherry Red Tintcoat
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 38,254
- Stock #:
- G25261B
- VIN:
- 1GCPYFEL9NZ235772
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,254 mi
Geneva, NY
88 mi away
Good Deal
$38,870
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,649
- Stock #:
- 14942
- VIN:
- 1GCPYFED3NZ227823
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,649 mi
Home delivery from Front Royal, VA
Price includes $562 shipping
Good Deal
$45,051
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,201
- Stock #:
- 44087
- VIN:
- 1GCPYFED9MZ270433
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,201 mi
Albany, NY
84 mi away
Good Deal
$31,675
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 48,570
- Stock #:
- 44344
- VIN:
- 3GCPYFED8MG468002
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
48,570 mi
Albany, NY
84 mi away
Fair Deal
$39,500
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 $21,346.25 to $75,812.10 with an average price of $29,313.49. 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
*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.
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Mount Upton, NY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,594.65. The average price has decreased by -1.6% since last year. The 307 for sale near Mount Upton, NY on CarGurus, range from $21,346 to $75,812 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Mount Upton, NY have no reported accidents or damage?
268 out of 307 for sale near Mount Upton, 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/MPGe.
What fuel types are available?
Diesel, 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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