Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMaynard, MA
307 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,101
- Stock #:
- CTJ396491A
- VIN:
- 3GCUDFED4PG258953
Sponsored by Herb Connolly Chevrolet
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,101 mi
Framingham, MA
9 mi away
Fair Deal
$44,699
- 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
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,830
- Stock #:
- 5897
- VIN:
- 1GCPYFED1MZ390811
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,830 mi
Fitchburg, MA
19 mi away
Fair Deal
$39,999
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,491
- Stock #:
- C90462L
- VIN:
- 3GCPKFEK4SG286939
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,491 mi
Hooksett, NH
43 mi away
Fair Deal
$48,772
- 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:
- 119,704
- Stock #:
- P9062A
- VIN:
- 3GCPYFED8MG437560
Price drop
-$1,130
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
119,704 mi
Kingston, MA
49 mi away
Fair Deal
$29,345
$28,215
- 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:
- 60,261
- Stock #:
- 25T395A
- VIN:
- 1GCPYFED8MZ137470
Price drop
-$2,940
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,261 mi
Townsend, MA
21 mi away
Good Deal
$38,684
$35,744
- 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:
- 18,828
- Stock #:
- W26436A
- VIN:
- 3GCUKFED1SG353629
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,828 mi
Fitchburg, MA
19 mi away
Good Deal
$49,999
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- White (Iridescent Pearl Tricoat)
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 99,633
- Stock #:
- 360539B
- VIN:
- 1GCPYFEDXNZ127623
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,633 mi
E Swanzey, NH
50 mi away
Good Deal
$32,099
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 125,863
- Stock #:
- C26374A
- VIN:
- 3GCPYFED7MG314588
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
125,863 mi
Gardner, MA
29 mi away
Good Deal
$26,431
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,386
- Stock #:
- C88479L
- VIN:
- 3GCPKFEK4SG235165
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,386 mi
Hooksett, NH
43 mi away
Great Deal
$38,761
- 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:
- 54,464
- Stock #:
- SI1916B
- VIN:
- 3GCPYFED3MG280732
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,464 mi
Brooklyn, CT
49 mi away
Fair Deal
$37,787
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 109,511
- Stock #:
- 5061
- VIN:
- 3GCPYFEL3MG145581
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,511 mi
Seekonk, MA
43 mi away
Good Deal
$30,494
- 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:
- 41,143
- Stock #:
- T15348B
- VIN:
- 1GCPYFED5MZ293580
Price drop
-$1,021
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,143 mi
Foxboro, MA
25 mi away
Good Deal
$39,797
$38,776
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 26,437
- Stock #:
- U240482
- VIN:
- 3GCUDFELXRG280482
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,437 mi
Charlton, MA
34 mi away
Good Deal
$51,776
- 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 Leather Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 81,879
- Stock #:
- C26238A
- VIN:
- 3GCPYFEDXNG163134
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,879 mi
Gardner, MA
29 mi away
Good Deal
$35,426
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 43,569
- Stock #:
- W1251A
- VIN:
- 3GCUDFED9RG341412
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,569 mi
Home delivery from Washington, PA
Price includes $1,690 shipping
Fair Deal
$48,130
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Satin Steel Metallic)
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 64,153
- Stock #:
- GM3870
- VIN:
- 1GCPYFED9NZ207009
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,153 mi
Westborough, MA
13 mi away
Good Deal
$36,590
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,598
- Stock #:
- PC26174A
- VIN:
- 3GCUDFET1NG512638
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,598 mi
Home delivery from Hicksville, OH
Price includes $858 shipping
Fair Deal
$39,248
- 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:
- Brown
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 56,001
- Stock #:
- 10571
- VIN:
- 1GCPYFED8MZ170436
Price drop
-$1,299
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,001 mi
Cherry Valley , MA
25 mi away
Great Deal
$35,900
$34,900
- 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:
- Automatic
- Mileage:
- 111,453
- Stock #:
- 13614
- VIN:
- 1GCPYFEDXKZ340762
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
111,453 mi
Cranston, RI
44 mi away
Great Deal
$25,394
- 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 $311 shipping
Good Deal
$29,295
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 119,999
- Stock #:
- AUC 6305
- VIN:
- 3GCPYFED3LG314148
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
119,999 mi
Weymouth, MA
30 mi away
Good Deal
$26,398
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 91,290
- Stock #:
- V16405A
- VIN:
- 3GCPYFED1KG128543
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,290 mi
Palmer, MA
48 mi away
Fair Deal
$30,771
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,513
- Stock #:
- 110852
- VIN:
- 1GCPYFED4LZ148125
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,513 mi
Plaistow, NH
33 mi away
Good Deal
$33,395
- 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:
- 54,464
- Stock #:
- SI1916B
- VIN:
- 3GCPYFED3MG280732
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,464 mi
Brooklyn, CT
49 mi away
Fair Deal
$37,787
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 $21,386.25 to $75,683.95 with an average price of $29,005.66. 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 Maynard, MA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,555.03. The average price has decreased by -1.8% since last year. The 307 for sale near Maynard, MA on CarGurus, range from $21,386 to $75,684 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Maynard, MA have no reported accidents or damage?
293 out of 307 for sale near Maynard, MA 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 16 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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