Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMaynard, MA
264 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 85,273
- Stock #:
- 295171
- VIN:
- 3GCPYFED0LG295171
Sponsored by Auto Factory
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,273 mi
Peabody, MA
25 mi away
Good Deal
$31,500
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,295
- Stock #:
- C89484L
- VIN:
- 3GCPDFEK9PG286629
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,295 mi
Hooksett, NH
43 mi away
Fair Deal
$43,772
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,188
- Stock #:
- PT13129
- VIN:
- 3GCPYFELXNG164856
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,188 mi
Nashua, NH
26 mi away
Good Deal
$36,320
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,192
- Stock #:
- C88007L
- VIN:
- 3GCPDFEK8PG312296
Price drop
-$1,800
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
48,192 mi
Hooksett, NH
43 mi away
Great Deal
$39,572
$37,772
- 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:
- Cypress Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,201
- Stock #:
- M0900A
- VIN:
- 3GCUKFEL8SG226769
Price drop
-$1,400
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,201 mi
Raynham, MA
43 mi away
Great Deal
$50,522
$49,122
- 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:
- 96,486
- Stock #:
- 5839
- VIN:
- 1GCPYFED1LZ137843
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,486 mi
Fitchburg, MA
19 mi away
Great Deal
$27,999
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 106,425
- Stock #:
- 5860
- VIN:
- 3GCPYFEDXLG226021
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
106,425 mi
Fitchburg, MA
19 mi away
Fair Deal
$29,999
- 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 $804 shipping
Great Deal
$50,598
- 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:
- 51,239
- Stock #:
- 21682A
- VIN:
- 3GCUKFED9SG174853
Price drop
-$2,500
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,239 mi
Home delivery from Eufaula, OK
Price includes $2,080 shipping
Fair Deal
$50,980
$48,480
- 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
Price drop
-$1,387
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,961 mi
Home delivery from Norwich, CT
Price includes $172 shipping
Good Deal
$46,276
$44,888
- 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:
- 41,156
- Stock #:
- GM3837
- VIN:
- 1GCPYFED0NZ227231
Price drop
-$900
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,156 mi
Westborough, MA
13 mi away
Fair Deal
$41,490
$40,590
- 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
$31,494
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 148,120
- Stock #:
- EP6125A
- VIN:
- 1GCPYFEDXMZ453839
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
148,120 mi
East Providence, RI
42 mi away
Fair Deal
$26,387
- 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
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
113,924 mi
Westborough, MA
12 mi away
Great Deal
$25,455
- 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
- Transmission:
- Automatic
- Mileage:
- 112,640
- Stock #:
- 10541
- VIN:
- 1GCPYFED7NZ105367
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
112,640 mi
Cherry Valley , MA
25 mi away
Great Deal
$28,900
- 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:
- 66,141
- Stock #:
- VC26145
- VIN:
- 3GCPYFEDXMG436331
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,141 mi
Home delivery from Hicksville, OH
Price includes $858 shipping
Good Deal
$36,162
- 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:
- 69,444
- Stock #:
- N2300345A
- VIN:
- 1GCPYFED2MZ368848
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,444 mi
Woburn, MA
16 mi away
Good Deal
$35,733
- 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:
- 92,808
- Stock #:
- 12044
- VIN:
- 1GCPYFEDXLZ332050
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,808 mi
Abington, MA
35 mi away
Good Deal
$30,293
- 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:
- 94,778
- Stock #:
- 79495A
- VIN:
- 1GCPYFED6KZ295142
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,778 mi
Danvers, MA
28 mi away
Good Deal
$28,586
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,586
- Stock #:
- NT26107A
- VIN:
- 3GCUDFED6RG237752
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,586 mi
Home delivery from Delphos, OH
Price includes $842 shipping
Good Deal
$46,238
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 64,899
- Stock #:
- 26150A
- VIN:
- 1GCPYFED8LZ211209
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,899 mi
Salisbury, MA
40 mi away
Fair Deal
$36,783
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 106,082
- Stock #:
- 126236A
- VIN:
- 1GCPYFED8KZ183376
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
106,082 mi
Mendon, MA
19 mi away
Good Deal
$27,967
- 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
Mendon, MA
19 mi away
Great Deal
$46,467
- 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:
- 41,156
- Stock #:
- GM3837
- VIN:
- 1GCPYFED0NZ227231
Price drop
-$900
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,156 mi
Westborough, MA
13 mi away
Fair Deal
$41,490
$40,590
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 $24,105.00 to $77,416.90 with an average price of $30,236.05. 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 Maynard, MA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $27,074.75. The average price has decreased by -0.6% since last year. The 264 for sale near Maynard, MA on CarGurus, range from $24,105 to $77,417 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Maynard, MA have no reported accidents or damage?
264 out of 264 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 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
CarGurus Editorial Team
Best Truck Lease Deals in July 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
Chevrolet Silverado 1500 LT in Maynard MAChevrolet Silverado 1500 RST in Maynard MAChevrolet Silverado 1500 LTZ in Maynard MAChevrolet Silverado 1500 LT Trail Boss in Maynard MAChevrolet Silverado 1500 LT1 in Maynard MAChevrolet Silverado 1500 High Country in Maynard MAChevrolet Silverado 1500 Custom in Maynard MAChevrolet Silverado 1500 Custom Trail Boss in Maynard MAChevrolet Silverado 1500 Work Truck in Maynard MA
Chevrolet Silverado 1500 in Groton MAChevrolet Silverado 1500 in Worcester MAChevrolet Silverado 1500 in Boston MAChevrolet Silverado 1500 in Manchester NHChevrolet Silverado 1500 in Providence RIChevrolet Silverado 1500 in Plymouth MAChevrolet Silverado 1500 in Portsmouth NHChevrolet Silverado 1500 in New Bedford MAChevrolet Silverado 1500 in Chicopee MA
Chevrolet Silverado 1500 in Maynard MAOld Chevy Trucks for Sale in Maynard MAClassic Muscle Cars for Sale in Maynard MAChevrolet Trucks For Sale in Maynard MACheap Muscle Cars for Sale in Maynard MAWork Trucks for Sale in Maynard MAReliable Cars For Sale in Maynard MAAmerican Made Trucks For Sale in Maynard MABest Pickup Trucks For Sale in Maynard MABest Cars Under $5,000 For Sale in Maynard MA
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in MaynardUsed SUVs / Crossovers for Sale with Low Mileage in MaynardUsed Hatchbacks for Sale with Low Mileage in MaynardUsed Convertibles for Sale with Low Mileage in MaynardUsed Vans for Sale with Low Mileage in MaynardUsed Minivans for Sale with Low Mileage in MaynardUsed Pickup Trucks for Sale with Low Mileage in MaynardUsed Coupes for Sale with Low Mileage in MaynardUsed Wagons for Sale with Low Mileage in Maynard
