Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearWareham, MA
267 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,769
- Stock #:
- B8154
- VIN:
- 3GCUKFEDXSG363883
Sponsored by McKay Chevrolet of Raynham
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,769 mi
Raynham, MA
19 mi away
Fair Deal
$56,122
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 128,344
- Stock #:
- A4123
- VIN:
- 1GCPYFED5KZ235501
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
128,344 mi
North Attleboro, MA
36 mi away
Great Deal
$24,094
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 127,399
- Stock #:
- 1391
- VIN:
- 1GCPYFED1LZ288419
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,399 mi
West Bridgewater, MA
23 mi away
Good Deal
$25,586
- 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
14 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:
- 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
33 mi away
Good Deal
$30,494
- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,048
- Stock #:
- CC595
- VIN:
- 3GCUDFEL5PG330864
Price drop
-$925
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,048 mi
Plymouth, MA
13 mi away
Good Deal
$45,293
$44,368
- 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:
- 117,219
- Stock #:
- 1902
- VIN:
- 1GCPYFED2KZ362061
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
117,219 mi
West Bridgewater, MA
23 mi away
Good Deal
$26,586
- 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:
- 55,100
- Stock #:
- 9T3205
- VIN:
- 1GCPYFED3MZ213015
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,100 mi
Home delivery from Albany, NY
Price includes $298 shipping
Fair Deal
$37,812
- 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
33 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,127
- Stock #:
- 1919105
- VIN:
- 3GCPYFED9KG119105
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,127 mi
Home delivery from Naugatuck, CT
Price includes $123 shipping
Good Deal
$28,916
- 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 $906 shipping
Fair Deal
$39,295
- 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
- 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 $338 shipping
Great Deal
$29,322
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 98,622
- Stock #:
- CC60506A
- VIN:
- 3GCUDFED6NG671289
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,622 mi
Hyannis, MA
23 mi away
Fair Deal
$36,053
- 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:
- 78,846
- Stock #:
- 156238B
- VIN:
- 1GCPYFED4KZ156238
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,846 mi
Home delivery from Dallas, TX
Price includes $1,556 shipping
Fair Deal
$32,281
- 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:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 74,616
- Stock #:
- CK5452B
- VIN:
- 3GCPYFED3NG185590
Price drop
-$1,399
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,616 mi
East Providence, RI
34 mi away
Great Deal
$34,387
$33,387
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,780
- Stock #:
- 329247
- VIN:
- 3GCPKFEK3TG329247
New arrival
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
1,780 mi
Home delivery from Cadiz, KY
Price includes $1,464 shipping
Fair Deal
$56,063
- 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:
- 66,358
- Stock #:
- S26321A
- VIN:
- 1GCPYFED7MZ129280
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,358 mi
North Dartmouth, MA
17 mi away
Fair Deal
$36,097
- 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:
- 69,239
- Stock #:
- 49005A
- VIN:
- 1GCPYFED2MZ416879
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,239 mi
Mendon, MA
49 mi away
Fair Deal
$35,467
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 90,645
- Stock #:
- SG6377A
- VIN:
- 3GCUDFED0NG583015
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
90,645 mi
Raynham, MA
21 mi away
Great Deal
$34,195
- 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
- Transmission:
- Automatic
- Mileage:
- 84,303
- Stock #:
- T28068
- VIN:
- 3GCUDFEL1NG585380
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
84,303 mi
Home delivery from Lilburn, GA
Price includes $1,366 shipping
Fair Deal
$39,590
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 68,827
- Stock #:
- 436128
- VIN:
- 1GCPYFEL3MZ436128
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,827 mi
Home delivery from Buford, GA
Price includes $896 shipping
Good Deal
$37,195
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 141,310
- Stock #:
- 173849
- VIN:
- 1GCPYFED6LZ173849
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
141,310 mi
Home delivery from Ridgewood, NY
Price includes $226 shipping
Great Deal
$21,396
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,732
- Stock #:
- 70235267
- VIN:
- 3GCUKFE84TG210808
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,732 mi
Store transfer to North Attleboro, MA
Price includes $799 shipping
Good Deal
$53,797
- 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:
- 117,219
- Stock #:
- 1902
- VIN:
- 1GCPYFED2KZ362061
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
117,219 mi
West Bridgewater, MA
23 mi away
Good Deal
$26,586
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 $21,396.25 to $75,752.40 with an average price of $29,100.22. 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 Wareham, MA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,488.98. The average price has decreased by -2.1% since last year. The 267 for sale near Wareham, MA on CarGurus, range from $21,396 to $75,752 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Wareham, MA have no reported accidents or damage?
263 out of 267 for sale near Wareham, 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/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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