Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearNaples, ME
274 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,986
- Stock #:
- N4600056AA
- VIN:
- 3GCPYFED0MG371604
Price drop
-$980
Sponsored by Nucar Automall of Tilton
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,986 mi
Tilton, NH
59 mi away
Good Deal
$36,676
$35,696
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 108,983
- Stock #:
- T626A
- VIN:
- 3GCPDFEK7NG557295
Price drop
-$1,499
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
108,983 mi
Yarmouth, ME
26 mi away
Good Deal
$31,484
$30,484
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,347
- Stock #:
- TCT577A
- VIN:
- 3GCUDFEL5RG408742
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,347 mi
Laconia, NH
52 mi away
Great Deal
$47,941
- 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:
- 52,986
- Stock #:
- N4600056AA
- VIN:
- 3GCPYFED0MG371604
Price drop
-$980
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,986 mi
Tilton, NH
59 mi away
Good Deal
$36,676
$35,696
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,758
- Stock #:
- HC243
- VIN:
- 3GCPYFEDXMG408996
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,758 mi
Bow, NH
71 mi away
Good Deal
$34,592
- 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
76 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,127
- Stock #:
- WYC-327096
- VIN:
- 3GCPYFED7MG327096
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,127 mi
Home delivery from Waukegan, IL
Price includes $874 shipping
Fair Deal
$34,050
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 91,729
- Stock #:
- T307B
- VIN:
- 1GCPYFED9MZ164368
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,729 mi
Yarmouth, ME
26 mi away
Good Deal
$30,984
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,500
- Stock #:
- HC236
- VIN:
- 3GCUDFE81RG262996
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,500 mi
Bow, NH
71 mi away
Fair Deal
$49,492
- 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 $922 shipping
Good Deal
$39,312
- 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
- Transmission:
- Automatic
- Mileage:
- 94,669
- Stock #:
- 214243T
- VIN:
- 1GCPYFEDXMZ214243
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,669 mi
Gorham, NH
42 mi away
Good Deal
$30,039
- 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
82 mi away
Good Deal
$33,395
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,095
- Stock #:
- C56094A
- VIN:
- 3GCPDFEK6PG264863
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,095 mi
Dover, NH
56 mi away
Fair Deal
$42,586
- 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:
- Black
- Mileage:
- 114,952
- Stock #:
- SF183875
- VIN:
- 1GCPYFED2LZ183875
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
114,952 mi
Home delivery from Hollywood, FL
Price includes $1,339 shipping
Good Deal
$30,344
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,734
- Stock #:
- W4817A
- VIN:
- 3GCUDFED2RG350730
Price drop
-$1,100
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,734 mi
Portsmouth, NH
61 mi away
Great Deal
$45,694
$44,594
- 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:
- 53,997
- Stock #:
- T709A
- VIN:
- 3GCPYFED5LG292668
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,997 mi
Yarmouth, ME
26 mi away
Fair Deal
$36,484
- 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:
- 60,380
- Stock #:
- G26163M
- VIN:
- 1GCPYFED4LZ286800
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,380 mi
Nashua, NH
95 mi away
Fair Deal
$36,304
- 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:
- 139,900
- Stock #:
- TR26335A
- VIN:
- 1GCPYFED6MZ212036
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
139,900 mi
Home delivery from Bourbonnais, IL
Price includes $1,342 shipping
Fair Deal
$28,708
- 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:
- 27,693
- Stock #:
- N26477A
- VIN:
- 3GCUDFED4RG128819
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,693 mi
Saco, ME
31 mi away
Fair Deal
$49,594
- 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 $2,196 shipping
Good Deal
$56,629
- 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 $351 shipping
Great Deal
$21,521
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,168
- Stock #:
- 28507528
- VIN:
- 3GCPYFED5MG382291
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,168 mi
Store transfer to South Portland, ME
Price includes $1,199 shipping
Fair Deal
$35,197
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 18,547
- Stock #:
- T269315L
- VIN:
- 3GCUDFED3RG201341
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,547 mi
Home delivery from Rochester, NY
Price includes $532 shipping
Fair Deal
$50,528
- 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:
- 15,685
- Stock #:
- C90461L
- VIN:
- 3GCPKFEK2SG285773
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,685 mi
Hooksett, NH
76 mi away
Fair Deal
$49,372
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 $19,995.00 to $75,770.90 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 Naples, ME?
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 246 for sale near Naples, ME on CarGurus, range from $19,995 to $75,771 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Naples, ME have no reported accidents or damage?
244 out of 246 for sale near Naples, ME 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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