Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearNaples, ME
273 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:
- 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:
- 43,936
- Stock #:
- C88892L
- VIN:
- 3GCPKFEK9SG235405
Sponsored by Merchants Automotive Group
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,936 mi
Hooksett, NH
76 mi away
Great Deal
$40,360
- 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
- 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
76 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,880
- Stock #:
- L25088A
- VIN:
- 1GCPYFED8MZ207095
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,880 mi
White River Junction, VT
88 mi away
Good Deal
$33,898
- 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:
- 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:
- 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:
- 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
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,100 mi
Home delivery from Albany, NY
Price includes $318 shipping
Fair Deal
$37,834
- 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:
- 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:
- 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:
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 32,276
- Stock #:
- 7P1493
- VIN:
- 3GCUDFEDXPG150532
Price drop
-$1,959
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,276 mi
Home delivery from Albany, NY
Price includes $318 shipping
Good Deal
$46,994
$45,034
- 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:
- 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:
- 10-Speed Automatic
- Mileage:
- 39,028
- Stock #:
- 442637A
- VIN:
- 1GCPYFED9MZ442637
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,028 mi
Home delivery from Sykesville, MD
Price includes $700 shipping
Fair Deal
$39,094
- 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:
- 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
Price drop
-$1,000
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,827 mi
Home delivery from Buford, GA
Price includes $987 shipping
Good Deal
$38,786
$37,786
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 127,360
- Stock #:
- 1lz144176
- VIN:
- 1GCPYFED1LZ144176
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,360 mi
Gardiner, ME
45 mi away
Good Deal
$25,901
- 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:
- 57,792
- Stock #:
- 195481T
- VIN:
- 1GCPYFED6MZ195481
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,792 mi
Gorham, NH
42 mi away
Fair Deal
$38,418
- 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:
- 19,067
- Stock #:
- D7283
- VIN:
- 3GCUKFED9SG261250
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,067 mi
Franklin, NH
63 mi away
Fair Deal
$53,694
- 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
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,095 mi
Dover, NH
56 mi away
Fair Deal
$42,586
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 $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 244 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?
240 out of 244 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.
Relevant articles
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
Best Truck Lease Deals in August 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.
CarGurus Editorial Team
Car Deals with 0% APR in August 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.
Chevrolet Silverado 1500 LT in Naples MEChevrolet Silverado 1500 RST in Naples MEChevrolet Silverado 1500 LTZ in Naples MEChevrolet Silverado 1500 LT Trail Boss in Naples MEChevrolet Silverado 1500 LT1 in Naples MEChevrolet Silverado 1500 Custom in Naples MEChevrolet Silverado 1500 High Country in Naples MEChevrolet Silverado 1500 Custom Trail Boss in Naples MEChevrolet Silverado 1500 Work Truck in Naples ME
Chevrolet Silverado 1500 in Auburn MEChevrolet Silverado 1500 in Portland MEChevrolet Silverado 1500 in Augusta MEChevrolet Silverado 1500 in Portsmouth NHChevrolet Silverado 1500 in Manchester NHChevrolet Silverado 1500 in Montpelier VTChevrolet Silverado 1500 in Groton MAChevrolet Silverado 1500 in Boston MAChevrolet Silverado 1500 in Brattleboro VT
Chevrolet Silverado 1500 in Naples MEOld Chevy Trucks for Sale in Naples MEClassic Muscle Cars for Sale in Naples MEChevrolet Trucks For Sale in Naples MECheap Muscle Cars for Sale in Naples MEWork Trucks for Sale in Naples MEReliable Cars For Sale in Naples MEAmerican Made Trucks For Sale in Naples MEBest Pickup Trucks For Sale in Naples MEBest Cars Under $5,000 For Sale in Naples ME
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 NaplesUsed SUVs / Crossovers for Sale with Low Mileage in NaplesUsed Hatchbacks for Sale with Low Mileage in NaplesUsed Convertibles for Sale with Low Mileage in NaplesUsed Vans for Sale with Low Mileage in NaplesUsed Minivans for Sale with Low Mileage in NaplesUsed Pickup Trucks for Sale with Low Mileage in NaplesUsed Coupes for Sale with Low Mileage in NaplesUsed Wagons for Sale with Low Mileage in Naples
