Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearBridgehampton, NY
316 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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 by McGovern GMC
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,156 mi
Westborough, MA
100 mi away
Fair Deal
$41,490
$40,590
- 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:
- 115,754
- Stock #:
- 10598
- VIN:
- 3GCPYFED5LG239209
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,754 mi
Medford, NY
38 mi away
Great Deal
$23,763
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 122,353
- Stock #:
- S4848
- VIN:
- 1GCPYFED4LZ184848
New arrival
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
122,353 mi
Paterson, NJ
96 mi away
Good Deal
$26,496
- 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
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,143 mi
Foxboro, MA
97 mi away
Fair Deal
$40,794
- 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 $1,986 shipping
Good Deal
$50,885
$48,385
- 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 $452 shipping
Great Deal
$50,046
- 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:
- 115,754
- Stock #:
- 10598
- VIN:
- 3GCPYFED5LG239209
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,754 mi
Medford, NY
38 mi away
Great Deal
$23,763
- 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
79 mi away
Good Deal
$31,494
- 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
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,201 mi
Raynham, MA
95 mi away
Great Deal
$49,122
- 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:
- 117,309
- Stock #:
- BU2060A
- VIN:
- 3GCPYFEL3NG169123
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
117,309 mi
Poughkeepsie, NY
96 mi away
Great Deal
$28,175
- 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:
- 13,492
- Stock #:
- 9418HU
- VIN:
- 3GCUKFED3SG185136
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,492 mi
Southampton, NY
5 mi away
Fair Deal
$54,992
- 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:
- 49,588
- Stock #:
- N5300254A
- VIN:
- 3GCPYFED5MG416519
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
49,588 mi
Home delivery from Colebrook, NH
Price includes $418 shipping
Good Deal
$38,868
- Year:
- 2020
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 73,457
- Stock #:
- C13418
- VIN:
- 1GCPYFEL4LZ275335
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,457 mi
Freeport, NY
69 mi away
Fair Deal
$33,495
- 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
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,961 mi
Norwich, CT
40 mi away
Good Deal
$44,716
- 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
79 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,289
- Stock #:
- U10274
- VIN:
- 1GCPYFED3KZ330767
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,289 mi
Waterbury, CT
58 mi away
Good Deal
$27,991
- 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
100 mi away
Fair Deal
$41,490
$40,590
- 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
93 mi away
Great Deal
$28,900
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 117,390
- Stock #:
- A22516
- VIN:
- 1GCPYFED4KZ268456
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
117,390 mi
Home delivery from Logan, UT
Price includes $2,034 shipping
Fair Deal
$29,528
- 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:
- 111,812
- Stock #:
- D2097B
- VIN:
- 1GCPYFED8KZ102005
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
111,812 mi
West Springfield, MA
83 mi away
Good Deal
$27,589
- 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 $808 shipping
Good Deal
$36,112
- 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
94 mi away
Good Deal
$27,467
- 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 $786 shipping
Great Deal
$45,726
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 77,621
- Stock #:
- TT2966
- VIN:
- 1GCPYFED4MZ131813
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
77,621 mi
New Hyde Park, NY
74 mi away
Good Deal
$30,770
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 $23,763.00 to $77,270.75 with an average price of $30,242.97. 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 Bridgehampton, NY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $27,078.05. The average price has decreased by -0.5% since last year. The 230 for sale near Bridgehampton, NY on CarGurus, range from $23,763 to $77,271 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Bridgehampton, NY have no reported accidents or damage?
230 out of 230 for sale near Bridgehampton, NY 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.
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