Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearGeorgetown, CT
291 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:
- 75,412
- Stock #:
- 390926
- VIN:
- 3GCPYFED7MG390926
Sponsored by Freedom Chevrolet
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,412 mi
Fort Montgomery, NY
29 mi away
Great Deal
$32,494
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Radiant Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,741
- Stock #:
- N6847A
- VIN:
- 3GCPDFEK0RG205911
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,741 mi
Cheshire, CT
34 mi away
Good Deal
$43,898
- 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:
- 8,448
- Stock #:
- A302088
- VIN:
- 3GCUKFED2SG302088
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
8,448 mi
Danbury, CT
11 mi away
Good Deal
$53,000
- 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:
- 87,689
- Stock #:
- 26177A
- VIN:
- 1GCPYFED9MZ261683
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,689 mi
New Canaan, CT
8 mi away
Fair Deal
$34,016
- 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
39 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,620
- Stock #:
- 56281T
- VIN:
- 1GCPYFEL8MZ261732
Price drop
-$1,600
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,620 mi
Bay Shore, NY
37 mi away
Fair Deal
$36,595
$34,995
- 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:
- 51,402
- Stock #:
- 21682A
- VIN:
- 3GCUKFED9SG174853
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,402 mi
Home delivery from Eufaula, OK
Price includes $1,905 shipping
Fair Deal
$48,304
- 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:
- Ash
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,396
- Stock #:
- P08496A
- VIN:
- 3GCUDFED3PG227290
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,396 mi
Hempstead, NY
39 mi away
Fair Deal
$46,570
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,799
- Stock #:
- 25097P
- VIN:
- 3GCPDFEK0NG606837
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,799 mi
New Canaan, CT
8 mi away
Good Deal
$40,216
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,648
- Stock #:
- PM238331
- VIN:
- 1GCPYFEL5NZ238331
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,648 mi
Home delivery from Pleasantville, NJ
Price includes $280 shipping
Good Deal
$37,515
- 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 Leather Appoint
- Transmission:
- Automatic
- Mileage:
- 44,561
- Stock #:
- 6882U
- VIN:
- 3GCPYFEL7NG100113
Price drop
-$1,974
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,561 mi
Wilton, CT
5 mi away
Great Deal
$39,995
$38,995
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,013
- Stock #:
- Z4467A
- VIN:
- 3GCPDFEK4NG609093
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,013 mi
Brookfield, CT
14 mi away
Good Deal
$38,486
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,768
- Stock #:
- N6581A
- VIN:
- 1GCPYFEL3LZ306817
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,768 mi
Cheshire, CT
34 mi away
Good Deal
$36,229
- 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
Paterson, NJ
43 mi away
Good Deal
$28,984
- 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:
- 45,567
- Stock #:
- T621720
- VIN:
- 3GCUDFET5NG621720
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,567 mi
Home delivery from Wesley Chapel, FL
Price includes $1,286 shipping
Fair Deal
$43,306
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,216
- Stock #:
- FT09063
- VIN:
- 1GCPYFED1MZ246868
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,216 mi
Paterson, NJ
43 mi away
Good Deal
$29,984
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,755
- Stock #:
- CB2F11177A
- VIN:
- 3GCUKFEL9SG310471
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,755 mi
Home delivery from Raleigh, NC
Price includes $694 shipping
Fair Deal
$52,286
- 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
Home delivery from Seekonk, MA
Price includes $263 shipping
Fair Deal
$31,257
- 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:
- Automatic
- Mileage:
- 96,914
- Stock #:
- 29310
- VIN:
- 1GCPYFED5KZ129310
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,914 mi
West Islip, NY
38 mi away
Great Deal
$26,972
- 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:
- 105,607
- Stock #:
- J806
- VIN:
- 3GCPYFED3KG299696
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
105,607 mi
Home delivery from Troy, MO
Price includes $939 shipping
Fair Deal
$27,488
- 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
Home delivery from Gorham, NH
Price includes $480 shipping
Good Deal
$31,019
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,469
- Stock #:
- 19774
- VIN:
- 3GCUDFEDXRG319774
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
24,469 mi
Home delivery from Millville, NJ
Price includes $231 shipping
Fair Deal
$50,144
- 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:
- 107,629
- Stock #:
- 21912
- VIN:
- 1GCPYFED3MZ156685
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
107,629 mi
Home delivery from Downers Grove, IL
Price includes $755 shipping
Fair Deal
$30,667
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,013
- Stock #:
- Z4467A
- VIN:
- 3GCPDFEK4NG609093
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,013 mi
Brookfield, CT
14 mi away
Good Deal
$38,486
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 $20,077.50 to $77,170.20 with an average price of $29,929.83. 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 Georgetown, CT?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,956.69. The average price has decreased by -0.6% since last year. The 291 for sale near Georgetown, CT on CarGurus, range from $20,078 to $77,170 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Georgetown, CT have no reported accidents or damage?
286 out of 291 for sale near Georgetown, CT 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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