Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Connecticut
305 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 35,384
- Stock #:
- C26168A
- VIN:
- 3GCUDFED1RG173894
Sponsored by Hamden Chevrolet
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,384 mi
Hamden, CT
30 mi away
Fair Deal
$47,998
- 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:
- 84,826
- Stock #:
- TR12484A
- VIN:
- 3GCPYFEL9MG260704
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
84,826 mi
Waterbury, CT
23 mi away
Great Deal
$30,996
- 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:
- 110,481
- Stock #:
- 308208
- VIN:
- 1GCPYFED7MZ308208
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,481 mi
Hartford, CT
1 mi away
Fair Deal
$29,298
- 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:
- 95,480
- Stock #:
- 26-387B
- VIN:
- 1GCPYFED5MZ380024
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
95,480 mi
Torrington, CT
23 mi away
Fair Deal
$30,476
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,228
- Stock #:
- R2184A
- VIN:
- 3GCPYFED3MG353498
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,228 mi
Old Saybrook, CT
35 mi away
Good Deal
$35,591
- 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:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,431
- Stock #:
- AC9503
- VIN:
- 3GCPKFEK0TG133766
Price drop
-$1,293
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
7,431 mi
Old Saybrook, CT
35 mi away
Great Deal
$49,638
$48,345
- 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:
- 76,514
- Stock #:
- TX118641B
- VIN:
- 1GCPYFED5MZ431196
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,514 mi
West Simsbury, CT
11 mi away
Fair Deal
$32,649
- 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:
- 74,174
- Stock #:
- AC9469
- VIN:
- 3GCPYFEL3MG146472
Price drop
-$1,075
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,174 mi
Old Saybrook, CT
35 mi away
Fair Deal
$35,373
$34,298
- 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:
- 56,458
- Stock #:
- 26U00051
- VIN:
- 1GCPYFED8MZ449871
Price drop
-$996
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,458 mi
Springfield, MA
23 mi away
Good Deal
$35,703
$34,707
- 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:
- 89,790
- Stock #:
- 1919105
- VIN:
- 3GCPYFED9KG119105
Price drop
-$1,000
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,790 mi
Naugatuck, CT
28 mi away
Good Deal
$28,793
$27,793
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,685
- Stock #:
- 70177068
- VIN:
- 3GCUDFED9RG261494
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,685 mi
Store transfer to Hartford, CT
Price includes $1,399 shipping
Good Deal
$40,397
- 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:
- 73,863
- Stock #:
- N6998A
- VIN:
- 1GCPYFED9MZ317167
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,863 mi
Cheshire, CT
19 mi away
Fair Deal
$33,592
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,811
- Stock #:
- 6065A
- VIN:
- 3GCPYFED2MG415778
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,811 mi
West Springfield, MA
23 mi away
Fair Deal
$40,195
- 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:
- Automatic
- Mileage:
- 11,488
- Stock #:
- AC9505
- VIN:
- 3GCUKFED1TG242712
Price drop
-$1,100
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,488 mi
Old Saybrook, CT
35 mi away
Fair Deal
$53,637
$52,537
- 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:
- 31,822
- Stock #:
- AC9497
- VIN:
- 3GCUDFED1PG357505
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,822 mi
Old Saybrook, CT
35 mi away
Good Deal
$43,540
- 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:
- 19,537
- Stock #:
- 7R007A
- VIN:
- 3GCUDFEDXRG273668
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,537 mi
Chicopee, MA
29 mi away
Fair Deal
$48,776
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,435
- Stock #:
- 25UC0136
- VIN:
- 3GCUKFED9SG211643
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,435 mi
Glastonbury, CT
6 mi away
Fair Deal
$50,882
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,200
- Stock #:
- TT0537A
- VIN:
- 3GCUDFE87PG248498
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,200 mi
New London, CT
40 mi away
Fair Deal
$43,584
- 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:
- 35,752
- Stock #:
- 10T3345
- VIN:
- 1GCPYFED4MZ227988
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,752 mi
Home delivery from Albany, NY
Price includes $149 shipping
Good Deal
$36,874
- 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:
- 85,848
- Stock #:
- SM243677
- VIN:
- 3GCPYFED3LG243677
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,848 mi
East Windsor, CT
9 mi away
Good Deal
$29,472
- 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:
- 84,826
- Stock #:
- TR12484A
- VIN:
- 3GCPYFEL9MG260704
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
84,826 mi
Waterbury, CT
23 mi away
Great Deal
$30,996
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 96,707
- Stock #:
- CT11901
- VIN:
- 1GCPYFED0LZ340593
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,707 mi
Manchester, CT
6 mi away
Great Deal
$26,744
- Year:
- 2026
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,830
- Stock #:
- AC9492
- VIN:
- 3GCUKFEL6TG181218
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
3,830 mi
Old Saybrook, CT
35 mi away
Fair Deal
$58,522
- 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:
- 77,392
- Stock #:
- LG393227TL
- VIN:
- 3GCPYFELXLG393227
Price drop
-$1,000
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
77,392 mi
Wilbraham, MA
28 mi away
Good Deal
$35,299
$34,299
- 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:
- 35,384
- Stock #:
- C26168A
- VIN:
- 3GCUDFED1RG173894
Sponsored by Hamden Chevrolet
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,384 mi
Hamden, CT
30 mi away
Fair Deal
$47,998
- 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:
- 84,826
- Stock #:
- TR12484A
- VIN:
- 3GCPYFEL9MG260704
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
84,826 mi
Waterbury, CT
23 mi away
Great Deal
$30,996
- 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:
- 110,481
- Stock #:
- 308208
- VIN:
- 1GCPYFED7MZ308208
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,481 mi
Hartford, CT
1 mi away
Fair Deal
$29,298
- 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:
- 95,480
- Stock #:
- 26-387B
- VIN:
- 1GCPYFED5MZ380024
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
95,480 mi
Torrington, CT
23 mi away
Fair Deal
$30,476
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,228
- Stock #:
- R2184A
- VIN:
- 3GCPYFED3MG353498
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,228 mi
Old Saybrook, CT
35 mi away
Good Deal
$35,591
- 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:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,431
- Stock #:
- AC9503
- VIN:
- 3GCPKFEK0TG133766
Price drop
-$1,293
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
7,431 mi
Old Saybrook, CT
35 mi away
Great Deal
$49,638
$48,345
- 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:
- 76,514
- Stock #:
- TX118641B
- VIN:
- 1GCPYFED5MZ431196
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,514 mi
West Simsbury, CT
11 mi away
Fair Deal
$32,649
- 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:
- 74,174
- Stock #:
- AC9469
- VIN:
- 3GCPYFEL3MG146472
Price drop
-$1,075
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,174 mi
Old Saybrook, CT
35 mi away
Fair Deal
$35,373
$34,298
- 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:
- 56,458
- Stock #:
- 26U00051
- VIN:
- 1GCPYFED8MZ449871
Price drop
-$996
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,458 mi
Springfield, MA
23 mi away
Good Deal
$35,703
$34,707
- 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:
- 89,790
- Stock #:
- 1919105
- VIN:
- 3GCPYFED9KG119105
Price drop
-$1,000
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,790 mi
Naugatuck, CT
28 mi away
Good Deal
$28,793
$27,793
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,685
- Stock #:
- 70177068
- VIN:
- 3GCUDFED9RG261494
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,685 mi
Store transfer to Hartford, CT
Price includes $1,399 shipping
Good Deal
$40,397
- 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:
- 73,863
- Stock #:
- N6998A
- VIN:
- 1GCPYFED9MZ317167
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,863 mi
Cheshire, CT
19 mi away
Fair Deal
$33,592
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,811
- Stock #:
- 6065A
- VIN:
- 3GCPYFED2MG415778
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,811 mi
West Springfield, MA
23 mi away
Fair Deal
$40,195
- 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:
- Automatic
- Mileage:
- 11,488
- Stock #:
- AC9505
- VIN:
- 3GCUKFED1TG242712
Price drop
-$1,100
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,488 mi
Old Saybrook, CT
35 mi away
Fair Deal
$53,637
$52,537
- 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:
- 31,822
- Stock #:
- AC9497
- VIN:
- 3GCUDFED1PG357505
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,822 mi
Old Saybrook, CT
35 mi away
Good Deal
$43,540
- 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:
- 19,537
- Stock #:
- 7R007A
- VIN:
- 3GCUDFEDXRG273668
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,537 mi
Chicopee, MA
29 mi away
Fair Deal
$48,776
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,435
- Stock #:
- 25UC0136
- VIN:
- 3GCUKFED9SG211643
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,435 mi
Glastonbury, CT
6 mi away
Fair Deal
$50,882
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,200
- Stock #:
- TT0537A
- VIN:
- 3GCUDFE87PG248498
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,200 mi
New London, CT
40 mi away
Fair Deal
$43,584
- 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:
- 35,752
- Stock #:
- 10T3345
- VIN:
- 1GCPYFED4MZ227988
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,752 mi
Home delivery from Albany, NY
Price includes $149 shipping
Good Deal
$36,874
- 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:
- 85,848
- Stock #:
- SM243677
- VIN:
- 3GCPYFED3LG243677
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,848 mi
East Windsor, CT
9 mi away
Good Deal
$29,472
- 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:
- 84,826
- Stock #:
- TR12484A
- VIN:
- 3GCPYFEL9MG260704
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
84,826 mi
Waterbury, CT
23 mi away
Great Deal
$30,996
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 96,707
- Stock #:
- CT11901
- VIN:
- 1GCPYFED0LZ340593
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,707 mi
Manchester, CT
6 mi away
Great Deal
$26,744
- Year:
- 2026
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,830
- Stock #:
- AC9492
- VIN:
- 3GCUKFEL6TG181218
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
3,830 mi
Old Saybrook, CT
35 mi away
Fair Deal
$58,522
- 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:
- 77,392
- Stock #:
- LG393227TL
- VIN:
- 3GCPYFELXLG393227
Price drop
-$1,000
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
77,392 mi
Wilbraham, MA
28 mi away
Good Deal
$35,299
$34,299
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 $22,206.00 to $78,067.40 with an average price of $28,453.51. 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 Connecticut?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,824.49. The average price has decreased by -5.3% since last year. The 305 for sale near Connecticut on CarGurus, range from $22,206 to $78,067 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Connecticut have no reported accidents or damage?
277 out of 305 for sale near Connecticut 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.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
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
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in ConnecticutChevrolet Silverado 1500 RST in ConnecticutChevrolet Silverado 1500 LTZ in ConnecticutChevrolet Silverado 1500 LT Trail Boss in ConnecticutChevrolet Silverado 1500 LT1 in ConnecticutChevrolet Silverado 1500 Custom in ConnecticutChevrolet Silverado 1500 High Country in ConnecticutChevrolet Silverado 1500 Custom Trail Boss in ConnecticutChevrolet Silverado 1500 Work Truck in Connecticut
Chevrolet Silverado 1500 in ConnecticutOld Chevy Trucks for Sale in ConnecticutClassic Muscle Cars for Sale in ConnecticutChevrolet Trucks For Sale in ConnecticutCheap Muscle Cars for Sale in ConnecticutWork Trucks for Sale in ConnecticutReliable Cars For Sale in ConnecticutAmerican Made Trucks For Sale in ConnecticutBest Pickup Trucks For Sale in ConnecticutBest Cars Under $5,000 For Sale in Connecticut
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 ConnecticutUsed SUVs / Crossovers for Sale with Low Mileage in ConnecticutUsed Hatchbacks for Sale with Low Mileage in ConnecticutUsed Convertibles for Sale with Low Mileage in ConnecticutUsed Vans for Sale with Low Mileage in ConnecticutUsed Minivans for Sale with Low Mileage in ConnecticutUsed Pickup Trucks for Sale with Low Mileage in ConnecticutUsed Coupes for Sale with Low Mileage in ConnecticutUsed Wagons for Sale with Low Mileage in Connecticut
