CarGurus Header

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearLedyard, CT

Filters (3)

Location:

Only show listings in CT?

Include delivery listings?

119 vehicles found

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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
10-Speed Automatic
Mileage:
102,783
Stock #:
5211
VIN:
3GCPYCEF9MG436837
Blue 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 10-Speed Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,783 mi

Old Saybrook, CT
22 mi away
Good Deal

$28,543

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:
White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
93,405
Stock #:
P233870
VIN:
1GCRYCEF3KZ233870
White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

93,405 mi

Charlton, MA
49 mi away
Good Deal

$25,624

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:
Blue
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
57,412
Stock #:
CT12064
VIN:
1GCRYCEF4KZ223400
Blue 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

Sponsored Listing

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

57,412 mi

Manchester, CT
37 mi away
Good Deal

$28,199

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:
Summit White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
3,560
Stock #:
P25761
VIN:
3GCPKCEK0TG160125
Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,560 mi

Home delivery from Scottsdale, AZ
Price includes $2,796 shipping
Fair Deal

$47,395

$46,395

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:
White
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
93,405
Stock #:
P233870
VIN:
1GCRYCEF3KZ233870
White 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

93,405 mi

Charlton, MA
49 mi away
Good Deal

$25,624

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:
43,590
Stock #:
P42470A
VIN:
3GCUDCED8PG130990
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,590 mi

Warwick, RI
36 mi away
Fair Deal

$40,377

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
113,737
Stock #:
275538
VIN:
3GCPYCEF6LG275538
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

113,737 mi

Windsor Locks, CT
46 mi away
Good Deal

$23,995

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:
Mosaic Black Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
54,771
Stock #:
5048
VIN:
1GCPYCEL5NZ100710
Mosaic Black Metallic 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,771 mi

Home delivery from Seffner, FL
Price includes $1,151 shipping
Great Deal

$33,145

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:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
123,011
Stock #:
NA132528
VIN:
3GCPYCEFXMG132528
Blue 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

123,011 mi

Warwick, RI
37 mi away
Good Deal

$24,995

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:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
26,322
Stock #:
48208
VIN:
3GCUDCED4PG360459
Gray 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,322 mi

Home delivery from Arlington, TX
Price includes $2,258 shipping
Good Deal

$39,478

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
62,775
Stock #:
5019
VIN:
1GCPYCEF0LZ168095
Black 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,775 mi

Home delivery from Burton, MI
Price includes $606 shipping
Great Deal

$30,006

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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
10-Speed Automatic
Mileage:
102,783
Stock #:
5211
VIN:
3GCPYCEF9MG436837
Blue 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 10-Speed Automatic

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,783 mi

Old Saybrook, CT
22 mi away
Good Deal

$28,543

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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
53,768
Stock #:
PM174391
VIN:
1GCPYCEL0NZ174391
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

53,768 mi

Home delivery from Pleasantville, NJ
Price includes $376 shipping
Great Deal

$35,366

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:
Blue
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic Overdrive
Mileage:
57,412
Stock #:
CT12064
VIN:
1GCRYCEF4KZ223400
Blue 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

57,412 mi

Manchester, CT
37 mi away
Good Deal

$28,199

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
49,669
Stock #:
28739643
VIN:
1GCPYCEK8NZ237762
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,669 mi

Store transfer to Cranston, RI
Price includes $1,799 shipping
Fair Deal

$36,797

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:
46,774
Stock #:
S19825A
VIN:
3GCUDCED7RG267941
Slate Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,774 mi

Home delivery from Newton, NC
Price includes $960 shipping
Fair Deal

$41,959

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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
60,104
Stock #:
N6402A
VIN:
1GCPYCEF7LZ219561
Shadow Gray Metallic 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,104 mi

Cheshire, CT
47 mi away
Fair Deal

$32,464

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:
15 MPG
Fuel type:
Gasoline
Transmission:
6-Speed Automatic Overdrive
Mileage:
33,262
Stock #:
MX4598
VIN:
1GCPYCEF4MZ232253
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic Overdrive
New arrival

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,262 mi

Home delivery from Michigan Center, MI
Price includes $1,145 shipping
Fair Deal

$37,778

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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth Seat Trim
Transmission:
Automatic
Mileage:
51,627
Stock #:
TH6061B
VIN:
3GCPDCEK4PG340272
Black 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,627 mi

East Providence, RI
43 mi away
Fair Deal

$38,387

Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Fuel type:
Gasoline
Mileage:
97,494
Stock #:
AP001168
VIN:
1GCPYCEL9MZ130212
 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive
Price drop

-$1,000

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

97,494 mi

Home delivery from Fairfax, VA
Price includes $993 shipping
Good Deal

$29,988

$28,988

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
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
57,863
Stock #:
N5300252A
VIN:
3GCPYCEF0KG292074
Red Hot 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 6-Speed Automatic

 

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,863 mi

Home delivery from Colebrook, NH
Price includes $363 shipping
Good Deal

$31,400

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:
43,590
Stock #:
P42470A
VIN:
3GCUDCED8PG130990
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,590 mi

Warwick, RI
36 mi away
Fair Deal

$40,377

FAQs

How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Ledyard, CT?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,195.57. The average price has decreased by -1.4% since last year. The 119 for sale near Ledyard, CT on CarGurus, range from $22,269 to $61,062 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Ledyard, CT have no reported accidents or damage?
119 out of 119 for sale near Ledyard, CT have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer