Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Middle Island, NY
163 results
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,700
- Stock #:
- 12700
- VIN:
- 3GCPKCEK8SG128537
Sponsored by Arnold Chevrolet LLC
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,700 mi
West Babylon, NY
24 mi away
Fair Deal
$44,699
- 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:
- Dark Ash Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,307
- Stock #:
- Z4575
- VIN:
- 3GCPDCEK0RG141805
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,307 mi
Brookfield, CT
47 mi away
Good Deal
$38,920
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,460
- Stock #:
- PG30796A
- VIN:
- 3GCUDCEDXPG307961
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,460 mi
Freehold, NJ
84 mi away
Good Deal
$41,438
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,147
- Stock #:
- U23550
- VIN:
- 1GCPYCEL6MZ371564
Price drop
-$1,490
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,147 mi
Riverhead, NY
13 mi away
Good Deal
$36,204
$34,714
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 97,904
- Stock #:
- 0201A
- VIN:
- 1GCPYCEFXLZ133175
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,904 mi
Home delivery from Pen Argyl, PA
Price includes $484 shipping
Fair Deal
$27,874
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,339
- Stock #:
- MX4446
- VIN:
- 1GCPYCEL1MZ352307
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,339 mi
Home delivery from Louisville, TN
Price includes $1,251 shipping
Fair Deal
$35,727
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,429
- Stock #:
- 20001MA4
- VIN:
- 3GCPDCED6NG585931
Price drop
-$2,602
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,429 mi
North Haven, CT
38 mi away
Good Deal
$40,963
$38,361
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,678
- Stock #:
- 19864MA3
- VIN:
- 3GCUDCED0RG316140
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,678 mi
North Haven, CT
38 mi away
Good Deal
$41,587
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 52,327
- Stock #:
- 51282A
- VIN:
- 1GCPYCEH4LZ356815
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,327 mi
Enfield, CT
80 mi away
Good Deal
$30,989
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- Automatic
- Mileage:
- 79,727
- Stock #:
- N355141
- VIN:
- 1GCRYCEH4LZ355141
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
79,727 mi
Home delivery from Barre, VT
Price includes $344 shipping
Good Deal
$26,638
- 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:
- Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,777
- Stock #:
- T9451A
- VIN:
- 3GCPDCEK7PG167623
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,777 mi
Vernon Rockville, CT
72 mi away
Good Deal
$40,912
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,718
- Stock #:
- U23215
- VIN:
- 3GCUDCEDXRG115166
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,718 mi
Riverhead, NY
13 mi away
Good Deal
$43,204
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 75,222
- Stock #:
- 6320A
- VIN:
- 1GCPYCEF5MZ219396
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,222 mi
Waterbury, CT
46 mi away
Good Deal
$32,490
- 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
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,737 mi
Windsor Locks, CT
73 mi away
Good Deal
$23,995
- 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
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,783 mi
Old Saybrook, CT
42 mi away
Fair Deal
$28,543
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,998
- Stock #:
- CW60894A
- VIN:
- 3GCPKCEK1TG172381
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
3,998 mi
Warwick, RI
99 mi away
Good Deal
$46,377
- 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:
- 43,589
- Stock #:
- P42470A
- VIN:
- 3GCUDCED8PG130990
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,589 mi
Warwick, RI
99 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 65,987
- Stock #:
- CC2995
- VIN:
- 1GCPYCEF2LZ262639
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,987 mi
Bristol, CT
55 mi away
Great Deal
$29,096
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 125,117
- Stock #:
- CU378338
- VIN:
- 1GCPYCEF0KZ378338
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
125,117 mi
Middletown, CT
48 mi away
Fair Deal
$26,219
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 50,954
- Stock #:
- UT11239
- VIN:
- 1GCPYCEF2MZ260925
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,954 mi
Bay Shore, NY
19 mi away
Good Deal
$33,995
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,460
- Stock #:
- PG30796A
- VIN:
- 3GCUDCEDXPG307961
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,460 mi
Freehold, NJ
84 mi away
Good Deal
$41,438
- 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:
- 8-Speed Automatic
- Mileage:
- 71,540
- Stock #:
- 53595
- VIN:
- 1GCPYCEK6NZ234598
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,540 mi
Home delivery from Cambridge, OH
Price includes $344 shipping
Good Deal
$30,270
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,500
- Stock #:
- 184422C01
- VIN:
- 1GCPYCEF3LZ184422
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,500 mi
South Amboy, NJ
76 mi away
Great Deal
$23,399
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 104,500
- Stock #:
- 184422C01
- VIN:
- 1GCPYCEF3LZ184422
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,500 mi
South Amboy, NJ
76 mi away
Great Deal
$23,399
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Middle Island, NY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,275.24. The average price has decreased by -1.8% since last year. The 123 for sale near Middle Island, NY on CarGurus, range from $20,900 to $67,163 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Middle Island, NY have no reported accidents or damage?
123 out of 123 for sale near Middle Island, NY 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.
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