Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Oakville, ON
2,203 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:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 103,271
- Stock #:
- A6993A
- VIN:
- 3GCPYCEL4MG316076
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,271 mi
Brattleboro, VT
1 mi away
Great Deal
$26,890
- 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:
- Silver
- Fuel type:
- Gasoline
- Mileage:
- 83,426
- Stock #:
- 25G047B
- VIN:
- 3GCPYCEF0LG109712
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,426 mi
Karnes City, TX
1 mi away
Great Deal
$28,218
- 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:
- 58,876
- Stock #:
- TN237768B
- VIN:
- 3GCPYCEL4MG371854
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,876 mi
Shippensburg, PA
1 mi away
Fair Deal
$37,271
- 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
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 106,192
- Stock #:
- MP7430A
- VIN:
- 1GCPYCEF7MZ281592
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,192 mi
Northglenn, CO
1 mi away
Fair Deal
$27,789
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,636
- Stock #:
- 67290A
- VIN:
- 3GCPDCEKXRG343339
Price drop
-$1,927
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,636 mi
Tucson, AZ
1 mi away
Good Deal
$42,186
$40,259
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,064
- Stock #:
- 125561A
- VIN:
- 3GCPDCEK5PG189510
Photos coming soon
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,064 mi
Portland, OR
1 mi away
Good Deal
$36,187
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,743
- Stock #:
- P10012
- VIN:
- 3GCPYCEKXNG110012
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,743 mi
Nicholasville, KY
1 mi away
Good Deal
$32,193
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,064
- Stock #:
- RG314970AP
- VIN:
- 3GCPDCEK4RG314970
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,064 mi
Las Cruces, NM
1 mi away
Great Deal
$39,344
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 7,655
- Stock #:
- U34637A
- VIN:
- 3GCPKCEK7TG137716
Price drop
-$1,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,655 mi
Daytona Beach, FL
1 mi away
Great Deal
$41,379
$40,379
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,838
- Stock #:
- RG199120T
- VIN:
- 3GCPDCEK5RG199120
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,838 mi
Avondale, AZ
1 mi away
Good Deal
$36,441
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,593
- Stock #:
- 19534I
- VIN:
- 3GCUDCED8PG128687
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,593 mi
Red Wing, MN
1 mi away
Good Deal
$34,901
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,076
- Stock #:
- A263367A
- VIN:
- 3GCPYCEF5KG189796
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,076 mi
Tipton, IN
1 mi away
Fair Deal
$29,642
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,007
- Stock #:
- 260571A
- VIN:
- 3GCPDCEK3RG234513
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,007 mi
Lebanon, OH
1 mi away
Good Deal
$37,539
- 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:
- Cajun Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 75,649
- Stock #:
- 200626
- VIN:
- 3GCPYCEF2LG210072
Price drop
-$1,000
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,649 mi
Fair Oaks, CA
1 mi away
Fair Deal
$32,179
$31,179
- 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:
- 34,250
- Stock #:
- 26763A
- VIN:
- 3GCPDCEK9RG149045
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,250 mi
Alexandria, MN
1 mi away
Good Deal
$37,890
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,389
- Stock #:
- NZ134843
- VIN:
- 1GCPYCEK8NZ134843
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,389 mi
Tulsa, OK
1 mi away
Great Deal
$28,793
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,488
- Stock #:
- FP0492
- VIN:
- 3GCUDCED5RG142565
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,488 mi
Bossier City, LA
1 mi away
Good Deal
$39,140
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,206
- Stock #:
- P010376
- VIN:
- 3GCPDCEK5RG292882
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,206 mi
Zumbrota, MN
1 mi away
Good Deal
$38,245
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 43,743
- Stock #:
- T1206093A
- VIN:
- 3GCUDCE80RG192017
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,743 mi
Glenpool, OK
1 mi away
Fair Deal
$43,276
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,536
- Stock #:
- GP7243
- VIN:
- 3GCUDCED4RG337783
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,536 mi
Goldsboro, NC
1 mi away
Fair Deal
$43,659
- 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:
- 77,705
- Stock #:
- 19346A
- VIN:
- 1GCPYCEF5LZ374223
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,705 mi
Bay City, TX
1 mi away
Good Deal
$29,725
- 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:
- Red Hot
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 30,897
- Stock #:
- PC801A
- VIN:
- 3GCPDCEDXNG629154
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,897 mi
Enterprise, AL
1 mi away
Good Deal
$39,050
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 1,750
- Stock #:
- DTB3865A
- VIN:
- 3GCUKCED2TG207546
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
1,750 mi
Merriam, KS
1 mi away
Good Deal
$46,249
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 161,179
- Stock #:
- C33598B
- VIN:
- 1GCRYCEF0KZ213706
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
161,179 mi
Saint Marys, WV
1 mi away
Fair Deal
$20,350
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Oakville, ON?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,586.15. The average price has decreased by -1.7% since last year. The 126 for sale near Oakville, ON on CarGurus, range from $21,250 to $65,988 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Oakville, ON have no reported accidents or damage?
111 out of 126 for sale near Oakville, ON 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/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, 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.
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