Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMilton, ON
74 vehicles found
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,772
- Stock #:
- UF0167
- VIN:
- 3GCUDCED6RG165658
Sponsored by Bolton Ford
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,772 km
Bolton, ON
42 km away
Good Deal
$45,695
- 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 colour:
- Blue
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,231
- Stock #:
- 261072A
- VIN:
- 3GCPDCED0NG683224
New arrival
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,231 km
Mississauga, ON
23 km away
Good Deal
$37,995
- 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 colour:
- Gray
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,181
- Stock #:
- TA292250
- VIN:
- 3GCUDCED6RG292250
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,181 km
Thornhill, ON
48 km away
Fair Deal
$47,998
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,888
- Stock #:
- 20812
- VIN:
- 3GCUDCEDXRG337271
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,888 km
Kitchener, ON
47 km away
Great Deal
$44,995
$43,995
- 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 colour:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,263
- Stock #:
- 20887
- VIN:
- 3GCPDCEK9RG360617
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,263 km
Mississauga, ON
23 km away
Great Deal
$41,995
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 35,502
- Stock #:
- 20764
- VIN:
- 3GCUDCED6RG360000
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,502 km
Mississauga, ON
23 km away
Great Deal
$43,995
$42,995
- 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 colour:
- Silver
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 42,759
- Stock #:
- 195379
- VIN:
- 3GCPDCEK8PG195371
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,759 km
Pickering, ON
75 km away
Great Deal
$36,499
- 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 colour:
- Black
- Combined gas mileage:
- 13 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 98,835
- Stock #:
- N0390
- VIN:
- 3GCPDCEK9NG506900
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,835 km
Home delivery from Mirabel, QC
Price includes $529 shipping
Good Deal
$34,419
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,671
- Stock #:
- 21015
- VIN:
- 3GCUDCED6RG410510
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,671 km
Mississauga, ON
23 km away
Good Deal
$45,995
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,000
- Stock #:
- 461201
- VIN:
- 3GCUDCED5RG200173
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,000 km
Cayuga, ON
64 km away
Good Deal
$44,995
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior colour:
- White
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,709
- Stock #:
- 00U593
- VIN:
- 3GCUDCEDXRG266315
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,709 km
Home delivery from Midland, ON
Price includes $137 shipping
Good Deal
$49,037
- 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 colour:
- White
- Combined gas mileage:
- 16 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 109,416
- Stock #:
- TZ481283A
- VIN:
- 1GCPYCEF0MZ292806
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,416 km
Home delivery from Orillia, ON
Price includes $254 shipping
Good Deal
$37,249
- 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 colour:
- White
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 45,179
- Stock #:
- C5940
- VIN:
- 3GCPDCEK0RG275259
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,179 km
Thornhill, ON
48 km away
Good Deal
$42,777
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior colour:
- Black
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 136,683
- Stock #:
- OP0037
- VIN:
- 1GCPYCEF8LZ378797
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,683 km
Mississauga, ON
21 km away
Good Deal
$29,999
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior colour:
- White
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,264
- Stock #:
- 00U619
- VIN:
- 3GCUDCED8RG379485
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,264 km
Home delivery from Midland, ON
Price includes $137 shipping
Good Deal
$47,132
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,375
- Stock #:
- 20865
- VIN:
- 3GCUDCED1RG355948
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,375 km
Mississauga, ON
23 km away
Good Deal
$44,995
- 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 colour:
- White
- Combined gas mileage:
- 13 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 116,961
- Stock #:
- 546613
- VIN:
- 3GCPDCEK8NG546613
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,961 km
Bolton, ON
40 km away
Good Deal
$31,990
- 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 colour:
- Black
- Combined gas mileage:
- 13 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,022
- Stock #:
- 20870
- VIN:
- 3GCPDCEK6NG666877
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,022 km
Kitchener, ON
47 km away
Good Deal
$36,995
$35,995
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior colour:
- Green
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Interior colour:
- Gray
- Transmission:
- Automatic
- Mileage:
- 65,082
- Stock #:
- 242167
- VIN:
- 3GCUKCE82SG242167
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,082 km
Listowel, ON
90 km away
Good Deal
$46,995
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior colour:
- Gray
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 24,348
- Stock #:
- L159684A
- VIN:
- 3GCUKCE83SG193612
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,348 km
Barrie, ON
93 km away
Good Deal
$52,980
- 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 colour:
- Blue
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,231
- Stock #:
- 261072A
- VIN:
- 3GCPDCED0NG683224
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,231 km
Mississauga, ON
23 km away
Good Deal
$37,995
- 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 colour:
- Olympic White
- Combined gas mileage:
- 15 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 159,150
- Stock #:
- 14707-T
- VIN:
- 1GCPYCEF4LZ150814
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
159,150 km
Mississauga, ON
25 km away
Good Deal
$29,998
- 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 colour:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 40,772
- Stock #:
- UF0167
- VIN:
- 3GCUDCED6RG165658
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,772 km
Bolton, ON
42 km away
Good Deal
$45,695
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior colour:
- White
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,410
- Stock #:
- P11852
- VIN:
- 3GCUKCED3SG369572
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,410 km
Guelph, ON
36 km away
Fair Deal
$50,700
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Milton, ON?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $30,214.81. The average price has decreased by -1.1% since last year. The 74 for sale near Milton, ON on CarGurus, range from $20,999 to $76,866 in price.
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 9 and 15 L(e)/100 km.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
Stephanie Wallcraft
The Best-Selling Cars in Canada
It was far from a standard year for new car sales in Canada in 2022, but familiar models still stood above the rest.
Stephanie Wallcraft
Best Diesel Trucks in Canada in 2026
The number of new diesel trucks in Canada has dwindled in recent years amid concerns over carbon emissions. But one thing is certain: when you need a diesel truck, there’s no substitute.
Stephanie Wallcraft
The Cheapest New Pickup Trucks in Canada for 2026
We round up the cheapest new pick-up trucks on sale in Canada today, including the Ford Maverick, Toyota Tacoma and Chevrolet Colorado.
Chevrolet Silverado 1500 LT in Milton ONChevrolet Silverado 1500 RST in Milton ONChevrolet Silverado 1500 LT Trail Boss in Milton ONChevrolet Silverado 1500 Custom Trail Boss in Milton ONChevrolet Silverado 1500 Custom in Milton ONChevrolet Silverado 1500 High Country in Milton ONChevrolet Silverado 1500 LTZ in Milton ONChevrolet Silverado 1500 Work Truck in Milton ONChevrolet Silverado 1500 LS in Milton ON
Chevrolet Silverado 1500 in Oakville ONChevrolet Silverado 1500 in Mississauga ONChevrolet Silverado 1500 in Brampton ONChevrolet Silverado 1500 in Burlington ONChevrolet Silverado 1500 in Hamilton ONChevrolet Silverado 1500 in Etobicoke ONChevrolet Silverado 1500 in Guelph ONChevrolet Silverado 1500 in Stoney Creek ONChevrolet Silverado 1500 in Cambridge ON
Chevrolet Silverado 1500 in AlbertaChevrolet Silverado 1500 in British ColumbiaChevrolet Silverado 1500 in ManitobaChevrolet Silverado 1500 in New BrunswickChevrolet Silverado 1500 in Newfoundland and LabradorChevrolet Silverado 1500 in Northwest TerritoriesChevrolet Silverado 1500 in Nova ScotiaChevrolet Silverado 1500 in NunavutChevrolet Silverado 1500 in OntarioChevrolet Silverado 1500 in Prince Edward IslandChevrolet Silverado 1500 in QuebecChevrolet Silverado 1500 in SaskatchewanChevrolet Silverado 1500 in Yukon
All Used CarsCheap CarsManual Transmission CarsSports CarsHybrid CarsRed Interior CarsElectric CarsSmall CarsAWD CarsCheap Automatic Transmission CarsClassic TrucksConversion VansThree Quarter Ton TrucksDiesel TrucksSmall TrucksChevrolet Diesel TrucksManual Diesel TrucksOne Ton TrucksCheap TrucksFord TrucksCheap SUVsMercedes-Benz ConvertiblesFord Diesel TrucksMercedes-Benz SUVsBMW ConvertiblesChevrolet SUVsToyota SUVsNissan SUVsUsed Cars Under $10,000Used Cars Under $5,000Used Sedans for Sale with Low Mileage in MiltonUsed SUVs / Crossovers for Sale with Low Mileage in MiltonUsed Hatchbacks for Sale with Low Mileage in MiltonUsed Convertibles for Sale with Low Mileage in MiltonUsed Vans for Sale with Low Mileage in MiltonUsed Minivans for Sale with Low Mileage in MiltonUsed Pickup Trucks for Sale with Low Mileage in MiltonUsed Coupes for Sale with Low Mileage in MiltonUsed Wagons for Sale with Low Mileage in Milton
Wallace Chevrolet Buick CadillacRoyal Chevrolet CadillacWilson-NiblettRoy Foss Woodbridge Chevrolet Buick GMC CadillacBoyer Chevrolet Buick GMC Ajax LtdLeggat Chevrolet Cadillac Buick GMCNewRoads Chevrolet Cadillac Buick GMCRobinson Auto GroupGrimsby Chevrolet Buick GMC LtdBarry Cullen Chevrolet Cadillac LtdHighland Chevrolet Buick GMC CadillacGateway Chevrolet Buick GMC
