Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Upsala, ON
32 vehicles found
- 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
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,082 km
Home delivery from Listowel, ON
Price includes $1,241 shipping
Good Deal
$48,236
- 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:
- White
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 77,084
- Stock #:
- 360630
- VIN:
- 3GCUDCED6RG360630
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,084 km
Home delivery from Listowel, ON
Price includes $1,241 shipping
Fair Deal
$45,036
- 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:
- 167,960
- Stock #:
- W9709
- VIN:
- 3GCPYCEK6NG216876
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
167,960 km
Home delivery from Uxbridge, ON
Free home delivery
Fair Deal
$30,760
- 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:
- Black
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 54,666
- Stock #:
- 05023W
- VIN:
- 3GCPDCEK5PG194707
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,666 km
Home delivery from Ottawa, ON
Price includes $544 shipping
Fair Deal
$42,539
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 74,889
- Stock #:
- P11488
- VIN:
- 3GCUDCED0RG133286
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
74,889 km
Home delivery from Winnipeg, MB
Price includes $1,182 shipping
Fair Deal
$46,277
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior colour:
- White
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,050
- Stock #:
- S-LW3526-V
- VIN:
- 3GCUDCE88RG431166
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,050 km
Home delivery from Edmonton, AB
Price includes $2,661 shipping
Fair Deal
$48,173
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 73,418
- Stock #:
- 733591
- VIN:
- 3GCUDCED5RG244061
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
73,418 km
Home delivery from Winnipeg, MB
Price includes $1,180 shipping
Fair Deal
$45,679
- 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 (Sterling Grey Metallic)
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,139
- Stock #:
- 225855A
- VIN:
- 3GCUDCED5RG392968
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,139 km
Home delivery from Kenora, ON
Free home delivery
Fair Deal
$47,989
- 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 colour:
- White
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 14,081
- Stock #:
- TR3619
- VIN:
- 3GCUKCED0SG251155
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,081 km
Home delivery from Mont-Tremblant, QC
Price includes $1,135 shipping
Fair Deal
$53,130
- 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 colour:
- White
- Combined gas mileage:
- 13 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,796
- Stock #:
- S-LW3713-V
- VIN:
- 3GCPKCEK8SG303093
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,796 km
Home delivery from Edmonton, AB
Price includes $2,661 shipping
Fair Deal
$50,230
- 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 colour:
- Gray
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,385
- Stock #:
- S-26S19387A
- VIN:
- 3GCUKCED6SG228494
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,385 km
Home delivery from Edmonton, AB
Price includes $2,661 shipping
Fair Deal
$49,141
- 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 colour:
- Gray
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 41,660
- Stock #:
- 26179B1
- VIN:
- 3GCUKCED4SG107818
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,660 km
Home delivery from Calgary, AB
Price includes $2,704 shipping
Fair Deal
$49,801
- 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 colour:
- Glacier Blue Metallic
- Combined gas mileage:
- 13 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- JET BLACK, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 78,729
- Stock #:
- D15055A
- VIN:
- 3GCUDCED0PG179777
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,729 km
Home delivery from Fort Mcmurray, AB
Price includes $1,727 shipping
Fair Deal
$41,652
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Transmission:
- Automatic
- Mileage:
- 66,252
- Stock #:
- 733761
- VIN:
- 3GCUDCE8XRG266303
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,252 km
Home delivery from Winnipeg, MB
Price includes $1,180 shipping
No Rating
$48,679
- 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:
- Gray
- Combined gas mileage:
- 12 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,695
- Stock #:
- SG0427-V
- VIN:
- 3GCPDCEK6RG360932
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,695 km
Home delivery from Sherwood Park, AB
Price includes $2,645 shipping
No Rating
$46,124
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior colour:
- Black
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,605
- Stock #:
- GP16518A
- VIN:
- 3GCUDCE8XRG199069
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,605 km
Home delivery from Regina, SK
Price includes $1,690 shipping
Uncertain
$67,278
- 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
- Transmission:
- Automatic
- Mileage:
- 38,983
- Stock #:
- TR3621
- VIN:
- 3GCPDCEK4RG181207
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,983 km
Home delivery from Mont-Tremblant, QC
Price includes $1,135 shipping
High Priced
$48,130
- 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
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 160,121
- Stock #:
- 6K17940A
- VIN:
- 1GCPYCEF4MZ203061
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
160,121 km
Home delivery from Kelowna, BC
Price includes $3,252 shipping
High Priced
$37,152
- 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:
- Automatic
- Mileage:
- 184,888
- Stock #:
- Z-263S0251A
- VIN:
- 1GCPYCEKXNZ109927
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
184,888 km
Home delivery from Sherwood Park, AB
Price includes $2,645 shipping
High Priced
$31,625
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Transmission:
- Automatic
- Mileage:
- 62,747
- Stock #:
- 734001
- VIN:
- 3GCUDCE8XRG224486
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,747 km
Home delivery from Winnipeg, MB
Price includes $1,180 shipping
High Priced
$49,679
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Transmission:
- Automatic
- Mileage:
- 78,907
- Stock #:
- 733651
- VIN:
- 3GCUDCE81RG241113
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,907 km
Home delivery from Winnipeg, MB
Price includes $1,180 shipping
High Priced
$47,879
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Combined gas mileage:
- 10 L/100km
- Fuel type:
- Diesel
- Transmission:
- Automatic
- Mileage:
- 47,827
- Stock #:
- 733401
- VIN:
- 3GCUDCE8XRG205534
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,827 km
Home delivery from Winnipeg, MB
Price includes $1,180 shipping
High Priced
$50,679
- 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 colour:
- Blue
- Combined gas mileage:
- 15 L/100km
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 233,649
- Stock #:
- 4542
- VIN:
- 1GCRYCEF1KZ320442
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
233,649 km
Home delivery from Kitchener, ON
Price includes $2,653 shipping
Overpriced
$22,652
- 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:
- Black
- Combined gas mileage:
- 14 L/100km
- Fuel type:
- Gasoline
- Interior colour:
- Black
- Transmission:
- Automatic
- Mileage:
- 159,094
- Stock #:
- S-261S3269FA
- VIN:
- 3GCPDCED8NG655963
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
159,094 km
Home delivery from Sherwood Park, AB
Price includes $2,645 shipping
Overpriced
$39,642
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Upsala, ON?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $29,473.08. The average price has decreased by -6.3% since last year. The 32 for sale near Upsala, ON on CarGurus, range from $22,652 to $67,278 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
CarGurus Editorial Team
The Best Small Trucks Available in Canada in 2026
For many Canadians, small pickup trucks make a lot of sense. If recent sales figures and automaker investment are any indication, they’re having a major renaissance.
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.
Chevrolet Silverado 1500 LT in Upsala ONChevrolet Silverado 1500 RST in Upsala ONChevrolet Silverado 1500 LT Trail Boss in Upsala ONChevrolet Silverado 1500 Custom in Upsala ONChevrolet Silverado 1500 Custom Trail Boss in Upsala ONChevrolet Silverado 1500 High Country in Upsala ONChevrolet Silverado 1500 LTZ in Upsala ONChevrolet Silverado 1500 Work Truck in Upsala ONChevrolet Silverado 1500 LS in Upsala ON
Chevrolet Silverado 1500 in Thunder Bay ONChevrolet Silverado 1500 in Winnipeg MBChevrolet Silverado 1500 in Sault Ste. Marie ONChevrolet Silverado 1500 in Timmins ONChevrolet Silverado 1500 in Brandon MBChevrolet Silverado 1500 in Sudbury ONChevrolet Silverado 1500 in Rouyn-Noranda QCChevrolet Silverado 1500 in North Bay ONChevrolet Silverado 1500 in Owen Sound 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 UpsalaUsed SUVs / Crossovers for Sale with Low Mileage in UpsalaUsed Hatchbacks for Sale with Low Mileage in UpsalaUsed Convertibles for Sale with Low Mileage in UpsalaUsed Vans for Sale with Low Mileage in UpsalaUsed Minivans for Sale with Low Mileage in UpsalaUsed Pickup Trucks for Sale with Low Mileage in UpsalaUsed Coupes for Sale with Low Mileage in UpsalaUsed Wagons for Sale with Low Mileage in Upsala
