Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Chatham, ON
2,121 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Price drop
-$1,294
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,064 mi
Las Cruces, NM
1 mi away
Great Deal
$41,186
$39,892
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,812
- Stock #:
- A6979A
- VIN:
- 3GCPYCEF1LG177419
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,812 mi
Brattleboro, VT
1 mi away
Good Deal
$31,080
- 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 color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,695
- Stock #:
- 260075A
- VIN:
- 3GCPDCEK3NG524812
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,695 mi
Stephenville, TX
1 mi away
Great Deal
$27,220
- 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:
- 49,927
- Stock #:
- 235486T
- VIN:
- 3GCUDCED7PG235486
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,927 mi
Orlando, FL
1 mi away
Great Deal
$37,998
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,727
- Stock #:
- CMZ311908
- VIN:
- 1GCPYCEF6MZ311908
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
100,727 mi
Houston, TX
1 mi away
Fair Deal
$29,221
- 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:
- 41,053
- Stock #:
- 959062
- VIN:
- 3GCPDCED5NG559062
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,053 mi
Bloomington, IL
1 mi away
Good Deal
$36,597
- 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:
- Automatic
- Mileage:
- 36,022
- Stock #:
- T25317C
- VIN:
- 3GCPDCEK1RG221310
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,022 mi
Coldwater, MI
1 mi away
Great Deal
$36,803
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,365
- Stock #:
- P1208
- VIN:
- 1GCPYCEF9MZ293789
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,365 mi
Middlesboro, KY
1 mi away
Fair Deal
$35,599
- 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:
- 33,873
- Stock #:
- P7102
- VIN:
- 3GCPDCEK8RG167374
Price drop
-$1,001
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,873 mi
Santa Rosa, CA
1 mi away
Good Deal
$39,078
$38,077
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 25,093
- Stock #:
- 46366A
- VIN:
- 3GCUDCEDXPG319723
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,093 mi
Jackson, WY
1 mi away
Great Deal
$41,328
- 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:
- 85,388
- Stock #:
- NZ134843
- VIN:
- 1GCPYCEK8NZ134843
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,388 mi
Tulsa, OK
1 mi away
Great Deal
$29,798
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Belford, NJ
1 mi away
Fair Deal
$29,673
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,216
- Stock #:
- CCX26294A
- VIN:
- 3GCPDCEKXPG283382
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,216 mi
Carson City, NV
1 mi away
Fair Deal
$41,634
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,579
- Stock #:
- J260036B
- VIN:
- 3GCPDCEDXNG685255
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,579 mi
Alamogordo, NM
1 mi away
Great Deal
$38,444
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,369
- Stock #:
- FRA26-16A
- VIN:
- 1GCRYCEFXLZ146369
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
87,369 mi
Black River Falls, WI
1 mi away
Fair Deal
$29,202
- 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:
- 55,412
- Stock #:
- RG254629
- VIN:
- 3GCPDCEK1RG254629
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,412 mi
Burleson, TX
1 mi away
Good Deal
$36,020
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 67,433
- Stock #:
- 26162A
- VIN:
- 3GCPDCED4NG532676
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,433 mi
Marlinton, WV
1 mi away
Great Deal
$34,475
- 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:
- 20,013
- Stock #:
- P010376
- VIN:
- 3GCPDCEK5RG292882
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,013 mi
Zumbrota, MN
1 mi away
Good Deal
$39,345
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 107,978
- Stock #:
- PJA10000
- VIN:
- 1GCPYCEF5LZ274946
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,978 mi
Tipton, IN
1 mi away
Good Deal
$25,646
- 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 color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,235
- Stock #:
- C263223A
- VIN:
- 3GCUKCED9SG292772
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,235 mi
Tampa, FL
1 mi away
Good Deal
$46,288
$45,288
- 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
$37,950
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 148,523
- Stock #:
- U17543
- VIN:
- 3GCPYCEFXKG147284
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
148,523 mi
Waynesboro, PA
1 mi away
Good Deal
$21,471
- 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:
- 22,069
- Stock #:
- DP038
- VIN:
- 3GCPDCEK2RG191105
Price drop
-$4,297
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,069 mi
Deland, FL
1 mi away
Good Deal
$43,086
$40,376
- 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:
- 40,249
- Stock #:
- COF260754A
- VIN:
- 3GCPDCEK5PG312349
Price drop
-$909
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,249 mi
Fort Pierce, FL
1 mi away
Good Deal
$37,601
$36,692
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Chatham, ON?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,843.85. The average price has decreased by -0.7% since last year. The 151 for sale near Chatham, ON on CarGurus, range from $20,376 to $65,035 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Chatham, ON have no reported accidents or damage?
130 out of 151 for sale near Chatham, 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 23 MPG (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
Relevant articles
CarGurus Editorial Team
Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in August 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
CarGurus Editorial Team
Best Car Deals in August 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
Chevrolet Silverado 1500 LT in Chatham ONChevrolet Silverado 1500 RST in Chatham ONChevrolet Silverado 1500 LTZ in Chatham ONChevrolet Silverado 1500 LT Trail Boss in Chatham ONChevrolet Silverado 1500 LT1 in Chatham ONChevrolet Silverado 1500 Custom in Chatham ONChevrolet Silverado 1500 High Country in Chatham ONChevrolet Silverado 1500 Custom Trail Boss in Chatham ONChevrolet Silverado 1500 Work Truck in Chatham ON
Chevrolet Silverado 1500 in Detroit MIChevrolet Silverado 1500 in Lake Orion MIChevrolet Silverado 1500 in Cleveland OHChevrolet Silverado 1500 in Ann Arbor MIChevrolet Silverado 1500 in Flint MIChevrolet Silverado 1500 in Toledo OHChevrolet Silverado 1500 in Howell MIChevrolet Silverado 1500 in Akron OHChevrolet Silverado 1500 in Erie PA
Chevrolet Silverado 1500 in Chatham ONOld Chevy Trucks for Sale in Chatham ONClassic Muscle Cars for Sale in Chatham ONChevrolet Trucks For Sale in Chatham ONCheap Muscle Cars for Sale in Chatham ONWork Trucks for Sale in Chatham ONReliable Cars For Sale in Chatham ONAmerican Made Trucks For Sale in Chatham ONBest Pickup Trucks For Sale in Chatham ONBest Cars Under $5,000 For Sale in Chatham ON
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in ChathamUsed SUVs / Crossovers for Sale with Low Mileage in ChathamUsed Hatchbacks for Sale with Low Mileage in ChathamUsed Convertibles for Sale with Low Mileage in ChathamUsed Vans for Sale with Low Mileage in ChathamUsed Minivans for Sale with Low Mileage in ChathamUsed Pickup Trucks for Sale with Low Mileage in ChathamUsed Coupes for Sale with Low Mileage in ChathamUsed Wagons for Sale with Low Mileage in Chatham
