CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
  • Sell
    • Sell my car
    • Car values
  • Research
    • Test drive reviews
    • Price trends
    • Compare cars
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Amaranth, ON

54 results
Melancthon, ON
2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Robinson Auto Group

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,884 kilometres

$41,995

Fair Deal
Guelph, ON
49 km away
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
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
101,884
Stock number:
66742
VIN:
3GCPDCED1NG587361

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

148,767 kilometres

$29,400

Great Deal
Toronto, ON
59 km away
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:
White
Combined gas mileage:
15 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
148,767
Stock number:
STK298537
VIN:
1GCPYCEF0KZ298537

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,027 kilometres

$73,961

Fair Deal
Certified Pre-Owned
Milton, ON
51 km away
Year:
2026
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:
3,027
Stock number:
153795
VIN:
3GCUKCED4TG153795

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

148,767 kilometres

$29,400

Great Deal
Toronto, ON
59 km away
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:
White
Combined gas mileage:
15 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
148,767
Stock number:
STK298537
VIN:
1GCPYCEF0KZ298537

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,002 kilometres

$50,995

Good Deal
Midland, ON
89 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Blue
Interior colour:
Black
Transmission:
Automatic
Mileage:
22,002
Stock number:
00U521
VIN:
3GCUDCED3RG208823

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

48,023 kilometres

$43,995

Good Deal
Mississauga, ON
50 km away
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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
48,023
Stock number:
19613
VIN:
3GCPDCEK5RG232486

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

146,616 kilometres

$34,980

Good Deal
Barrie, ON
54 km away
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:
Black
Combined gas mileage:
16 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
146,616
Stock number:
G277512A
VIN:
1GCPYCEF6MZ423611

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,535 kilometres

$42,982

Good Deal
Certified Pre-Owned
Alliston, ON
28 km away
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:
Blue
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
8-Speed Automatic
Mileage:
45,535
Stock number:
P2888
VIN:
3GCPDCEK2PG341291

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,820 kilometres

$51,500

Good Deal
Certified Pre-Owned
Guelph, ON
49 km away
Year:
2024
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:
29,820
Stock number:
P11773
VIN:
3GCUDCED6RG109638

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

182,000 kilometres

$26,995

Good Deal
Scarborough , ON
71 km away
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:
182,000
Stock number:
275670
VIN:
1GCPYCEF6LZ275670

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,248 kilometres

$44,995

Good Deal
Kitchener, ON
60 km away
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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
45,248
Stock number:
19611
VIN:
3GCPDCEK7RG237611

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

227,680 kilometres

$23,999

Good Deal
Toronto, ON
51 km away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
227,680
Stock number:
43998A
VIN:
3GCPYCEF6MG354113

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

101,884 kilometres

$41,995

Fair Deal
Guelph, ON
49 km away
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
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
101,884
Stock number:
66742
VIN:
3GCPDCED1NG587361

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

44,497 kilometres

$49,344

Fair Deal
Thornhill, ON
58 km away
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:
44,497
Stock number:
C5649
VIN:
3GCUDCED6RG135897

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,027 kilometres

$73,961

Fair Deal
Certified Pre-Owned
Milton, ON
51 km away
Year:
2026
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:
3,027
Stock number:
153795
VIN:
3GCUKCED4TG153795

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,294 kilometres

$45,994

Fair Deal
Whitby, ON
97 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
31,294
Stock number:
41879X
VIN:
3GCPDCEKXPG348621

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,742 kilometres

$46,394

Fair Deal
Whitby, ON
97 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
58,742
Stock number:
41878X
VIN:
3GCUDCED8PG343583

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,414 kilometres

$49,898

Fair Deal
Thornhill, ON
58 km away
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:
39,414
Stock number:
TA196323
VIN:
3GCUDCED9RG196323

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,248 kilometres

$44,995

Good Deal
Kitchener, ON
60 km away
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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
45,248
Stock number:
19611
VIN:
3GCPDCEK7RG237611

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Ontario
  6. / Amaranth

  • Chevrolet Silverado 1500 LT in Amaranth ON

  • Chevrolet Silverado 1500 RST in Amaranth ON

  • Chevrolet Silverado 1500 LT Trail Boss in Amaranth ON

  • Chevrolet Silverado 1500 Custom in Amaranth ON

  • Chevrolet Silverado 1500 High Country in Amaranth ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Amaranth ON

  • Chevrolet Silverado 1500 LTZ in Amaranth ON

  • Chevrolet Silverado 1500 Work Truck in Amaranth ON

  • Chevrolet Silverado 1500 LS in Amaranth ON

  • Chevrolet Silverado 1500 in Orangeville ON

  • Chevrolet Silverado 1500 in Guelph ON

  • Chevrolet Silverado 1500 in Brampton ON

  • Chevrolet Silverado 1500 in Woodbridge ON

  • Chevrolet Silverado 1500 in Milton ON

  • Chevrolet Silverado 1500 in Vaughan ON

  • Chevrolet Silverado 1500 in Kitchener ON

  • Chevrolet Silverado 1500 in Listowel ON

  • Chevrolet Silverado 1500 in Innisfil ON

  • Chevrolet Silverado 1500 in Amaranth ON

  • Best Work Trucks for Sale in Amaranth ON

  • Chevrolet Trucks For Sale in Amaranth ON

  • Chevy Duramax Diesel Trucks for Sale in Amaranth ON

  • Chevrolet SUVs & Crossovers for Sale in Amaranth ON

  • Cheap Muscle Cars for Sale in Amaranth ON

  • Chevrolet Silverado 1500 in Alberta

  • Chevrolet Silverado 1500 in British Columbia

  • Chevrolet Silverado 1500 in Manitoba

  • Chevrolet Silverado 1500 in New Brunswick

  • Chevrolet Silverado 1500 in Newfoundland and Labrador

  • Chevrolet Silverado 1500 in Northwest Territories

  • Chevrolet Silverado 1500 in Nova Scotia

  • Chevrolet Silverado 1500 in Nunavut

  • Chevrolet Silverado 1500 in Ontario

  • Chevrolet Silverado 1500 in Prince Edward Island

  • Chevrolet Silverado 1500 in Quebec

  • Chevrolet Silverado 1500 in Saskatchewan

  • Chevrolet Silverado 1500 in Yukon

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Amaranth ON

  • All Used Cars

  • Cheap Cars

  • Manual Transmission Cars

  • Sports Cars

  • Hybrid Cars

  • Red Interior Cars

  • Electric Cars

  • Small Cars

  • AWD Cars

  • Cheap Automatic Transmission Cars

  • Classic Trucks

  • Conversion Vans

  • Three Quarter Ton Trucks

  • Diesel Trucks

  • Small Trucks

  • Chevrolet Diesel Trucks

  • Manual Diesel Trucks

  • One Ton Trucks

  • Cheap Trucks

  • Ford Trucks

  • Cheap SUVs

  • Mercedes-Benz Convertibles

  • Ford Diesel Trucks

  • Mercedes-Benz SUVs

  • BMW Convertibles

  • Chevrolet SUVs

  • Toyota SUVs

  • Nissan SUVs

  • Used Cars Under $10,000

  • Used Cars Under $5,000

  • Used Sedans for Sale with Low Mileage in Amaranth

  • Used SUVs / Crossovers for Sale with Low Mileage in Amaranth

  • Used Hatchbacks for Sale with Low Mileage in Amaranth

  • Used Convertibles for Sale with Low Mileage in Amaranth

  • Used Vans for Sale with Low Mileage in Amaranth

  • Used Minivans for Sale with Low Mileage in Amaranth

  • Used Pickup Trucks for Sale with Low Mileage in Amaranth

  • Used Coupes for Sale with Low Mileage in Amaranth

  • Used Wagons for Sale with Low Mileage in Amaranth

  • Georgian Chevrolet Buick GMC

  • Wilson-Niblett

  • Leggat Chevrolet Cadillac Buick GMC

  • Wallace Chevrolet Buick Cadillac

  • Roy Foss Woodbridge Chevrolet Buick GMC Cadillac

  • Royal Chevrolet Cadillac

  • NewRoads Chevrolet Cadillac Buick GMC

  • Gateway Chevrolet Buick GMC

  • Barry Cullen Chevrolet Cadillac Ltd

  • Scherer Chevrolet Buick GMC

  • Highland Chevrolet Buick GMC Cadillac

  • Addison on Eglinton Chevy Buick GMC

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.