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 Mono, ON

84 results
Melancthon, ON
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Bourgeois Midland Chrysler

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,719 kilometres

$50,500

Fair 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:
Black
Interior colour:
Black
Transmission:
Automatic
Mileage:
26,719
Stock number:
00U35
VIN:
3GCUDCED2RG411931

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,093 kilometres

$47,500

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:
355 hp 5.3L V8
Exterior colour:
Black
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
29,093
Stock number:
19935
VIN:
3GCUDCED9RG291447

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,977 kilometres

$47,994

Good Deal
Listowel, ON
71 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:
28,977
Stock number:
224103
VIN:
3GCUDCED5RG224103

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,543 kilometres

$41,300

Great 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:
Red
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
49,543
Stock number:
25-409X
VIN:
3GCPYCEL8NG106081

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,763 kilometres

$45,666

Great Deal
Bolton, ON
34 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:
33,763
Stock number:
U7471
VIN:
3GCUDCED3RG292254

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

124,582 kilometres

$34,880

Great Deal
Oakville, ON
63 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:
Red
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
124,582
Stock number:
662847
VIN:
3GCPDCED8NG662847

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,493 kilometres

$47,998

Great Deal
Bolton, ON
31 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:
21,493
Stock number:
UF0110
VIN:
3GCUDCED8RG200183

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,627 kilometres

$45,898

Great Deal
Certified Pre-Owned
Thornhill, ON
58 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:
Red
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
26,627
Stock number:
TA162758
VIN:
3GCPDCEK1RG162758

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,759 kilometres

$39,499

Great Deal
Pickering, ON
86 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:
Silver
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
42,759
Stock number:
195379
VIN:
3GCPDCEK8PG195379

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

974 kilometres

$58,964

Great Deal
Ajax, ON
87 km away
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 colour:
Green
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
974
Stock number:
18-B10184
VIN:
3GCPKCEK1TG249265

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,879 kilometres

$44,998

Great Deal
New Hamburg, ON
79 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Transmission:
Automatic
Mileage:
38,879
Stock number:
924970
VIN:
3GCPDCEK2RG241730

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,462 kilometres

$50,495

Great Deal
Certified Pre-Owned
Thornhill, ON
58 km away
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:
Gray
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
17,462
Stock number:
TA193018
VIN:
3GCPKCEK1SG193018

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

40,314 kilometres

$48,900

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:
White
Interior colour:
Black
Transmission:
Automatic
Mileage:
40,314
Stock number:
00U545
VIN:
3GCUDCED9RG207742

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,342 kilometres

$49,500

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:
Gray
Interior colour:
Black
Transmission:
Automatic
Mileage:
29,342
Stock number:
00U536
VIN:
3GCUDCED4RG201427

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,525 kilometres

$47,995

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:
355 hp 5.3L V8
Exterior colour:
Gray
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
24,525
Stock number:
20143
VIN:
3GCUDCED3RG329044

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,093 kilometres

$47,500

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:
355 hp 5.3L V8
Exterior colour:
Black
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
29,093
Stock number:
19935
VIN:
3GCUDCED9RG291447

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,977 kilometres

$47,994

Good Deal
Listowel, ON
71 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:
28,977
Stock number:
224103
VIN:
3GCUDCED5RG224103

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,107 kilometres

$49,500

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:
Black
Interior colour:
Black
Transmission:
Automatic
Mileage:
24,107
Stock number:
00U528
VIN:
3GCUDCED4RG215554

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,977 kilometres

$49,888

Good Deal
Etobicoke, ON
49 km away
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:
46,977
Stock number:
WGR4679A
VIN:
3GCUKCED5SG254679

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

228,959 kilometres

$23,995

Good Deal
Milton, ON
51 km away
Year:
2019
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:
228,959
Stock number:
PR6257
VIN:
1GCPYCEFXKZ280420

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,829 kilometres

$48,495

Good Deal
Certified Pre-Owned
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:
Blue
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
38,829
Stock number:
TA222860
VIN:
3GCUDCED2RG222860

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

3,027 kilometres

$74,461

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

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

  • Chevrolet Silverado 1500 LT in Mono ON

  • Chevrolet Silverado 1500 RST in Mono ON

  • Chevrolet Silverado 1500 LT Trail Boss in Mono ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Mono ON

  • Chevrolet Silverado 1500 Custom in Mono ON

  • Chevrolet Silverado 1500 High Country in Mono ON

  • Chevrolet Silverado 1500 LTZ in Mono ON

  • Chevrolet Silverado 1500 Work Truck in Mono ON

  • Chevrolet Silverado 1500 LS in Mono ON

  • Chevrolet Silverado 1500 in Orangeville ON

  • Chevrolet Silverado 1500 in Brampton ON

  • Chevrolet Silverado 1500 in Woodbridge ON

  • Chevrolet Silverado 1500 in Vaughan ON

  • Chevrolet Silverado 1500 in Innisfil ON

  • Chevrolet Silverado 1500 in Newmarket ON

  • Chevrolet Silverado 1500 in Guelph ON

  • Chevrolet Silverado 1500 in Barrie ON

  • Chevrolet Silverado 1500 in Concord ON

  • Chevrolet Silverado 1500 in Mono ON

  • Best Work Trucks for Sale in Mono ON

  • Chevrolet Trucks For Sale in Mono ON

  • Chevy Duramax Diesel Trucks for Sale in Mono ON

  • Chevrolet SUVs & Crossovers for Sale in Mono ON

  • Cheap Muscle Cars for Sale in Mono 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 Mono 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 Mono

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

  • Used Hatchbacks for Sale with Low Mileage in Mono

  • Used Convertibles for Sale with Low Mileage in Mono

  • Used Vans for Sale with Low Mileage in Mono

  • Used Minivans for Sale with Low Mileage in Mono

  • Used Pickup Trucks for Sale with Low Mileage in Mono

  • Used Coupes for Sale with Low Mileage in Mono

  • Used Wagons for Sale with Low Mileage in Mono

  • Georgian Chevrolet Buick GMC

  • Wilson-Niblett

  • Wallace Chevrolet Buick Cadillac

  • Roy Foss Woodbridge Chevrolet Buick GMC Cadillac

  • Addison on Eglinton Chevy Buick GMC

  • Leggat Chevrolet Cadillac Buick GMC

  • NewRoads Chevrolet Cadillac Buick GMC

  • Gateway Chevrolet Buick GMC

  • Barry Cullen Chevrolet Cadillac Ltd

  • Royal Chevrolet Cadillac

  • Highland Chevrolet Buick GMC Cadillac

  • Scherer Chevrolet 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.