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 LT Trail Boss for Sale near Millbrook, ON

90 results
Bethany, ON
2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Most Wanted Cars by Theo Motors

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

74,969 kilometres

$48,996

Good Deal
Kitchener, ON
172 km away
Year:
2023
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:
74,969
Stock number:
G129254
VIN:
3GCUDFE89PG129254

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

26,859 kilometres

$62,995

Fair Deal
New Hamburg, ON
194 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior colour:
White
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
26,859
Stock number:
01166P
VIN:
3GCUDFELXRG399732

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,799 kilometres

$56,995

Good Deal
Cayuga, ON
170 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:
Red
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
24,799
Stock number:
460044
VIN:
3GCUDFED1RG411405

Sponsored

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

178,018 kilometres

$34,990

Great Deal
Cobourg, ON
30 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:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
178,018
Stock number:
MG311197
VIN:
3GCPYFEDXMG311197

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

82,061 kilometres

$43,972

Great Deal
Certified Pre-Owned
Alliston, ON
110 km away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior colour:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
82,061
Stock number:
18038A
VIN:
3GCPYFEL8MG117484

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

75,760 kilometres

$51,995

Great Deal
Listowel, ON
198 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:
75,760
Stock number:
25379A
VIN:
3GCUDFE83RG212102

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,242 kilometres

$55,995

Great Deal
Belleville, ON
90 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:
Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
19,242
Stock number:
43507J
VIN:
3GCUKFED7SG198066

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

92,506 kilometres

$44,995

Good Deal
Cayuga, ON
170 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
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
92,506
Stock number:
441722
VIN:
3GCUDFEDXNG560843

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

27,421 kilometres

$50,995

Good Deal
Cobourg, ON
30 km away
Year:
2023
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:
27,421
Stock number:
PG153957
VIN:
3GCUDFED2PG153957

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,799 kilometres

$56,995

Good Deal
Cayuga, ON
170 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:
Red
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
24,799
Stock number:
460044
VIN:
3GCUDFED1RG411405

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

87,657 kilometres

$46,495

Good Deal
Certified Pre-Owned
Orillia, ON
92 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:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
87,657
Stock number:
SR343213A
VIN:
3GCUDFED3NG606562

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

110,547 kilometres

$40,495

Good Deal
Richmond Hill, ON
77 km away
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:
Red
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
110,547
Stock number:
U270699
VIN:
1GCPYFED5LZ270699

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

18,058 kilometres

$63,995

Good Deal
Stratford, ON
212 km away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
18,058
Stock number:
TC3544A
VIN:
3GCUKFED4SG189387

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

66,489 kilometres

$48,498

Good Deal
Kingston, ON
160 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 Hot
Fuel type:
Gasoline
Transmission:
8-Speed Automatic Overdrive
Mileage:
66,489
Stock number:
26P013
VIN:
3GCUDFED8NG608193

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

52,402 kilometres

$50,998

Good Deal
Ottawa, ON
246 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior colour:
Black
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
Automatic
Mileage:
52,402
Stock number:
T4199
VIN:
3GCUDFEL7PG343874

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

11,157 kilometres

$64,995

Good Deal
Listowel, ON
198 km away
Year:
2025
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:
11,157
Stock number:
25381B
VIN:
3GCUKFED0SG374262

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

34,258 kilometres

$59,998

Good Deal
Ottawa, ON
246 km away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Interior colour:
Gray
Transmission:
Automatic
Mileage:
34,258
Stock number:
T4272
VIN:
3GCUKFED2SG154637

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

93,251 kilometres

$51,998

Good Deal
Ottawa, ON
246 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:
93,251
Stock number:
T4296
VIN:
3GCUDFE8XRG101823

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

96,252 kilometres

$37,994

Good Deal
Newmarket, ON
77 km away
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:
Gray
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
96,252
Stock number:
N17163AA
VIN:
3GCPDFEK4NG546528

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

92,506 kilometres

$44,995

Good Deal
Cayuga, ON
170 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
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
92,506
Stock number:
441722
VIN:
3GCUDFEDXNG560843

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / LT Trail Boss
  5. / Ontario
  6. / Millbrook
  • Chevrolet Silverado 1500 LT in Millbrook ON

  • Chevrolet Silverado 1500 RST in Millbrook ON

  • Chevrolet Silverado 1500 LT Trail Boss in Millbrook ON

  • Chevrolet Silverado 1500 High Country in Millbrook ON

  • Chevrolet Silverado 1500 Custom in Millbrook ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Millbrook ON

  • Chevrolet Silverado 1500 LTZ in Millbrook ON

  • Chevrolet Silverado 1500 Work Truck in Millbrook ON

  • Chevrolet Silverado 1500 LS in Millbrook ON

  • Chevrolet Silverado 1500 in Peterborough ON

  • Chevrolet Silverado 1500 in Port Hope ON

  • Chevrolet Silverado 1500 in Cobourg ON

  • Chevrolet Silverado 1500 in Oshawa ON

  • Chevrolet Silverado 1500 in Whitby ON

  • Chevrolet Silverado 1500 in Ajax ON

  • Chevrolet Silverado 1500 in Pickering ON

  • Chevrolet Silverado 1500 in Stouffville ON

  • Chevrolet Silverado 1500 in Markham ON

  • Chevrolet Silverado 1500 in Millbrook ON

  • Best Work Trucks for Sale in Millbrook ON

  • Chevrolet Trucks For Sale in Millbrook ON

  • Chevy Duramax Diesel Trucks for Sale in Millbrook ON

  • Chevrolet SUVs & Crossovers for Sale in Millbrook ON

  • Cheap Muscle Cars for Sale in Millbrook 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 LT Trail Boss in Millbrook 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

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Bill Spencer Chevrolet Ltd

  • Boyer Chevrolet Buick GMC Ajax Ltd

  • Nurse Chevrolet

  • Jack McGee Peterborough

  • Williamson GM Uxbridge

  • Roy Nichols Motors Chevrolet

  • McCurdy Chevrolet Buick GMC

  • Quantrill Chevrolet Buick GMC Cadillac

  • Markville 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.