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 Port Perry, ON

54 results
Port Perry, ON
2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,904 kilometres

$63,990

Fair Deal
Cobourg, ON
63 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:
24,904
Stock number:
RG451560
VIN:
3GCUDFE80RG451560

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

87,657 kilometres

$46,495

Fair Deal
Certified Pre-Owned
Orillia, ON
68 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

Sponsored

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

16,935 kilometres

$65,990

Fair Deal
Cobourg, ON
63 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:
16,935
Stock number:
SG263291
VIN:
3GCUKFED0SG263291

Sponsored

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

131,873 kilometres

$39,678

Good Deal
Uxbridge, ON
13 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:
Gray (Dark Grey)
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
131,873
Stock number:
U9032A
VIN:
1GCPYFED9MZ429791

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
63 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

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

178,018 kilometres

$34,990

Good Deal
Cobourg, ON
63 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

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

26,988 kilometres

$61,994

Good Deal
Newmarket, ON
41 km away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior colour:
White
Fuel type:
Diesel
Transmission:
8-Speed Automatic
Mileage:
26,988
Stock number:
G148242A
VIN:
3GCUKFE89SG159966

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

47,744 kilometres

$46,995

Good Deal
Newmarket, ON
41 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
47,744
Stock number:
N17220
VIN:
3GCPYFED5NG184621

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
41 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

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

82,061 kilometres

$43,972

Good Deal
Certified Pre-Owned
Alliston, ON
74 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

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

59,000 kilometres

$44,900

Good Deal
Toronto, ON
60 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Transmission:
Automatic
Mileage:
59,000
Stock number:
25-189
VIN:
1GCPYFED3NZ111831

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
41 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

Sponsored

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

  • Chevrolet Silverado 1500 RST in Port Perry ON

  • Chevrolet Silverado 1500 LT Trail Boss in Port Perry ON

  • Chevrolet Silverado 1500 High Country in Port Perry ON

  • Chevrolet Silverado 1500 Custom in Port Perry ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Port Perry ON

  • Chevrolet Silverado 1500 LTZ in Port Perry ON

  • Chevrolet Silverado 1500 Work Truck in Port Perry ON

  • Chevrolet Silverado 1500 LS in Port Perry ON

  • Chevrolet Silverado 1500 in Oshawa ON

  • Chevrolet Silverado 1500 in Whitby ON

  • Chevrolet Silverado 1500 in Stouffville ON

  • Chevrolet Silverado 1500 in Ajax ON

  • Chevrolet Silverado 1500 in Pickering ON

  • Chevrolet Silverado 1500 in Markham ON

  • Chevrolet Silverado 1500 in Unionville ON

  • Chevrolet Silverado 1500 in Newmarket ON

  • Chevrolet Silverado 1500 in Scarborough ON

  • Chevrolet Silverado 1500 in Port Perry ON

  • Best Work Trucks for Sale in Port Perry ON

  • Chevrolet Trucks For Sale in Port Perry ON

  • Chevy Duramax Diesel Trucks for Sale in Port Perry ON

  • Chevrolet SUVs & Crossovers for Sale in Port Perry ON

  • Cheap Muscle Cars for Sale in Port Perry 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 Port Perry 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

  • Georgian Chevrolet Buick GMC

  • Bill Spencer Chevrolet Ltd

  • Wilson-Niblett

  • Gateway Chevrolet Buick GMC

  • Boyer Chevrolet Buick GMC Ajax Ltd

  • NewRoads Chevrolet Cadillac Buick GMC

  • Nurse Chevrolet

  • Jack McGee Peterborough

  • Roy Foss Woodbridge Chevrolet Buick GMC Cadillac

  • Orillia 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.