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 Enterprise, ON

75 results
Inverary, ON
2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Southbank Dodge Chrysler LTD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

188,847 kilometres

$38,888

Fair Deal
Ottawa, ON
118 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
277 hp 3L I6 Diesel
Exterior colour:
Gray
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Transmission:
10-Speed Automatic
Mileage:
188,847
Stock number:
2600481
VIN:
1GCUYFET2NZ209131

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

60,132 kilometres

$52,998

Great Deal
Salaberry-de-Valleyfield, QC
217 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:
60,132
Stock number:
50706A
VIN:
3GCUDFED6RG358863

Sponsored

2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

3,200 kilometres

$76,444

Great Deal
Richmond Hill, ON
230 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior colour:
Gray
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
3,200
Stock number:
TG107349
VIN:
3GCUKFE89TG107349

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

46,233 kilometres

$52,998

Great Deal
Ottawa, ON
96 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:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
Automatic
Mileage:
46,233
Stock number:
T3878
VIN:
3GCUDFED9RG143607

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

90,693 kilometres

$51,005

Great Deal
Peterborough, ON
132 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
90,693
Stock number:
RG144940
VIN:
3GCUDFED2RG144940

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

59,000 kilometres

$44,900

Great Deal
Toronto, ON
241 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

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

60,132 kilometres

$52,998

Great Deal
Salaberry-de-Valleyfield, QC
217 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:
60,132
Stock number:
50706A
VIN:
3GCUDFED6RG358863

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

3,200 kilometres

$76,444

Great Deal
Richmond Hill, ON
230 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior colour:
Gray
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
3,200
Stock number:
TG107349
VIN:
3GCUKFE89TG107349

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

20,344 kilometres

$54,995

Great Deal
Certified Pre-Owned
Saint-jerome, QC
248 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:
Summit White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
Automatic
Mileage:
20,344
Stock number:
25738A
VIN:
3GCUDFED7RG384937

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

90,878 kilometres

$43,999

Good Deal
L'Île-Perrot, QC
234 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
90,878
Stock number:
GP-124584
VIN:
3GCUDFED0NG587677

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

169,896 kilometres

$31,995

Good Deal
Kemptville, ON
97 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Red
Interior colour:
Gray
Transmission:
Automatic
Mileage:
169,896
VIN:
3GCPYFED8NG207471

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

52,402 kilometres

$51,998

Good Deal
Ottawa, ON
96 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

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

108,200 kilometres

$39,995

Good Deal
Gatineau, QC
146 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:
Silver
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
108,200
Stock number:
U1947
VIN:
3GCPYFEL9MG391146

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

37,865 kilometres

$49,790

Good Deal
248 km away
Year:
2022
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:
37,865
Stock number:
80117
VIN:
1GCPYFED4NZ108274

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,612 kilometres

$56,000

Good Deal
Cornwall, ON
163 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:
Sport Red
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
54,612
Stock number:
S2736
VIN:
3GCUDFED5RG131163

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,721 kilometres

$56,988

Good Deal
Ottawa, ON
96 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:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
Automatic
Mileage:
24,721
Stock number:
T4064
VIN:
3GCUDFED7RG308599

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

139,820 kilometres

$37,990

Good Deal
Saint-Eustache, QC
247 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:
Black
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
139,820
Stock number:
D2742B
VIN:
3GCPYFEL4MG121337

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

22,844 kilometres

$56,988

Good Deal
Ottawa, ON
96 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:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
Automatic
Mileage:
22,844
Stock number:
T4068
VIN:
3GCUDFED6RG308609

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

207,694 kilometres

$28,638

Good Deal
Ottawa, ON
132 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:
White
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
207,694
Stock number:
450588A
VIN:
3GCPYFEDXMG251096

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

48,166 kilometres

$56,767

Good Deal
Peterborough, ON
132 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
48,166
Stock number:
25279A
VIN:
3GCUDFE80RG181195

Sponsored

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

  • Chevrolet Silverado 1500 RST in Enterprise ON

  • Chevrolet Silverado 1500 LT Trail Boss in Enterprise ON

  • Chevrolet Silverado 1500 Custom in Enterprise ON

  • Chevrolet Silverado 1500 High Country in Enterprise ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Enterprise ON

  • Chevrolet Silverado 1500 LTZ in Enterprise ON

  • Chevrolet Silverado 1500 Work Truck in Enterprise ON

  • Chevrolet Silverado 1500 LS in Enterprise ON

  • Chevrolet Silverado 1500 in Kingston ON

  • Chevrolet Silverado 1500 in Belleville ON

  • Chevrolet Silverado 1500 in Smiths Falls ON

  • Chevrolet Silverado 1500 in Brockville ON

  • Chevrolet Silverado 1500 in Peterborough ON

  • Chevrolet Silverado 1500 in Cobourg ON

  • Chevrolet Silverado 1500 in Kanata ON

  • Chevrolet Silverado 1500 in Port Hope ON

  • Chevrolet Silverado 1500 in Nepean ON

  • Chevrolet Silverado 1500 in Enterprise ON

  • Best Work Trucks for Sale in Enterprise ON

  • Chevrolet Trucks For Sale in Enterprise ON

  • Chevy Duramax Diesel Trucks for Sale in Enterprise ON

  • Chevrolet SUVs & Crossovers for Sale in Enterprise ON

  • Cheap Muscle Cars for Sale in Enterprise 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 Enterprise 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

  • Peter Smith GM

  • Gananoque Chevrolet

  • McCurdy 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

© 2025 CarGurus, Inc., All Rights Reserved.