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

106 results
Denbigh, ON
2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD McCurdy Chevrolet Buick GMC

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

6,000 kilometres

$65,594

Fair Deal
Trenton, ON
85 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
Interior colour:
Black
Transmission:
Automatic
Mileage:
6,000
Stock number:
8699A
VIN:
3GCUKFED4SG379805

Sponsored

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

48,665 kilometres

$58,998

Fair Deal
Ottawa, ON
97 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
Interior colour:
Gray
Transmission:
Automatic
Mileage:
48,665
Stock number:
T4273
VIN:
3GCUKFED7SG155654

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

66,489 kilometres

$47,998

Good Deal
Kingston, ON
45 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
Interior colour:
Jet Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
66,489
Stock number:
26P013
VIN:
3GCUDFED8NG608193

Sponsored

2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,106 kilometres

$62,978

Great Deal
Uxbridge, ON
199 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:
Red
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
19,106
Stock number:
263724A
VIN:
3GCUKFE80SG259065

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

114,011 kilometres

$38,677

Great Deal
Whitby, ON
191 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
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
114,011
Stock number:
41690X
VIN:
1GCPYFED3MZ431021

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

46,585 kilometres

$43,998

Great Deal
Ottawa, 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
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Gray
Transmission:
Automatic
Mileage:
46,585
Stock number:
T4257
VIN:
3GCPDFEK5PG194837

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

170,318 kilometres

$32,480

Great Deal
Belleville, ON
70 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Red
Transmission:
Automatic
Mileage:
170,318
Stock number:
R26036
VIN:
3GCPYFED8NG207471

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

37,601 kilometres

$52,995

Great Deal
Belleville, ON
70 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
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
37,601
Stock number:
43909J
VIN:
3GCUDFED6RG388655

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

25,779 kilometres

$53,995

Great Deal
Belleville, ON
70 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
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
25,779
Stock number:
43701J
VIN:
3GCUDFED1RG220230

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

12,825 kilometres

$60,510

Great Deal
Whitby, ON
191 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:
Red
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
12,825
Stock number:
11X450
VIN:
3GCUKFE88SG180484

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

95,774 kilometres

$43,934

Good Deal
Trenton, ON
87 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Transmission:
Automatic
Mileage:
95,774
Stock number:
A24797
VIN:
3GCPYFEL5NG190653

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

14,477 kilometres

$63,988

Good Deal
Gatineau, QC
126 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:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
14,477
Stock number:
A6966
VIN:
3GCUKFE80SG243433

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

31,444 kilometres

$62,495

Good Deal
Peterborough, ON
132 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:
Gray
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Transmission:
Automatic
Mileage:
31,444
Stock number:
SG313458
VIN:
3GCUKFE85SG313458

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

113,216 kilometres

$43,490

Good Deal
Certified Pre-Owned
Cobourg, ON
137 km away
Year:
2022
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:
15 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
113,216
Stock number:
NG533054
VIN:
3GCUDFEL3NG533054

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,811 kilometres

$64,990

Good Deal
Cobourg, ON
137 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:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
24,811
Stock number:
SG231191
VIN:
3GCUKFE88SG231191

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

45,479 kilometres

$53,914

Good Deal
Trenton, ON
87 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
Transmission:
Automatic
Mileage:
45,479
Stock number:
24746A
VIN:
3GCUDFE89PG335979

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

12,853 kilometres

$66,990

Good Deal
Certified Pre-Owned
Cobourg, ON
137 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:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
12,853
Stock number:
SG226133
VIN:
3GCUKFE82SG226133

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

49,652 kilometres

$61,490

Good Deal
Cobourg, ON
137 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:
Black
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
49,652
Stock number:
SG226062
VIN:
3GCUKFE85SG226062

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

130,289 kilometres

$33,995

Good Deal
Aurora, ON
227 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:
GBA34-BLACK
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
130,289
Stock number:
US4102
VIN:
1GCPYFED8KZ131973

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

38,647 kilometres

$60,490

Fair Deal
Cobourg, ON
137 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior colour:
White
Combined gas mileage:
10 L/100km
Fuel type:
Diesel
Interior colour:
Black
Transmission:
Automatic
Mileage:
38,647
Stock number:
RG433377
VIN:
3GCUDFE87RG433377

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 Custom Trail Boss in Enterprise ON

  • Chevrolet Silverado 1500 High Country 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 in Enterprise

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

  • Used Hatchbacks for Sale with Low Mileage in Enterprise

  • Used Convertibles for Sale with Low Mileage in Enterprise

  • Used Vans for Sale with Low Mileage in Enterprise

  • Used Minivans for Sale with Low Mileage in Enterprise

  • Used Pickup Trucks for Sale with Low Mileage in Enterprise

  • Used Coupes for Sale with Low Mileage in Enterprise

  • Used Wagons for Sale with Low Mileage in Enterprise

  • Peter Smith GM

  • McCurdy Chevrolet Buick GMC

  • Gananoque Chevrolet

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.