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 Portland, ON

69 results
Kemptville, ON
2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD TruckTown

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

48,665 kilometres

$58,998

Fair Deal
Ottawa, ON
52 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

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,031 kilometres

$56,998

Good Deal
Ottawa, ON
52 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:
Gray
Transmission:
Automatic
Mileage:
24,031
Stock number:
T4110
VIN:
3GCUDFED1RG308596

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

42,500 kilometres

$50,985

Fair Deal
Gatineau, QC
84 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:
Gray (Dark grey)
Transmission:
Automatic
Mileage:
42,500
Stock number:
26521
VIN:
3GCPYFEL4NG196234

Sponsored

2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

46,585 kilometres

$43,998

Great Deal
Ottawa, ON
52 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

66,489 kilometres

$47,998

Good Deal
Kingston, 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:
Red Hot
Fuel type:
Gasoline
Interior colour:
Jet Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
66,489
Stock number:
26P013
VIN:
3GCUDFED8NG608193

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

67,267 kilometres

$47,691

Good Deal
Renfrew, ON
81 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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
67,267
Stock number:
34470
VIN:
3GCUDFEL1NG539659

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

8,758 kilometres

$78,594

Good Deal
Ottawa, ON
62 km away
Year:
2026
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:
8-Speed Automatic
Mileage:
8,758
Stock number:
260104
VIN:
3GCUKFED9TG113987

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
52 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

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

21,843 kilometres

$60,995

Good Deal
Ottawa, ON
52 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:
Gray
Transmission:
Automatic
Mileage:
21,843
Stock number:
T4340
VIN:
3GCUKFED8SG286351

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

20,271 kilometres

$60,995

Good Deal
Ottawa, ON
52 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:
20,271
Stock number:
T4339
VIN:
3GCUKFED4SG276562

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

71,254 kilometres

$52,888

Good Deal
Kanata, ON
63 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:
71,254
Stock number:
26-5297A
VIN:
3GCUDFED5RG102763

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,031 kilometres

$56,998

Good Deal
Ottawa, ON
52 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:
Gray
Transmission:
Automatic
Mileage:
24,031
Stock number:
T4110
VIN:
3GCUDFED1RG308596

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

47,783 kilometres

$56,948

Good Deal
Ottawa, ON
52 km away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray
Interior colour:
Gray
Transmission:
Automatic
Mileage:
47,783
Stock number:
T4334
VIN:
3GCUKFED3SG152217

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

41,118 kilometres

$58,288

Good Deal
Ottawa, ON
52 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:
Gray
Transmission:
Automatic
Mileage:
41,118
Stock number:
T4302
VIN:
3GCUKFED7SG155301

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

67,267 kilometres

$47,691

Good Deal
Renfrew, ON
81 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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
67,267
Stock number:
34470
VIN:
3GCUDFEL1NG539659

Sponsored

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

  • Chevrolet Silverado 1500 LT in Portland ON

  • Chevrolet Silverado 1500 RST in Portland ON

  • Chevrolet Silverado 1500 LT Trail Boss in Portland ON

  • Chevrolet Silverado 1500 Custom in Portland ON

  • Chevrolet Silverado 1500 High Country in Portland ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Portland ON

  • Chevrolet Silverado 1500 LTZ in Portland ON

  • Chevrolet Silverado 1500 Work Truck in Portland ON

  • Chevrolet Silverado 1500 LS in Portland ON

  • Chevrolet Silverado 1500 in Smiths Falls ON

  • Chevrolet Silverado 1500 in Brockville ON

  • Chevrolet Silverado 1500 in Kingston ON

  • Chevrolet Silverado 1500 in Kanata ON

  • Chevrolet Silverado 1500 in Vernon ON

  • Chevrolet Silverado 1500 in Nepean ON

  • Chevrolet Silverado 1500 in Ottawa ON

  • Chevrolet Silverado 1500 in Gatineau QC

  • Chevrolet Silverado 1500 in Gloucester ON

  • Chevrolet Silverado 1500 in Portland ON

  • Best Work Trucks for Sale in Portland ON

  • Chevrolet Trucks For Sale in Portland ON

  • Chevy Duramax Diesel Trucks for Sale in Portland ON

  • Chevrolet SUVs & Crossovers for Sale in Portland ON

  • Cheap Muscle Cars for Sale in Portland 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 Portland 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 Portland

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

  • Used Hatchbacks for Sale with Low Mileage in Portland

  • Used Convertibles for Sale with Low Mileage in Portland

  • Used Vans for Sale with Low Mileage in Portland

  • Used Minivans for Sale with Low Mileage in Portland

  • Used Pickup Trucks for Sale with Low Mileage in Portland

  • Used Coupes for Sale with Low Mileage in Portland

  • Used Wagons for Sale with Low Mileage in Portland

  • Mike Fair Chevrolet Buick GMC Cadillac Ltd

  • Gananoque Chevrolet

  • Bean Chevrolet Buick GMC Ltd

  • Surgenor Barrhaven

  • Myers Kemptville Chev 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.