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Showing 48 of 228 Vehicles

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2026 Chevrolet Silverado LT Trail Boss Crew Cab 4WD

Mack Mackenzie Motors

Dealer Price

+ Tax & Licensing

$86,284

Crew Cab Short Box 4-Wheel Drive LT Trail Boss

Peter Boyer Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$84,108

2020 Chevrolet Silverado 1500

LT Trail BossLT TRAIL BOSS One Owner Trailer B

Orangeville Chrysler

Dealer Price

+ Tax & Licensing

$35,472

Crew Cab Standard Box 4-Wheel Drive LT Trail Boss

Roy's Chevrolet Buick GMC Inc.

Dealer Price

+ Tax & Licensing

$80,406

Crew Cab Short Box 4-Wheel Drive LT Trail Boss

Upper Canada Motor Sales Ltd

Dealer Price

+ Tax & Licensing

$81,689

Crew Cab Short Box 4-Wheel Drive LT Trail Boss

Upper Canada Motor Sales Ltd

Dealer Price

+ Tax & Licensing

$82,714

2022 Chevrolet Silverado 1500

LT 4WD Crew Cab Z71Package 5.3L 13.4"Display Remote Start

CarHub Caledon Chrysler

Dealer Price

+ Tax & Licensing

$39,555

2026 Chevrolet Silverado LT Trail Boss Crew Cab 4WD

Mack Mackenzie Motors

Dealer Price

+ Tax & Licensing

$84,389

Crew Cab Short Box 4-Wheel Drive LT Trail Boss

Peter Boyer Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$81,033

LT 5.3 CREW PWR SEAT HEATED SEAT BLUETOOTH TONNEAU

Benton Fry Ford

Dealer Price

+ Tax & Licensing

$35,995

LT Crew 4x4 5.3L V8 *CLEAN CARFAX *LOW KMS

Taylor Chrysler Dodge Inc.

Dealer Price

+ Tax & Licensing

$46,992

Crew Cab Short Box 4-Wheel Drive LT Trail Boss

Upper Canada Motor Sales Ltd

Dealer Price

+ Tax & Licensing

$80,729

Crew Cab Short Box 4-Wheel Drive LT Trail Boss

MacMaster Buick GMC

Dealer Price

+ Tax & Licensing

$39,921

2019 Chevrolet Silverado 1500

LT TRAIL BOSS 4WD CREW CAB 147" *Dealer Serviced

LGA motors

Dealer Price

+ Tax & Licensing

$25,995

LT 147'' V8 Leather Captain Seats 13.4'' Screen Remote Start

CarHub North York Chrysler

Dealer Price

+ Tax & Licensing

$48,998

LT Trail Boss Z71 4WD | Dark Essentials Package |

Haldimand Motors Ltd.

Dealer Price

+ Tax & Licensing

$50,995

V8 LT 4WD CERTIFIED *ACCIDENT FREE* CAMERA BLUETOOTH CRUISE ALLOYS

Auto Moto of Ontario

Dealer Price

+ Tax & Licensing

$24,490

LT Trail BossLT TRAIL BOSS, 5.3L V8, 2 FACTORY LIF

Orangeville Chrysler

Dealer Price

+ Tax & Licensing

$39,921

LT LT, CREW, 5.3 V8, FRONT BUCETS, CONV PCKAGE 2

Myers Automotive Group

On Sale

Dealer Price

+ Tax & Licensing

$69,262

LT 5.3L V8 4X4 6-Seater 1 Owner Only 96000 KMS

Pentastic Motors

Dealer Price

+ Tax & Licensing

$32,988

LT Trail BossLT TRAIL BOSS, 5.3L V8, 2 FACTORY LIF

Orangeville Volkswagen

Dealer Price

+ Tax & Licensing

$39,921

LT Crew Cab 4WD - NAV! BACK-UP CAM! HEATED SEATS!

Fitzgerald Motors

Dealer Price

+ Tax & Licensing

$25,999

LT Trail Boss 4WD Crew Cab 147"6.2L Leather MultiPro Tailgate

CarHub Caledon Chrysler

Dealer Price

+ Tax & Licensing

$57,998

LT Trail Boss One Owner | Z71 | 20" Wheels

Larry Hudson Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$62,995

2022 Chevrolet Silverado 1500

LT TRAIL BOSS 4X4 | DURAMAX | CREW | HTD SEATS

Car-On Auto Sales

Dealer Price

+ Tax & Licensing

$49,997

LT 5.3L Crew Cab 147 " WB 6 Pass Clean Carfax

Deejay's Auto Sales & Service

Dealer Price

+ Tax & Licensing

$37,995

2017 Chevrolet Silverado 1500

LT Z71 2LT, Z71, DBL CAB, 5.3 V8, ULTRA LOW KM

Myers Automotive Group

Dealer Price

+ Tax & Licensing

$28,376

LT One Owner | True North Edition | Z71 | 18" Wheels

Larry Hudson Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$45,995

LT Trail Boss Crew Cab Short Box 4-Wheel Drive LT Trail Boss

Brian Cullen Motors

Dealer Price

+ Tax & Licensing

$46,988

LT Crew | Remote Start | Heated Seats | Heated Steering Wheel

Haldimand Motors Ltd.

Dealer Price

+ Tax & Licensing

$47,695

LT Trail Boss 157'' V8 13.4'' Screen Captain Seats Heated Steering Wheel

CarHub North York Chrysler

Dealer Price

+ Tax & Licensing

$53,749

LT New Arrival | Low KMs | Clean CarFax | Heated Seats

Lally Kia

Dealer Price

+ Tax & Licensing

$47,499

LT Trail Boss One Owner | Trail Boss | Leather | 20" Wheels

Larry Hudson Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$68,995

LT 4X4 | Z71 | HTD LEATHER | 5.3L V8 | CREW CAB

Car-On Auto Sales

Dealer Price

+ Tax & Licensing

$37,897

LT Trail Boss One Owner | Trailboss | Crew | 2LT | 20" Wheels

Larry Hudson Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$56,995

V8 LT CREW 4WD CERTIFIED *1 OWNER*SERVICE RECORDS* CAMERA BLUETOOTH CRUISE ALLOYS RUNNING BOARDS

Auto Moto of Ontario

Dealer Price

+ Tax & Licensing

$25,990

2019 Chevrolet Silverado 1500

LT Trail Boss Crew 4WD | Remote Start | Leather Seats | Heated Seats

Haldimand Motors Ltd.

Dealer Price

+ Tax & Licensing

$33,995

LT Trail Boss One Owner | Trail Boss | Leather | Sunroof | 18" Wheels

Larry Hudson Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$43,995

LT One Owner | Convenience Package | True North Edition | 6'6 Box | 18" Wheels

Larry Hudson Chevrolet Buick GMC

Dealer Price

+ Tax & Licensing

$51,995

2017 Chevrolet Silverado 1500

LT (**CLEAN TITLE/NO ACCIDENTS**SAFETY/CERTIFIED**REMOTE START**TRAILER HITCH**RUNNING BOARDS**BRAKE CONTROLLER**ALLOY RIMS**FOG LIGHTS**FRONT TOW HOOKS**HEATED SEATS**POWER SEATS**DIGITAL TOUCHSCREEN**REVERSE CAMERA**WIRELESS PHONE CHARGING**DUAL CLIMATE

My Motors.ca

Dealer Price

+ Tax & Licensing

$29,922

LT Trail Boss 3.0L DURAMAX WITH REMOTE START/ENTRY, SUNROOF, HEATED SEATS, HEATED STEERING WHEEL, HITCH GUIDANCE, HD REAR VISION CAMERA

Bean Chevrolet Buick GMC Corvette

Dealer Price

+ Tax & Licensing

$85,438

LT Trail Boss BACKUP CAM BLUETOOTH KEYLESS ENT

JP Motors

Dealer Price

+ Tax & Licensing

$42,958

LT TRAIL BOSS Z71 4X4 CUSTOM-CREW CAB-NEW TIRES!!

Coliseum Auto Sales

Dealer Price

+ Tax & Licensing

$44,900

LT CLEAN CARFAX ONE OWNER HEATED SEATS REM

Cambridge Hyundai

Dealer Price

+ Tax & Licensing

$37,140

Mark Wilson's Better Used Cars

Dealer Price

+ Tax & Licensing

$53,888

2022 Chevrolet Silverado 1500

Mark Wilson's Better Used Cars

Dealer Price

+ Tax & Licensing

$38,988

LT Trail Boss Z71 4WD | Tonneau Cover | Heated Seats | Remote Start

Haldimand Motors Ltd.

Dealer Price

+ Tax & Licensing

$42,995

SOLD

2017 Chevrolet Silverado 1500

4WD Reg Cab 119.0" LT Shortbed

Bruno's Cars Inc.