Chevrolet Trucks For Sale in Winchester, MA

1,116 results

Sort by:

2017 Chevrolet Colorado

Work Truck Extended Cab LB RWD

113,110 miles

$12,890

Year:: 2017
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: White
Combined gas mileage:: 23 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 6-Speed Automatic
Mileage:: 113,110
Stock #:: 3805A
VIN:: 1GCHSBEA2H1289060

2020 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

72,205 miles

$40,000

Year:: 2020
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.6L V8 Biodiesel
Exterior color:: White
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 72,205
Stock #:: 109790
VIN:: 1GC1YNEY4LF254899

2024 Chevrolet Silverado 1500

LT Crew Cab 4WD

27,260 miles

$41,924

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 color:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 27,260
Stock #:: B8101
VIN:: 2GCUDDED1R1159216

2016 Chevrolet Silverado 1500

LT Crew Cab 4WD

43,623 miles

$27,980

Year:: 2016
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: SUMMIT WHITE
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 43,623
Stock #:: 11720
VIN:: 3GCUKRECXGG145250

2012 Chevrolet Colorado

Work Truck RWD

32,326 miles

$8,588

Year:: 2012
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: 4X2
Engine:: 185 hp 2.9L I4
Exterior color:: Yellow
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 32,326
Stock #:: 52554
VIN:: 1GCCSBF92C8152554

2022 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

46,433 miles

$47,980

Great Deal

$929/mo est.

Manufacturer certified

Whitman, MA

27 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 401 hp 6.6L V8
Exterior color:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 46,433
Stock #:: 11722
VIN:: 1GC4YPE78NF266783

2020 Chevrolet Silverado 1500

LT Crew Cab 4WD

58,220 miles

$27,900

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Cajun Red Tintcoat
Combined gas mileage:: 26 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 58,220
Stock #:: LZ311011
VIN:: 1GCUYDET7LZ311011

2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

43,180 miles

$28,900

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Shadow Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,180
Stock #:: 26521A
VIN:: 1GCPYBEKXMZ220518

2019 Chevrolet Colorado

Z71 Extended Cab LB 4WD

169,659 miles

$14,900

Year:: 2019
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 169,659
Stock #:: 266594
VIN:: 1GCHTDEN8K1266594

2018 Chevrolet Silverado 1500

High Country Crew Cab 4WD

118,145 miles

$24,949

Year:: 2018
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Graphite Metallic)
Fuel type:: Gasoline
Interior color:: Jet Black Medium Ash Gray Piping Stitching
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 118,145
Stock #:: T196A
VIN:: 3GCUKTEC6JG114615

Preparing for a close up...

Photos coming soon

2019 Chevrolet Colorado

Z71 Crew Cab LB 4WD

125,167 miles

$19,995

Year:: 2019
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 125,167
Stock #:: 2055
VIN:: 1GCGTDEN5K1125140

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

46,039 miles

$35,900

Year:: 2018
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Silver Ice Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 46,039
Stock #:: RN2555A
VIN:: 3GCUKSEJXJG619422

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,272 miles

$33,000

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Northsky Blue Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 46,272
Stock #:: C15222
VIN:: 1GCPYCEF5LZ352058

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

70,383 miles

$30,585

Year:: 2018
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic Overdrive
Mileage:: 70,383
Stock #:: 11209
VIN:: 3GCUKSEC4JG120438

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

LT Double Cab 4WD

83,387 miles

$23,349

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 color:: Gray (Graphite Metallic)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 83,387
Stock #:: 3610A
VIN:: 2GCVKPEC4K1180375

Preparing for a close up...

Photos coming soon

2011 Chevrolet Silverado 2500HD

LT Extended Cab 4WD

77,609 miles

$18,995

Year:: 2011
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 360 hp 6L V8
Exterior color:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 77,609
Stock #:: TW715
VIN:: 1GC2KXCG7BZ443460

Preparing for a close up...

Photos coming soon

2017 Chevrolet Silverado 1500

LT Z71 Double Cab 4WD

103,322 miles

$19,900

Year:: 2017
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 103,322
Stock #:: 373483
VIN:: 1GCVKREC3HZ373483

Preparing for a close up...

Photos coming soon

2019 Chevrolet Colorado

Z71 Crew Cab 4WD

112,272 miles

$20,995

Year:: 2019
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Crush
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 112,272
Stock #:: 222285
VIN:: 1GCGTDEN1K1222285

Preparing for a close up...

Photos coming soon

2023 Chevrolet Colorado

Z71 Crew Cab 4WD

23,568 miles

$36,980

Fair Deal

$704/mo est.

Manufacturer certified

Whitman, MA

27 mi away

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Adrenaline Red
Transmission:: Automatic
Mileage:: 23,568
Stock #:: 11724
VIN:: 1GCPTDEK2P1144855

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

100,104 miles

$27,450

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 100,104
Stock #:: 88380L
VIN:: 1GCUYGED1LZ275021

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Limited Work Truck 4WD

12,171 miles

$27,999

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Northsky Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 12,171
Stock #:: RUKJ23330A
VIN:: 3GCNDAEK6NG679642

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

130,739 miles

$19,600

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 color:: White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 130,739
Stock #:: 404764
VIN:: 1GCRYCEF5KZ404764

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

RST Crew Cab 4WD

76,793 miles

$30,599

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Silver Ice Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 76,793
Stock #:: G260163A
VIN:: 3GCUYEEDXLG257234

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

15,119 miles

$37,215

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 color:: Dark Ash Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 15,119
Stock #:: U2300196
VIN:: 1GCPDKEK5PZ326732

A better way to discover your best deal

Let us help you find a car you’ll love.

Chevrolet Trucks For Sale in Winchester, MA

2017 Chevrolet Colorado

$12,890

2020 Chevrolet Silverado 2500HD

$40,000

2024 Chevrolet Silverado 1500

$41,924

2016 Chevrolet Silverado 1500

$27,980

2012 Chevrolet Colorado

$8,588

2022 Chevrolet Silverado 2500HD

$47,980

2020 Chevrolet Silverado 1500

$27,900

2021 Chevrolet Silverado 1500

$28,900

2019 Chevrolet Colorado

$14,900

2018 Chevrolet Silverado 1500

$24,949

2019 Chevrolet Colorado

$19,995

2018 Chevrolet Silverado 1500

$35,900

2020 Chevrolet Silverado 1500

$33,000

2018 Chevrolet Silverado 1500

$30,585

2019 Chevrolet Silverado 1500

$23,349

2011 Chevrolet Silverado 2500HD

$18,995

2017 Chevrolet Silverado 1500

$19,900

2019 Chevrolet Colorado

$20,995

2023 Chevrolet Colorado

$36,980

2020 Chevrolet Silverado 1500

$27,450

2022 Chevrolet Silverado 1500

$27,999

2019 Chevrolet Silverado 1500

$19,600

2020 Chevrolet Silverado 1500

$30,599

2023 Chevrolet Silverado 1500

$37,215

Broader Searches

Shop By City

Popular Searches

Used car dealers near Winchester

A better way to discover your best deal