Work Trucks for Sale inWinchester, MA
11,500 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black W/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 29,880
- Stock #:
- JJ11891
- VIN:
- 1FTFW3L87SKE78015
New arrival
Sponsored by Key Chrysler Dodge Ram of Portsmouth
2025 Ford F-150
XLT SuperCrew 4WD
29,880 mi
Portsmouth, NH
46 mi away
Great Deal
$38,894
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,314
- Stock #:
- W26895A
- VIN:
- 1GCUYEED8LZ322226
New arrival
Sponsored Listing
2020 Chevrolet Silverado 1500
RST Crew Cab 4WD
36,314 mi
Fitchburg, MA
33 mi away
Fair Deal
$36,855
- Year:
- 2022
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 389 hp 3.4L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,068
- Stock #:
- 856219
- VIN:
- 5TFJA5DA9NX007237
Sponsored Listing
2022 Toyota Tundra
Limited Double Cab 4WD
56,068 mi
Walpole, MA
23 mi away
Good Deal
$39,495
- Year:
- 2024
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,035
- Stock #:
- R261900A
- VIN:
- 1C6SRFHT6RN227555
2024 RAM 1500
Limited Crew Cab 4WD
32,035 mi
Raynham, MA
38 mi away
Fair Deal
$50,607
- 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:
- Silver ICE Metallic
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 116,026
- Stock #:
- U165074
- VIN:
- 3GCUKRECXGG205074
New arrival
2016 Chevrolet Silverado 1500
LT Crew Cab 4WD
116,026 mi
Charlton, MA
49 mi away
Good Deal
$18,276
- Year:
- 2026
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,376
- Stock #:
- P5116
- VIN:
- 1GTUUDED1TZ195129
New arrival
2026 GMC Sierra 1500
SLT Crew Cab 4WD
28,376 mi
Chelmsford, MA
16 mi away
Great Deal
$42,641
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 118,132
- Stock #:
- 203715
- VIN:
- 1GCVKPEC9HZ203715
New arrival
2017 Chevrolet Silverado 1500
Custom Double Cab 4WD
118,132 mi
Middleboro, MA
42 mi away
Good Deal
$16,435
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,285
- Stock #:
- PNH1177A
- VIN:
- 3GCPDKEK4PG270430
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
86,285 mi
Portsmouth, NH
44 mi away
Great Deal
$25,494
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Gray (Tungsten Metallic)
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 69,826
- Stock #:
- 5857A
- VIN:
- 1GC0KVEG8GZ295738
2016 Chevrolet Silverado 2500HD
LT LB 4WD
69,826 mi
Fitchburg, MA
33 mi away
Fair Deal
$28,999
- Year:
- 2014
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 151,813
- Stock #:
- 216966
- VIN:
- 3C6RR7KT5EG216966
New arrival
2014 RAM 1500
Express Crew Cab 4WD
151,813 mi
Middleboro, MA
42 mi away
Good Deal
$12,434
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5L V8
- Exterior color:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 174,436
- Stock #:
- D15583
- VIN:
- 1FTEW1E55JFD15583
2018 Ford F-150
XLT SuperCrew 4WD
174,436 mi
Methuen, MA
21 mi away
Good Deal
$14,295
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 104,003
- Stock #:
- 114657
- VIN:
- 3GCPYFED6KG295660
Price drop
-$5,000
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
104,003 mi
Auburn, MA
41 mi away
Great Deal
$30,294
$25,294
- Year:
- 2019
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Gray (Magnetic Metallic)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Dark Earth Gray
- Transmission:
- Automatic
- Mileage:
- 123,559
- VIN:
- 1FTEX1EP3KFD06400
2019 Ford F-150
XLT SuperCab 4WD
123,559 mi
Ashland, MA
20 mi away
Great Deal
$16,849
- Year:
- 2023
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 430 hp 7.3L V8
- Exterior color:
- Stone Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 35,381
- Stock #:
- 14578A
- VIN:
- 1FT8X2BN1PED81924
2023 Ford F-250 Super Duty
XLT SuperCab 4WD
35,381 mi
Exeter, NH
39 mi away
Good Deal
$45,586
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Silver
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 136,423
- Stock #:
- 725860
- VIN:
- 1C6RRFBGXMN725860
2021 RAM 1500
Big Horn Quad Cab 4WD
136,423 mi
Rowley, MA
21 mi away
Good Deal
$17,995
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 73,030
- Stock #:
- 2609441
- VIN:
- 3GCUKSEC5JG647047
Price drop
-$795
2018 Chevrolet Silverado 1500
LTZ Crew Cab 4WD
73,030 mi
Wakefield, MA
7 mi away
Good Deal
$29,793
$28,998
- Year:
- 2018
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Exterior color:
- Silver
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 106,863
- Stock #:
- SB1203
- VIN:
- 1C6RR7FG9JS302779
2018 RAM 1500
Tradesman Quad Cab 4WD
106,863 mi
Weymouth, MA
19 mi away
Fair Deal
$16,398
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,339
- Stock #:
- JJ11377
- VIN:
- 3C6UR5DJ7RG336400
2024 RAM 2500
Big Horn Crew Cab 4WD
43,339 mi
Portsmouth, NH
46 mi away
Great Deal
$36,498
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,060
- Stock #:
- PA3563
- VIN:
- 1GCRDKEK5PZ242466
2023 Chevrolet Silverado 1500
LT Double Cab 4WD
32,060 mi
Amesbury, MA
30 mi away
Good Deal
$32,444
- Year:
- 2017
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,737
- Stock #:
- FN7536A
- VIN:
- 1C6RR7FT2HS759070
2017 RAM 1500
Express Quad Cab 4WD
62,737 mi
Lowell, MA
16 mi away
Fair Deal
$20,500
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,670
- Stock #:
- 283336
- VIN:
- 1GCRYEEK1KZ283336
Price drop
-$905
2019 Chevrolet Silverado 1500
RST Double Cab 4WD
119,670 mi
Rowley, MA
21 mi away
Good Deal
$21,900
$20,995
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Ivory White Tri-Coat Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,809
- Stock #:
- MRT0270
- VIN:
- 1C6SRFJT9NN102425
2022 RAM 1500
Laramie Crew Cab 4WD
94,809 mi
Methuen, MA
20 mi away
Fair Deal
$30,955
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,979
- Stock #:
- JJ11396A
- VIN:
- 1C6SRFFTXMN649226
2021 RAM 1500
Big Horn Crew Cab 4WD
76,979 mi
Portsmouth, NH
46 mi away
Good Deal
$28,697
- Year:
- 2016
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 130,177
- Stock #:
- 261432A
- VIN:
- 5TFUY5F18GX502117
New arrival
Sponsored Listing
2016 Toyota Tundra
SR5 Double Cab 5.7L 4WD
130,177 mi
Epping, NH
40 mi away
Good Deal
$22,340
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