Work Trucks for Sale in Chester, MA

2026 RAM 2500

Laramie Crew Cab 4WD

8,133 miles

$68,663

Fair Deal

Ellington, CT

38 mi away

Year:: 2026
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L I6 Diesel
Exterior color:: Diamond Black Crystal Pearlcoat
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 8,133
Stock number:: 904813
VIN:: 3C63R5FL3TG206549

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2024 Ford F-150

XLT SuperCrew 4WD

49,984 miles

$36,498

Good Deal

Torrington, CT

32 mi away

Year:: 2024
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 430 hp 3.5L V6 Hybrid
Exterior color:: Silver Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black W/Medium Dark Slate
Transmission:: Automatic
Mileage:: 49,984
Stock number:: N5319
VIN:: 1FTFW3LD3RFA40706

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2021 GMC Sierra 1500

AT4 Crew Cab 4WD

107,721 miles

$30,158

Great Deal

Glastonbury, CT

44 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black With Kalahari Accents
Transmission:: Automatic
Mileage:: 107,721
Stock number:: 21UC9238
VIN:: 3GTP9EED7MG381036

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2019 Ford F-150

King Ranch SuperCrew 4WD

67,824 miles

$33,900

Great Deal

Certified Pre-Owned

Catskill, NY

46 mi away

Year:: 2019
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: Magma Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Mesa
Transmission:: Automatic
Mileage:: 67,824
Stock number:: T25311A
VIN:: 1FTEW1E43KFA49389

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2017 Chevrolet Silverado 2500HD

LTZ Crew Cab 4WD

97,706 miles

$33,990

Fair Deal

Litchfield, CT

39 mi away

Year:: 2017
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 360 hp 6L V8 Flex Fuel Vehicle
Exterior color:: Black
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 97,706
Stock number:: U28207
VIN:: 1GC1KWEG4HF147938

2008 Ford F-250 Super Duty

XLT Crew Cab 4WD

141,096 miles

$9,995

Good Deal

East Hartford, CT

40 mi away

Year:: 2008
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 300 hp 5.4L V8
Exterior color:: Silver
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 5-Speed Automatic
Mileage:: 141,096
VIN:: 1FTSW21558EC84608

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2015 Ford F-150

XLT SuperCrew LB 4WD

140,984 miles

$13,995

Great Deal

East Hartford, CT

40 mi away

Year:: 2015
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3.5L V6
Exterior color:: Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 140,984
VIN:: 1FTEW1EG6FFC10401

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2019 Ford F-350 Super Duty Chassis

XL Crew Cab DRW 4WD

76,639 miles

$33,987

Good Deal

Brattleboro, VT

47 mi away

Year:: 2019
Make:: Ford
Model:: F-350 Super Duty Chassis
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: Oxford White
Fuel type:: Flex Fuel Vehicle
Interior color:: Medium Earth Gray
Transmission:: 6-Speed Automatic
Mileage:: 76,639
Stock number:: G26113N
VIN:: 1FD8W3H60KEG62500

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2016 RAM 1500

Big Horn Quad Cab 4WD

30,413 miles

$23,689

Great Deal

Torrington, CT

32 mi away

Year:: 2016
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Bright Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 30,413
Stock number:: 26-80A1
VIN:: 1C6RR7GT3GS258153

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2021 Nissan Titan

SV Crew Cab 4WD

43,615 miles

$28,999

Good Deal

Ludlow, MA

25 mi away

Year:: 2021
Make:: Nissan
Model:: Titan
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5.6L V8
Exterior color:: Super Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 43,615
VIN:: 1N6AA1EC9MN526580

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2022 Chevrolet Silverado 1500

LT Double Cab 4WD

22,956 miles

$29,506

Great Deal

Watertown, CT

48 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 22,956
Stock number:: K3138
VIN:: 1GCRDKEK9NZ629602

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2021 RAM 1500

Big Horn Quad Cab 4WD

89,791 miles

$25,688

Good Deal

Bennington, VT

45 mi away

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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 89,791
Stock number:: UV4393
VIN:: 1C6SRFBT9MN726979

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2021 Nissan Titan

PRO-4X Crew Cab 4WD

61,883 miles

$32,517

Good Deal

Brattleboro, VT

48 mi away

Year:: 2021
Make:: Nissan
Model:: Titan
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5.6L V8
Exterior color:: White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 61,883
Stock number:: TN189097A
VIN:: 1N6AA1EDXMN514866

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2018 Ford F-150

XLT SuperCrew 4WD

76,637 miles

$24,568

Good Deal

Holyoke, MA

19 mi away

Year:: 2018
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: Lightning Blue
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Medium Earth Gray
Transmission:: Automatic
Mileage:: 76,637
Stock number:: A7062AB
VIN:: 1FTEW1EG2JFB60914

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2022 RAM 1500

Big Horn Crew Cab 4WD

67,210 miles

$32,497

Good Deal

Catskill, NY

46 mi away

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:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 67,210
Stock number:: 12508U
VIN:: 1C6SRFFT8NN361481

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2019 Ford F-150

Platinum SuperCrew 4WD

67,527 miles

$32,971

Good Deal

Brattleboro, VT

47 mi away

Year:: 2019
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: White Platinum
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 67,527
Stock number:: G26097A
VIN:: 1FTEW1E48KFC21786

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2014 Chevrolet Silverado 1500

144,163 miles

$8,749

Good Deal

Torrington, CT

32 mi away

Year:: 2014
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Engine:: 4.3L V6 Flex Fuel Vehicle
Exterior color:: Summit White
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black/Dark Ash
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 144,163
Stock number:: N5392B
VIN:: 1GCNCPEH7EZ327714

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2018 Ford F-150

Lariat SuperCrew 4WD

109,817 miles

$23,459

Great Deal

Certified Pre-Owned

Springfield, MA

24 mi away

Year:: 2018
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: White Platinum
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 109,817
Stock number:: C104470
VIN:: 1FTEW1EGXJKF97034

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2015 RAM 1500

Express Crew Cab 4WD

119,641 miles

$15,989

Fair Deal

Enfield, CT

27 mi away

Year:: 2015
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Black Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 119,641
Stock number:: P5274B
VIN:: 1C6RR7KT6FS595812

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2017 Ford F-150

King Ranch SuperCrew 4WD

111,000 miles

$24,500

Great Deal

Watervliet, NY

49 mi away

Year:: 2017
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 375 hp 3.5L V6
Exterior color:: Shadow Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 111,000
VIN:: 1FTEW1EG4HFB31571

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2015 Chevrolet Silverado 2500HD

High Country Crew Cab 4WD

126,100 miles

$34,477

Good Deal

Certified Pre-Owned

Springfield, MA

24 mi away

Year:: 2015
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 397 hp 6.6L V8 Diesel
Exterior color:: Black
Fuel type:: Diesel
Interior color:: Saddle
Transmission:: 6-Speed Automatic
Mileage:: 126,100
Stock number:: JG2787A
VIN:: 1GC1KXE86FF637308

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2017 Ford F-150

110,297 miles

$16,917

Great Deal

Brattleboro, VT

48 mi away

Year:: 2017
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Engine:: 325 hp 2.7L V6
Exterior color:: Black
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 110,297
Stock number:: P1142
VIN:: 1FTEX1EP3HFA55600

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2018 Chevrolet Silverado 1500

Work Truck RWD

60,933 miles

$18,995

Fair Deal

West Springfield, MA

22 mi away

Year:: 2018
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: 4X2
Engine:: 4.3L V6 Flex Fuel Vehicle
Exterior color:: Gray (Graphite Metallic)
Fuel type:: Flex Fuel Vehicle
Interior color:: Dark Ash With Jet Black Interior Accents, Cloth Se
Transmission:: 6-Speed Automatic
Mileage:: 60,933
Stock number:: 5611A
VIN:: 1GCNCNEH5JZ289253

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2022 RAM 1500

Big Horn Crew Cab 4WD

32,866 miles

$36,500

Good Deal

Certified Pre-Owned

Bristol, CT

40 mi away

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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 32,866
Stock number:: 23429A
VIN:: 1C6SRFFT1NN405904

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