Used Pickup Trucks for Sale nearPittsfield, MA
8,855 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,423
- Stock #:
- 271188
- VIN:
- 1GTUUAED4RZ271188
Sponsored by AutoMax Preowned Framingham
2024 GMC Sierra 1500
Pro Crew Cab 4WD
19,423 mi
Framingham, MA
92 mi away
Fair Deal
$40,495
- 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:
- Agate Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,501
- Stock #:
- SL0445
- VIN:
- 1FTFW3L89SKE89825
Sponsored Listing
2025 Ford F-150
XLT SuperCrew 4WD
44,501 mi
Franklin, MA
98 mi away
Fair Deal
$41,395
- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 42,710
- Stock #:
- P54975
- VIN:
- 1GTUUGE80RZ254975
Sponsored Listing
2024 GMC Sierra 1500
Denali Crew Cab 4WD
42,710 mi
Thomaston, CT
55 mi away
Fair Deal
$52,282
- Year:
- 2020
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Silver Sky Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 79,273
- Stock #:
- A6979B
- VIN:
- 3TMCZ5AN3LM289998
2020 Toyota Tacoma
TRD Sport Double Cab 4WD
79,273 mi
Brattleboro, VT
46 mi away
Good Deal
$31,280
- Year:
- 2016
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 390 hp 5.6L V8
- Exterior color:
- Cayenne Red
- Fuel type:
- Gasoline
- Interior color:
- Black/Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 51,775
- Stock #:
- 26N0046
- VIN:
- 1N6AA1F48GN507465
New arrival
2016 Nissan Titan
XD Platinum Reserve Crew Cab 4WD
51,775 mi
Johnstown, NY
69 mi away
Good Deal
$23,096
- Year:
- 2015
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 261 hp 4L V6
- Exterior color:
- Arctic Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- Automatic
- Mileage:
- 77,736
- Stock #:
- 26N0058
- VIN:
- 1N6AD0EV7FN726668
New arrival
2015 Nissan Frontier
SV Crew Cab 4WD
77,736 mi
Johnstown, NY
69 mi away
Good Deal
$15,896
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,928
- Stock #:
- 146167U
- VIN:
- 1C6HJTFG7LL146167
Price drop
-$2,541
2020 Jeep Gladiator
Overland Crew Cab 4WD
48,928 mi
New Milford, CT
64 mi away
Good Deal
$31,391
$28,850
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,175
- Stock #:
- HL334A
- VIN:
- 1C6HJTAG6NL114935
New arrival
2022 Jeep Gladiator
Willys Crew Cab 4WD
28,175 mi
Lebanon, NH
97 mi away
Good Deal
$31,686
- Year:
- 2019
- 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:
- Automatic
- Mileage:
- 120,078
- Stock #:
- 107360
- VIN:
- 1GC1KSEG4KF107360
Price drop
-$2,000
2019 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
120,078 mi
Suffield, CT
44 mi away
Good Deal
$28,339
$26,339
- Year:
- 2023
- 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
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,960
- Stock #:
- PC1427
- VIN:
- 1GCRDAED0PZ329297
2023 Chevrolet Silverado 1500
Work Truck Double Cab 4WD
21,960 mi
Bennington, VT
31 mi away
Good Deal
$32,498
- Year:
- 2019
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Earth Gray
- Transmission:
- Automatic
- Mileage:
- 57,147
- Stock #:
- SV20380A
- VIN:
- 1FTFW1E5XKFC58142
New arrival
2019 Ford F-150
XLT SuperCrew LB 4WD
57,147 mi
White River Junction, VT
95 mi away
Good Deal
$30,095
- Year:
- 2017
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 150,615
- Stock #:
- 1170
- VIN:
- 1FT8W3B65HEC87970
2017 Ford F-350 Super Duty
XLT Crew Cab 4WD
150,615 mi
Upton, MA
87 mi away
Fair Deal
$25,694
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,990
- Stock #:
- L24982A
- VIN:
- 1C6RR7GG2LS148112
Price drop
-$1,000
2020 RAM 1500
Classic Warlock Quad Cab 4WD
67,990 mi
White River Junction, VT
95 mi away
Fair Deal
$26,898
$25,898
Popular Pickup Truck reviews
4.5 Overall rating(10221 reviews)
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 53,286
- Stock #:
- L24818B
- VIN:
- 1GT59LE7XPF247813
2023 GMC Sierra 2500HD
Pro Double Cab 4WD
53,286 mi
White River Junction, VT
95 mi away
Fair Deal
$39,898
- Year:
- 2013
- Make:
- Chevrolet
- Model:
- Silverado 3500HD Chassis
- Body type:
- Pickup Truck
- Exterior color:
- Green
- Interior color:
- Gray (Dark Titanium)
- Transmission:
- Automatic
- Mileage:
- 32,274
- VIN:
- 1GB3KZCG1DF132275
2013 Chevrolet Silverado 3500HD Chassis
Work Truck Regular Cab 4WD
32,274 mi
Ashland, MA
93 mi away
Great Deal
$29,398
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,588
- Stock #:
- L24826A
- VIN:
- 1C6JJTAG9ML573828
2021 Jeep Gladiator
Sport Crew Cab 4WD
75,588 mi
White River Junction, VT
95 mi away
Good Deal
$25,138
- Year:
- 2016
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- Blue
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Blue
- Transmission:
- Automatic
- Mileage:
- 65,463
- Stock #:
- 14925
- VIN:
- 1FT7W2B67GEA95163
2016 Ford F-250 Super Duty
King Ranch Crew Cab 4WD
65,463 mi
North Smithfield, RI
96 mi away
Good Deal
$36,399
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,887
- Stock #:
- 7126LP
- VIN:
- 1C6JJTEG3ML595513
2021 Jeep Gladiator
Mojave Crew Cab 4WD
60,887 mi
Warrensburg, NY
77 mi away
Fair Deal
$33,302
- Year:
- 2020
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 62,292
- Stock #:
- FU8335G
- VIN:
- 1FTEW1EP3LFC65643
New arrival
2020 Ford F-150
XLT SuperCrew 4WD
62,292 mi
Goshen, NY
92 mi away
Fair Deal
$30,151
- Year:
- 2022
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,795
- Stock #:
- L24967B
- VIN:
- 1C6JJTEG1NL105619
2022 Jeep Gladiator
Mojave Crew Cab 4WD
72,795 mi
White River Junction, VT
95 mi away
Good Deal
$30,898
- Year:
- 2019
- Make:
- RAM
- Model:
- ProMaster Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 280 hp 3.6L V6
- Exterior color:
- Bright White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,861
- Stock #:
- HFWTKE527657
- VIN:
- 3C7WRVKG6KE527657
2019 RAM ProMaster Chassis
3500 136 Cutaway FWD
50,861 mi
Westborough, MA
82 mi away
Fair Deal
$27,197
- Year:
- 2014
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 5.3L V8 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- Automatic
- Mileage:
- 146,883
- Stock #:
- 366341
- VIN:
- 1GCVKREC9EZ366341
2014 Chevrolet Silverado 1500
LT Double Cab 4WD
146,883 mi
South Windsor, CT
53 mi away
Good Deal
$12,485
- Year:
- 2022
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 7.3L V8
- Exterior color:
- Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black Onyx
- Transmission:
- Automatic
- Mileage:
- 21,872
- Stock #:
- TR26186
- VIN:
- 1FT8W3DN6NEF98632
New arrival
Sponsored Listing
2022 Ford F-350 Super Duty
Lariat Crew Cab LB DRW 4WD
21,872 mi
Saratoga Springs, NY
52 mi away
Fair Deal
$61,284
4.5 Overall rating for Pickup Truck
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Britt O
Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Is this review helpful?
Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Is this review helpful?
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Is this review helpful?
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Is this review helpful?
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