Used Pickup Trucks for Sale nearPittsfield, MA
9,113 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Mosaic Black Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Jet Black/Carhartt Brown
- Transmission:
- Automatic
- Mileage:
- 71,055
- Stock #:
- GM12085A
- VIN:
- 1GC4YPEY9NF191925
Price drop
Sponsored by McGovern GMC
2022 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
71,055 mi
Westborough, MA
84 mi away
Good Deal
$50,590
$49,590
- Year:
- 2020
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Lightning Blue Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Medium Stone
- Transmission:
- Automatic
- Mileage:
- 33,819
- Stock #:
- U1290
- VIN:
- 1FTER4FH7LLA62434
New arrival
Sponsored Listing
2020 Ford Ranger
Lariat SuperCrew 4WD
33,819 mi
Greenfield, MA
35 mi away
Fair Deal
$32,229
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,681
- Stock #:
- MU3923A
- VIN:
- 1C6SRFFT2RN141078
Sponsored Listing
2024 RAM 1500
Big Horn Crew Cab 4WD
23,681 mi
Middletown, NY
93 mi away
Fair Deal
$40,615
- 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:
- Summit White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash With Jet Black Interior Accents
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 51,587
- Stock #:
- 8T3195
- VIN:
- 2GC2KREG1K1155175
New arrival
2019 Chevrolet Silverado 2500HD
Work Truck Double Cab 4WD
51,587 mi
Albany, NY
32 mi away
Good Deal
$29,317
- 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:
- Gray (Magnetic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 125,856
- Stock #:
- T2646B
- VIN:
- 1FTEW1EG7JKF48390
2018 Ford F-150
Lariat SuperCrew 4WD
125,856 mi
Greenfield, MA
34 mi away
Good Deal
$21,999
- Year:
- 2019
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Blue
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 127,970
- Stock #:
- TO825A
- VIN:
- 5TFDY5F17KX867011
2019 Toyota Tundra
SR5 CrewMax 5.7L 4WD
127,970 mi
Greenfield, MA
34 mi away
Good Deal
$30,599
- Year:
- 2015
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- Black
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- Automatic
- Mileage:
- 72,106
- Stock #:
- JA0023
- VIN:
- 1FDRF3H63FEC04752
2015 Ford F-350 Super Duty Chassis
XL DRW 4WD
72,106 mi
White River Junction, VT
95 mi away
Fair Deal
$25,749
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 103,271
- Stock #:
- A6993A
- VIN:
- 3GCPYCEL4MG316076
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
103,271 mi
Brattleboro, VT
46 mi away
Great Deal
$26,790
- 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:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,546
- Stock #:
- 26Z174
- VIN:
- 3C6UR5HJ9RG115682
2024 RAM 2500
Tradesman Crew Cab LB 4WD
53,546 mi
Granville, NY
65 mi away
Great Deal
$35,696
- 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
2016 Nissan Titan
XD Platinum Reserve Crew Cab 4WD
51,775 mi
Johnstown, NY
69 mi away
Good Deal
$23,096
- Year:
- 2014
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 236 hp 4L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 145,375
- Stock #:
- 30406B
- VIN:
- 3TMLU4EN1EM138759
New arrival
2014 Toyota Tacoma
Double Cab SB V6 4WD
145,375 mi
New London, CT
95 mi away
Good Deal
$17,995
- Year:
- 2018
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 72,879
- Stock #:
- 54230T
- VIN:
- 5FPYK2F65JB002115
New arrival
2018 Honda Ridgeline
RTL-T
72,879 mi
New Hampton, NY
94 mi away
Good Deal
$19,167
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Blue
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,398
- Stock #:
- FO726
- VIN:
- 1FTFW1E52NKE88110
2022 Ford F-150
Lariat SuperCrew 4WD
61,398 mi
Greenfield, MA
34 mi away
Fair Deal
$43,599
Popular Pickup Truck reviews
4.5 Overall rating(10220 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:
- 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
Great Deal
$32,148
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Black Forest Green Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,682
- Stock #:
- U10888
- VIN:
- 1C6RRFBG4KN816376
Price drop
-$545
2019 RAM 1500
Big Horn Quad Cab 4WD
86,682 mi
Greenwich, NY
47 mi away
Great Deal
$21,170
$20,625
- Year:
- 2021
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Includes (IOS) 8 diagonal GMC Infotainment System,
- Transmission:
- Automatic
- Mileage:
- 76,626
- Stock #:
- U216101
- VIN:
- 1GTG6FEN8M1116101
Price drop
-$800
2021 GMC Canyon
AT4 Crew Cab 4WD with Leather
76,626 mi
Charlton, MA
67 mi away
Good Deal
$28,276
$27,476
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 74,918
- Stock #:
- TO849
- VIN:
- 3TMCZ5AN3LM303642
Price drop
-$1,204
2020 Toyota Tacoma
SR5 V6 Double Cab 4WD
74,918 mi
Greenfield, MA
34 mi away
Good Deal
$30,499
$29,295
- 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
2020 RAM 1500
Classic Warlock Quad Cab 4WD
67,990 mi
White River Junction, VT
95 mi away
Fair Deal
$25,898
- 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:
- 2024
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- ICONIC SILVER
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,113
- Stock #:
- 9556
- VIN:
- 1FTFW3L86RFA92933
New arrival
2024 Ford F-150
XLT SuperCrew 4WD
21,113 mi
West Sand Lake, NY
22 mi away
Fair Deal
$44,776
- Year:
- 2022
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,651
- Stock #:
- 7P1480
- VIN:
- 1GCUYEED9NZ194050
New arrival
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
77,651 mi
Albany, NY
32 mi away
Good Deal
$32,243
- Year:
- 2024
- 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:
- 12,071
- Stock #:
- N5563
- VIN:
- 3GCPDKEK4RG444175
2024 Chevrolet Silverado 1500
LT Crew Cab 4WD
12,071 mi
Torrington, CT
44 mi away
Great Deal
$35,963
- 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:
- Red
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,162
- Stock #:
- 7P1485
- VIN:
- 1GCPDBEK9PZ253932
Price drop
-$2,376
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
28,162 mi
Albany, NY
32 mi away
Good Deal
$37,078
$34,702
4.5 Overall rating for Pickup Truck
Filter by make
Filter by rating
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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