Used Pickup Trucks for Sale nearPittsfield, MA
9,507 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 5L V8
- Exterior color:
- White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Slate
- Transmission:
- Automatic
- Mileage:
- 41,700
- Stock #:
- P5114
- VIN:
- 1FTFW3L51SKE28149
Sponsored by Icon Nissan Chelmsford
2025 Ford F-150
XLT SuperCrew 4WD
41,700 mi
Chelmsford, MA
97 mi away
Good Deal
$37,771
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 64,647
- Stock #:
- 32099
- VIN:
- 3GCUYDET3MG132336
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
64,647 mi
Poughkeepsie, NY
66 mi away
Fair Deal
$31,147
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 52,232
- Stock #:
- CT-6528A
- VIN:
- 1GC4YME73RF176090
Sponsored Listing
2024 Chevrolet Silverado 2500HD
Custom Crew Cab 4WD
52,232 mi
Cheshire, MA
8 mi away
Fair Deal
$45,995
- Year:
- 2021
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 50,346
- Stock #:
- MF287139
- VIN:
- 1GC4YME72MF287139
2021 Chevrolet Silverado 2500HD
Custom Crew Cab 4WD
50,346 mi
Richfield Springs, NY
94 mi away
Fair Deal
$39,375
- 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:
- Ash
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,557
- Stock #:
- 11P1569
- VIN:
- 3GCPDFEK2NG534068
Price drop
-$1,650
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,557 mi
Albany, NY
32 mi away
Great Deal
$34,825
$33,175
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Sterling Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,206
- Stock #:
- H1465
- VIN:
- 1GTPUBEK6PZ161449
2023 GMC Sierra 1500
SLE Crew Cab 4WD
32,206 mi
Hudson, MA
86 mi away
Good Deal
$34,594
- 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:
- Patriot Blue Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,280
- Stock #:
- 2170193
- VIN:
- 1C6SRFFT1MN770193
2021 RAM 1500
Big Horn Crew Cab 4WD
69,280 mi
Rutland, VT
79 mi away
Good Deal
$28,510
- Year:
- 2020
- 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:
- 88,356
- Stock #:
- WP4541A
- VIN:
- 1C6SRFJTXLN207097
Price drop
-$1,395
2020 RAM 1500
Laramie Crew Cab 4WD
88,356 mi
Elmsford, NY
100 mi away
Good Deal
$29,558
$28,163
- 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:
- Oxford White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 75,726
- Stock #:
- 1949008
- VIN:
- 1FTFW1E43KFA49008
2019 Ford F-150
Lariat SuperCrew LB 4WD
75,726 mi
Rutland, VT
79 mi away
Great Deal
$27,831
- Year:
- 2007
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 236 hp 4L V6
- Exterior color:
- Silver Streak Mica
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- ASH
- Transmission:
- Automatic
- Mileage:
- 86,639
- Stock #:
- 0797210
- VIN:
- 5TEUU42N97Z397210
New arrival
2007 Toyota Tacoma
Access Cab V6 4WD
86,639 mi
Rutland, VT
80 mi away
Good Deal
$15,832
- Year:
- 2019
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Engine:
- 385 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- Gray
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- Automatic
- Mileage:
- 18,178
- Stock #:
- TU12129
- VIN:
- 1FTBF2B61KEE16732
New arrival
2019 Ford F-250 Super Duty
18,178 mi
East Brookfield, MA
63 mi away
Great Deal
$32,449
- Year:
- 2022
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Pacific Pewter Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 44,840
- Stock #:
- 2211328
- VIN:
- 5FPYK3F76NB011328
2022 Honda Ridgeline
RTL-E AWD
44,840 mi
Rutland, VT
79 mi away
Good Deal
$29,187
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 50,896
- Stock #:
- SI1977A
- VIN:
- 2GCUDEEDXR1193693
Price drop
-$1,000
2024 Chevrolet Silverado 1500
RST Crew Cab 4WD
50,896 mi
Brooklyn, CT
82 mi away
Good Deal
$40,787
$39,787
Popular Pickup Truck reviews
4.5 Overall rating(10237 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:
- 2024
- Make:
- Hyundai
- Model:
- Santa Cruz
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 191 hp 2.5L I4
- Exterior color:
- Blue / Stone
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,212
- Stock #:
- HL349
- VIN:
- 5NTJBDAE5RH098587
2024 Hyundai Santa Cruz
SEL Crew Cab AWD
51,212 mi
Lebanon, NH
97 mi away
Great Deal
$21,524
- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Ice Cap
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 4,110
- Stock #:
- ST16695A
- VIN:
- 3TMDZ5BN0PM164546
2023 Toyota Tacoma
TRD Off Road Double Cab LB 4WD
4,110 mi
Westminster, VT
61 mi away
Good Deal
$40,699
- Year:
- 2016
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 126,791
- Stock #:
- 9398A
- VIN:
- 1GCGTDE30G1113192
Price drop
-$500
2016 Chevrolet Colorado
Z71 Crew Cab 4WD
126,791 mi
Old Saybrook, CT
91 mi away
Great Deal
$15,033
$14,533
- Year:
- 2016
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Shadow Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 94,480
- Stock #:
- D230
- VIN:
- 1FTEW1EP0GKD26184
2016 Ford F-150
XLT SuperCrew 4WD
94,480 mi
Groton, CT
96 mi away
Fair Deal
$20,897
- Year:
- 2024
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,398
- Stock #:
- 904886
- VIN:
- 1C6RR7GGXRS155298
2024 RAM 1500
Classic SLT Quad Cab 4WD
52,398 mi
Ellington, CT
56 mi away
Good Deal
$26,854
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Gray (Graphite Metallic (gpa))
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Dark Ash (h2q)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,349
- Stock #:
- 54608
- VIN:
- 1GCGTBEN0J1209692
New arrival
2018 Chevrolet Colorado
Work Truck Crew Cab 4WD
60,349 mi
Millerton, NY
37 mi away
Good Deal
$20,174
- Year:
- 2018
- 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/Spice Red All-Terrain
- Transmission:
- 8-Speed Automatic
- Mileage:
- 166,494
- Stock #:
- UP2107
- VIN:
- 3GTU2NEC5JG105058
New arrival
2018 GMC Sierra 1500
SLT Crew Cab 4WD
166,494 mi
Vernon, CT
58 mi away
Great Deal
$16,890
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 89,647
- Stock #:
- G21923C
- VIN:
- 1GTP9EEL2MZ170916
2021 GMC Sierra 1500
AT4 Crew Cab 4WD
89,647 mi
Newport, NH
82 mi away
Good Deal
$32,991
- 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:
- Black
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,407
- Stock #:
- X7937
- VIN:
- 1GCRYBEK7MZ311383
2021 Chevrolet Silverado 1500
Custom Double Cab 4WD
47,407 mi
Stratford, CT
87 mi away
Great Deal
$25,626
- 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:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,629
- Stock #:
- UM100
- VIN:
- 1C6RRFFG1KN817656
Sponsored Listing
2019 RAM 1500
Big Horn Crew Cab 4WD
90,629 mi
Millbury, MA
77 mi away
Fair Deal
$23,699
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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