Pickup Trucks for Sale inPittsfield, MA
21,844 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2019
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Saber Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 74,001
- Stock #:
- U48228A
- VIN:
- 1FTER4FH8KLA39808
New arrival
Sponsored by Shaker Family Ford Lincoln
2019 Ford Ranger
Lariat SuperCrew 4WD
74,001 mi
Watertown, CT
61 mi away
Good Deal
$24,787
- Year:
- 2025
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 405 hp 6.4L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,372
- Stock #:
- 7048PR
- VIN:
- 3C6UR5DJ1SG566889
Sponsored Listing
2025 RAM 2500
Big Horn Crew Cab 4WD
13,372 mi
Warrensburg, NY
77 mi away
Fair Deal
$50,902
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Red
- Transmission:
- 6-Speed Automatic
- Mileage:
- 32,003
- Stock #:
- 360379A
- VIN:
- 3TMCZ5ANXPM556432
Price drop
-$1,095
Sponsored Listing
2023 Toyota Tacoma
SR5 V6 Double Cab 4WD
32,003 mi
E Swanzey, NH
59 mi away
Good Deal
$37,594
$36,499
- 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:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,336
- Stock #:
- L24583A
- VIN:
- 1C6HJTFG9NL112556
2022 Jeep Gladiator
Overland Crew Cab 4WD
23,336 mi
White River Junction, VT
95 mi away
Good Deal
$32,888
- 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 Clear Coat
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 84,355
- Stock #:
- 9404UJG
- VIN:
- 1C6JJTBG1ML599404
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
84,355 mi
Ware, MA
54 mi away
Good Deal
$29,344
- Year:
- 2026
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- Blue (Azure Gray Metallic Tri-Coat)
- Combined gas mileage:
- 37 MPG
- Fuel type:
- Hybrid
- Interior color:
- Blue (Navy Pier/Aspen Gray)
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 1,078
- Stock #:
- FS26136B
- VIN:
- 3FTTW8J34TRA60306
2026 Ford Maverick
XLT SuperCrew AWD
1,078 mi
New London, CT
95 mi away
Great Deal
$32,955
- Year:
- 2023
- 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:
- Carbonized Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 122,615
- Stock #:
- C96446
- VIN:
- 1FTFW1E51PFC96446
2023 Ford F-150
XLT SuperCrew 4WD
122,615 mi
Waterbury, CT
60 mi away
Fair Deal
$29,994
- Year:
- 2016
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 36,055
- Stock #:
- A4986
- VIN:
- 1C6RR7GT2GS295503
2016 RAM 1500
36,055 mi
Rutland, VT
83 mi away
Fair Deal
$24,199
- Year:
- 2016
- 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:
- 69,029
- VIN:
- 1GC1KUEG6GF186811
New arrival
2016 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
69,029 mi
Suffield, CT
44 mi away
Great Deal
$27,339
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 4.3L V6 Flex Fuel Vehicle
- Exterior color:
- Red Hot
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash/Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 74,431
- Stock #:
- 4621B
- VIN:
- 3GCUKREHXHG107627
New arrival
2017 Chevrolet Silverado 1500
LT Crew Cab 4WD
74,431 mi
Putnam, CT
79 mi away
Good Deal
$23,498
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,133
- Stock #:
- R2185A
- VIN:
- 1C6RRFFG8PN672607
Price drop
-$980
2023 RAM 1500
Big Horn Crew Cab 4WD
23,133 mi
Old Saybrook, CT
91 mi away
Good Deal
$36,969
$35,989
- Year:
- 2018
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Brilliant Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 113,845
- Stock #:
- 386478
- VIN:
- 3C6UR5FJ6JG386478
New arrival
2018 RAM 2500
Laramie Crew Cab 4WD
113,845 mi
Suffield, CT
44 mi away
Good Deal
$28,339
- 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:
- Ivory White Tri-Coat Pearlcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/New Saddle
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,978
- Stock #:
- X1143
- VIN:
- 1C6SRFKT6RN150629
2024 RAM 1500
Limited Longhorn Crew Cab 4WD
17,978 mi
White River Junction, VT
95 mi away
Good Deal
$52,898
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 107,368
- Stock #:
- L24827A
- VIN:
- 5TFHY5F13KX863975
Price drop
-$999
2019 Toyota Tundra
Limited CrewMax 5.7L 4WD
107,368 mi
White River Junction, VT
95 mi away
Good Deal
$35,398
$34,399
- Year:
- 2024
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Oxford White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 23,049
- Stock #:
- A27554
- VIN:
- 3FTTW8B97RRA27554
New arrival
2024 Ford Maverick
XL SuperCrew AWD
23,049 mi
Plantsville, CT
64 mi away
Great Deal
$24,898
- Year:
- 2015
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Super White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 110,084
- Stock #:
- G26236D
- VIN:
- 5TFDY5F13FX435926
New arrival
2015 Toyota Tundra
SR5 CrewMax 5.7L 4WD
110,084 mi
Brattleboro, VT
46 mi away
Good Deal
$25,689
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Alpine Umber
- Transmission:
- Automatic
- Mileage:
- 65,382
- Stock #:
- U5625
- VIN:
- 1GTUUHEL9PZ138150
2023 GMC Sierra 1500
Denali Ultimate Crew Cab 4WD
65,382 mi
Claremont, NH
77 mi away
Great Deal
$49,999
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,872
- Stock #:
- X7916
- VIN:
- 1C6SRFJT4KN612645
2019 RAM 1500
Laramie Crew Cab 4WD
44,872 mi
Stratford, CT
87 mi away
Good Deal
$33,597
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,976
- Stock #:
- N6357A
- VIN:
- 1GCUDDED8PZ206245
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
44,976 mi
Nashua, NH
94 mi away
Good Deal
$36,954
- 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 Clearcoat Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,573
- Stock #:
- 110800A
- VIN:
- 1C6RR7FT4GS387956
2016 RAM 1500
Express Quad Cab 4WD
85,573 mi
Stratford, CT
87 mi away
Good Deal
$18,768
- Year:
- 2022
- Make:
- Ford
- Model:
- F-350 Super Duty Chassis
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 350 hp 7.3L V8
- Exterior color:
- Green Gem
- Fuel type:
- Gasoline
- Interior color:
- Medium Earth Gray
- Transmission:
- Automatic
- Mileage:
- 20,072
- Stock #:
- U5791
- VIN:
- 1FDRF3HN0NED27740
2022 Ford F-350 Super Duty Chassis
XL DRW LB 4WD
20,072 mi
Claremont, NH
77 mi away
Great Deal
$39,999
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,812
- Stock #:
- A6979A
- VIN:
- 3GCPYCEF1LG177419
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,812 mi
Brattleboro, VT
46 mi away
Fair Deal
$31,479
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 153,929
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
153,929 mi
Watertown, CT
61 mi away
Fair Deal
$20,199
- Year:
- 2024
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 1,922
- Stock #:
- 6R234A
- VIN:
- 1C6JJTBG8RL106146
Sponsored Listing
2024 Jeep Gladiator
Rubicon Crew Cab 4WD
1,922 mi
Chicopee, MA
39 mi away
Good Deal
$45,776
Pickup Trucks for Sale in Albany NYPickup Trucks for Sale in Chicopee MAPickup Trucks for Sale in Brattleboro VTPickup Trucks for Sale in Hartford CTPickup Trucks for Sale in Worcester MAPickup Trucks for Sale in Newburgh NYPickup Trucks for Sale in New Haven CTPickup Trucks for Sale in Groton MAPickup Trucks for Sale in Stamford CT
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in PittsfieldUsed SUVs / Crossovers for Sale with Low Mileage in PittsfieldUsed Hatchbacks for Sale with Low Mileage in PittsfieldUsed Convertibles for Sale with Low Mileage in PittsfieldUsed Vans for Sale with Low Mileage in PittsfieldUsed Minivans for Sale with Low Mileage in PittsfieldUsed Pickup Trucks for Sale with Low Mileage in PittsfieldUsed Coupes for Sale with Low Mileage in PittsfieldUsed Wagons for Sale with Low Mileage in Pittsfield
