Best Pickup Trucks For Sale inChester, MA
731 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 64,521
- Stock #:
- PV26087A
- VIN:
- 1GTUUEEL2PZ240873
New arrival
Sponsored by Bob Pion Buick GMC
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
64,521 mi
Chicopee, MA
22 mi away
Fair Deal
$50,651
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,200
- Stock #:
- U48228
- VIN:
- 1FTFW1ED2PFA48228
Sponsored Listing
2023 Ford F-150
Platinum SuperCrew 4WD
23,200 mi
Watertown, CT
49 mi away
Good Deal
$53,699
- 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:
- Blue
- Fuel type:
- Gasoline
- Mileage:
- 21,533
- Stock #:
- 515659
- VIN:
- 1GCUDEED3PZ205137
Sponsored Listing
2023 Chevrolet Silverado 1500
RST Crew Cab 4WD
21,533 mi
Northampton, MA
18 mi away
Fair Deal
$48,218
- Year:
- 2021
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Arctic Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Pro-4x
- Transmission:
- 9-Speed Automatic
- Mileage:
- 19,834
- Stock #:
- N1818A
- VIN:
- 1N6ED0EB1MN711135
2021 Nissan Frontier
PRO-4X Crew Cab 4WD
19,834 mi
Bennington, VT
45 mi away
Great Deal
$29,498
- 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:
- Iconic Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 29,664
- Stock #:
- PV26091A
- VIN:
- 1FTFW1E50PKD91734
New arrival
2023 Ford F-150
XLT SuperCrew 4WD
29,664 mi
Chicopee, MA
22 mi away
Good Deal
$43,814
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 71,313
- Stock #:
- 547928
- VIN:
- 1C6SRFLT8MN547928
2021 RAM 1500
Rebel Crew Cab 4WD
71,313 mi
Middletown, CT
49 mi away
Good Deal
$36,789
- Year:
- 2021
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,868
- Stock #:
- P8376A
- VIN:
- 1C6RRFFG9MN570230
2021 RAM 1500
Big Horn Crew Cab 4WD
45,868 mi
Chicopee, MA
21 mi away
Good Deal
$29,776
- Year:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 78,393
- VIN:
- 3GTU9DET1MG351826
New arrival
2021 GMC Sierra 1500
SLT Crew Cab 4WD
78,393 mi
Watertown, CT
47 mi away
Fair Deal
$35,669
- 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:
- 32,273
- Stock #:
- W454103
- VIN:
- 1GCUYEED1NZ173953
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
32,273 mi
Wilbraham, MA
27 mi away
Good Deal
$39,500
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,693
- Stock #:
- BFU0990A
- VIN:
- 3GCPDKEKXPG231437
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
51,693 mi
Bennington, VT
46 mi away
Great Deal
$32,981
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Oxford Brown Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 42,371
- Stock #:
- 5697B
- VIN:
- 1GCUYEET7NZ121766
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
42,371 mi
West Springfield, MA
22 mi away
Great Deal
$37,690
- Year:
- 2023
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 62,213
- Stock #:
- C26081C
- VIN:
- 1GTUUEE85PZ146871
New arrival
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
62,213 mi
Brattleboro, VT
47 mi away
Good Deal
$45,289
- 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:
- Sting-Gray Clearcoat
- Fuel type:
- Gasoline
- Mileage:
- 39,208
- Stock #:
- 515569
- VIN:
- 1C6HJTAG4NL163633
2022 Jeep Gladiator
Sport S Crew Cab 4WD
39,208 mi
Northampton, MA
18 mi away
Great Deal
$29,588
- Year:
- 2021
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Agate Black Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,515
- Stock #:
- N5624
- VIN:
- 1FTEW1EP9MKE27722
Price drop
-$719
2021 Ford F-150
XLT SuperCrew 4WD
59,515 mi
Torrington, CT
32 mi away
Good Deal
$33,905
$33,186
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,746
- Stock #:
- G13499A
- VIN:
- 3GCPYJEK2MG369970
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
80,746 mi
Berlin, CT
46 mi away
Fair Deal
$27,299
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,804
- Stock #:
- P16298
- VIN:
- 1GCUYDED7MZ109893
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
61,804 mi
Vernon Rockville, CT
40 mi away
Fair Deal
$33,398
- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Orange
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Navy Pier/Medium Slate)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,998
- Stock #:
- G13369A
- VIN:
- 3FTTW8F95NRA55132
Price drop
-$1,050
2022 Ford Maverick
XLT SuperCrew AWD
93,998 mi
Berlin, CT
46 mi away
Good Deal
$21,849
$20,799
- Year:
- 2023
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 38,506
- Stock #:
- H254627
- VIN:
- 5FPYK3F78PB037979
2023 Honda Ridgeline
RTL-E AWD
38,506 mi
West Springfield, MA
20 mi away
Great Deal
$31,772
- 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
- Transmission:
- Automatic
- Mileage:
- 66,316
- Stock #:
- N2610A
- VIN:
- 3GCUYEET2MG419477
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
66,316 mi
Northampton, MA
18 mi away
Good Deal
$34,588
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Cherry Red Tintcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,779
- Stock #:
- G1515A
- VIN:
- 1GCHTDEN4M1178399
2021 Chevrolet Colorado
Z71 Extended Cab 4WD
54,779 mi
Greenfield, MA
29 mi away
Good Deal
$28,289
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 3.5L V6 Hybrid
- Exterior color:
- Oxford White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 85,168
- Stock #:
- U28208
- VIN:
- 1FTFW1ED8PFB43733
2023 Ford F-150
Lariat SuperCrew 4WD
85,168 mi
Litchfield, CT
39 mi away
Good Deal
$39,589
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 44,203
- Stock #:
- TT236215A
- VIN:
- 1C6SRFBT3MN741123
2021 RAM 1500
Big Horn Quad Cab 4WD
44,203 mi
Brattleboro, VT
48 mi away
Good Deal
$30,816
- 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:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,607
- Stock #:
- T26147A
- VIN:
- 1C6JJTBG5ML566888
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
44,607 mi
Catskill, NY
46 mi away
Good Deal
$34,975
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,480
- Stock #:
- 904872
- VIN:
- 1C6SRFMT5NN471794
Sponsored Listing
2022 RAM 1500
Big Horn Crew Cab 4WD
26,480 mi
Ellington, CT
38 mi away
Fair Deal
$40,587
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