Best Pickup Trucks For Sale inWinchester, NH
4,046 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,449
- Stock #:
- PL6287
- VIN:
- 1GCPDBEK9PZ279205
New arrival
Sponsored by Denooyer Chevrolet
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
16,449 mi
Albany, NY
75 mi away
Fair Deal
$37,000
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 21,853
- Stock #:
- CB224
- VIN:
- 2GCUDDED5P1126751
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
21,853 mi
Arlington, MA
64 mi away
Fair Deal
$41,582
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 43,791
- Stock #:
- 7T3075
- VIN:
- 3GCUDDED7PG322424
Price drop
-$1,549
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
43,791 mi
Albany, NY
74 mi away
Good Deal
$38,675
$37,126
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,100
- Stock #:
- 9T3205
- VIN:
- 1GCPYFED3MZ213015
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,100 mi
Albany, NY
74 mi away
Fair Deal
$37,515
- 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:
- Diamond Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 80,946
- Stock #:
- N27356A
- VIN:
- 1C6RR7GT4NS207452
2022 RAM 1500
Classic Warlock Quad Cab 4WD
80,946 mi
Hartford, CT
71 mi away
Fair Deal
$29,395
- 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
44 mi away
Great Deal
$32,148
- Year:
- 2021
- 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:
- Silver
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Mileage:
- 77,279
- Stock #:
- U213893
- VIN:
- 1FT7X2B68MEC83893
2021 Ford F-250 Super Duty
XL SuperCab 4WD
77,279 mi
Charlton, MA
47 mi away
Fair Deal
$32,976
- 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
47 mi away
Good Deal
$28,276
$27,476
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 10,092
- Stock #:
- CT2977
- VIN:
- 1C6HJTAG6NL132898
New arrival
2022 Jeep Gladiator
Sport S Crew Cab 4WD
10,092 mi
Colchester, CT
84 mi away
Fair Deal
$34,649
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,019
- Stock #:
- 26431A
- VIN:
- 3GCUYDED6MG379312
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
77,019 mi
Hingham, MA
84 mi away
Good Deal
$28,480
- 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
59 mi away
Great Deal
$24,894
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,119
- Stock #:
- D2031B
- VIN:
- 1C6SRFBT6MN614057
2021 RAM 1500
Big Horn Quad Cab 4WD
90,119 mi
White River Junction, VT
59 mi away
Good Deal
$25,898
- 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
2022 Jeep Gladiator
Willys Crew Cab 4WD
28,175 mi
Lebanon, NH
60 mi away
Great Deal
$30,823
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Pearl White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,400
- Stock #:
- L24789A
- VIN:
- 3C6UR5FJ3NG401332
2022 RAM 2500
Laramie Crew Cab 4WD
67,400 mi
White River Junction, VT
59 mi away
Fair Deal
$41,898
- Year:
- 2022
- 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:
- 50,382
- Stock #:
- 7081LP
- VIN:
- 1C6RRFBG3NN449927
2022 RAM 1500
Big Horn Quad Cab 4WD
50,382 mi
Warrensburg, NY
88 mi away
Fair Deal
$31,002
- Year:
- 2022
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,070
- Stock #:
- G26183B
- VIN:
- 1C6RR7GG6NS174733
2022 RAM 1500
Classic Warlock Quad Cab 4WD
43,070 mi
Brattleboro, VT
13 mi away
Good Deal
$29,550
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,354
- Stock #:
- 110992
- VIN:
- 3GCPDCEK0NG534178
Price drop
-$1,400
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
68,354 mi
Plaistow, NH
62 mi away
Good Deal
$33,195
$31,795
- Year:
- 2022
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Billet Silver Metallic Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,558
- Stock #:
- GP1211A
- VIN:
- 3C6MR5AJ3NG125726
New arrival
2022 RAM 2500
Tradesman LB 4WD
64,558 mi
Greenwich, NY
63 mi away
Fair Deal
$32,097
- Year:
- 2021
- 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:
- Black/Red
- Transmission:
- Automatic
- Mileage:
- 41,558
- Stock #:
- U5890
- VIN:
- 3TMCZ5AN0MM416613
New arrival
2021 Toyota Tacoma
SR5 V6 Double Cab 4WD
41,558 mi
Claremont, NH
39 mi away
Good Deal
$32,489
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Silver Zynith Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,216
- Stock #:
- RC21845A
- VIN:
- 1C6HJTAG9PL593175
2023 Jeep Gladiator
Sport S Crew Cab 4WD
30,216 mi
Rochester, NH
77 mi away
Great Deal
$30,124
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,328
- Stock #:
- HC213
- VIN:
- 1C6RRFFGXMN570804
2021 RAM 1500
Big Horn Crew Cab 4WD
55,328 mi
Bow, NH
49 mi away
Great Deal
$26,754
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,890
- Stock #:
- TT0628B
- VIN:
- 1C6JJTEGXNL128011
2022 Jeep Gladiator
Mojave Crew Cab 4WD
31,890 mi
New London, CT
99 mi away
Good Deal
$34,796
- Year:
- 2022
- 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:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 103,806
- Stock #:
- 4905TA
- VIN:
- 3TYCZ5AN9NT074942
2022 Toyota Tacoma
SR V6 Double Cab 4WD
103,806 mi
Winchendon, MA
18 mi away
Great Deal
$24,598
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 10,723
- Stock #:
- 017-26-378T
- VIN:
- 1GCUDDED4PZ211796
Price drop
-$2,480
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
10,723 mi
Tyngsboro, MA
47 mi away
Fair Deal
$43,475
$40,995
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