Best Pickup Trucks For Sale inChestertown, NY
1,178 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 88,583
- Stock #:
- 43952
- VIN:
- 1GCPYCEK0NZ156612
Sponsored by Denooyer Chevrolet
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,583 mi
Albany, NY
64 mi away
Fair Deal
$30,175
- 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:
- Star White Metallic Tri-Coat
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Hybrid
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,816
- Stock #:
- 14664B
- VIN:
- 1FTFW1ED0PFA04664
Sponsored Listing
2023 Ford F-150
Platinum SuperCrew 4WD
56,816 mi
Carthage, NY
92 mi away
Fair Deal
$49,753
- 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:
- Jet Black With Kalahari Accents
- Transmission:
- Automatic
- Mileage:
- 15,934
- Stock #:
- 17605A
- VIN:
- 1GTUUEEL6PZ266070
Sponsored Listing
2023 GMC Sierra 1500
AT4 Crew Cab 4WD
15,934 mi
Saint Albans, VT
91 mi away
Fair Deal
$56,997
- 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:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 58,619
- Stock #:
- 26434B
- VIN:
- 3C6UR5DJ7NG209625
2022 RAM 2500
Big Horn Crew Cab 4WD
58,619 mi
Yorkville, NY
83 mi away
Fair Deal
$38,246
- 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
60 mi away
Great Deal
$29,498
- 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:
- Silver
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 35,379
- Stock #:
- H260550A
- VIN:
- 5FPYK3F75PB035185
New arrival
2023 Honda Ridgeline
RTL-E AWD
35,379 mi
Swanzey, NH
96 mi away
Great Deal
$31,793
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,226
- Stock #:
- 18901
- VIN:
- 3GCPDKEK6PG187307
Price drop
-$1,500
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
35,226 mi
South Burlington, VT
62 mi away
Good Deal
$35,450
$33,950
- 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:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,775
- Stock #:
- 26Z134
- VIN:
- 1C6SRFFT2MN693463
2021 RAM 1500
Big Horn Crew Cab 4WD
38,775 mi
Granville, NY
33 mi away
Good Deal
$33,896
- 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:
- 68,460
- Stock #:
- 6849PRC
- VIN:
- 1GCPYBEK8NZ117390
2022 Chevrolet Silverado 1500
Custom Crew Cab 4WD
68,460 mi
Warrensburg, NY
10 mi away
Good Deal
$28,804
- 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
75 mi away
Good Deal
$33,158
- 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:
- Titanium Rush Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,540
- Stock #:
- E14235A
- VIN:
- 3GTPUCEKXPG116181
2023 GMC Sierra 1500
Elevation Crew Cab 4WD
21,540 mi
Newport, NH
84 mi away
Good Deal
$40,593
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,623
- Stock #:
- 18902
- VIN:
- 1GCPDKEK8PZ281916
Price drop
-$1,293
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
27,623 mi
South Burlington, VT
62 mi away
Good Deal
$36,998
$35,705
- 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 (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,795
- Stock #:
- L24967B
- VIN:
- 1C6JJTEG1NL105619
2022 Jeep Gladiator
Mojave Crew Cab 4WD
72,795 mi
White River Junction, VT
75 mi away
Good Deal
$33,278
- 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:
- Gray (Dark Sky Metallic)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black with Kalahari accents
- Transmission:
- Automatic
- Mileage:
- 93,610
- Stock #:
- 44130
- VIN:
- 1GTU9EET9MZ295771
Price drop
-$2,500
2021 GMC Sierra 1500
AT4 Crew Cab 4WD
93,610 mi
Albany, NY
64 mi away
Good Deal
$37,675
$35,175
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,600
- Stock #:
- C40012
- VIN:
- 1C6HJTFG1PL540012
2023 Jeep Gladiator
Overland Crew Cab 4WD
75,600 mi
Cobleskill, NY
73 mi away
Great Deal
$26,929
- 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
82 mi away
Good Deal
$30,816
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 400 hp 3.5L V6
- Exterior color:
- Black Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 44,610
- Stock #:
- 7T2112
- VIN:
- 1FTFW1E80PFB30669
New arrival
2023 Ford F-150
XLT SuperCrew 4WD
44,610 mi
Albany, NY
66 mi away
Good Deal
$39,550
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 60,912
- Stock #:
- 261246A
- VIN:
- 5TFCZ5AN5MX248753
New arrival
2021 Toyota Tacoma
TRD Off Road Double Cab 4WD
60,912 mi
Claremont, NH
76 mi away
Fair Deal
$36,618
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Artemis
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,498
- Stock #:
- N6100370A
- VIN:
- 1GCPTFEKXP1152083
2023 Chevrolet Colorado
ZR2 Crew Cab 4WD
54,498 mi
Saint Albans, VT
91 mi away
Great Deal
$36,455
- 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
98 mi away
Good Deal
$34,975
- Year:
- 2022
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Iconic Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Medium Dark Slate
- Transmission:
- Automatic
- Mileage:
- 93,615
- Stock #:
- DC46827P
- VIN:
- 1FTEX1EP6NFC46827
2022 Ford F-150
XLT SuperCab 4WD
93,615 mi
Yorkville, NY
83 mi away
Great Deal
$24,672
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 28,832
- Stock #:
- 260192A
- VIN:
- 1GCUDDEDXPZ263739
New arrival
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
28,832 mi
Greenwich, NY
41 mi away
Good Deal
$39,213
- Year:
- 2023
- 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 Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,453
- Stock #:
- 7062LP
- VIN:
- 1C6SRFFT0PN532453
2023 RAM 1500
Big Horn Crew Cab 4WD
54,453 mi
Warrensburg, NY
10 mi away
Fair Deal
$38,302
- 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
Sponsored Listing
2021 Nissan Frontier
PRO-4X Crew Cab 4WD
19,834 mi
Bennington, VT
60 mi away
Great Deal
$29,498
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