Used Pickup Trucks for Sale nearBennington, VT
8,549 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,348
- Stock #:
- C211295C
- VIN:
- 3GCUYEED4MG224599
Sponsored by Middletown Chevrolet
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
93,348 mi
Middletown, CT
98 mi away
Fair Deal
$30,989
- Year:
- 2022
- 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:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,961
- Stock #:
- HL6871A
- VIN:
- 5NTJBDAE8NH025417
New arrival
Sponsored Listing
2022 Hyundai Santa Cruz
SEL Crew Cab AWD
76,961 mi
Leominster, MA
74 mi away
Fair Deal
$21,787
- Year:
- 2021
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- 6-Speed Automatic
- Mileage:
- 34,282
- Stock #:
- TY106253C
- VIN:
- 5TFAY5F12MX028096
New arrival
Sponsored Listing
2021 Toyota Tundra
1794 Edition CrewMax 4WD
34,282 mi
Tewksbury, MA
98 mi away
Fair Deal
$55,693
- 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:
- Silver Ice Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 81,106
- Stock #:
- 1943278
- VIN:
- 2GCVKPEC8K1143278
2019 Chevrolet Silverado 1500
LT Double Cab 4WD
81,106 mi
Naugatuck, CT
99 mi away
Good Deal
$23,793
- 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:
- Crystal Black Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 25,407
- Stock #:
- 2347620
- VIN:
- 5FPYK3F18PB047620
2023 Honda Ridgeline
Sport AWD
25,407 mi
Naugatuck, CT
99 mi away
Great Deal
$29,793
- Year:
- 2018
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 108,831
- Stock #:
- 1841784
- VIN:
- 1GC1KWEY4JF241784
2018 Chevrolet Silverado 2500HD
LTZ Crew Cab 4WD
108,831 mi
Naugatuck, CT
99 mi away
Fair Deal
$39,793
- Year:
- 2016
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 390 hp 5.6L V8
- Exterior color:
- Cayenne Red
- Fuel type:
- Gasoline
- Interior color:
- Black/Brown
- Transmission:
- 7-Speed Automatic
- Mileage:
- 51,775
- Stock #:
- 26N0046
- VIN:
- 1N6AA1F48GN507465
New arrival
2016 Nissan Titan
XD Platinum Reserve Crew Cab 4WD
51,775 mi
Johnstown, NY
62 mi away
Good Deal
$23,096
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,127
- Stock #:
- 1919105
- VIN:
- 3GCPYFED9KG119105
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,127 mi
Naugatuck, CT
99 mi away
Good Deal
$28,793
- 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
3 mi away
Great Deal
$32,498
- Year:
- 2017
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Bright Silver Metallic Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,717
- Stock #:
- 1721712
- VIN:
- 1C6RR6TT0HS821712
2017 RAM 1500
Big Horn Crew Cab RWD
44,717 mi
Naugatuck, CT
99 mi away
Fair Deal
$23,793
- Year:
- 2016
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Exterior color:
- Blue Streak Pearl Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black/Diesel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 122,000
- VIN:
- 1C6RR7GT8GS396531
New arrival
2016 RAM 1500
SLT Quad Cab 4WD
122,000 mi
Belmont, NH
92 mi away
Great Deal
$12,598
- Year:
- 2023
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 3.5L V6
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,011
- Stock #:
- 18783T
- VIN:
- 1FTEW1E88PFA00537
2023 Ford F-150
Tremor SuperCrew 4WD
49,011 mi
Poughkeepsie, NY
92 mi away
Great Deal
$44,196
- 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:
- 51,417
- Stock #:
- 2232006
- VIN:
- 1C6HJTAG9NL132006
New arrival
2022 Jeep Gladiator
Sport S Crew Cab 4WD
51,417 mi
Naugatuck, CT
99 mi away
Fair Deal
$29,793
Popular Pickup Truck reviews
4.5 Overall rating(10221 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:
- 2017
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 81,167
- Stock #:
- 1722305
- VIN:
- 5TFDY5F14HX622305
New arrival
2017 Toyota Tundra
SR5 CrewMax 5.7L 4WD
81,167 mi
Naugatuck, CT
99 mi away
Fair Deal
$34,793
- 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:
- Silver Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,129
- Stock #:
- 23083A
- VIN:
- 1FTEX1EP5MKD02942
2021 Ford F-150
XL SuperCab 4WD
72,129 mi
Montpelier, VT
97 mi away
Good Deal
$27,194
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Red Hot
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,945
- Stock #:
- 9813
- VIN:
- 1GCPDKEK7RZ264298
New arrival
2024 Chevrolet Silverado 1500
LT Crew Cab 4WD
20,945 mi
Terryville, CT
85 mi away
Fair Deal
$38,141
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,779
- Stock #:
- E14335A
- VIN:
- 3GCUYDED5MG256178
New arrival
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
57,779 mi
Newport, NH
57 mi away
Good Deal
$31,797
- Year:
- 2023
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Cactus Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Medium Stone
- Transmission:
- Automatic
- Mileage:
- 26,307
- Stock #:
- R26040
- VIN:
- 1FTER4FH0PLE32693
2023 Ford Ranger
XLT SuperCrew 4WD
26,307 mi
Catskill, NY
61 mi away
Good Deal
$33,675
- 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:
- White Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,496
- Stock #:
- TR26120
- VIN:
- 1FTFW1E83PFB90428
2023 Ford F-150
Lariat SuperCrew 4WD
88,496 mi
Saratoga Springs, NY
33 mi away
Great Deal
$34,150
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- White Platinum Metallic Tri-Coat/Stone Gray
- Interior color:
- Medium Light Camel
- Transmission:
- Automatic
- Mileage:
- 22,258
- Stock #:
- 18UC9789
- VIN:
- 1FTEW1EG0JKF97611
2018 Ford F-150
Lariat SuperCrew 4WD
22,258 mi
Glastonbury, CT
88 mi away
Great Deal
$33,963
- Year:
- 2021
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Platinum White Pearl
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 9-Speed Automatic
- Mileage:
- 31,308
- Stock #:
- RSU3410T
- VIN:
- 5FPYK3F8XMB001568
2021 Honda Ridgeline
Black Edition AWD
31,308 mi
Rutland, VT
48 mi away
Good Deal
$31,734
- Year:
- 2019
- 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:
- Stone Gray Metallic
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Light Camel
- Transmission:
- 6-Speed Automatic
- Mileage:
- 59,685
- Stock #:
- 126-059A
- VIN:
- 1FT7W2B65KEC72396
2019 Ford F-250 Super Duty
Lariat Crew Cab 4WD
59,685 mi
Mendon, MA
98 mi away
Good Deal
$43,967
- Year:
- 2022
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Bright White Clearcoat
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,122
- Stock #:
- GT09553
- VIN:
- 1C6SRFRM9NN209553
Sponsored Listing
2022 RAM 1500
Laramie Crew Cab 4WD
44,122 mi
East Hartford, CT
83 mi away
Good Deal
$35,698
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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