Used Pickup Trucks for Sale nearSheffield, MA
3,008 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- White Frost Tricoat
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 39,511
- Stock #:
- P13815
- VIN:
- 1GTUUGE85RZ131768
Sponsored by Denooyer Chevrolet
2024 GMC Sierra 1500
Denali Crew Cab 4WD
39,511 mi
Albany, NY
48 mi away
Good Deal
$52,775
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 375 hp 3.5L V6
- Exterior color:
- Red
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Dark Earth Gray
- Transmission:
- Automatic
- Mileage:
- 135,196
- Stock #:
- G02478
- VIN:
- 1FTEW1EG7JKG02478
Sponsored Listing
2018 Ford F-150
XLT SuperCrew 4WD
135,196 mi
Hartford, CT
42 mi away
Good Deal
$19,198
- Year:
- 2017
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 261 hp 4L V6
- Exterior color:
- Arctic Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 69,208
- Stock #:
- P735532
- VIN:
- 1N6AD0EV1HN735532
Sponsored Listing
2017 Nissan Frontier
SV V6 Crew Cab 4WD
69,208 mi
Plainville, CT
40 mi away
Fair Deal
$20,699
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,942
- Stock #:
- P5499
- VIN:
- 1C6RRFFG0NN400582
New arrival
2022 RAM 1500
Big Horn Crew Cab 4WD
29,942 mi
Enfield, CT
40 mi away
Fair Deal
$36,877
- 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
48 mi away
Great Deal
$33,963
- Year:
- 2019
- Make:
- GMC
- Model:
- Sierra 1500 Limited
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 72,430
- Stock #:
- T9474A
- VIN:
- 2GTV2MEC0K1102125
2019 GMC Sierra 1500 Limited
SLE Double Cab 4WD
72,430 mi
Vernon Rockville, CT
48 mi away
Good Deal
$25,912
- 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
27 mi away
Good Deal
$34,375
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black X9
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,547
- Stock #:
- 6438P
- VIN:
- 1C6SRFBT1NN181975
New arrival
2022 RAM 1500
Big Horn Quad Cab 4WD
72,547 mi
Meriden, CT
50 mi away
Great Deal
$25,858
- Year:
- 2016
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Blue Streak Pearl Coat
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 92,963
- Stock #:
- 236864
- VIN:
- 3C6UR5DJ2GG236864
Price drop
-$1,200
2016 RAM 2500
Lone Star Crew Cab 4WD
92,963 mi
Watertown, CT
38 mi away
Good Deal
$27,494
$26,294
- 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:
- 39,475
- Stock #:
- 23694A
- VIN:
- 1C6HJTAGXPL552599
2023 Jeep Gladiator
Willys Crew Cab 4WD
39,475 mi
Bristol, CT
37 mi away
Good Deal
$31,990
- 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:
- 69,108
- VIN:
- 1GC1KUEG6GF186811
2016 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
69,108 mi
Suffield, CT
37 mi away
Great Deal
$27,339
- 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:
- 153,098
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
Price drop
-$950
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
153,098 mi
Watertown, CT
39 mi away
Good Deal
$19,248
$18,298
- 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
27 mi away
Good Deal
$33,675
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:
- 2022
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 40,767
- Stock #:
- FEU8085B
- VIN:
- 1FTER1FH3NLD43597
New arrival
2022 Ford Ranger
XL SuperCab 4WD
40,767 mi
Poughkeepsie, NY
43 mi away
Good Deal
$24,174
- 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
34 mi away
Fair Deal
$38,141
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,683
- Stock #:
- N5656
- VIN:
- 1C6RRFFGXPN519002
Price drop
-$2,255
2023 RAM 1500
Big Horn Crew Cab 4WD
32,683 mi
Torrington, CT
24 mi away
Great Deal
$34,227
$31,972
- Year:
- 2025
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 238 hp 2L I4
- Exterior color:
- Oxford White
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Blue (Navy Pier/Aspen Gray)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 13,119
- Stock #:
- FEU8103A
- VIN:
- 3FTTW8JA0SRB75093
2025 Ford Maverick
XLT SuperCrew AWD
13,119 mi
Poughkeepsie, NY
43 mi away
Great Deal
$29,666
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,410
- Stock #:
- ELA49867A
- VIN:
- 1GCPYFED7MZ191021
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,410 mi
Watertown, CT
39 mi away
Fair Deal
$31,799
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,492
- Stock #:
- N5558
- VIN:
- 3GCPDKEK4RG214183
Price drop
-$877
2024 Chevrolet Silverado 1500
LT Crew Cab 4WD
21,492 mi
Torrington, CT
24 mi away
Great Deal
$34,876
$33,999
- Year:
- 2019
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Diesel Gray/Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,734
- Stock #:
- 26N0429A
- VIN:
- 1C6RR7GGXKS705962
2019 RAM 1500
Classic Warlock Quad Cab 4WD
52,734 mi
Bristol, CT
37 mi away
Fair Deal
$26,655
- Year:
- 2018
- 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:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 105,806
- Stock #:
- 17426
- VIN:
- 1GC1KVEG6JF146273
2018 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
105,806 mi
East Greenbush, NY
38 mi away
Fair Deal
$31,347
- Year:
- 2019
- Make:
- Nissan
- Model:
- Titan
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 390 hp 5.6L V8
- Exterior color:
- Pearl White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 7-Speed Automatic
- Mileage:
- 106,237
- Stock #:
- 16117PA
- VIN:
- 1N6AA1F4XKN512644
2019 Nissan Titan
XD PRO-4X Crew Cab 4WD
106,237 mi
Hartford, CT
42 mi away
Fair Deal
$26,395
- 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:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ruby Red/Black
- Transmission:
- Automatic
- Mileage:
- 111,145
- Stock #:
- 215302
- VIN:
- 1C6RR7MT4GS215302
Sponsored Listing
2016 RAM 1500
Sport Crew Cab 4WD
111,145 mi
Manchester, CT
47 mi away
Fair Deal
$20,694
4.5 Overall rating for Pickup Truck
Filter by make
Filter by rating
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?
Used Pickup Trucks for Sale Under $10,000 Near SheffieldUsed Pickup Trucks for Sale Under $15,000 Near SheffieldUsed Pickup Trucks for Sale Under $20,000 Near SheffieldUsed Pickup Trucks for Sale Under $25,000 Near SheffieldUsed Pickup Trucks for Sale Under $30,000 Near SheffieldUsed Pickup Trucks for Sale Under $40,000 Near Sheffield
Old Chevy Trucks for Sale in Sheffield MARAM Trucks for Sale in Sheffield MA - CarGurusFord Trucks for Sale in Sheffield MALifted GMC trucks for sale in Sheffield MAChevrolet Trucks For Sale in Sheffield MAOld Toyota Pickups for Sale in Sheffield MADodge and RAM Trucks for Sale by Owner in Sheffield MAClassic Ford Trucks for Sale in Sheffield MADodge Trucks For Sale in Sheffield MAToyota Trucks for Sale in Sheffield MA
Ford F-150 in Sheffield MAChevrolet Silverado 1500 in Sheffield MARAM 1500 in Sheffield MAGMC Sierra 1500 in Sheffield MAToyota Tacoma in Sheffield MAJeep Compass in Sheffield MAFord F-250 Super Duty in Sheffield MARAM 2500 in Sheffield MAChevrolet Silverado 2500HD in Sheffield MAToyota Tundra in Sheffield MAChevrolet Colorado in Sheffield MAJeep Gladiator in Sheffield MA
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 SheffieldUsed SUVs / Crossovers for Sale with Low Mileage in SheffieldUsed Hatchbacks for Sale with Low Mileage in SheffieldUsed Convertibles for Sale with Low Mileage in SheffieldUsed Vans for Sale with Low Mileage in SheffieldUsed Minivans for Sale with Low Mileage in SheffieldUsed Pickup Trucks for Sale with Low Mileage in SheffieldUsed Coupes for Sale with Low Mileage in SheffieldUsed Wagons for Sale with Low Mileage in Sheffield
Used Ford F-150 for Sale with Tow Package in SheffieldUsed Chevrolet Silverado 1500 for Sale with Tow Package in SheffieldUsed RAM 1500 for Sale with Tow Package in SheffieldUsed GMC Sierra 1500 for Sale with Tow Package in SheffieldUsed Toyota Tacoma for Sale with Tow Package in SheffieldUsed Ford F-250 Super Duty for Sale with Tow Package in SheffieldUsed RAM 2500 for Sale with Tow Package in SheffieldUsed Chevrolet Silverado 2500HD for Sale with Tow Package in SheffieldUsed Toyota Tundra for Sale with Tow Package in SheffieldUsed Chevrolet Colorado for Sale with Tow Package in SheffieldUsed Jeep Gladiator for Sale with Tow Package in SheffieldUsed GMC Sierra 2500HD for Sale with Tow Package in Sheffield
